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Flights from San Antonio to Chicago (SAT to MDW)

Discover alternate routes & cheap one way flights from San Antonio to Chicago (SAT to MDW) within a departure date range.

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  • USD 63
    Frontier AirlinesSpirit Airlines
    9:56am - 10:59pm
    Wed May 10th
    13h 3m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Wed May 10th 2023 Spirit Airlines · NK 1718 Depart at 9:56am from San Antonio (SAT) Fly for 2h 38m Arrive at 1:34pm in Orlando (MCO)

    Layover in Orlando for 7h 31m

    Wed May 10th 2023 Frontier Airlines · F9 1020 Depart at 9:05pm from Orlando (MCO) Fly for 2h 54m Arrive at 10:59pm in Chicago (MDW)

  • USD 63
    Frontier AirlinesSpirit Airlines
    9:56am - 12:59am
    Tue May 9th
    15h 3m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Tue May 9th 2023 Spirit Airlines · NK 1718 Depart at 9:56am from San Antonio (SAT) Fly for 2h 38m Arrive at 1:34pm in Orlando (MCO)

    Layover in Orlando for 9h 31m

    Tue May 9th 2023 Frontier Airlines · F9 1024 Depart at 11:05pm from Orlando (MCO) Fly for 2h 54m Arrive at 12:59am in Chicago (MDW)

  • USD 63
    Frontier AirlinesSpirit Airlines
    9:56am - 12:59am
    Wed May 10th
    15h 3m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Wed May 10th 2023 Spirit Airlines · NK 1718 Depart at 9:56am from San Antonio (SAT) Fly for 2h 38m Arrive at 1:34pm in Orlando (MCO)

    Layover in Orlando for 9h 31m

    Wed May 10th 2023 Frontier Airlines · F9 1024 Depart at 11:05pm from Orlando (MCO) Fly for 2h 54m Arrive at 12:59am in Chicago (MDW)

  • USD 63
    Frontier AirlinesSpirit Airlines
    9:56am - 12:28pm
    Tue May 16th
    26h 32m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Tue May 16th 2023 Spirit Airlines · NK 1718 Depart at 9:56am from San Antonio (SAT) Fly for 2h 38m Arrive at 1:34pm in Orlando (MCO)

    Layover in Orlando for 21h 6m

    Wed May 17th 2023 Frontier Airlines · F9 3226 Depart at 10:40am from Orlando (MCO) Fly for 2h 48m Arrive at 12:28pm in Chicago (MDW)

  • USD 64
    Frontier Airlines
    5:44pm - 10:04am
    Tue May 16th
    16h 20m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Tue May 16th 2023 Frontier Airlines · F9 2330 Depart at 5:44pm from San Antonio (SAT) Fly for 2h 25m Arrive at 9:09pm in Atlanta (ATL)

    Layover in Atlanta for 11h 59m

    Wed May 17th 2023 Frontier Airlines · F9 3764 Depart at 9:08am from Atlanta (ATL) Fly for 1h 56m Arrive at 10:04am in Chicago (MDW)

  • USD 64
    Frontier Airlines
    12:18pm - 1:23pm
    Tue May 9th
    25h 5m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Tue May 9th 2023 Frontier Airlines · F9 1518 Depart at 12:18pm from San Antonio (SAT) Fly for 2h 19m Arrive at 3:37pm in Atlanta (ATL)

    Layover in Atlanta for 20h 47m

    Wed May 10th 2023 Frontier Airlines · F9 1354 Depart at 12:24pm from Atlanta (ATL) Fly for 1h 59m Arrive at 1:23pm in Chicago (MDW)

  • USD 65
    Frontier Airlines
    5:19pm - 12:59am
    Tue May 9th
    7h 40m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Tue May 9th 2023 Frontier Airlines · F9 1198 Depart at 5:19pm from San Antonio (SAT) Fly for 2h 43m Arrive at 9:02pm in Orlando (MCO)

    Layover in Orlando for 2h 3m

    Tue May 9th 2023 Frontier Airlines · F9 1024 Depart at 11:05pm from Orlando (MCO) Fly for 2h 54m Arrive at 12:59am in Chicago (MDW)

  • USD 66
    Frontier Airlines
    5:19pm - 12:59am
    Tue May 2nd
    7h 40m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Tue May 2nd 2023 Frontier Airlines · F9 1198 Depart at 5:19pm from San Antonio (SAT) Fly for 2h 43m Arrive at 9:02pm in Orlando (MCO)

    Layover in Orlando for 2h 3m

    Tue May 2nd 2023 Frontier Airlines · F9 1024 Depart at 11:05pm from Orlando (MCO) Fly for 2h 54m Arrive at 12:59am in Chicago (MDW)

  • USD 66
    Frontier Airlines
    5:19pm - 2:44pm
    Tue May 2nd
    21h 25m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Tue May 2nd 2023 Frontier Airlines · F9 1198 Depart at 5:19pm from San Antonio (SAT) Fly for 2h 43m Arrive at 9:02pm in Orlando (MCO)

    Layover in Orlando for 15h 48m

    Wed May 3rd 2023 Frontier Airlines · F9 1022 Depart at 12:50pm from Orlando (MCO) Fly for 2h 54m Arrive at 2:44pm in Chicago (MDW)

  • USD 67
    Frontier AirlinesSpirit Airlines
    9:56am - 10:59pm
    Tue May 9th
    13h 3m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Tue May 9th 2023 Spirit Airlines · NK 1718 Depart at 9:56am from San Antonio (SAT) Fly for 2h 38m Arrive at 1:34pm in Orlando (MCO)

    Layover in Orlando for 7h 31m

    Tue May 9th 2023 Frontier Airlines · F9 1022 Depart at 9:05pm from Orlando (MCO) Fly for 2h 54m Arrive at 10:59pm in Chicago (MDW)

  • USD 71
    Frontier AirlinesSpirit Airlines
    9:30am - 12:59am
    Tue Apr 25th
    15h 29m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Tue Apr 25th 2023 Spirit Airlines · NK 1718 Depart at 9:30am from San Antonio (SAT) Fly for 2h 42m Arrive at 1:12pm in Orlando (MCO)

    Layover in Orlando for 9h 53m

    Tue Apr 25th 2023 Frontier Airlines · F9 1024 Depart at 11:05pm from Orlando (MCO) Fly for 2h 54m Arrive at 12:59am in Chicago (MDW)

  • USD 73
    Frontier Airlines
    5:19pm - 12:59am
    Tue Apr 25th
    7h 40m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Tue Apr 25th 2023 Frontier Airlines · F9 1198 Depart at 5:19pm from San Antonio (SAT) Fly for 2h 43m Arrive at 9:02pm in Orlando (MCO)

    Layover in Orlando for 2h 3m

    Tue Apr 25th 2023 Frontier Airlines · F9 1024 Depart at 11:05pm from Orlando (MCO) Fly for 2h 54m Arrive at 12:59am in Chicago (MDW)

  • USD 73
    Frontier AirlinesSpirit Airlines
    9:56am - 11:28pm
    Wed May 17th
    13h 32m
    San Antonio (SAT) → Chicago (MDW)
    2 Stops

    Wed May 17th 2023 Spirit Airlines · NK 1718 Depart at 9:56am from San Antonio (SAT) Fly for 2h 38m Arrive at 1:34pm in Orlando (MCO)

    Layover in Orlando for 4h 36m

    Wed May 17th 2023 Frontier Airlines · F9 1619 Depart at 6:10pm from Orlando (MCO) Fly for 1h 41m Arrive at 7:51pm in Atlanta (ATL)

    Layover in Atlanta for 2h 37m

    Wed May 17th 2023 Frontier Airlines · F9 3762 Depart at 10:28pm from Atlanta (ATL) Fly for 2h 0m Arrive at 11:28pm in Chicago (MDW)

  • USD 75
    Frontier Airlines
    9:40am - 11:28pm
    Sat May 13th
    13h 48m
    San Antonio (SAT) → Chicago (MDW)
    2 Stops

    Sat May 13th 2023 Frontier Airlines · F9 1734 Depart at 9:40am from San Antonio (SAT) Fly for 2h 45m Arrive at 1:25pm in Orlando (MCO)

    Layover in Orlando for 4h 45m

    Sat May 13th 2023 Frontier Airlines · F9 1619 Depart at 6:10pm from Orlando (MCO) Fly for 1h 41m Arrive at 7:51pm in Atlanta (ATL)

    Layover in Atlanta for 2h 37m

    Sat May 13th 2023 Frontier Airlines · F9 3762 Depart at 10:28pm from Atlanta (ATL) Fly for 2h 0m Arrive at 11:28pm in Chicago (MDW)

  • USD 78
    Frontier Airlines
    10:08am - 5:09pm
    Tue May 9th
    7h 1m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Tue May 9th 2023 Frontier Airlines · F9 991 Depart at 10:08am from San Antonio (SAT) Fly for 2h 19m Arrive at 11:27am in Denver (DEN)

    Layover in Denver for 2h 20m

    Tue May 9th 2023 Frontier Airlines · F9 878 Depart at 1:47pm from Denver (DEN) Fly for 2h 22m Arrive at 5:09pm in Chicago (MDW)

  • USD 81
    Frontier Airlines
    10:08am - 5:09pm
    Tue May 2nd
    7h 1m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Tue May 2nd 2023 Frontier Airlines · F9 991 Depart at 10:08am from San Antonio (SAT) Fly for 2h 19m Arrive at 11:27am in Denver (DEN)

    Layover in Denver for 2h 20m

    Tue May 2nd 2023 Frontier Airlines · F9 878 Depart at 1:47pm from Denver (DEN) Fly for 2h 22m Arrive at 5:09pm in Chicago (MDW)

  • USD 83
    Frontier AirlinesSpirit Airlines
    9:56am - 11:44pm
    Tue May 16th
    13h 48m
    San Antonio (SAT) → Chicago (MDW)
    2 Stops

    Tue May 16th 2023 Spirit Airlines · NK 1718 Depart at 9:56am from San Antonio (SAT) Fly for 2h 38m Arrive at 1:34pm in Orlando (MCO)

    Layover in Orlando for 4h 36m

    Tue May 16th 2023 Frontier Airlines · F9 1619 Depart at 6:10pm from Orlando (MCO) Fly for 1h 41m Arrive at 7:51pm in Atlanta (ATL)

    Layover in Atlanta for 2h 54m

    Tue May 16th 2023 Frontier Airlines · F9 3762 Depart at 10:45pm from Atlanta (ATL) Fly for 1h 59m Arrive at 11:44pm in Chicago (MDW)

  • USD 84
    Frontier Airlines
    5:44pm - 11:44pm
    Tue May 16th
    6h 0m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Tue May 16th 2023 Frontier Airlines · F9 2330 Depart at 5:44pm from San Antonio (SAT) Fly for 2h 25m Arrive at 9:09pm in Atlanta (ATL)

    Layover in Atlanta for 1h 36m

    Tue May 16th 2023 Frontier Airlines · F9 3762 Depart at 10:45pm from Atlanta (ATL) Fly for 1h 59m Arrive at 11:44pm in Chicago (MDW)

  • USD 84
    Frontier AirlinesSpirit Airlines
    9:56am - 11:28pm
    Sat May 13th
    13h 32m
    San Antonio (SAT) → Chicago (MDW)
    2 Stops

    Sat May 13th 2023 Spirit Airlines · NK 1718 Depart at 9:56am from San Antonio (SAT) Fly for 2h 38m Arrive at 1:34pm in Orlando (MCO)

    Layover in Orlando for 4h 36m

    Sat May 13th 2023 Frontier Airlines · F9 1619 Depart at 6:10pm from Orlando (MCO) Fly for 1h 41m Arrive at 7:51pm in Atlanta (ATL)

    Layover in Atlanta for 2h 37m

    Sat May 13th 2023 Frontier Airlines · F9 3762 Depart at 10:28pm from Atlanta (ATL) Fly for 2h 0m Arrive at 11:28pm in Chicago (MDW)

  • USD 87
    Frontier Airlines
    10:47am - 5:56pm
    Thu Apr 27th
    7h 9m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Thu Apr 27th 2023 Frontier Airlines · F9 991 Depart at 10:47am from San Antonio (SAT) Fly for 2h 19m Arrive at 12:06pm in Denver (DEN)

    Layover in Denver for 2h 28m

    Thu Apr 27th 2023 Frontier Airlines · F9 878 Depart at 2:34pm from Denver (DEN) Fly for 2h 22m Arrive at 5:56pm in Chicago (MDW)

  • USD 88
    Frontier AirlinesSpirit Airlines
    7:30am - 12:59am
    Wed May 3rd
    17h 29m
    San Antonio (SAT) → Chicago (MDW)
    2 Stops

    Wed May 3rd 2023 Spirit Airlines · NK 1737 Depart at 7:30am from San Antonio (SAT) Fly for 2h 52m Arrive at 11:22am in Fort Lauderdale (FLL)

    Layover in Fort Lauderdale for 4h 13m

    Wed May 3rd 2023 Spirit Airlines · NK 198 Depart at 3:35pm from Fort Lauderdale (FLL) Fly for 1h 8m Arrive at 4:43pm in Orlando (MCO)

    Layover in Orlando for 6h 22m

    Wed May 3rd 2023 Frontier Airlines · F9 1024 Depart at 11:05pm from Orlando (MCO) Fly for 2h 54m Arrive at 12:59am in Chicago (MDW)

  • USD 90
    Frontier AirlinesSpirit Airlines
    7:30am - 12:59am
    Sat Apr 29th
    17h 29m
    San Antonio (SAT) → Chicago (MDW)
    2 Stops

    Sat Apr 29th 2023 Spirit Airlines · NK 1737 Depart at 7:30am from San Antonio (SAT) Fly for 2h 52m Arrive at 11:22am in Fort Lauderdale (FLL)

    Layover in Fort Lauderdale for 4h 13m

    Sat Apr 29th 2023 Spirit Airlines · NK 198 Depart at 3:35pm from Fort Lauderdale (FLL) Fly for 1h 8m Arrive at 4:43pm in Orlando (MCO)

    Layover in Orlando for 6h 22m

    Sat Apr 29th 2023 Frontier Airlines · F9 1024 Depart at 11:05pm from Orlando (MCO) Fly for 2h 54m Arrive at 12:59am in Chicago (MDW)

  • USD 96
    Frontier AirlinesSpirit Airlines
    7:30am - 12:59am
    Wed Apr 26th
    17h 29m
    San Antonio (SAT) → Chicago (MDW)
    2 Stops

    Wed Apr 26th 2023 Spirit Airlines · NK 1737 Depart at 7:30am from San Antonio (SAT) Fly for 2h 52m Arrive at 11:22am in Fort Lauderdale (FLL)

    Layover in Fort Lauderdale for 4h 13m

    Wed Apr 26th 2023 Spirit Airlines · NK 198 Depart at 3:35pm from Fort Lauderdale (FLL) Fly for 1h 8m Arrive at 4:43pm in Orlando (MCO)

    Layover in Orlando for 6h 22m

    Wed Apr 26th 2023 Frontier Airlines · F9 1024 Depart at 11:05pm from Orlando (MCO) Fly for 2h 54m Arrive at 12:59am in Chicago (MDW)

  • USD 96
    Frontier AirlinesSpirit Airlines
    5:30am - 10:59pm
    Sat May 6th
    17h 29m
    San Antonio (SAT) → Chicago (MDW)
    2 Stops

    Sat May 6th 2023 Spirit Airlines · NK 1737 Depart at 5:30am from San Antonio (SAT) Fly for 2h 52m Arrive at 9:22am in Fort Lauderdale (FLL)

    Layover in Fort Lauderdale for 6h 23m

    Sat May 6th 2023 Spirit Airlines · NK 198 Depart at 3:45pm from Fort Lauderdale (FLL) Fly for 1h 6m Arrive at 4:51pm in Orlando (MCO)

    Layover in Orlando for 4h 14m

    Sat May 6th 2023 Frontier Airlines · F9 1022 Depart at 9:05pm from Orlando (MCO) Fly for 2h 54m Arrive at 10:59pm in Chicago (MDW)

  • USD 99
    Frontier Airlines
    10:08am - 5:09pm
    Tue Apr 25th
    7h 1m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Tue Apr 25th 2023 Frontier Airlines · F9 991 Depart at 10:08am from San Antonio (SAT) Fly for 2h 19m Arrive at 11:27am in Denver (DEN)

    Layover in Denver for 2h 20m

    Tue Apr 25th 2023 Frontier Airlines · F9 878 Depart at 1:47pm from Denver (DEN) Fly for 2h 22m Arrive at 5:09pm in Chicago (MDW)

  • USD 100
    Frontier Airlines
    1:33pm - 12:52pm
    Wed May 17th
    23h 19m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Wed May 17th 2023 Frontier Airlines · F9 2829 Depart at 1:33pm from San Antonio (SAT) Fly for 2h 56m Arrive at 2:29pm in Las Vegas (LAS)

    Layover in Las Vegas for 16h 51m

    Thu May 18th 2023 Frontier Airlines · F9 2806 Depart at 7:20am from Las Vegas (LAS) Fly for 3h 32m Arrive at 12:52pm in Chicago (MDW)

  • USD 102
    Frontier Airlines
    5:19pm - 1:29am
    Thu Apr 27th
    8h 10m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Thu Apr 27th 2023 Frontier Airlines · F9 1198 Depart at 5:19pm from San Antonio (SAT) Fly for 2h 43m Arrive at 9:02pm in Orlando (MCO)

    Layover in Orlando for 2h 33m

    Thu Apr 27th 2023 Frontier Airlines · F9 1024 Depart at 11:35pm from Orlando (MCO) Fly for 2h 54m Arrive at 1:29am in Chicago (MDW)

  • USD 105
    Frontier AirlinesSpirit Airlines
    9:56am - 11:28pm
    Mon May 15th
    13h 32m
    San Antonio (SAT) → Chicago (MDW)
    2 Stops

    Mon May 15th 2023 Spirit Airlines · NK 1718 Depart at 9:56am from San Antonio (SAT) Fly for 2h 38m Arrive at 1:34pm in Orlando (MCO)

    Layover in Orlando for 4h 36m

    Mon May 15th 2023 Frontier Airlines · F9 1619 Depart at 6:10pm from Orlando (MCO) Fly for 1h 41m Arrive at 7:51pm in Atlanta (ATL)

    Layover in Atlanta for 2h 37m

    Mon May 15th 2023 Frontier Airlines · F9 3762 Depart at 10:28pm from Atlanta (ATL) Fly for 2h 0m Arrive at 11:28pm in Chicago (MDW)

  • USD 105
    Frontier AirlinesSpirit Airlines
    9:30am - 12:59am
    Wed Apr 26th
    15h 29m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Wed Apr 26th 2023 Spirit Airlines · NK 1718 Depart at 9:30am from San Antonio (SAT) Fly for 2h 42m Arrive at 1:12pm in Orlando (MCO)

    Layover in Orlando for 9h 53m

    Wed Apr 26th 2023 Frontier Airlines · F9 1024 Depart at 11:05pm from Orlando (MCO) Fly for 2h 54m Arrive at 12:59am in Chicago (MDW)

  • USD 107
    Frontier Airlines
    9:57am - 11:28pm
    Mon May 15th
    13h 31m
    San Antonio (SAT) → Chicago (MDW)
    2 Stops

    Mon May 15th 2023 Frontier Airlines · F9 1734 Depart at 9:57am from San Antonio (SAT) Fly for 2h 45m Arrive at 1:42pm in Orlando (MCO)

    Layover in Orlando for 4h 28m

    Mon May 15th 2023 Frontier Airlines · F9 1619 Depart at 6:10pm from Orlando (MCO) Fly for 1h 41m Arrive at 7:51pm in Atlanta (ATL)

    Layover in Atlanta for 2h 37m

    Mon May 15th 2023 Frontier Airlines · F9 3762 Depart at 10:28pm from Atlanta (ATL) Fly for 2h 0m Arrive at 11:28pm in Chicago (MDW)

  • USD 119
    Frontier AirlinesSpirit Airlines
    9:56am - 10:59pm
    Fri May 5th
    13h 3m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Fri May 5th 2023 Spirit Airlines · NK 1718 Depart at 9:56am from San Antonio (SAT) Fly for 2h 38m Arrive at 1:34pm in Orlando (MCO)

    Layover in Orlando for 7h 31m

    Fri May 5th 2023 Frontier Airlines · F9 1022 Depart at 9:05pm from Orlando (MCO) Fly for 2h 54m Arrive at 10:59pm in Chicago (MDW)

  • USD 123
    Frontier Airlines
    9:56pm - 11:34am
    Fri May 5th
    13h 38m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Fri May 5th 2023 Frontier Airlines · F9 2075 Depart at 9:56pm from San Antonio (SAT) Fly for 3h 0m Arrive at 10:56pm in Las Vegas (LAS)

    Layover in Las Vegas for 7h 9m

    Sat May 6th 2023 Frontier Airlines · F9 2116 Depart at 6:05am from Las Vegas (LAS) Fly for 3h 29m Arrive at 11:34am in Chicago (MDW)

  • USD 128
    Frontier AirlinesSpirit Airlines
    9:56am - 9:18pm
    Wed May 17th
    11h 22m
    San Antonio (SAT) → Chicago (MDW)
    2 Stops

    Wed May 17th 2023 Spirit Airlines · NK 1718 Depart at 9:56am from San Antonio (SAT) Fly for 2h 38m Arrive at 1:34pm in Orlando (MCO)

    Layover in Orlando for 2h 7m

    Wed May 17th 2023 Frontier Airlines · F9 1604 Depart at 3:41pm from Orlando (MCO) Fly for 2h 41m Arrive at 6:22pm in Philadelphia (PHL)

    Layover in Philadelphia for 1h 42m

    Wed May 17th 2023 Frontier Airlines · F9 3801 Depart at 8:04pm from Philadelphia (PHL) Fly for 2h 14m Arrive at 9:18pm in Chicago (MDW)

  • USD 129
    Frontier AirlinesDelta Air Lines
    7:00am - 1:23pm
    Tue May 9th
    6h 23m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Tue May 9th 2023 Delta Air Lines · DL 1617 Depart at 7:00am from San Antonio (SAT) Fly for 2h 20m Arrive at 10:20am in Atlanta (ATL)

    Layover in Atlanta for 2h 4m

    Tue May 9th 2023 Frontier Airlines · F9 1354 Depart at 12:24pm from Atlanta (ATL) Fly for 1h 59m Arrive at 1:23pm in Chicago (MDW)

  • USD 129
    Frontier AirlinesDelta Air Lines
    5:00pm - 11:28pm
    Wed May 17th
    6h 28m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Wed May 17th 2023 Delta Air Lines · DL 1347 Depart at 5:00pm from San Antonio (SAT) Fly for 2h 25m Arrive at 8:25pm in Atlanta (ATL)

    Layover in Atlanta for 2h 3m

    Wed May 17th 2023 Frontier Airlines · F9 3762 Depart at 10:28pm from Atlanta (ATL) Fly for 2h 0m Arrive at 11:28pm in Chicago (MDW)

  • USD 129
    Frontier AirlinesDelta Air Lines
    12:18pm - 11:52pm
    Tue May 9th
    11h 34m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Tue May 9th 2023 Frontier Airlines · F9 1518 Depart at 12:18pm from San Antonio (SAT) Fly for 2h 19m Arrive at 3:37pm in Atlanta (ATL)

    Layover in Atlanta for 7h 22m

    Tue May 9th 2023 Delta Air Lines · DL 1076 Depart at 10:59pm from Atlanta (ATL) Fly for 1h 53m Arrive at 11:52pm in Chicago (MDW)

  • USD 130
    Frontier Airlines
    9:40am - 9:28pm
    Sat May 13th
    11h 48m
    San Antonio (SAT) → Chicago (MDW)
    2 Stops

    Sat May 13th 2023 Frontier Airlines · F9 1734 Depart at 9:40am from San Antonio (SAT) Fly for 2h 45m Arrive at 1:25pm in Orlando (MCO)

    Layover in Orlando for 2h 16m

    Sat May 13th 2023 Frontier Airlines · F9 1604 Depart at 3:41pm from Orlando (MCO) Fly for 2h 41m Arrive at 6:22pm in Philadelphia (PHL)

    Layover in Philadelphia for 1h 52m

    Sat May 13th 2023 Frontier Airlines · F9 3801 Depart at 8:14pm from Philadelphia (PHL) Fly for 2h 14m Arrive at 9:28pm in Chicago (MDW)

  • USD 135
    Frontier AirlinesSpirit Airlines
    12:18pm - 1:29am
    Thu May 4th
    13h 11m
    San Antonio (SAT) → Chicago (MDW)
    2 Stops

    Thu May 4th 2023 Frontier Airlines · F9 1518 Depart at 12:18pm from San Antonio (SAT) Fly for 2h 19m Arrive at 3:37pm in Atlanta (ATL)

    Layover in Atlanta for 3h 38m

    Thu May 4th 2023 Spirit Airlines · NK 1566 Depart at 7:15pm from Atlanta (ATL) Fly for 1h 31m Arrive at 8:46pm in Orlando (MCO)

    Layover in Orlando for 2h 49m

    Thu May 4th 2023 Frontier Airlines · F9 1024 Depart at 11:35pm from Orlando (MCO) Fly for 2h 54m Arrive at 1:29am in Chicago (MDW)

  • USD 137
    Frontier Airlines
    11:38am - 11:28pm
    Fri May 12th
    11h 50m
    San Antonio (SAT) → Chicago (MDW)
    2 Stops

    Fri May 12th 2023 Frontier Airlines · F9 1734 Depart at 11:38am from San Antonio (SAT) Fly for 2h 52m Arrive at 3:30pm in Orlando (MCO)

    Layover in Orlando for 2h 40m

    Fri May 12th 2023 Frontier Airlines · F9 1619 Depart at 6:10pm from Orlando (MCO) Fly for 1h 41m Arrive at 7:51pm in Atlanta (ATL)

    Layover in Atlanta for 2h 37m

    Fri May 12th 2023 Frontier Airlines · F9 3762 Depart at 10:28pm from Atlanta (ATL) Fly for 2h 0m Arrive at 11:28pm in Chicago (MDW)

  • USD 137
    Frontier AirlinesSpirit Airlines
    9:30am - 12:59am
    Mon Apr 24th
    15h 29m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Mon Apr 24th 2023 Spirit Airlines · NK 1718 Depart at 9:30am from San Antonio (SAT) Fly for 2h 42m Arrive at 1:12pm in Orlando (MCO)

    Layover in Orlando for 9h 53m

    Mon Apr 24th 2023 Frontier Airlines · F9 1024 Depart at 11:05pm from Orlando (MCO) Fly for 2h 54m Arrive at 12:59am in Chicago (MDW)

  • USD 140
    Frontier Airlines
    5:19pm - 1:29am
    Thu May 4th
    8h 10m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Thu May 4th 2023 Frontier Airlines · F9 1198 Depart at 5:19pm from San Antonio (SAT) Fly for 2h 43m Arrive at 9:02pm in Orlando (MCO)

    Layover in Orlando for 2h 33m

    Thu May 4th 2023 Frontier Airlines · F9 1024 Depart at 11:35pm from Orlando (MCO) Fly for 2h 54m Arrive at 1:29am in Chicago (MDW)

  • USD 140
    Frontier Airlines
    12:18pm - 10:59pm
    Tue May 9th
    10h 41m
    San Antonio (SAT) → Chicago (MDW)
    2 Stops

    Tue May 9th 2023 Frontier Airlines · F9 1518 Depart at 12:18pm from San Antonio (SAT) Fly for 2h 19m Arrive at 3:37pm in Atlanta (ATL)

    Layover in Atlanta for 2h 37m

    Tue May 9th 2023 Frontier Airlines · F9 1014 Depart at 6:14pm from Atlanta (ATL) Fly for 1h 40m Arrive at 7:54pm in Orlando (MCO)

    Layover in Orlando for 1h 11m

    Tue May 9th 2023 Frontier Airlines · F9 1022 Depart at 9:05pm from Orlando (MCO) Fly for 2h 54m Arrive at 10:59pm in Chicago (MDW)

  • USD 141
    Frontier Airlines
    10:47am - 5:59pm
    Thu May 4th
    7h 12m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Thu May 4th 2023 Frontier Airlines · F9 991 Depart at 10:47am from San Antonio (SAT) Fly for 2h 19m Arrive at 12:06pm in Denver (DEN)

    Layover in Denver for 2h 31m

    Thu May 4th 2023 Frontier Airlines · F9 878 Depart at 2:37pm from Denver (DEN) Fly for 2h 22m Arrive at 5:59pm in Chicago (MDW)

  • USD 142
    Frontier AirlinesUnited Airlines
    7:42am - 3:21pm
    Wed May 17th
    7h 39m
    San Antonio (SAT) → Chicago (MDW)
    2 Stops

    Wed May 17th 2023 United Airlines · UA 2486 Depart at 7:42am from San Antonio (SAT) Fly for 1h 3m Arrive at 8:45am in Houston (IAH)

    Layover in Houston for 1h 1m

    Wed May 17th 2023 United Airlines · UA 2410 Depart at 9:46am from Houston (IAH) Fly for 1h 13m Arrive at 10:59am in Dallas (DFW)

    Layover in Dallas for 2h 1m

    Wed May 17th 2023 Frontier Airlines · F9 3800 Depart at 1:00pm from Dallas (DFW) Fly for 2h 21m Arrive at 3:21pm in Chicago (MDW)

  • USD 147
    Frontier AirlinesSpirit Airlines
    9:56am - 10:59pm
    Sat May 6th
    13h 3m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Sat May 6th 2023 Spirit Airlines · NK 1718 Depart at 9:56am from San Antonio (SAT) Fly for 2h 38m Arrive at 1:34pm in Orlando (MCO)

    Layover in Orlando for 7h 31m

    Sat May 6th 2023 Frontier Airlines · F9 1022 Depart at 9:05pm from Orlando (MCO) Fly for 2h 54m Arrive at 10:59pm in Chicago (MDW)

  • USD 149
    Frontier AirlinesDelta Air Lines
    12:25pm - 10:59pm
    Tue May 9th
    10h 34m
    San Antonio (SAT) → Chicago (MDW)
    2 Stops

    Tue May 9th 2023 Delta Air Lines · DL 538 Depart at 12:25pm from San Antonio (SAT) Fly for 2h 22m Arrive at 3:47pm in Atlanta (ATL)

    Layover in Atlanta for 0h 48m

    Tue May 9th 2023 Delta Air Lines · DL 1497 Depart at 4:35pm from Atlanta (ATL) Fly for 1h 34m Arrive at 6:09pm in Orlando (MCO)

    Layover in Orlando for 2h 56m

    Tue May 9th 2023 Frontier Airlines · F9 1022 Depart at 9:05pm from Orlando (MCO) Fly for 2h 54m Arrive at 10:59pm in Chicago (MDW)

  • USD 151
    Frontier AirlinesSpirit Airlines
    2:47pm - 9:02am
    Fri Apr 28th
    18h 15m
    San Antonio (SAT) → Chicago (MDW)
    2 Stops

    Fri Apr 28th 2023 Spirit Airlines · NK 1039 Depart at 2:47pm from San Antonio (SAT) Fly for 3h 0m Arrive at 3:47pm in Las Vegas (LAS)

    Layover in Las Vegas for 6h 17m

    Fri Apr 28th 2023 Frontier Airlines · F9 774 Depart at 10:04pm from Las Vegas (LAS) Fly for 1h 53m Arrive at 12:57am in Denver (DEN)

    Layover in Denver for 4h 43m

    Sat Apr 29th 2023 Frontier Airlines · F9 5 Depart at 5:40am from Denver (DEN) Fly for 2h 22m Arrive at 9:02am in Chicago (MDW)

  • USD 155
    Frontier Airlines
    10:00pm - 11:34am
    Fri Apr 28th
    13h 34m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Fri Apr 28th 2023 Frontier Airlines · F9 2075 Depart at 10:00pm from San Antonio (SAT) Fly for 3h 3m Arrive at 11:03pm in Las Vegas (LAS)

    Layover in Las Vegas for 7h 2m

    Sat Apr 29th 2023 Frontier Airlines · F9 2116 Depart at 6:05am from Las Vegas (LAS) Fly for 3h 29m Arrive at 11:34am in Chicago (MDW)

  • USD 158
    Frontier AirlinesUnited Airlines
    1:45pm - 8:52pm
    Wed May 3rd
    7h 7m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Wed May 3rd 2023 United Airlines · UA 1715 Depart at 1:45pm from San Antonio (SAT) Fly for 2h 15m Arrive at 3:00pm in Denver (DEN)

    Layover in Denver for 2h 30m

    Wed May 3rd 2023 Frontier Airlines · F9 878 Depart at 5:30pm from Denver (DEN) Fly for 2h 22m Arrive at 8:52pm in Chicago (MDW)

  • USD 159
    Delta Air Lines
    5:21am - 12:52pm
    Wed May 17th
    7h 31m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Wed May 17th 2023 Delta Air Lines · DL 1627 Depart at 5:21am from San Antonio (SAT) Fly for 3h 5m Arrive at 9:26am in Detroit (DTW)

    Layover in Detroit for 3h 9m

    Wed May 17th 2023 Delta Air Lines · DL 3666 Depart at 12:35pm from Detroit (DTW) Fly for 1h 17m Arrive at 12:52pm in Chicago (MDW)

  • USD 159
    Delta Air Lines
    5:21am - 12:52pm
    Wed May 10th
    7h 31m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Wed May 10th 2023 Delta Air Lines · DL 1627 Depart at 5:21am from San Antonio (SAT) Fly for 3h 5m Arrive at 9:26am in Detroit (DTW)

    Layover in Detroit for 3h 9m

    Wed May 10th 2023 Delta Air Lines · DL 3666 Depart at 12:35pm from Detroit (DTW) Fly for 1h 17m Arrive at 12:52pm in Chicago (MDW)

  • USD 159
    Frontier AirlinesUnited Airlines
    7:42am - 3:34pm
    Sat May 13th
    7h 52m
    San Antonio (SAT) → Chicago (MDW)
    2 Stops

    Sat May 13th 2023 United Airlines · UA 2486 Depart at 7:42am from San Antonio (SAT) Fly for 1h 3m Arrive at 8:45am in Houston (IAH)

    Layover in Houston for 1h 1m

    Sat May 13th 2023 United Airlines · UA 2410 Depart at 9:46am from Houston (IAH) Fly for 1h 13m Arrive at 10:59am in Dallas (DFW)

    Layover in Dallas for 2h 14m

    Sat May 13th 2023 Frontier Airlines · F9 3800 Depart at 1:13pm from Dallas (DFW) Fly for 2h 21m Arrive at 3:34pm in Chicago (MDW)

  • USD 160
    Frontier AirlinesUnited Airlines
    9:39am - 6:36pm
    Tue May 16th
    8h 57m
    San Antonio (SAT) → Chicago (MDW)
    2 Stops

    Tue May 16th 2023 United Airlines · UA 2460 Depart at 9:39am from San Antonio (SAT) Fly for 1h 3m Arrive at 10:42am in Houston (IAH)

    Layover in Houston for 1h 22m

    Tue May 16th 2023 United Airlines · UA 1995 Depart at 12:04pm from Houston (IAH) Fly for 1h 15m Arrive at 1:19pm in Dallas (DFW)

    Layover in Dallas for 2h 55m

    Tue May 16th 2023 Frontier Airlines · F9 3798 Depart at 4:14pm from Dallas (DFW) Fly for 2h 22m Arrive at 6:36pm in Chicago (MDW)

  • USD 161
    Frontier AirlinesDelta Air Lines
    5:30am - 2:19pm
    Sat May 13th
    8h 49m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Sat May 13th 2023 Delta Air Lines · DL 1027 Depart at 5:30am from San Antonio (SAT) Fly for 2h 20m Arrive at 8:50am in Atlanta (ATL)

    Layover in Atlanta for 4h 28m

    Sat May 13th 2023 Frontier Airlines · F9 3764 Depart at 1:18pm from Atlanta (ATL) Fly for 2h 1m Arrive at 2:19pm in Chicago (MDW)

  • USD 162
    Delta Air Lines
    10:48am - 4:59pm
    Tue May 9th
    6h 11m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Tue May 9th 2023 Delta Air Lines · DL 1676 Depart at 10:48am from San Antonio (SAT) Fly for 2h 24m Arrive at 2:12pm in Atlanta (ATL)

    Layover in Atlanta for 1h 53m

    Tue May 9th 2023 Delta Air Lines · DL 2243 Depart at 4:05pm from Atlanta (ATL) Fly for 1h 54m Arrive at 4:59pm in Chicago (MDW)

  • USD 162
    Delta Air Lines
    10:48am - 4:59pm
    Tue May 16th
    6h 11m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Tue May 16th 2023 Delta Air Lines · DL 1676 Depart at 10:48am from San Antonio (SAT) Fly for 2h 24m Arrive at 2:12pm in Atlanta (ATL)

    Layover in Atlanta for 1h 53m

    Tue May 16th 2023 Delta Air Lines · DL 2243 Depart at 4:05pm from Atlanta (ATL) Fly for 1h 54m Arrive at 4:59pm in Chicago (MDW)

  • USD 162
    Delta Air Lines
    10:48am - 4:59pm
    Wed May 17th
    6h 11m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Wed May 17th 2023 Delta Air Lines · DL 1676 Depart at 10:48am from San Antonio (SAT) Fly for 2h 24m Arrive at 2:12pm in Atlanta (ATL)

    Layover in Atlanta for 1h 53m

    Wed May 17th 2023 Delta Air Lines · DL 2243 Depart at 4:05pm from Atlanta (ATL) Fly for 1h 54m Arrive at 4:59pm in Chicago (MDW)

  • USD 162
    Delta Air Lines
    5:00pm - 11:52pm
    Wed May 17th
    6h 52m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Wed May 17th 2023 Delta Air Lines · DL 1347 Depart at 5:00pm from San Antonio (SAT) Fly for 2h 25m Arrive at 8:25pm in Atlanta (ATL)

    Layover in Atlanta for 2h 34m

    Wed May 17th 2023 Delta Air Lines · DL 1076 Depart at 10:59pm from Atlanta (ATL) Fly for 1h 53m Arrive at 11:52pm in Chicago (MDW)

  • USD 162
    Delta Air Lines
    5:00pm - 11:52pm
    Tue May 9th
    6h 52m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Tue May 9th 2023 Delta Air Lines · DL 1347 Depart at 5:00pm from San Antonio (SAT) Fly for 2h 25m Arrive at 8:25pm in Atlanta (ATL)

    Layover in Atlanta for 2h 34m

    Tue May 9th 2023 Delta Air Lines · DL 1076 Depart at 10:59pm from Atlanta (ATL) Fly for 1h 53m Arrive at 11:52pm in Chicago (MDW)

  • USD 162
    Delta Air Lines
    7:00am - 2:05pm
    Wed May 17th
    7h 5m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Wed May 17th 2023 Delta Air Lines · DL 1617 Depart at 7:00am from San Antonio (SAT) Fly for 2h 21m Arrive at 10:21am in Atlanta (ATL)

    Layover in Atlanta for 2h 54m

    Wed May 17th 2023 Delta Air Lines · DL 2473 Depart at 1:15pm from Atlanta (ATL) Fly for 1h 50m Arrive at 2:05pm in Chicago (MDW)

  • USD 162
    Delta Air Lines
    7:00am - 2:05pm
    Tue May 9th
    7h 5m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Tue May 9th 2023 Delta Air Lines · DL 1617 Depart at 7:00am from San Antonio (SAT) Fly for 2h 20m Arrive at 10:20am in Atlanta (ATL)

    Layover in Atlanta for 2h 55m

    Tue May 9th 2023 Delta Air Lines · DL 2473 Depart at 1:15pm from Atlanta (ATL) Fly for 1h 50m Arrive at 2:05pm in Chicago (MDW)

  • USD 162
    Delta Air Lines
    7:00am - 2:05pm
    Tue May 16th
    7h 5m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Tue May 16th 2023 Delta Air Lines · DL 1617 Depart at 7:00am from San Antonio (SAT) Fly for 2h 21m Arrive at 10:21am in Atlanta (ATL)

    Layover in Atlanta for 2h 54m

    Tue May 16th 2023 Delta Air Lines · DL 2473 Depart at 1:15pm from Atlanta (ATL) Fly for 1h 50m Arrive at 2:05pm in Chicago (MDW)

  • USD 162
    Delta Air Lines
    5:21am - 12:52pm
    Tue May 16th
    7h 31m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Tue May 16th 2023 Delta Air Lines · DL 1627 Depart at 5:21am from San Antonio (SAT) Fly for 3h 5m Arrive at 9:26am in Detroit (DTW)

    Layover in Detroit for 3h 9m

    Tue May 16th 2023 Delta Air Lines · DL 3666 Depart at 12:35pm from Detroit (DTW) Fly for 1h 17m Arrive at 12:52pm in Chicago (MDW)

  • USD 162
    Delta Air Lines
    5:21am - 12:52pm
    Tue May 9th
    7h 31m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Tue May 9th 2023 Delta Air Lines · DL 1627 Depart at 5:21am from San Antonio (SAT) Fly for 3h 5m Arrive at 9:26am in Detroit (DTW)

    Layover in Detroit for 3h 9m

    Tue May 9th 2023 Delta Air Lines · DL 3666 Depart at 12:35pm from Detroit (DTW) Fly for 1h 17m Arrive at 12:52pm in Chicago (MDW)

  • USD 163
    Frontier Airlines
    10:18am - 5:47pm
    Sun Apr 30th
    7h 29m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Sun Apr 30th 2023 Frontier Airlines · F9 991 Depart at 10:18am from San Antonio (SAT) Fly for 2h 19m Arrive at 11:37am in Denver (DEN)

    Layover in Denver for 2h 48m

    Sun Apr 30th 2023 Frontier Airlines · F9 878 Depart at 2:25pm from Denver (DEN) Fly for 2h 22m Arrive at 5:47pm in Chicago (MDW)

  • USD 165
    Frontier AirlinesDelta Air Lines
    7:00am - 1:23pm
    Sat May 6th
    6h 23m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Sat May 6th 2023 Delta Air Lines · DL 1617 Depart at 7:00am from San Antonio (SAT) Fly for 2h 19m Arrive at 10:19am in Atlanta (ATL)

    Layover in Atlanta for 2h 5m

    Sat May 6th 2023 Frontier Airlines · F9 1354 Depart at 12:24pm from Atlanta (ATL) Fly for 1h 59m Arrive at 1:23pm in Chicago (MDW)

  • USD 165
    Frontier AirlinesDelta Air Lines
    7:00am - 1:23pm
    Tue May 2nd
    6h 23m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Tue May 2nd 2023 Delta Air Lines · DL 1617 Depart at 7:00am from San Antonio (SAT) Fly for 2h 19m Arrive at 10:19am in Atlanta (ATL)

    Layover in Atlanta for 2h 5m

    Tue May 2nd 2023 Frontier Airlines · F9 1354 Depart at 12:24pm from Atlanta (ATL) Fly for 1h 59m Arrive at 1:23pm in Chicago (MDW)

  • USD 165
    Frontier AirlinesDelta Air Lines
    12:18pm - 11:48pm
    Tue May 2nd
    11h 30m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Tue May 2nd 2023 Frontier Airlines · F9 1518 Depart at 12:18pm from San Antonio (SAT) Fly for 2h 19m Arrive at 3:37pm in Atlanta (ATL)

    Layover in Atlanta for 7h 18m

    Tue May 2nd 2023 Delta Air Lines · DL 2377 Depart at 10:55pm from Atlanta (ATL) Fly for 1h 53m Arrive at 11:48pm in Chicago (MDW)

  • USD 180
    Delta Air Lines
    6:48pm - 11:52pm
    Mon May 15th
    5h 4m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Mon May 15th 2023 Delta Air Lines · DL 1465 Depart at 6:48pm from San Antonio (SAT) Fly for 2h 25m Arrive at 10:13pm in Atlanta (ATL)

    Layover in Atlanta for 0h 46m

    Mon May 15th 2023 Delta Air Lines · DL 1076 Depart at 10:59pm from Atlanta (ATL) Fly for 1h 53m Arrive at 11:52pm in Chicago (MDW)

  • USD 183
    Frontier AirlinesDelta Air Lines
    4:45pm - 11:28pm
    Sat May 13th
    6h 43m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Sat May 13th 2023 Delta Air Lines · DL 1347 Depart at 4:45pm from San Antonio (SAT) Fly for 2h 25m Arrive at 8:10pm in Atlanta (ATL)

    Layover in Atlanta for 2h 18m

    Sat May 13th 2023 Frontier Airlines · F9 3762 Depart at 10:28pm from Atlanta (ATL) Fly for 2h 0m Arrive at 11:28pm in Chicago (MDW)

  • USD 183
    Frontier AirlinesDelta Air Lines
    5:30am - 1:23pm
    Wed May 10th
    7h 53m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Wed May 10th 2023 Delta Air Lines · DL 1027 Depart at 5:30am from San Antonio (SAT) Fly for 2h 20m Arrive at 8:50am in Atlanta (ATL)

    Layover in Atlanta for 3h 34m

    Wed May 10th 2023 Frontier Airlines · F9 1354 Depart at 12:24pm from Atlanta (ATL) Fly for 1h 59m Arrive at 1:23pm in Chicago (MDW)

  • USD 185
    Frontier AirlinesDelta Air Lines
    7:00am - 1:48pm
    Mon May 8th
    6h 48m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Mon May 8th 2023 Delta Air Lines · DL 1617 Depart at 7:00am from San Antonio (SAT) Fly for 2h 20m Arrive at 10:20am in Atlanta (ATL)

    Layover in Atlanta for 2h 29m

    Mon May 8th 2023 Frontier Airlines · F9 1354 Depart at 12:49pm from Atlanta (ATL) Fly for 1h 59m Arrive at 1:48pm in Chicago (MDW)

  • USD 185
    Frontier Airlines
    5:13pm - 12:59am
    Sun Apr 30th
    7h 46m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Sun Apr 30th 2023 Frontier Airlines · F9 1198 Depart at 5:13pm from San Antonio (SAT) Fly for 2h 43m Arrive at 8:56pm in Orlando (MCO)

    Layover in Orlando for 2h 9m

    Sun Apr 30th 2023 Frontier Airlines · F9 1024 Depart at 11:05pm from Orlando (MCO) Fly for 2h 54m Arrive at 12:59am in Chicago (MDW)

  • USD 187
    Frontier AirlinesDelta Air Lines
    4:45pm - 11:28pm
    Mon May 15th
    6h 43m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Mon May 15th 2023 Delta Air Lines · DL 1347 Depart at 4:45pm from San Antonio (SAT) Fly for 2h 25m Arrive at 8:10pm in Atlanta (ATL)

    Layover in Atlanta for 2h 18m

    Mon May 15th 2023 Frontier Airlines · F9 3762 Depart at 10:28pm from Atlanta (ATL) Fly for 2h 0m Arrive at 11:28pm in Chicago (MDW)

  • USD 191
    Frontier Airlines
    10:00pm - 11:34am
    Fri Apr 21st
    13h 34m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Fri Apr 21st 2023 Frontier Airlines · F9 2075 Depart at 10:00pm from San Antonio (SAT) Fly for 3h 3m Arrive at 11:03pm in Las Vegas (LAS)

    Layover in Las Vegas for 7h 2m

    Sat Apr 22nd 2023 Frontier Airlines · F9 2116 Depart at 6:05am from Las Vegas (LAS) Fly for 3h 29m Arrive at 11:34am in Chicago (MDW)

  • USD 193
    Frontier AirlinesDelta Air Lines
    12:18pm - 11:48pm
    Tue Apr 25th
    11h 30m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Tue Apr 25th 2023 Frontier Airlines · F9 1518 Depart at 12:18pm from San Antonio (SAT) Fly for 2h 19m Arrive at 3:37pm in Atlanta (ATL)

    Layover in Atlanta for 7h 18m

    Tue Apr 25th 2023 Delta Air Lines · DL 2377 Depart at 10:55pm from Atlanta (ATL) Fly for 1h 53m Arrive at 11:48pm in Chicago (MDW)

  • USD 196
    Delta Air Lines
    6:48pm - 11:52pm
    Fri May 12th
    5h 4m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Fri May 12th 2023 Delta Air Lines · DL 1465 Depart at 6:48pm from San Antonio (SAT) Fly for 2h 25m Arrive at 10:13pm in Atlanta (ATL)

    Layover in Atlanta for 0h 46m

    Fri May 12th 2023 Delta Air Lines · DL 1076 Depart at 10:59pm from Atlanta (ATL) Fly for 1h 53m Arrive at 11:52pm in Chicago (MDW)

  • USD 196
    Delta Air Lines
    6:15am - 1:35pm
    Wed May 17th
    7h 20m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Wed May 17th 2023 Delta Air Lines · DL 1023 Depart at 6:15am from San Antonio (SAT) Fly for 2h 48m Arrive at 9:03am in Minneapolis (MSP)

    Layover in Minneapolis for 2h 57m

    Wed May 17th 2023 Delta Air Lines · DL 3635 Depart at 12:00pm from Minneapolis (MSP) Fly for 1h 35m Arrive at 1:35pm in Chicago (MDW)

  • USD 205
    Delta Air Lines
    6:48pm - 11:52pm
    Sun May 14th
    5h 4m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Sun May 14th 2023 Delta Air Lines · DL 1465 Depart at 6:48pm from San Antonio (SAT) Fly for 2h 25m Arrive at 10:13pm in Atlanta (ATL)

    Layover in Atlanta for 0h 46m

    Sun May 14th 2023 Delta Air Lines · DL 1076 Depart at 10:59pm from Atlanta (ATL) Fly for 1h 53m Arrive at 11:52pm in Chicago (MDW)

  • USD 207
    Frontier Airlines
    10:18am - 5:47pm
    Sun Apr 23rd
    7h 29m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Sun Apr 23rd 2023 Frontier Airlines · F9 991 Depart at 10:18am from San Antonio (SAT) Fly for 2h 19m Arrive at 11:37am in Denver (DEN)

    Layover in Denver for 2h 48m

    Sun Apr 23rd 2023 Frontier Airlines · F9 878 Depart at 2:25pm from Denver (DEN) Fly for 2h 22m Arrive at 5:47pm in Chicago (MDW)

  • USD 208
    Frontier Airlines
    5:19pm - 1:29am
    Thu Apr 20th
    8h 10m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Thu Apr 20th 2023 Frontier Airlines · F9 1198 Depart at 5:19pm from San Antonio (SAT) Fly for 2h 43m Arrive at 9:02pm in Orlando (MCO)

    Layover in Orlando for 2h 33m

    Thu Apr 20th 2023 Frontier Airlines · F9 1024 Depart at 11:35pm from Orlando (MCO) Fly for 2h 54m Arrive at 1:29am in Chicago (MDW)

  • USD 210
    Frontier AirlinesUnited Airlines
    1:45pm - 8:52pm
    Wed Apr 26th
    7h 7m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Wed Apr 26th 2023 United Airlines · UA 1715 Depart at 1:45pm from San Antonio (SAT) Fly for 2h 15m Arrive at 3:00pm in Denver (DEN)

    Layover in Denver for 2h 30m

    Wed Apr 26th 2023 Frontier Airlines · F9 878 Depart at 5:30pm from Denver (DEN) Fly for 2h 22m Arrive at 8:52pm in Chicago (MDW)

  • USD 214
    Frontier Airlines
    5:13pm - 12:59am
    Sun May 7th
    7h 46m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Sun May 7th 2023 Frontier Airlines · F9 1198 Depart at 5:13pm from San Antonio (SAT) Fly for 2h 43m Arrive at 8:56pm in Orlando (MCO)

    Layover in Orlando for 2h 9m

    Sun May 7th 2023 Frontier Airlines · F9 1024 Depart at 11:05pm from Orlando (MCO) Fly for 2h 54m Arrive at 12:59am in Chicago (MDW)

  • USD 218
    Delta Air Lines
    6:48pm - 11:52pm
    Mon May 8th
    5h 4m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Mon May 8th 2023 Delta Air Lines · DL 1465 Depart at 6:48pm from San Antonio (SAT) Fly for 2h 25m Arrive at 10:13pm in Atlanta (ATL)

    Layover in Atlanta for 0h 46m

    Mon May 8th 2023 Delta Air Lines · DL 1076 Depart at 10:59pm from Atlanta (ATL) Fly for 1h 53m Arrive at 11:52pm in Chicago (MDW)

  • USD 223
    Delta Air Lines
    7:00am - 12:04pm
    Tue May 2nd
    5h 4m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Tue May 2nd 2023 Delta Air Lines · DL 1617 Depart at 7:00am from San Antonio (SAT) Fly for 2h 19m Arrive at 10:19am in Atlanta (ATL)

    Layover in Atlanta for 0h 51m

    Tue May 2nd 2023 Delta Air Lines · DL 1556 Depart at 11:10am from Atlanta (ATL) Fly for 1h 54m Arrive at 12:04pm in Chicago (MDW)

  • USD 223
    Delta Air Lines
    10:55am - 4:12pm
    Tue May 2nd
    5h 17m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Tue May 2nd 2023 Delta Air Lines · DL 1676 Depart at 10:55am from San Antonio (SAT) Fly for 2h 17m Arrive at 2:12pm in Atlanta (ATL)

    Layover in Atlanta for 1h 7m

    Tue May 2nd 2023 Delta Air Lines · DL 2243 Depart at 3:19pm from Atlanta (ATL) Fly for 1h 53m Arrive at 4:12pm in Chicago (MDW)

  • USD 223
    Delta Air Lines
    6:25am - 11:43am
    Sat May 6th
    5h 18m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Sat May 6th 2023 Delta Air Lines · DL 1023 Depart at 6:25am from San Antonio (SAT) Fly for 2h 45m Arrive at 9:10am in Minneapolis (MSP)

    Layover in Minneapolis for 0h 50m

    Sat May 6th 2023 Delta Air Lines · DL 3911 Depart at 10:00am from Minneapolis (MSP) Fly for 1h 43m Arrive at 11:43am in Chicago (MDW)

  • USD 223
    Delta Air Lines
    5:30am - 12:04pm
    Sun May 7th
    6h 34m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Sun May 7th 2023 Delta Air Lines · DL 1027 Depart at 5:30am from San Antonio (SAT) Fly for 2h 20m Arrive at 8:50am in Atlanta (ATL)

    Layover in Atlanta for 2h 20m

    Sun May 7th 2023 Delta Air Lines · DL 1556 Depart at 11:10am from Atlanta (ATL) Fly for 1h 54m Arrive at 12:04pm in Chicago (MDW)

  • USD 223
    Delta Air Lines
    5:00pm - 11:47pm
    Sat May 6th
    6h 47m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Sat May 6th 2023 Delta Air Lines · DL 1347 Depart at 5:00pm from San Antonio (SAT) Fly for 2h 18m Arrive at 8:18pm in Atlanta (ATL)

    Layover in Atlanta for 2h 37m

    Sat May 6th 2023 Delta Air Lines · DL 2377 Depart at 10:55pm from Atlanta (ATL) Fly for 1h 52m Arrive at 11:47pm in Chicago (MDW)

  • USD 223
    Delta Air Lines
    5:00pm - 11:48pm
    Tue May 2nd
    6h 48m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Tue May 2nd 2023 Delta Air Lines · DL 1347 Depart at 5:00pm from San Antonio (SAT) Fly for 2h 18m Arrive at 8:18pm in Atlanta (ATL)

    Layover in Atlanta for 2h 37m

    Tue May 2nd 2023 Delta Air Lines · DL 2377 Depart at 10:55pm from Atlanta (ATL) Fly for 1h 53m Arrive at 11:48pm in Chicago (MDW)

  • USD 238
    Frontier AirlinesAmerican Airlines
    8:00am - 3:21pm
    Wed May 17th
    7h 21m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Wed May 17th 2023 American Airlines · AA 2792 Depart at 8:00am from San Antonio (SAT) Fly for 1h 16m Arrive at 9:16am in Dallas (DFW)

    Layover in Dallas for 3h 44m

    Wed May 17th 2023 Frontier Airlines · F9 3800 Depart at 1:00pm from Dallas (DFW) Fly for 2h 21m Arrive at 3:21pm in Chicago (MDW)

  • USD 239
    Frontier AirlinesDelta Air Lines
    5:30am - 1:23pm
    Wed May 3rd
    7h 53m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Wed May 3rd 2023 Delta Air Lines · DL 1027 Depart at 5:30am from San Antonio (SAT) Fly for 2h 20m Arrive at 8:50am in Atlanta (ATL)

    Layover in Atlanta for 3h 34m

    Wed May 3rd 2023 Frontier Airlines · F9 1354 Depart at 12:24pm from Atlanta (ATL) Fly for 1h 59m Arrive at 1:23pm in Chicago (MDW)

  • USD 243
    Frontier AirlinesAmerican Airlines
    2:40pm - 8:21pm
    Sat May 6th
    5h 41m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Sat May 6th 2023 American Airlines · AA 1967 Depart at 2:40pm from San Antonio (SAT) Fly for 1h 14m Arrive at 3:54pm in Dallas (DFW)

    Layover in Dallas for 2h 9m

    Sat May 6th 2023 Frontier Airlines · F9 1464 Depart at 6:03pm from Dallas (DFW) Fly for 2h 18m Arrive at 8:21pm in Chicago (MDW)

  • USD 245
    Frontier AirlinesAmerican Airlines
    2:25pm - 8:11pm
    Tue May 2nd
    5h 46m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Tue May 2nd 2023 American Airlines · AA 1967 Depart at 2:25pm from San Antonio (SAT) Fly for 1h 14m Arrive at 3:39pm in Dallas (DFW)

    Layover in Dallas for 2h 14m

    Tue May 2nd 2023 Frontier Airlines · F9 1464 Depart at 5:53pm from Dallas (DFW) Fly for 2h 18m Arrive at 8:11pm in Chicago (MDW)

  • USD 256
    Delta Air Lines
    6:48pm - 11:52pm
    Thu May 11th
    5h 4m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Thu May 11th 2023 Delta Air Lines · DL 1465 Depart at 6:48pm from San Antonio (SAT) Fly for 2h 25m Arrive at 10:13pm in Atlanta (ATL)

    Layover in Atlanta for 0h 46m

    Thu May 11th 2023 Delta Air Lines · DL 1076 Depart at 10:59pm from Atlanta (ATL) Fly for 1h 53m Arrive at 11:52pm in Chicago (MDW)

  • USD 257
    Frontier AirlinesDelta Air Lines
    7:00am - 1:23pm
    Tue Apr 25th
    6h 23m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Tue Apr 25th 2023 Delta Air Lines · DL 1617 Depart at 7:00am from San Antonio (SAT) Fly for 2h 19m Arrive at 10:19am in Atlanta (ATL)

    Layover in Atlanta for 2h 5m

    Tue Apr 25th 2023 Frontier Airlines · F9 1354 Depart at 12:24pm from Atlanta (ATL) Fly for 1h 59m Arrive at 1:23pm in Chicago (MDW)

  • USD 357
    Delta Air Lines
    7:00am - 12:04pm
    Fri Apr 28th
    5h 4m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Fri Apr 28th 2023 Delta Air Lines · DL 1617 Depart at 7:00am from San Antonio (SAT) Fly for 2h 19m Arrive at 10:19am in Atlanta (ATL)

    Layover in Atlanta for 0h 51m

    Fri Apr 28th 2023 Delta Air Lines · DL 1556 Depart at 11:10am from Atlanta (ATL) Fly for 1h 54m Arrive at 12:04pm in Chicago (MDW)

  • USD 373
    Delta Air Lines
    7:00am - 12:04pm
    Wed May 3rd
    5h 4m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Wed May 3rd 2023 Delta Air Lines · DL 1617 Depart at 7:00am from San Antonio (SAT) Fly for 2h 19m Arrive at 10:19am in Atlanta (ATL)

    Layover in Atlanta for 0h 51m

    Wed May 3rd 2023 Delta Air Lines · DL 1556 Depart at 11:10am from Atlanta (ATL) Fly for 1h 54m Arrive at 12:04pm in Chicago (MDW)

  • USD 373
    Delta Air Lines
    7:00am - 12:04pm
    Sun May 7th
    5h 4m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Sun May 7th 2023 Delta Air Lines · DL 1617 Depart at 7:00am from San Antonio (SAT) Fly for 2h 19m Arrive at 10:19am in Atlanta (ATL)

    Layover in Atlanta for 0h 51m

    Sun May 7th 2023 Delta Air Lines · DL 1556 Depart at 11:10am from Atlanta (ATL) Fly for 1h 54m Arrive at 12:04pm in Chicago (MDW)

  • USD 398
    Delta Air Lines
    7:00am - 12:04pm
    Thu Apr 20th
    5h 4m
    San Antonio (SAT) → Chicago (MDW)
    1 Stop

    Thu Apr 20th 2023 Delta Air Lines · DL 1617 Depart at 7:00am from San Antonio (SAT) Fly for 2h 19m Arrive at 10:19am in Atlanta (ATL)

    Layover in Atlanta for 0h 51m

    Thu Apr 20th 2023 Delta Air Lines · DL 1556 Depart at 11:10am from Atlanta (ATL) Fly for 1h 54m Arrive at 12:04pm in Chicago (MDW)

@sarahbb1
Sarah Belizaire
@sarahbb1

Have flexible travel plans or looking for alternative routes given the chaos? Check out all the connection possibilities via a super helpful site created by @ismaelyws flightlist.io thanks to @andy_travels for the recommendation #travel #flights

@eyupitsjohn
John Ford
@eyupitsjohn

There seem to be lots of sites launching at the moment that promise to find you cheap flights but not many have the professional finish of Flightlist by @ismaelyws #travel #flights

@andy_travels
Andy Travels
@andy_travels

@ismaelyws Just tried out Flightlist for the first time. Really nice idea, well made, and just what I need at the moment 👍

@travelwitbender
Travel With Bender
@travelwitbender

Did you spot my recent article about how to score cheap one way flights? ✈️ FlightList is my new secret tool for discovering cheap routes, within a departure date range. Plus you can also search by country/region for departures & destinations. Powerful! 💪

Explore Flight Options

Cheap Flight Search Tips

Tips to help you find the cheapest flights from San Antonio to Chicago (SAT to MDW).

  • Book 45-90 days before your departure date.
  • Fly during weekdays (Monday-Thursday).
  • Airfare Sales: Airlines sometimes offer huge discounts and since we take a bottom-up approach these flights will appear first in the results, so check back regularly because they don't usually last long.

Why I Built FlightList

❝As someone who works remotely & travels frequently, I always book one way flights and I'm flexible on my departure dates. I look for the best deals. Most sites require you to enter a specific departure date and clutter the page with uneccessary options, images and ads. I want something simple and minimal which allows me to search by departure date range & display a list of flights with the ability to filter according to my needs. So, I built FlightList to solve my own problem & help other travelers who may have the same frustration. It's how I imagine a flight booking site should be.❞

- Hans Desjarlais, Founder & Creator Hans Desjarlais