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Flights from San Diego to Chicago (SAN to CHI)

Discover alternate routes & cheap one way flights from San Diego to Chicago (SAN to CHI) within a departure date range.

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  • USD 137
    Spirit Airlines
    9:19pm - 6:36am
    Tue Jul 2nd
    7h 17m
    San Diego (SAN) → Chicago (ORD)
    1 Stop

    Tue Jul 2nd 2024 Spirit Airlines · NK 744 Depart at 9:19pm from San Diego (SAN) Fly for 1h 25m Arrive at 10:44pm in Las Vegas (LAS)

    Layover in Las Vegas for 2h 5m

    Wed Jul 3rd 2024 Spirit Airlines · NK 182 Depart at 12:49am from Las Vegas (LAS) Fly for 3h 47m Arrive at 6:36am in Chicago (ORD)

  • USD 137
    Spirit Airlines
    7:44pm - 6:36am
    Tue Jul 2nd
    8h 52m
    San Diego (SAN) → Chicago (ORD)
    1 Stop

    Tue Jul 2nd 2024 Spirit Airlines · NK 1256 Depart at 7:44pm from San Diego (SAN) Fly for 1h 24m Arrive at 9:08pm in Las Vegas (LAS)

    Layover in Las Vegas for 3h 41m

    Wed Jul 3rd 2024 Spirit Airlines · NK 182 Depart at 12:49am from Las Vegas (LAS) Fly for 3h 47m Arrive at 6:36am in Chicago (ORD)

  • USD 137
    Spirit Airlines
    6:37pm - 6:36am
    Tue Jul 2nd
    9h 59m
    San Diego (SAN) → Chicago (ORD)
    1 Stop

    Tue Jul 2nd 2024 Spirit Airlines · NK 788 Depart at 6:37pm from San Diego (SAN) Fly for 1h 24m Arrive at 8:01pm in Las Vegas (LAS)

    Layover in Las Vegas for 4h 48m

    Wed Jul 3rd 2024 Spirit Airlines · NK 182 Depart at 12:49am from Las Vegas (LAS) Fly for 3h 47m Arrive at 6:36am in Chicago (ORD)

  • USD 152
    Spirit Airlines
    7:59pm - 6:24am
    Sat Jun 29th
    8h 25m
    San Diego (SAN) → Chicago (ORD)
    1 Stop

    Sat Jun 29th 2024 Spirit Airlines · NK 788 Depart at 7:59pm from San Diego (SAN) Fly for 1h 24m Arrive at 9:23pm in Las Vegas (LAS)

    Layover in Las Vegas for 3h 14m

    Sun Jun 30th 2024 Spirit Airlines · NK 182 Depart at 12:37am from Las Vegas (LAS) Fly for 3h 47m Arrive at 6:24am in Chicago (ORD)

  • USD 152
    Spirit Airlines
    4:52pm - 6:24am
    Sat Jun 29th
    11h 32m
    San Diego (SAN) → Chicago (ORD)
    1 Stop

    Sat Jun 29th 2024 Spirit Airlines · NK 260 Depart at 4:52pm from San Diego (SAN) Fly for 1h 24m Arrive at 6:16pm in Las Vegas (LAS)

    Layover in Las Vegas for 6h 21m

    Sun Jun 30th 2024 Spirit Airlines · NK 182 Depart at 12:37am from Las Vegas (LAS) Fly for 3h 47m Arrive at 6:24am in Chicago (ORD)

  • USD 153
    Spirit Airlines
    4:26pm - 6:36am
    Tue Jul 2nd
    12h 10m
    San Diego (SAN) → Chicago (ORD)
    1 Stop

    Tue Jul 2nd 2024 Spirit Airlines · NK 260 Depart at 4:26pm from San Diego (SAN) Fly for 1h 24m Arrive at 5:50pm in Las Vegas (LAS)

    Layover in Las Vegas for 6h 59m

    Wed Jul 3rd 2024 Spirit Airlines · NK 182 Depart at 12:49am from Las Vegas (LAS) Fly for 3h 47m Arrive at 6:36am in Chicago (ORD)

  • USD 168
    Spirit Airlines
    4:26pm - 6:36am
    Mon Jul 1st
    12h 10m
    San Diego (SAN) → Chicago (ORD)
    1 Stop

    Mon Jul 1st 2024 Spirit Airlines · NK 260 Depart at 4:26pm from San Diego (SAN) Fly for 1h 24m Arrive at 5:50pm in Las Vegas (LAS)

    Layover in Las Vegas for 6h 59m

    Tue Jul 2nd 2024 Spirit Airlines · NK 182 Depart at 12:49am from Las Vegas (LAS) Fly for 3h 47m Arrive at 6:36am in Chicago (ORD)

  • USD 171
    Spirit Airlines
    9:36pm - 6:24am
    Wed Jun 26th
    6h 48m
    San Diego (SAN) → Chicago (ORD)
    1 Stop

    Wed Jun 26th 2024 Spirit Airlines · NK 744 Depart at 9:36pm from San Diego (SAN) Fly for 1h 25m Arrive at 11:01pm in Las Vegas (LAS)

    Layover in Las Vegas for 1h 36m

    Thu Jun 27th 2024 Spirit Airlines · NK 182 Depart at 12:37am from Las Vegas (LAS) Fly for 3h 47m Arrive at 6:24am in Chicago (ORD)

  • USD 181
    Spirit Airlines
    10:40pm - 6:36am
    Mon Jul 1st
    5h 56m
    San Diego (SAN) → Chicago (ORD)
    1 Stop

    Mon Jul 1st 2024 Spirit Airlines · NK 744 Depart at 10:40pm from San Diego (SAN) Fly for 1h 25m Arrive at 12:05am in Las Vegas (LAS)

    Layover in Las Vegas for 0h 44m

    Tue Jul 2nd 2024 Spirit Airlines · NK 182 Depart at 12:49am from Las Vegas (LAS) Fly for 3h 47m Arrive at 6:36am in Chicago (ORD)

  • USD 181
    Spirit Airlines
    10:40pm - 2:28pm
    Mon Jul 1st
    13h 48m
    San Diego (SAN) → Chicago (ORD)
    1 Stop

    Mon Jul 1st 2024 Spirit Airlines · NK 744 Depart at 10:40pm from San Diego (SAN) Fly for 1h 25m Arrive at 12:05am in Las Vegas (LAS)

    Layover in Las Vegas for 8h 35m

    Tue Jul 2nd 2024 Spirit Airlines · NK 2524 Depart at 8:40am from Las Vegas (LAS) Fly for 3h 48m Arrive at 2:28pm in Chicago (ORD)

  • USD 184
    Spirit Airlines
    6:59pm - 6:24am
    Wed Jun 26th
    9h 25m
    San Diego (SAN) → Chicago (ORD)
    1 Stop

    Wed Jun 26th 2024 Spirit Airlines · NK 788 Depart at 6:59pm from San Diego (SAN) Fly for 1h 24m Arrive at 8:23pm in Las Vegas (LAS)

    Layover in Las Vegas for 4h 14m

    Thu Jun 27th 2024 Spirit Airlines · NK 182 Depart at 12:37am from Las Vegas (LAS) Fly for 3h 47m Arrive at 6:24am in Chicago (ORD)

  • USD 194
    Spirit Airlines
    8:45am - 8:00pm
    Fri Jun 28th
    9h 15m
    San Diego (SAN) → Chicago (ORD)
    1 Stop

    Fri Jun 28th 2024 Spirit Airlines · NK 959 Depart at 8:45am from San Diego (SAN) Fly for 3h 19m Arrive at 2:04pm in Houston (IAH)

    Layover in Houston for 3h 7m

    Fri Jun 28th 2024 Spirit Airlines · NK 821 Depart at 5:11pm from Houston (IAH) Fly for 2h 49m Arrive at 8:00pm in Chicago (ORD)

  • USD 194
    Spirit Airlines
    8:45am - 8:00pm
    Mon Jul 1st
    9h 15m
    San Diego (SAN) → Chicago (ORD)
    1 Stop

    Mon Jul 1st 2024 Spirit Airlines · NK 959 Depart at 8:45am from San Diego (SAN) Fly for 3h 19m Arrive at 2:04pm in Houston (IAH)

    Layover in Houston for 3h 7m

    Mon Jul 1st 2024 Spirit Airlines · NK 821 Depart at 5:11pm from Houston (IAH) Fly for 2h 49m Arrive at 8:00pm in Chicago (ORD)

  • USD 194
    Spirit Airlines
    8:06am - 7:26pm
    Sun Jun 30th
    9h 20m
    San Diego (SAN) → Chicago (ORD)
    1 Stop

    Sun Jun 30th 2024 Spirit Airlines · NK 959 Depart at 8:06am from San Diego (SAN) Fly for 3h 19m Arrive at 1:25pm in Houston (IAH)

    Layover in Houston for 3h 23m

    Sun Jun 30th 2024 Spirit Airlines · NK 821 Depart at 4:48pm from Houston (IAH) Fly for 2h 38m Arrive at 7:26pm in Chicago (ORD)

  • USD 198
    Spirit Airlines
    8:14am - 11:50pm
    Wed Jun 26th
    13h 36m
    San Diego (SAN) → Chicago (ORD)
    1 Stop

    Wed Jun 26th 2024 Spirit Airlines · NK 959 Depart at 8:14am from San Diego (SAN) Fly for 3h 19m Arrive at 1:33pm in Houston (IAH)

    Layover in Houston for 7h 27m

    Wed Jun 26th 2024 Spirit Airlines · NK 821 Depart at 9:00pm from Houston (IAH) Fly for 2h 50m Arrive at 11:50pm in Chicago (ORD)

  • USD 206
    Spirit Airlines
    11:15am - 1:17am
    Sat Jun 29th
    12h 2m
    San Diego (SAN) → Chicago (ORD)
    1 Stop

    Sat Jun 29th 2024 Spirit Airlines · NK 959 Depart at 11:15am from San Diego (SAN) Fly for 3h 19m Arrive at 4:34pm in Houston (IAH)

    Layover in Houston for 5h 53m

    Sat Jun 29th 2024 Spirit Airlines · NK 821 Depart at 10:27pm from Houston (IAH) Fly for 2h 50m Arrive at 1:17am in Chicago (ORD)

  • USD 210
    Spirit Airlines
    7:59pm - 6:36am
    Mon Jul 1st
    8h 37m
    San Diego (SAN) → Chicago (ORD)
    1 Stop

    Mon Jul 1st 2024 Spirit Airlines · NK 788 Depart at 7:59pm from San Diego (SAN) Fly for 1h 24m Arrive at 9:23pm in Las Vegas (LAS)

    Layover in Las Vegas for 3h 26m

    Tue Jul 2nd 2024 Spirit Airlines · NK 182 Depart at 12:49am from Las Vegas (LAS) Fly for 3h 47m Arrive at 6:36am in Chicago (ORD)

  • USD 214
    Spirit Airlines
    4:26pm - 6:24am
    Wed Jun 26th
    11h 58m
    San Diego (SAN) → Chicago (ORD)
    1 Stop

    Wed Jun 26th 2024 Spirit Airlines · NK 260 Depart at 4:26pm from San Diego (SAN) Fly for 1h 24m Arrive at 5:50pm in Las Vegas (LAS)

    Layover in Las Vegas for 6h 47m

    Thu Jun 27th 2024 Spirit Airlines · NK 182 Depart at 12:37am from Las Vegas (LAS) Fly for 3h 47m Arrive at 6:24am in Chicago (ORD)

  • USD 226
    Spirit Airlines
    10:14pm - 6:24am
    Thu Jun 27th
    6h 10m
    San Diego (SAN) → Chicago (ORD)
    1 Stop

    Thu Jun 27th 2024 Spirit Airlines · NK 744 Depart at 10:14pm from San Diego (SAN) Fly for 1h 25m Arrive at 11:39pm in Las Vegas (LAS)

    Layover in Las Vegas for 0h 58m

    Fri Jun 28th 2024 Spirit Airlines · NK 182 Depart at 12:37am from Las Vegas (LAS) Fly for 3h 47m Arrive at 6:24am in Chicago (ORD)

  • USD 226
    Spirit Airlines
    8:16pm - 6:24am
    Thu Jun 27th
    8h 8m
    San Diego (SAN) → Chicago (ORD)
    1 Stop

    Thu Jun 27th 2024 Spirit Airlines · NK 788 Depart at 8:16pm from San Diego (SAN) Fly for 1h 24m Arrive at 9:40pm in Las Vegas (LAS)

    Layover in Las Vegas for 2h 57m

    Fri Jun 28th 2024 Spirit Airlines · NK 182 Depart at 12:37am from Las Vegas (LAS) Fly for 3h 47m Arrive at 6:24am in Chicago (ORD)

  • USD 226
    Spirit Airlines
    10:10am - 9:17pm
    Sat Jun 29th
    9h 7m
    San Diego (SAN) → Chicago (ORD)
    1 Stop

    Sat Jun 29th 2024 Spirit Airlines · NK 1256 Depart at 10:10am from San Diego (SAN) Fly for 1h 23m Arrive at 11:33am in Las Vegas (LAS)

    Layover in Las Vegas for 3h 57m

    Sat Jun 29th 2024 Spirit Airlines · NK 488 Depart at 3:30pm from Las Vegas (LAS) Fly for 3h 47m Arrive at 9:17pm in Chicago (ORD)

  • USD 226
    Spirit Airlines
    8:06am - 7:26pm
    Thu Jun 27th
    9h 20m
    San Diego (SAN) → Chicago (ORD)
    1 Stop

    Thu Jun 27th 2024 Spirit Airlines · NK 959 Depart at 8:06am from San Diego (SAN) Fly for 3h 19m Arrive at 1:25pm in Houston (IAH)

    Layover in Houston for 3h 23m

    Thu Jun 27th 2024 Spirit Airlines · NK 821 Depart at 4:48pm from Houston (IAH) Fly for 2h 38m Arrive at 7:26pm in Chicago (ORD)

  • USD 226
    Spirit Airlines
    4:26pm - 6:24am
    Thu Jun 27th
    11h 58m
    San Diego (SAN) → Chicago (ORD)
    1 Stop

    Thu Jun 27th 2024 Spirit Airlines · NK 260 Depart at 4:26pm from San Diego (SAN) Fly for 1h 24m Arrive at 5:50pm in Las Vegas (LAS)

    Layover in Las Vegas for 6h 47m

    Fri Jun 28th 2024 Spirit Airlines · NK 182 Depart at 12:37am from Las Vegas (LAS) Fly for 3h 47m Arrive at 6:24am in Chicago (ORD)

  • USD 226
    Spirit Airlines
    8:29am - 11:50pm
    Tue Jul 2nd
    13h 21m
    San Diego (SAN) → Chicago (ORD)
    1 Stop

    Tue Jul 2nd 2024 Spirit Airlines · NK 959 Depart at 8:29am from San Diego (SAN) Fly for 3h 19m Arrive at 1:48pm in Houston (IAH)

    Layover in Houston for 7h 12m

    Tue Jul 2nd 2024 Spirit Airlines · NK 821 Depart at 9:00pm from Houston (IAH) Fly for 2h 50m Arrive at 11:50pm in Chicago (ORD)

  • USD 226
    Spirit Airlines
    2:56pm - 6:24am
    Thu Jun 27th
    13h 28m
    San Diego (SAN) → Chicago (ORD)
    1 Stop

    Thu Jun 27th 2024 Spirit Airlines · NK 1256 Depart at 2:56pm from San Diego (SAN) Fly for 1h 23m Arrive at 4:19pm in Las Vegas (LAS)

    Layover in Las Vegas for 8h 18m

    Fri Jun 28th 2024 Spirit Airlines · NK 182 Depart at 12:37am from Las Vegas (LAS) Fly for 3h 47m Arrive at 6:24am in Chicago (ORD)

  • USD 246
    Spirit Airlines
    9:25am - 9:17pm
    Wed Jun 26th
    9h 52m
    San Diego (SAN) → Chicago (ORD)
    1 Stop

    Wed Jun 26th 2024 Spirit Airlines · NK 1256 Depart at 9:25am from San Diego (SAN) Fly for 1h 22m Arrive at 10:47am in Las Vegas (LAS)

    Layover in Las Vegas for 4h 43m

    Wed Jun 26th 2024 Spirit Airlines · NK 488 Depart at 3:30pm from Las Vegas (LAS) Fly for 3h 47m Arrive at 9:17pm in Chicago (ORD)

  • USD 258
    Spirit Airlines
    10:40pm - 6:24am
    Fri Jun 28th
    5h 44m
    San Diego (SAN) → Chicago (ORD)
    1 Stop

    Fri Jun 28th 2024 Spirit Airlines · NK 744 Depart at 10:40pm from San Diego (SAN) Fly for 1h 25m Arrive at 12:05am in Las Vegas (LAS)

    Layover in Las Vegas for 0h 32m

    Sat Jun 29th 2024 Spirit Airlines · NK 182 Depart at 12:37am from Las Vegas (LAS) Fly for 3h 47m Arrive at 6:24am in Chicago (ORD)

  • USD 258
    Spirit Airlines
    7:59pm - 6:24am
    Fri Jun 28th
    8h 25m
    San Diego (SAN) → Chicago (ORD)
    1 Stop

    Fri Jun 28th 2024 Spirit Airlines · NK 788 Depart at 7:59pm from San Diego (SAN) Fly for 1h 24m Arrive at 9:23pm in Las Vegas (LAS)

    Layover in Las Vegas for 3h 14m

    Sat Jun 29th 2024 Spirit Airlines · NK 182 Depart at 12:37am from Las Vegas (LAS) Fly for 3h 47m Arrive at 6:24am in Chicago (ORD)

  • USD 274
    Spirit Airlines
    10:10am - 9:17pm
    Mon Jul 1st
    9h 7m
    San Diego (SAN) → Chicago (ORD)
    1 Stop

    Mon Jul 1st 2024 Spirit Airlines · NK 1256 Depart at 10:10am from San Diego (SAN) Fly for 1h 23m Arrive at 11:33am in Las Vegas (LAS)

    Layover in Las Vegas for 3h 57m

    Mon Jul 1st 2024 Spirit Airlines · NK 488 Depart at 3:30pm from Las Vegas (LAS) Fly for 3h 47m Arrive at 9:17pm in Chicago (ORD)

  • USD 290
    Spirit Airlines
    10:14pm - 6:24am
    Sun Jun 30th
    6h 10m
    San Diego (SAN) → Chicago (ORD)
    1 Stop

    Sun Jun 30th 2024 Spirit Airlines · NK 744 Depart at 10:14pm from San Diego (SAN) Fly for 1h 25m Arrive at 11:39pm in Las Vegas (LAS)

    Layover in Las Vegas for 0h 58m

    Mon Jul 1st 2024 Spirit Airlines · NK 182 Depart at 12:37am from Las Vegas (LAS) Fly for 3h 47m Arrive at 6:24am in Chicago (ORD)

  • USD 290
    Spirit Airlines
    8:16pm - 6:24am
    Sun Jun 30th
    8h 8m
    San Diego (SAN) → Chicago (ORD)
    1 Stop

    Sun Jun 30th 2024 Spirit Airlines · NK 788 Depart at 8:16pm from San Diego (SAN) Fly for 1h 24m Arrive at 9:40pm in Las Vegas (LAS)

    Layover in Las Vegas for 2h 57m

    Mon Jul 1st 2024 Spirit Airlines · NK 182 Depart at 12:37am from Las Vegas (LAS) Fly for 3h 47m Arrive at 6:24am in Chicago (ORD)

  • USD 293
    United Airlines
    10:29pm - 4:40am
    Tue Jul 2nd
    4h 11m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Tue Jul 2nd 2024 United Airlines · UA 2674 Depart at 10:29pm from San Diego (SAN) Fly for 4h 11m Arrive at 4:40am in Chicago (ORD)

  • USD 298
    United Airlines
    3:55pm - 11:59pm
    Tue Jul 2nd
    6h 4m
    San Diego (SAN) → Chicago (ORD)
    1 Stop

    Tue Jul 2nd 2024 United Airlines · UA 682 Depart at 3:55pm from San Diego (SAN) Fly for 2h 29m Arrive at 7:24pm in Denver (DEN)

    Layover in Denver for 1h 4m

    Tue Jul 2nd 2024 United Airlines · UA 377 Depart at 8:28pm from Denver (DEN) Fly for 2h 31m Arrive at 11:59pm in Chicago (ORD)

  • USD 298
    United Airlines
    2:29pm - 10:55pm
    Tue Jul 2nd
    6h 26m
    San Diego (SAN) → Chicago (ORD)
    1 Stop

    Tue Jul 2nd 2024 United Airlines · UA 2350 Depart at 2:29pm from San Diego (SAN) Fly for 2h 30m Arrive at 5:59pm in Denver (DEN)

    Layover in Denver for 1h 25m

    Tue Jul 2nd 2024 United Airlines · UA 1397 Depart at 7:24pm from Denver (DEN) Fly for 2h 31m Arrive at 10:55pm in Chicago (ORD)

  • USD 298
    United Airlines
    8:39pm - 5:22am
    Tue Jul 2nd
    6h 43m
    San Diego (SAN) → Chicago (ORD)
    1 Stop

    Tue Jul 2nd 2024 United Airlines · UA 5636 Depart at 8:39pm from San Diego (SAN) Fly for 1h 4m Arrive at 9:43pm in Los Angeles (LAX)

    Layover in Los Angeles for 1h 32m

    Tue Jul 2nd 2024 United Airlines · UA 2622 Depart at 11:15pm from Los Angeles (LAX) Fly for 4h 7m Arrive at 5:22am in Chicago (ORD)

  • USD 325
    United Airlines
    10:29pm - 4:40am
    Thu Jun 27th
    4h 11m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Thu Jun 27th 2024 United Airlines · UA 2674 Depart at 10:29pm from San Diego (SAN) Fly for 4h 11m Arrive at 4:40am in Chicago (ORD)

  • USD 325
    United Airlines
    7:10pm - 1:21am
    Thu Jun 27th
    4h 11m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Thu Jun 27th 2024 United Airlines · UA 2203 Depart at 7:10pm from San Diego (SAN) Fly for 4h 11m Arrive at 1:21am in Chicago (ORD)

  • USD 325
    United Airlines
    4:40pm - 10:51pm
    Thu Jun 27th
    4h 11m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Thu Jun 27th 2024 United Airlines · UA 2486 Depart at 4:40pm from San Diego (SAN) Fly for 4h 11m Arrive at 10:51pm in Chicago (ORD)

  • USD 325
    United Airlines
    4:40pm - 10:51pm
    Sat Jun 29th
    4h 11m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Sat Jun 29th 2024 United Airlines · UA 2486 Depart at 4:40pm from San Diego (SAN) Fly for 4h 11m Arrive at 10:51pm in Chicago (ORD)

  • USD 325
    United Airlines
    10:29pm - 4:40am
    Sat Jun 29th
    4h 11m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Sat Jun 29th 2024 United Airlines · UA 2674 Depart at 10:29pm from San Diego (SAN) Fly for 4h 11m Arrive at 4:40am in Chicago (ORD)

  • USD 325
    United Airlines
    4:40pm - 10:51pm
    Mon Jul 1st
    4h 11m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Mon Jul 1st 2024 United Airlines · UA 2486 Depart at 4:40pm from San Diego (SAN) Fly for 4h 11m Arrive at 10:51pm in Chicago (ORD)

  • USD 325
    United Airlines
    10:29pm - 4:40am
    Mon Jul 1st
    4h 11m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Mon Jul 1st 2024 United Airlines · UA 2674 Depart at 10:29pm from San Diego (SAN) Fly for 4h 11m Arrive at 4:40am in Chicago (ORD)

  • USD 325
    United Airlines
    7:12pm - 1:23am
    Mon Jul 1st
    4h 11m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Mon Jul 1st 2024 United Airlines · UA 2203 Depart at 7:12pm from San Diego (SAN) Fly for 4h 11m Arrive at 1:23am in Chicago (ORD)

  • USD 325
    United Airlines
    10:49am - 5:05pm
    Thu Jun 27th
    4h 16m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Thu Jun 27th 2024 United Airlines · UA 714 Depart at 10:49am from San Diego (SAN) Fly for 4h 16m Arrive at 5:05pm in Chicago (ORD)

  • USD 325
    United Airlines
    6:32am - 12:48pm
    Thu Jun 27th
    4h 16m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Thu Jun 27th 2024 United Airlines · UA 1502 Depart at 6:32am from San Diego (SAN) Fly for 4h 16m Arrive at 12:48pm in Chicago (ORD)

  • USD 325
    United Airlines
    12:10pm - 6:26pm
    Thu Jun 27th
    4h 16m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Thu Jun 27th 2024 United Airlines · UA 349 Depart at 12:10pm from San Diego (SAN) Fly for 4h 16m Arrive at 6:26pm in Chicago (ORD)

  • USD 325
    United Airlines
    12:26pm - 6:42pm
    Sat Jun 29th
    4h 16m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Sat Jun 29th 2024 United Airlines · UA 349 Depart at 12:26pm from San Diego (SAN) Fly for 4h 16m Arrive at 6:42pm in Chicago (ORD)

  • USD 325
    United Airlines
    12:10pm - 6:26pm
    Tue Jul 2nd
    4h 16m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Tue Jul 2nd 2024 United Airlines · UA 349 Depart at 12:10pm from San Diego (SAN) Fly for 4h 16m Arrive at 6:26pm in Chicago (ORD)

  • USD 331
    United Airlines
    10:29pm - 4:40am
    Wed Jun 26th
    4h 11m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Wed Jun 26th 2024 United Airlines · UA 2674 Depart at 10:29pm from San Diego (SAN) Fly for 4h 11m Arrive at 4:40am in Chicago (ORD)

  • USD 331
    United Airlines
    4:45pm - 10:56pm
    Wed Jun 26th
    4h 11m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Wed Jun 26th 2024 United Airlines · UA 2486 Depart at 4:45pm from San Diego (SAN) Fly for 4h 11m Arrive at 10:56pm in Chicago (ORD)

  • USD 331
    United Airlines
    10:40am - 4:56pm
    Wed Jun 26th
    4h 16m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Wed Jun 26th 2024 United Airlines · UA 1840 Depart at 10:40am from San Diego (SAN) Fly for 4h 16m Arrive at 4:56pm in Chicago (ORD)

  • USD 331
    United Airlines
    6:20am - 12:36pm
    Wed Jun 26th
    4h 16m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Wed Jun 26th 2024 United Airlines · UA 1502 Depart at 6:20am from San Diego (SAN) Fly for 4h 16m Arrive at 12:36pm in Chicago (ORD)

  • USD 331
    United Airlines
    12:10pm - 6:26pm
    Wed Jun 26th
    4h 16m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Wed Jun 26th 2024 United Airlines · UA 349 Depart at 12:10pm from San Diego (SAN) Fly for 4h 16m Arrive at 6:26pm in Chicago (ORD)

  • USD 331
    United Airlines
    10:49am - 5:05pm
    Mon Jul 1st
    4h 16m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Mon Jul 1st 2024 United Airlines · UA 714 Depart at 10:49am from San Diego (SAN) Fly for 4h 16m Arrive at 5:05pm in Chicago (ORD)

  • USD 344
    United Airlines
    7:10pm - 1:21am
    Fri Jun 28th
    4h 11m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Fri Jun 28th 2024 United Airlines · UA 2203 Depart at 7:10pm from San Diego (SAN) Fly for 4h 11m Arrive at 1:21am in Chicago (ORD)

  • USD 344
    United Airlines
    4:40pm - 10:51pm
    Tue Jul 2nd
    4h 11m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Tue Jul 2nd 2024 United Airlines · UA 2486 Depart at 4:40pm from San Diego (SAN) Fly for 4h 11m Arrive at 10:51pm in Chicago (ORD)

  • USD 344
    United Airlines
    7:10pm - 1:21am
    Sun Jun 30th
    4h 11m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Sun Jun 30th 2024 United Airlines · UA 2203 Depart at 7:10pm from San Diego (SAN) Fly for 4h 11m Arrive at 1:21am in Chicago (ORD)

  • USD 344
    United Airlines
    10:29pm - 4:40am
    Fri Jun 28th
    4h 11m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Fri Jun 28th 2024 United Airlines · UA 2674 Depart at 10:29pm from San Diego (SAN) Fly for 4h 11m Arrive at 4:40am in Chicago (ORD)

  • USD 344
    United Airlines
    4:40pm - 10:51pm
    Fri Jun 28th
    4h 11m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Fri Jun 28th 2024 United Airlines · UA 2486 Depart at 4:40pm from San Diego (SAN) Fly for 4h 11m Arrive at 10:51pm in Chicago (ORD)

  • USD 344
    United Airlines
    10:29pm - 4:40am
    Sun Jun 30th
    4h 11m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Sun Jun 30th 2024 United Airlines · UA 2674 Depart at 10:29pm from San Diego (SAN) Fly for 4h 11m Arrive at 4:40am in Chicago (ORD)

  • USD 344
    United Airlines
    6:32am - 12:48pm
    Sun Jun 30th
    4h 16m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Sun Jun 30th 2024 United Airlines · UA 1502 Depart at 6:32am from San Diego (SAN) Fly for 4h 16m Arrive at 12:48pm in Chicago (ORD)

  • USD 344
    United Airlines
    10:49am - 5:05pm
    Fri Jun 28th
    4h 16m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Fri Jun 28th 2024 United Airlines · UA 714 Depart at 10:49am from San Diego (SAN) Fly for 4h 16m Arrive at 5:05pm in Chicago (ORD)

  • USD 344
    United Airlines
    12:10pm - 6:26pm
    Fri Jun 28th
    4h 16m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Fri Jun 28th 2024 United Airlines · UA 349 Depart at 12:10pm from San Diego (SAN) Fly for 4h 16m Arrive at 6:26pm in Chicago (ORD)

  • USD 344
    United Airlines
    6:32am - 12:48pm
    Sat Jun 29th
    4h 16m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Sat Jun 29th 2024 United Airlines · UA 1502 Depart at 6:32am from San Diego (SAN) Fly for 4h 16m Arrive at 12:48pm in Chicago (ORD)

  • USD 344
    United Airlines
    10:49am - 5:05pm
    Tue Jul 2nd
    4h 16m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Tue Jul 2nd 2024 United Airlines · UA 714 Depart at 10:49am from San Diego (SAN) Fly for 4h 16m Arrive at 5:05pm in Chicago (ORD)

  • USD 365
    Alaska Airlines
    10:52pm - 5:00am
    Tue Jul 2nd
    4h 8m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Tue Jul 2nd 2024 Alaska Airlines · AS 4061 Depart at 10:52pm from San Diego (SAN) Fly for 4h 8m Arrive at 5:00am in Chicago (ORD)

  • USD 400
    Alaska Airlines
    1:12pm - 7:25pm
    Tue Jul 2nd
    4h 13m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Tue Jul 2nd 2024 Alaska Airlines · AS 6050 Depart at 1:12pm from San Diego (SAN) Fly for 4h 13m Arrive at 7:25pm in Chicago (ORD)

  • USD 401
    Alaska Airlines
    11:22am - 5:36pm
    Tue Jul 2nd
    4h 14m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Tue Jul 2nd 2024 Alaska Airlines · AS 6057 Depart at 11:22am from San Diego (SAN) Fly for 4h 14m Arrive at 5:36pm in Chicago (ORD)

  • USD 407
    United Airlines
    6:32am - 12:48pm
    Mon Jul 1st
    4h 16m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Mon Jul 1st 2024 United Airlines · UA 1502 Depart at 6:32am from San Diego (SAN) Fly for 4h 16m Arrive at 12:48pm in Chicago (ORD)

  • USD 407
    United Airlines
    12:10pm - 6:26pm
    Mon Jul 1st
    4h 16m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Mon Jul 1st 2024 United Airlines · UA 349 Depart at 12:10pm from San Diego (SAN) Fly for 4h 16m Arrive at 6:26pm in Chicago (ORD)

  • USD 411
    United Airlines
    6:32am - 12:48pm
    Fri Jun 28th
    4h 16m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Fri Jun 28th 2024 United Airlines · UA 1502 Depart at 6:32am from San Diego (SAN) Fly for 4h 16m Arrive at 12:48pm in Chicago (ORD)

  • USD 430
    Alaska Airlines
    10:52pm - 5:00am
    Sat Jun 29th
    4h 8m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Sat Jun 29th 2024 Alaska Airlines · AS 4061 Depart at 10:52pm from San Diego (SAN) Fly for 4h 8m Arrive at 5:00am in Chicago (ORD)

  • USD 430
    Alaska Airlines
    10:52pm - 5:00am
    Sun Jun 30th
    4h 8m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Sun Jun 30th 2024 Alaska Airlines · AS 4061 Depart at 10:52pm from San Diego (SAN) Fly for 4h 8m Arrive at 5:00am in Chicago (ORD)

  • USD 430
    Alaska Airlines
    10:52pm - 5:00am
    Mon Jul 1st
    4h 8m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Mon Jul 1st 2024 Alaska Airlines · AS 4061 Depart at 10:52pm from San Diego (SAN) Fly for 4h 8m Arrive at 5:00am in Chicago (ORD)

  • USD 430
    Alaska Airlines
    1:12pm - 7:25pm
    Sat Jun 29th
    4h 13m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Sat Jun 29th 2024 Alaska Airlines · AS 6050 Depart at 1:12pm from San Diego (SAN) Fly for 4h 13m Arrive at 7:25pm in Chicago (ORD)

  • USD 430
    Alaska Airlines
    1:12pm - 7:25pm
    Sun Jun 30th
    4h 13m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Sun Jun 30th 2024 Alaska Airlines · AS 6050 Depart at 1:12pm from San Diego (SAN) Fly for 4h 13m Arrive at 7:25pm in Chicago (ORD)

  • USD 430
    Alaska Airlines
    1:12pm - 7:25pm
    Mon Jul 1st
    4h 13m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Mon Jul 1st 2024 Alaska Airlines · AS 6050 Depart at 1:12pm from San Diego (SAN) Fly for 4h 13m Arrive at 7:25pm in Chicago (ORD)

  • USD 430
    Alaska Airlines
    11:24am - 5:38pm
    Sat Jun 29th
    4h 14m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Sat Jun 29th 2024 Alaska Airlines · AS 6057 Depart at 11:24am from San Diego (SAN) Fly for 4h 14m Arrive at 5:38pm in Chicago (ORD)

  • USD 430
    Alaska Airlines
    11:22am - 5:36pm
    Sun Jun 30th
    4h 14m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Sun Jun 30th 2024 Alaska Airlines · AS 6057 Depart at 11:22am from San Diego (SAN) Fly for 4h 14m Arrive at 5:36pm in Chicago (ORD)

  • USD 430
    Alaska Airlines
    11:22am - 5:36pm
    Mon Jul 1st
    4h 14m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Mon Jul 1st 2024 Alaska Airlines · AS 6057 Depart at 11:22am from San Diego (SAN) Fly for 4h 14m Arrive at 5:36pm in Chicago (ORD)

  • USD 430
    Alaska Airlines
    6:21am - 12:37pm
    Sat Jun 29th
    4h 16m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Sat Jun 29th 2024 Alaska Airlines · AS 4733 Depart at 6:21am from San Diego (SAN) Fly for 4h 16m Arrive at 12:37pm in Chicago (ORD)

  • USD 430
    Alaska Airlines
    6:21am - 12:37pm
    Sun Jun 30th
    4h 16m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Sun Jun 30th 2024 Alaska Airlines · AS 4733 Depart at 6:21am from San Diego (SAN) Fly for 4h 16m Arrive at 12:37pm in Chicago (ORD)

  • USD 430
    Alaska Airlines
    6:21am - 12:37pm
    Mon Jul 1st
    4h 16m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Mon Jul 1st 2024 Alaska Airlines · AS 4733 Depart at 6:21am from San Diego (SAN) Fly for 4h 16m Arrive at 12:37pm in Chicago (ORD)

  • USD 438
    Alaska Airlines
    11:22am - 5:36pm
    Wed Jun 26th
    4h 14m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Wed Jun 26th 2024 Alaska Airlines · AS 6057 Depart at 11:22am from San Diego (SAN) Fly for 4h 14m Arrive at 5:36pm in Chicago (ORD)

  • USD 438
    Alaska Airlines
    6:21am - 12:37pm
    Wed Jun 26th
    4h 16m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Wed Jun 26th 2024 Alaska Airlines · AS 4733 Depart at 6:21am from San Diego (SAN) Fly for 4h 16m Arrive at 12:37pm in Chicago (ORD)

  • USD 458
    United Airlines
    4:40pm - 10:51pm
    Sun Jun 30th
    4h 11m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Sun Jun 30th 2024 United Airlines · UA 2486 Depart at 4:40pm from San Diego (SAN) Fly for 4h 11m Arrive at 10:51pm in Chicago (ORD)

  • USD 462
    Alaska Airlines
    10:52pm - 5:00am
    Wed Jun 26th
    4h 8m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Wed Jun 26th 2024 Alaska Airlines · AS 4061 Depart at 10:52pm from San Diego (SAN) Fly for 4h 8m Arrive at 5:00am in Chicago (ORD)

  • USD 463
    Alaska Airlines
    6:21am - 12:37pm
    Tue Jul 2nd
    4h 16m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Tue Jul 2nd 2024 Alaska Airlines · AS 4733 Depart at 6:21am from San Diego (SAN) Fly for 4h 16m Arrive at 12:37pm in Chicago (ORD)

  • USD 471
    Alaska Airlines
    1:12pm - 7:25pm
    Wed Jun 26th
    4h 13m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Wed Jun 26th 2024 Alaska Airlines · AS 6050 Depart at 1:12pm from San Diego (SAN) Fly for 4h 13m Arrive at 7:25pm in Chicago (ORD)

  • USD 478
    Alaska Airlines
    10:52pm - 5:00am
    Thu Jun 27th
    4h 8m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Thu Jun 27th 2024 Alaska Airlines · AS 4061 Depart at 10:52pm from San Diego (SAN) Fly for 4h 8m Arrive at 5:00am in Chicago (ORD)

  • USD 496
    United Airlines
    12:15pm - 6:31pm
    Sun Jun 30th
    4h 16m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Sun Jun 30th 2024 United Airlines · UA 349 Depart at 12:15pm from San Diego (SAN) Fly for 4h 16m Arrive at 6:31pm in Chicago (ORD)

  • USD 496
    United Airlines
    10:41am - 4:57pm
    Sat Jun 29th
    4h 16m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Sat Jun 29th 2024 United Airlines · UA 714 Depart at 10:41am from San Diego (SAN) Fly for 4h 16m Arrive at 4:57pm in Chicago (ORD)

  • USD 510
    Alaska Airlines
    1:12pm - 7:25pm
    Fri Jun 28th
    4h 13m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Fri Jun 28th 2024 Alaska Airlines · AS 6050 Depart at 1:12pm from San Diego (SAN) Fly for 4h 13m Arrive at 7:25pm in Chicago (ORD)

  • USD 511
    Alaska Airlines
    10:52pm - 5:00am
    Fri Jun 28th
    4h 8m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Fri Jun 28th 2024 Alaska Airlines · AS 4061 Depart at 10:52pm from San Diego (SAN) Fly for 4h 8m Arrive at 5:00am in Chicago (ORD)

  • USD 511
    Alaska Airlines
    1:12pm - 7:25pm
    Thu Jun 27th
    4h 13m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Thu Jun 27th 2024 Alaska Airlines · AS 6050 Depart at 1:12pm from San Diego (SAN) Fly for 4h 13m Arrive at 7:25pm in Chicago (ORD)

  • USD 511
    Alaska Airlines
    11:22am - 5:36pm
    Thu Jun 27th
    4h 14m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Thu Jun 27th 2024 Alaska Airlines · AS 6057 Depart at 11:22am from San Diego (SAN) Fly for 4h 14m Arrive at 5:36pm in Chicago (ORD)

  • USD 511
    Alaska Airlines
    6:21am - 12:37pm
    Thu Jun 27th
    4h 16m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Thu Jun 27th 2024 Alaska Airlines · AS 4733 Depart at 6:21am from San Diego (SAN) Fly for 4h 16m Arrive at 12:37pm in Chicago (ORD)

  • USD 531
    United Airlines
    6:32am - 12:48pm
    Tue Jul 2nd
    4h 16m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Tue Jul 2nd 2024 United Airlines · UA 1502 Depart at 6:32am from San Diego (SAN) Fly for 4h 16m Arrive at 12:48pm in Chicago (ORD)

  • USD 542
    Alaska Airlines
    11:22am - 5:36pm
    Fri Jun 28th
    4h 14m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Fri Jun 28th 2024 Alaska Airlines · AS 6057 Depart at 11:22am from San Diego (SAN) Fly for 4h 14m Arrive at 5:36pm in Chicago (ORD)

  • USD 543
    Alaska Airlines
    6:21am - 12:37pm
    Fri Jun 28th
    4h 16m
    San Diego (SAN) → Chicago (ORD)
    Direct

    Fri Jun 28th 2024 Alaska Airlines · AS 4733 Depart at 6:21am from San Diego (SAN) Fly for 4h 16m Arrive at 12:37pm in Chicago (ORD)

@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 Diego to Chicago (SAN to CHI).

  • 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