-
Wed Mar 19th 2025 Frontier Airlines · F9 2110 Depart at 8:13pm from Chicago (MDW) Fly for 3h 4m Arrive at 12:17am in Miami (MIA)
Layover in Miami for 17h 2m
Thu Mar 20th 2025 Copa Airlines · CM 333 Depart at 5:19pm from Miami (MIA) Fly for 3h 10m Arrive at 7:29pm in Panama (PTY)
Layover in Panama for 2h 7m
Thu Mar 20th 2025 Copa Airlines · CM 314 Depart at 9:36pm from Panama (PTY) Fly for 3h 5m Arrive at 1:41am in Port of Spain (POS)
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Mon Mar 17th 2025 Frontier Airlines · F9 2110 Depart at 8:13pm from Chicago (MDW) Fly for 3h 4m Arrive at 12:17am in Miami (MIA)
Layover in Miami for 6h 1m
Tue Mar 18th 2025 Copa Airlines · CM 246 Depart at 6:18am from Miami (MIA) Fly for 3h 12m Arrive at 8:30am in Panama (PTY)
Layover in Panama for 13h 6m
Tue Mar 18th 2025 Copa Airlines · CM 314 Depart at 9:36pm from Panama (PTY) Fly for 3h 5m Arrive at 1:41am in Port of Spain (POS)
-
Mon Mar 10th 2025 Frontier Airlines · F9 2110 Depart at 8:13pm from Chicago (MDW) Fly for 3h 4m Arrive at 12:17am in Miami (MIA)
Layover in Miami for 17h 2m
Tue Mar 11th 2025 Copa Airlines · CM 333 Depart at 5:19pm from Miami (MIA) Fly for 3h 10m Arrive at 7:29pm in Panama (PTY)
Layover in Panama for 2h 7m
Tue Mar 11th 2025 Copa Airlines · CM 314 Depart at 9:36pm from Panama (PTY) Fly for 3h 5m Arrive at 1:41am in Port of Spain (POS)
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Wed Mar 12th 2025 Frontier Airlines · F9 2110 Depart at 8:13pm from Chicago (MDW) Fly for 3h 4m Arrive at 12:17am in Miami (MIA)
Layover in Miami for 17h 2m
Thu Mar 13th 2025 Copa Airlines · CM 333 Depart at 5:19pm from Miami (MIA) Fly for 3h 10m Arrive at 7:29pm in Panama (PTY)
Layover in Panama for 2h 7m
Thu Mar 13th 2025 Copa Airlines · CM 314 Depart at 9:36pm from Panama (PTY) Fly for 3h 5m Arrive at 1:41am in Port of Spain (POS)
-
Mon Mar 17th 2025 Frontier Airlines · F9 2110 Depart at 8:13pm from Chicago (MDW) Fly for 3h 4m Arrive at 12:17am in Miami (MIA)
Layover in Miami for 17h 2m
Tue Mar 18th 2025 Copa Airlines · CM 333 Depart at 5:19pm from Miami (MIA) Fly for 3h 10m Arrive at 7:29pm in Panama (PTY)
Layover in Panama for 2h 7m
Tue Mar 18th 2025 Copa Airlines · CM 314 Depart at 9:36pm from Panama (PTY) Fly for 3h 5m Arrive at 1:41am in Port of Spain (POS)
-
Wed Mar 12th 2025 Frontier Airlines · F9 2110 Depart at 8:13pm from Chicago (MDW) Fly for 3h 4m Arrive at 12:17am in Miami (MIA)
Layover in Miami for 18h 10m
Thu Mar 13th 2025 Copa Airlines · CM 227 Depart at 6:27pm from Miami (MIA) Fly for 3h 10m Arrive at 8:37pm in Panama (PTY)
Layover in Panama for 0h 59m
Thu Mar 13th 2025 Copa Airlines · CM 314 Depart at 9:36pm from Panama (PTY) Fly for 3h 5m Arrive at 1:41am in Port of Spain (POS)
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Sat Mar 15th 2025 Frontier Airlines · F9 2110 Depart at 8:13pm from Chicago (MDW) Fly for 3h 4m Arrive at 12:17am in Miami (MIA)
Layover in Miami for 6h 1m
Sun Mar 16th 2025 Copa Airlines · CM 246 Depart at 6:18am from Miami (MIA) Fly for 3h 12m Arrive at 8:30am in Panama (PTY)
Layover in Panama for 13h 6m
Sun Mar 16th 2025 Copa Airlines · CM 314 Depart at 9:36pm from Panama (PTY) Fly for 3h 5m Arrive at 1:41am in Port of Spain (POS)
-
Wed Mar 19th 2025 Frontier Airlines · F9 2110 Depart at 8:13pm from Chicago (MDW) Fly for 3h 4m Arrive at 12:17am in Miami (MIA)
Layover in Miami for 18h 10m
Thu Mar 20th 2025 Copa Airlines · CM 227 Depart at 6:27pm from Miami (MIA) Fly for 3h 10m Arrive at 8:37pm in Panama (PTY)
Layover in Panama for 0h 59m
Thu Mar 20th 2025 Copa Airlines · CM 314 Depart at 9:36pm from Panama (PTY) Fly for 3h 5m Arrive at 1:41am in Port of Spain (POS)
-
Sat Mar 15th 2025 Frontier Airlines · F9 2110 Depart at 8:13pm from Chicago (MDW) Fly for 3h 4m Arrive at 12:17am in Miami (MIA)
Layover in Miami for 17h 2m
Sun Mar 16th 2025 Copa Airlines · CM 333 Depart at 5:19pm from Miami (MIA) Fly for 3h 10m Arrive at 7:29pm in Panama (PTY)
Layover in Panama for 2h 7m
Sun Mar 16th 2025 Copa Airlines · CM 314 Depart at 9:36pm from Panama (PTY) Fly for 3h 5m Arrive at 1:41am in Port of Spain (POS)
-
Thu Mar 13th 2025 Frontier Airlines · F9 1458 Depart at 2:54pm from Chicago (MDW) Fly for 2h 41m Arrive at 6:35pm in Orlando (MCO)
Layover in Orlando for 20h 50m
Fri Mar 14th 2025 Caribbean Airlines · BW 485 Depart at 3:25pm from Orlando (MCO) Fly for 4h 5m Arrive at 7:30pm in Port of Spain (POS)
-
Thu Mar 6th 2025 Frontier Airlines · F9 1458 Depart at 2:54pm from Chicago (MDW) Fly for 2h 41m Arrive at 6:35pm in Orlando (MCO)
Layover in Orlando for 19h 50m
Fri Mar 7th 2025 Caribbean Airlines · BW 485 Depart at 2:25pm from Orlando (MCO) Fly for 4h 5m Arrive at 7:30pm in Port of Spain (POS)
-
Sun Mar 9th 2025 Frontier Airlines · F9 1458 Depart at 2:54pm from Chicago (MDW) Fly for 2h 41m Arrive at 6:35pm in Orlando (MCO)
Layover in Orlando for 20h 50m
Mon Mar 10th 2025 Caribbean Airlines · BW 485 Depart at 3:25pm from Orlando (MCO) Fly for 4h 5m Arrive at 7:30pm in Port of Spain (POS)
-
Fri Mar 14th 2025 Frontier Airlines · F9 2110 Depart at 8:13pm from Chicago (MDW) Fly for 3h 4m Arrive at 12:17am in Miami (MIA)
Layover in Miami for 6h 1m
Sat Mar 15th 2025 Copa Airlines · CM 246 Depart at 6:18am from Miami (MIA) Fly for 3h 12m Arrive at 8:30am in Panama (PTY)
Layover in Panama for 0h 40m
Sat Mar 15th 2025 Copa Airlines · CM 165 Depart at 9:10am from Panama (PTY) Fly for 3h 5m Arrive at 1:15pm in Port of Spain (POS)
-
Mon Mar 10th 2025 WestJet · WS 7974 Depart at 10:10am from Chicago (MDW) Fly for 1h 55m Arrive at 1:05pm in Atlanta (ATL)
Layover in Atlanta for 1h 47m
Mon Mar 10th 2025 WestJet · WS 6301 Depart at 2:52pm from Atlanta (ATL) Fly for 2h 14m Arrive at 5:06pm in Toronto (YYZ)
Layover in Toronto for 5h 54m
Mon Mar 10th 2025 Caribbean Airlines · BW 601 Depart at 11:00pm from Toronto (YYZ) Fly for 5h 40m Arrive at 4:40am in Port of Spain (POS)
-
Thu Mar 20th 2025 WestJet · WS 7974 Depart at 10:10am from Chicago (MDW) Fly for 1h 55m Arrive at 1:05pm in Atlanta (ATL)
Layover in Atlanta for 1h 47m
Thu Mar 20th 2025 WestJet · WS 6301 Depart at 2:52pm from Atlanta (ATL) Fly for 2h 14m Arrive at 5:06pm in Toronto (YYZ)
Layover in Toronto for 4h 54m
Thu Mar 20th 2025 Caribbean Airlines · BW 601 Depart at 10:00pm from Toronto (YYZ) Fly for 6h 40m Arrive at 4:40am in Port of Spain (POS)
-
Wed Mar 19th 2025 WestJet · WS 7974 Depart at 10:10am from Chicago (MDW) Fly for 1h 55m Arrive at 1:05pm in Atlanta (ATL)
Layover in Atlanta for 1h 47m
Wed Mar 19th 2025 WestJet · WS 6301 Depart at 2:52pm from Atlanta (ATL) Fly for 2h 14m Arrive at 5:06pm in Toronto (YYZ)
Layover in Toronto for 4h 54m
Wed Mar 19th 2025 Caribbean Airlines · BW 601 Depart at 10:00pm from Toronto (YYZ) Fly for 6h 40m Arrive at 4:40am in Port of Spain (POS)
-
Sat Mar 8th 2025 WestJet · WS 7547 Depart at 5:00pm from Chicago (MDW) Fly for 2h 0m Arrive at 8:00pm in Atlanta (ATL)
Layover in Atlanta for 1h 43m
Sat Mar 8th 2025 WestJet · WS 6307 Depart at 9:43pm from Atlanta (ATL) Fly for 2h 14m Arrive at 11:57pm in Toronto (YYZ)
Layover in Toronto for 21h 3m
Sun Mar 9th 2025 Caribbean Airlines · BW 601 Depart at 10:00pm from Toronto (YYZ) Fly for 6h 40m Arrive at 4:40am in Port of Spain (POS)
-
Sat Mar 8th 2025 Frontier Airlines · F9 2110 Depart at 8:13pm from Chicago (MDW) Fly for 3h 4m Arrive at 12:17am in Miami (MIA)
Layover in Miami for 13h 53m
Sun Mar 9th 2025 Caribbean Airlines · BW 483 Depart at 3:10pm from Miami (MIA) Fly for 3h 45m Arrive at 6:55pm in Port of Spain (POS)
-
Wed Mar 19th 2025 Frontier Airlines · F9 2110 Depart at 8:13pm from Chicago (MDW) Fly for 3h 4m Arrive at 12:17am in Miami (MIA)
Layover in Miami for 14h 53m
Thu Mar 20th 2025 Caribbean Airlines · BW 483 Depart at 3:10pm from Miami (MIA) Fly for 3h 45m Arrive at 6:55pm in Port of Spain (POS)
-
Sat Mar 15th 2025 Frontier Airlines · F9 2110 Depart at 8:13pm from Chicago (MDW) Fly for 3h 4m Arrive at 12:17am in Miami (MIA)
Layover in Miami for 14h 53m
Sun Mar 16th 2025 Caribbean Airlines · BW 483 Depart at 3:10pm from Miami (MIA) Fly for 3h 45m Arrive at 6:55pm in Port of Spain (POS)
-
Wed Mar 12th 2025 Frontier Airlines · F9 2110 Depart at 8:13pm from Chicago (MDW) Fly for 3h 4m Arrive at 12:17am in Miami (MIA)
Layover in Miami for 14h 53m
Thu Mar 13th 2025 Caribbean Airlines · BW 483 Depart at 3:10pm from Miami (MIA) Fly for 3h 45m Arrive at 6:55pm in Port of Spain (POS)
-
Mon Mar 17th 2025 Frontier Airlines · F9 2110 Depart at 8:13pm from Chicago (MDW) Fly for 3h 4m Arrive at 12:17am in Miami (MIA)
Layover in Miami for 14h 53m
Tue Mar 18th 2025 Caribbean Airlines · BW 483 Depart at 3:10pm from Miami (MIA) Fly for 3h 45m Arrive at 6:55pm in Port of Spain (POS)
-
Thu Mar 13th 2025 WestJet · WS 7974 Depart at 10:10am from Chicago (MDW) Fly for 1h 55m Arrive at 1:05pm in Atlanta (ATL)
Layover in Atlanta for 1h 47m
Thu Mar 13th 2025 WestJet · WS 6301 Depart at 2:52pm from Atlanta (ATL) Fly for 2h 14m Arrive at 5:06pm in Toronto (YYZ)
Layover in Toronto for 4h 54m
Thu Mar 13th 2025 Caribbean Airlines · BW 601 Depart at 10:00pm from Toronto (YYZ) Fly for 6h 40m Arrive at 4:40am in Port of Spain (POS)
-
Tue Mar 11th 2025 Frontier Airlines · F9 2209 Depart at 6:00am from Chicago (MDW) Fly for 2h 43m Arrive at 7:43am in Denver (DEN)
Layover in Denver for 10h 53m
Tue Mar 11th 2025 Frontier Airlines · F9 1280 Depart at 6:36pm from Denver (DEN) Fly for 4h 5m Arrive at 12:41am in Miami (MIA)
Layover in Miami for 5h 37m
Wed Mar 12th 2025 Copa Airlines · CM 246 Depart at 6:18am from Miami (MIA) Fly for 3h 12m Arrive at 8:30am in Panama (PTY)
Layover in Panama for 0h 40m
Wed Mar 12th 2025 Copa Airlines · CM 165 Depart at 9:10am from Panama (PTY) Fly for 3h 5m Arrive at 1:15pm in Port of Spain (POS)
-
Sat Mar 8th 2025 WestJet · WS 7974 Depart at 10:10am from Chicago (MDW) Fly for 1h 55m Arrive at 1:05pm in Atlanta (ATL)
Layover in Atlanta for 1h 47m
Sat Mar 8th 2025 WestJet · WS 6301 Depart at 2:52pm from Atlanta (ATL) Fly for 2h 14m Arrive at 5:06pm in Toronto (YYZ)
Layover in Toronto for 4h 54m
Sat Mar 8th 2025 Caribbean Airlines · BW 601 Depart at 10:00pm from Toronto (YYZ) Fly for 5h 40m Arrive at 4:40am in Port of Spain (POS)
-
Sat Mar 8th 2025 WestJet · WS 7547 Depart at 5:00pm from Chicago (MDW) Fly for 2h 0m Arrive at 8:00pm in Atlanta (ATL)
Layover in Atlanta for 1h 43m
Sat Mar 8th 2025 WestJet · WS 6307 Depart at 9:43pm from Atlanta (ATL) Fly for 2h 14m Arrive at 11:57pm in Toronto (YYZ)
Layover in Toronto for 15h 23m
Sun Mar 9th 2025 Caribbean Airlines · BW 611 Depart at 4:20pm from Toronto (YYZ) Fly for 5h 40m Arrive at 10:00pm in Port of Spain (POS)
-
Sat Mar 15th 2025 WestJet · WS 7974 Depart at 10:10am from Chicago (MDW) Fly for 1h 55m Arrive at 1:05pm in Atlanta (ATL)
Layover in Atlanta for 1h 47m
Sat Mar 15th 2025 WestJet · WS 6301 Depart at 2:52pm from Atlanta (ATL) Fly for 2h 14m Arrive at 5:06pm in Toronto (YYZ)
Layover in Toronto for 4h 54m
Sat Mar 15th 2025 Caribbean Airlines · BW 601 Depart at 10:00pm from Toronto (YYZ) Fly for 6h 40m Arrive at 4:40am in Port of Spain (POS)
-
Tue Mar 11th 2025 Frontier Airlines · F9 1458 Depart at 2:54pm from Chicago (MDW) Fly for 2h 41m Arrive at 6:35pm in Orlando (MCO)
Layover in Orlando for 14h 10m
Wed Mar 12th 2025 Flair Airlines · F8 1693 Depart at 8:45am from Orlando (MCO) Fly for 3h 0m Arrive at 11:45am in Toronto (YYZ)
Layover in Toronto for 10h 15m
Wed Mar 12th 2025 Caribbean Airlines · BW 601 Depart at 10:00pm from Toronto (YYZ) Fly for 6h 40m Arrive at 4:40am in Port of Spain (POS)
-
Thu Mar 13th 2025 WestJet · WS 7547 Depart at 5:00pm from Chicago (MDW) Fly for 2h 0m Arrive at 8:00pm in Atlanta (ATL)
Layover in Atlanta for 1h 43m
Thu Mar 13th 2025 WestJet · WS 6307 Depart at 9:43pm from Atlanta (ATL) Fly for 2h 14m Arrive at 11:57pm in Toronto (YYZ)
Layover in Toronto for 23h 3m
Fri Mar 14th 2025 Caribbean Airlines · BW 601 Depart at 11:00pm from Toronto (YYZ) Fly for 5h 40m Arrive at 4:40am in Port of Spain (POS)
-
Fri Mar 14th 2025 Frontier Airlines · F9 2292 Depart at 9:44pm from Chicago (MDW) Fly for 1h 56m Arrive at 12:40am in Atlanta (ATL)
Layover in Atlanta for 7h 36m
Sat Mar 15th 2025 Frontier Airlines · F9 2484 Depart at 8:16am from Atlanta (ATL) Fly for 2h 7m Arrive at 10:23am in Miami (MIA)
Layover in Miami for 6h 56m
Sat Mar 15th 2025 Copa Airlines · CM 333 Depart at 5:19pm from Miami (MIA) Fly for 3h 10m Arrive at 7:29pm in Panama (PTY)
Layover in Panama for 2h 7m
Sat Mar 15th 2025 Copa Airlines · CM 314 Depart at 9:36pm from Panama (PTY) Fly for 3h 5m Arrive at 1:41am in Port of Spain (POS)
-
Tue Mar 11th 2025 Frontier Airlines · F9 1458 Depart at 2:54pm from Chicago (MDW) Fly for 2h 41m Arrive at 6:35pm in Orlando (MCO)
Layover in Orlando for 2h 55m
Tue Mar 11th 2025 WestJet · WS 1225 Depart at 9:30pm from Orlando (MCO) Fly for 3h 0m Arrive at 12:30am in Toronto (YYZ)
Layover in Toronto for 21h 30m
Wed Mar 12th 2025 Caribbean Airlines · BW 601 Depart at 10:00pm from Toronto (YYZ) Fly for 6h 40m Arrive at 4:40am in Port of Spain (POS)
-
Thu Mar 13th 2025 WestJet · WS 7547 Depart at 5:00pm from Chicago (MDW) Fly for 2h 0m Arrive at 8:00pm in Atlanta (ATL)
Layover in Atlanta for 1h 43m
Thu Mar 13th 2025 WestJet · WS 6307 Depart at 9:43pm from Atlanta (ATL) Fly for 2h 14m Arrive at 11:57pm in Toronto (YYZ)
Layover in Toronto for 9h 18m
Fri Mar 14th 2025 Copa Airlines · CM 471 Depart at 9:15am from Toronto (YYZ) Fly for 5h 43m Arrive at 1:58pm in Panama (PTY)
Layover in Panama for 7h 38m
Fri Mar 14th 2025 Copa Airlines · CM 314 Depart at 9:36pm from Panama (PTY) Fly for 3h 5m Arrive at 1:41am in Port of Spain (POS)
-
Thu Mar 20th 2025 Frontier Airlines · F9 1458 Depart at 2:54pm from Chicago (MDW) Fly for 2h 41m Arrive at 6:35pm in Orlando (MCO)
Layover in Orlando for 16h 20m
Fri Mar 21st 2025 Flair Airlines · F8 1691 Depart at 10:55am from Orlando (MCO) Fly for 3h 0m Arrive at 1:55pm in Toronto (YYZ)
Layover in Toronto for 9h 5m
Fri Mar 21st 2025 Caribbean Airlines · BW 601 Depart at 11:00pm from Toronto (YYZ) Fly for 5h 40m Arrive at 4:40am in Port of Spain (POS)
-
Fri Mar 7th 2025 Frontier Airlines · F9 2110 Depart at 8:13pm from Chicago (MDW) Fly for 3h 4m Arrive at 12:17am in Miami (MIA)
Layover in Miami for 13h 53m
Sat Mar 8th 2025 Caribbean Airlines · BW 483 Depart at 2:10pm from Miami (MIA) Fly for 3h 45m Arrive at 6:55pm in Port of Spain (POS)
-
Fri Mar 7th 2025 Frontier Airlines · F9 2292 Depart at 9:44pm from Chicago (MDW) Fly for 1h 56m Arrive at 12:40am in Atlanta (ATL)
Layover in Atlanta for 7h 36m
Sat Mar 8th 2025 Frontier Airlines · F9 2484 Depart at 8:16am from Atlanta (ATL) Fly for 2h 7m Arrive at 10:23am in Miami (MIA)
Layover in Miami for 3h 47m
Sat Mar 8th 2025 Caribbean Airlines · BW 483 Depart at 2:10pm from Miami (MIA) Fly for 3h 45m Arrive at 6:55pm in Port of Spain (POS)
-
Fri Mar 7th 2025 Frontier Airlines · F9 2110 Depart at 8:13pm from Chicago (MDW) Fly for 3h 4m Arrive at 12:17am in Miami (MIA)
Layover in Miami for 5h 1m
Sat Mar 8th 2025 Copa Airlines · CM 246 Depart at 5:18am from Miami (MIA) Fly for 3h 12m Arrive at 8:30am in Panama (PTY)
Layover in Panama for 0h 40m
Sat Mar 8th 2025 Copa Airlines · CM 165 Depart at 9:10am from Panama (PTY) Fly for 3h 5m Arrive at 1:15pm in Port of Spain (POS)
-
Wed Mar 12th 2025 Frontier Airlines · F9 2110 Depart at 8:13pm from Chicago (MDW) Fly for 3h 4m Arrive at 12:17am in Miami (MIA)
Layover in Miami for 5h 43m
Thu Mar 13th 2025 Frontier Airlines · F9 2284 Depart at 6:00am from Miami (MIA) Fly for 2h 47m Arrive at 8:47am in San Juan (SJU)
Layover in San Juan for 3h 24m
Thu Mar 13th 2025 Frontier Airlines · F9 281 Depart at 12:11pm from San Juan (SJU) Fly for 1h 51m Arrive at 2:02pm in Port of Spain (POS)
-
Tue Mar 11th 2025 Volaris · Y4 1841 Depart at 8:39pm from Chicago (MDW) Fly for 4h 5m Arrive at 11:44pm in Guadalajara (GDL)
Layover in Guadalajara for 12h 16m
Wed Mar 12th 2025 Flair Airlines · F8 2661 Depart at 12:00pm from Guadalajara (GDL) Fly for 4h 40m Arrive at 6:40pm in Toronto (YYZ)
Layover in Toronto for 3h 20m
Wed Mar 12th 2025 Caribbean Airlines · BW 601 Depart at 10:00pm from Toronto (YYZ) Fly for 6h 40m Arrive at 4:40am in Port of Spain (POS)
-
Sun Mar 9th 2025 Frontier Airlines · F9 2292 Depart at 9:44pm from Chicago (MDW) Fly for 1h 56m Arrive at 12:40am in Atlanta (ATL)
Layover in Atlanta for 5h 20m
Mon Mar 10th 2025 Frontier Airlines · F9 4556 Depart at 6:00am from Atlanta (ATL) Fly for 1h 52m Arrive at 7:52am in Orlando (MCO)
Layover in Orlando for 7h 33m
Mon Mar 10th 2025 Caribbean Airlines · BW 485 Depart at 3:25pm from Orlando (MCO) Fly for 4h 5m Arrive at 7:30pm in Port of Spain (POS)
-
Thu Mar 13th 2025 Frontier Airlines · F9 2292 Depart at 9:44pm from Chicago (MDW) Fly for 1h 56m Arrive at 12:40am in Atlanta (ATL)
Layover in Atlanta for 5h 20m
Fri Mar 14th 2025 Frontier Airlines · F9 4556 Depart at 6:00am from Atlanta (ATL) Fly for 1h 52m Arrive at 7:52am in Orlando (MCO)
Layover in Orlando for 7h 33m
Fri Mar 14th 2025 Caribbean Airlines · BW 485 Depart at 3:25pm from Orlando (MCO) Fly for 4h 5m Arrive at 7:30pm in Port of Spain (POS)
-
Thu Mar 20th 2025 Frontier Airlines · F9 1186 Depart at 2:45pm from Chicago (MDW) Fly for 2h 36m Arrive at 6:21pm in Tampa (TPA)
Layover in Tampa for 2h 34m
Thu Mar 20th 2025 Air Transat · TS 7475 Depart at 8:55pm from Tampa (TPA) Fly for 2h 55m Arrive at 11:50pm in Toronto (YYZ)
Layover in Toronto for 9h 25m
Fri Mar 21st 2025 Copa Airlines · CM 471 Depart at 9:15am from Toronto (YYZ) Fly for 5h 43m Arrive at 1:58pm in Panama (PTY)
Layover in Panama for 7h 38m
Fri Mar 21st 2025 Copa Airlines · CM 314 Depart at 9:36pm from Panama (PTY) Fly for 3h 5m Arrive at 1:41am in Port of Spain (POS)
-
Thu Mar 6th 2025 Frontier Airlines · F9 2292 Depart at 9:44pm from Chicago (MDW) Fly for 1h 56m Arrive at 12:40am in Atlanta (ATL)
Layover in Atlanta for 5h 20m
Fri Mar 7th 2025 Frontier Airlines · F9 4556 Depart at 6:00am from Atlanta (ATL) Fly for 1h 52m Arrive at 7:52am in Orlando (MCO)
Layover in Orlando for 6h 33m
Fri Mar 7th 2025 Caribbean Airlines · BW 485 Depart at 2:25pm from Orlando (MCO) Fly for 4h 5m Arrive at 7:30pm in Port of Spain (POS)
-
Sun Mar 16th 2025 Volaris · Y4 1841 Depart at 8:39pm from Chicago (MDW) Fly for 4h 5m Arrive at 11:44pm in Guadalajara (GDL)
Layover in Guadalajara for 12h 16m
Mon Mar 17th 2025 Flair Airlines · F8 2661 Depart at 12:00pm from Guadalajara (GDL) Fly for 4h 40m Arrive at 6:40pm in Toronto (YYZ)
Layover in Toronto for 4h 20m
Mon Mar 17th 2025 Caribbean Airlines · BW 601 Depart at 11:00pm from Toronto (YYZ) Fly for 5h 40m Arrive at 4:40am in Port of Spain (POS)
-
Tue Mar 18th 2025 Frontier Airlines · F9 1458 Depart at 2:54pm from Chicago (MDW) Fly for 2h 41m Arrive at 6:35pm in Orlando (MCO)
Layover in Orlando for 20h 50m
Wed Mar 19th 2025 Caribbean Airlines · BW 485 Depart at 3:25pm from Orlando (MCO) Fly for 4h 5m Arrive at 7:30pm in Port of Spain (POS)
-
Thu Mar 20th 2025 Volaris · Y4 1841 Depart at 8:39pm from Chicago (MDW) Fly for 4h 5m Arrive at 11:44pm in Guadalajara (GDL)
Layover in Guadalajara for 12h 16m
Fri Mar 21st 2025 Flair Airlines · F8 2661 Depart at 12:00pm from Guadalajara (GDL) Fly for 4h 40m Arrive at 6:40pm in Toronto (YYZ)
Layover in Toronto for 4h 20m
Fri Mar 21st 2025 Caribbean Airlines · BW 601 Depart at 11:00pm from Toronto (YYZ) Fly for 5h 40m Arrive at 4:40am in Port of Spain (POS)
-
Mon Mar 17th 2025 Volaris · Y4 1841 Depart at 8:39pm from Chicago (MDW) Fly for 4h 5m Arrive at 11:44pm in Guadalajara (GDL)
Layover in Guadalajara for 7h 6m
Tue Mar 18th 2025 VivaAerobus · VB 2141 Depart at 6:50am from Guadalajara (GDL) Fly for 2h 45m Arrive at 10:35am in Cancún (CUN)
Layover in Cancún for 3h 40m
Tue Mar 18th 2025 Flair Airlines · F8 2615 Depart at 2:15pm from Cancún (CUN) Fly for 4h 0m Arrive at 7:15pm in Toronto (YYZ)
Layover in Toronto for 3h 45m
Tue Mar 18th 2025 Caribbean Airlines · BW 601 Depart at 11:00pm from Toronto (YYZ) Fly for 5h 40m Arrive at 4:40am in Port of Spain (POS)
-
Fri Mar 14th 2025 Frontier Airlines · F9 2110 Depart at 8:13pm from Chicago (MDW) Fly for 3h 4m Arrive at 12:17am in Miami (MIA)
Layover in Miami for 14h 53m
Sat Mar 15th 2025 Caribbean Airlines · BW 483 Depart at 3:10pm from Miami (MIA) Fly for 3h 45m Arrive at 6:55pm in Port of Spain (POS)
-
Sun Mar 16th 2025 Air Transat · TS 7058 Depart at 12:30pm from Chicago (MDW) Fly for 1h 42m Arrive at 3:12pm in Toronto (YTZ)
Layover in Toronto for 5h 13m
Sun Mar 16th 2025 Air Canada · AC 7976 Depart at 8:25pm from Toronto (YTZ) Fly for 1h 15m Arrive at 9:40pm in Montreal (YUL)
Layover in Montreal for 11h 45m
Mon Mar 17th 2025 Air Canada · AC 962 Depart at 9:25am from Montreal (YUL) Fly for 5h 25m Arrive at 2:50pm in Bridgetown (BGI)
Layover in Bridgetown for 4h 15m
Mon Mar 17th 2025 Caribbean Airlines · BW 217 Depart at 7:05pm from Bridgetown (BGI) Fly for 1h 0m Arrive at 8:05pm in Port of Spain (POS)
-
Thu Mar 13th 2025 WestJet · WS 7992 Depart at 1:05pm from Chicago (MDW) Fly for 1h 56m Arrive at 4:01pm in Atlanta (ATL)
Layover in Atlanta for 5h 42m
Thu Mar 13th 2025 WestJet · WS 6307 Depart at 9:43pm from Atlanta (ATL) Fly for 2h 14m Arrive at 11:57pm in Toronto (YYZ)
Layover in Toronto for 9h 3m
Fri Mar 14th 2025 WestJet · WS 2092 Depart at 9:00am from Toronto (YYZ) Fly for 5h 12m Arrive at 2:12pm in Willemstad (CUR)
Layover in Willemstad for 3h 18m
Fri Mar 14th 2025 Caribbean Airlines · BW 401 Depart at 5:30pm from Willemstad (CUR) Fly for 1h 40m Arrive at 7:10pm in Port of Spain (POS)
-
Mon Mar 10th 2025 Frontier Airlines · F9 2144 Depart at 10:00am from Chicago (MDW) Fly for 1h 56m Arrive at 12:56pm in Atlanta (ATL)
Layover in Atlanta for 1h 11m
Mon Mar 10th 2025 Frontier Airlines · F9 2484 Depart at 2:07pm from Atlanta (ATL) Fly for 2h 6m Arrive at 4:13pm in Miami (MIA)
Layover in Miami for 2h 14m
Mon Mar 10th 2025 Copa Airlines · CM 227 Depart at 6:27pm from Miami (MIA) Fly for 3h 10m Arrive at 8:37pm in Panama (PTY)
Layover in Panama for 0h 59m
Mon Mar 10th 2025 Copa Airlines · CM 314 Depart at 9:36pm from Panama (PTY) Fly for 3h 5m Arrive at 1:41am in Port of Spain (POS)
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Thu Mar 13th 2025 WestJet · WS 7992 Depart at 1:05pm from Chicago (MDW) Fly for 1h 56m Arrive at 4:01pm in Atlanta (ATL)
Layover in Atlanta for 5h 42m
Thu Mar 13th 2025 WestJet · WS 6307 Depart at 9:43pm from Atlanta (ATL) Fly for 2h 14m Arrive at 11:57pm in Toronto (YYZ)
Layover in Toronto for 8h 33m
Fri Mar 14th 2025 WestJet · WS 2512 Depart at 8:30am from Toronto (YYZ) Fly for 5h 23m Arrive at 1:53pm in Bridgetown (BGI)
Layover in Bridgetown for 3h 22m
Fri Mar 14th 2025 Caribbean Airlines · BW 411 Depart at 5:15pm from Bridgetown (BGI) Fly for 1h 0m Arrive at 6:15pm in Port of Spain (POS)
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Fri Mar 14th 2025 Frontier Airlines · F9 2292 Depart at 9:44pm from Chicago (MDW) Fly for 1h 56m Arrive at 12:40am in Atlanta (ATL)
Layover in Atlanta for 7h 36m
Sat Mar 15th 2025 Frontier Airlines · F9 2484 Depart at 8:16am from Atlanta (ATL) Fly for 2h 7m Arrive at 10:23am in Miami (MIA)
Layover in Miami for 4h 47m
Sat Mar 15th 2025 Caribbean Airlines · BW 483 Depart at 3:10pm from Miami (MIA) Fly for 3h 45m Arrive at 6:55pm in Port of Spain (POS)
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Thu Mar 20th 2025 Volaris · Y4 7703 Depart at 10:14pm from Chicago (MDW) Fly for 3h 56m Arrive at 1:10am in León (BJX)
Layover in León for 4h 55m
Fri Mar 21st 2025 Volaris · Y4 3501 Depart at 6:05am from León (BJX) Fly for 2h 32m Arrive at 9:37am in Cancún (CUN)
Layover in Cancún for 2h 8m
Fri Mar 21st 2025 Flair Airlines · F8 2611 Depart at 11:45am from Cancún (CUN) Fly for 4h 0m Arrive at 4:45pm in Toronto (YYZ)
Layover in Toronto for 6h 15m
Fri Mar 21st 2025 Caribbean Airlines · BW 601 Depart at 11:00pm from Toronto (YYZ) Fly for 5h 40m Arrive at 4:40am in Port of Spain (POS)
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Thu Mar 13th 2025 WestJet · WS 7547 Depart at 5:00pm from Chicago (MDW) Fly for 2h 0m Arrive at 8:00pm in Atlanta (ATL)
Layover in Atlanta for 1h 43m
Thu Mar 13th 2025 WestJet · WS 6307 Depart at 9:43pm from Atlanta (ATL) Fly for 2h 14m Arrive at 11:57pm in Toronto (YYZ)
Layover in Toronto for 9h 3m
Fri Mar 14th 2025 WestJet · WS 2092 Depart at 9:00am from Toronto (YYZ) Fly for 5h 12m Arrive at 2:12pm in Willemstad (CUR)
Layover in Willemstad for 3h 18m
Fri Mar 14th 2025 Caribbean Airlines · BW 401 Depart at 5:30pm from Willemstad (CUR) Fly for 1h 40m Arrive at 7:10pm in Port of Spain (POS)
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Thu Mar 13th 2025 WestJet · WS 7547 Depart at 5:00pm from Chicago (MDW) Fly for 2h 0m Arrive at 8:00pm in Atlanta (ATL)
Layover in Atlanta for 1h 43m
Thu Mar 13th 2025 WestJet · WS 6307 Depart at 9:43pm from Atlanta (ATL) Fly for 2h 14m Arrive at 11:57pm in Toronto (YYZ)
Layover in Toronto for 8h 33m
Fri Mar 14th 2025 WestJet · WS 2512 Depart at 8:30am from Toronto (YYZ) Fly for 5h 23m Arrive at 1:53pm in Bridgetown (BGI)
Layover in Bridgetown for 3h 22m
Fri Mar 14th 2025 Caribbean Airlines · BW 411 Depart at 5:15pm from Bridgetown (BGI) Fly for 1h 0m Arrive at 6:15pm in Port of Spain (POS)
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Fri Mar 14th 2025 Frontier Airlines · F9 2144 Depart at 10:00am from Chicago (MDW) Fly for 1h 56m Arrive at 12:56pm in Atlanta (ATL)
Layover in Atlanta for 1h 11m
Fri Mar 14th 2025 Frontier Airlines · F9 2484 Depart at 2:07pm from Atlanta (ATL) Fly for 2h 6m Arrive at 4:13pm in Miami (MIA)
Layover in Miami for 2h 14m
Fri Mar 14th 2025 Copa Airlines · CM 227 Depart at 6:27pm from Miami (MIA) Fly for 3h 10m Arrive at 8:37pm in Panama (PTY)
Layover in Panama for 0h 59m
Fri Mar 14th 2025 Copa Airlines · CM 314 Depart at 9:36pm from Panama (PTY) Fly for 3h 5m Arrive at 1:41am in Port of Spain (POS)
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Sat Mar 8th 2025 Frontier Airlines · F9 2292 Depart at 9:44pm from Chicago (MDW) Fly for 1h 56m Arrive at 12:40am in Atlanta (ATL)
Layover in Atlanta for 4h 20m
Sun Mar 9th 2025 Frontier Airlines · F9 4556 Depart at 6:00am from Atlanta (ATL) Fly for 1h 52m Arrive at 7:52am in Orlando (MCO)
Layover in Orlando for 3h 3m
Sun Mar 9th 2025 Flair Airlines · F8 1691 Depart at 10:55am from Orlando (MCO) Fly for 3h 0m Arrive at 1:55pm in Toronto (YYZ)
Layover in Toronto for 2h 25m
Sun Mar 9th 2025 Caribbean Airlines · BW 611 Depart at 4:20pm from Toronto (YYZ) Fly for 5h 40m Arrive at 10:00pm in Port of Spain (POS)
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Tue Mar 18th 2025 Frontier Airlines · F9 2209 Depart at 6:00am from Chicago (MDW) Fly for 2h 43m Arrive at 7:43am in Denver (DEN)
Layover in Denver for 10h 53m
Tue Mar 18th 2025 Frontier Airlines · F9 1280 Depart at 6:36pm from Denver (DEN) Fly for 4h 5m Arrive at 12:41am in Miami (MIA)
Layover in Miami for 5h 37m
Wed Mar 19th 2025 Copa Airlines · CM 246 Depart at 6:18am from Miami (MIA) Fly for 3h 12m Arrive at 8:30am in Panama (PTY)
Layover in Panama for 0h 40m
Wed Mar 19th 2025 Copa Airlines · CM 165 Depart at 9:10am from Panama (PTY) Fly for 3h 5m Arrive at 1:15pm in Port of Spain (POS)
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Sat Mar 15th 2025 Frontier Airlines · F9 2110 Depart at 8:13pm from Chicago (MDW) Fly for 3h 4m Arrive at 12:17am in Miami (MIA)
Layover in Miami for 5h 43m
Sun Mar 16th 2025 Frontier Airlines · F9 2284 Depart at 6:00am from Miami (MIA) Fly for 2h 47m Arrive at 8:47am in San Juan (SJU)
Layover in San Juan for 3h 24m
Sun Mar 16th 2025 Frontier Airlines · F9 281 Depart at 12:11pm from San Juan (SJU) Fly for 1h 51m Arrive at 2:02pm in Port of Spain (POS)
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Sat Mar 8th 2025 Air Transat · TS 7058 Depart at 12:30pm from Chicago (MDW) Fly for 1h 42m Arrive at 3:12pm in Toronto (YTZ)
Layover in Toronto for 3h 3m
Sat Mar 8th 2025 Porter Airlines · PD 2485 Depart at 6:15pm from Toronto (YTZ) Fly for 1h 15m Arrive at 7:30pm in Montreal (YUL)
Layover in Montreal for 12h 15m
Sun Mar 9th 2025 Air Transat · TS 640 Depart at 8:45am from Montreal (YUL) Fly for 4h 30m Arrive at 1:15pm in San Juan (SJU)
Layover in San Juan for 2h 15m
Sun Mar 9th 2025 Caribbean Airlines · BW 291 Depart at 3:30pm from San Juan (SJU) Fly for 2h 55m Arrive at 6:25pm in Port of Spain (POS)
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Thu Mar 20th 2025 Frontier Airlines · F9 1186 Depart at 2:45pm from Chicago (MDW) Fly for 2h 36m Arrive at 6:21pm in Tampa (TPA)
Layover in Tampa for 2h 34m
Thu Mar 20th 2025 Air Transat · TS 7475 Depart at 8:55pm from Tampa (TPA) Fly for 2h 55m Arrive at 11:50pm in Toronto (YYZ)
Layover in Toronto for 8h 40m
Fri Mar 21st 2025 WestJet · WS 2512 Depart at 8:30am from Toronto (YYZ) Fly for 5h 23m Arrive at 1:53pm in Bridgetown (BGI)
Layover in Bridgetown for 3h 22m
Fri Mar 21st 2025 Caribbean Airlines · BW 411 Depart at 5:15pm from Bridgetown (BGI) Fly for 1h 0m Arrive at 6:15pm in Port of Spain (POS)
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Mon Mar 17th 2025 WestJet · WS 7974 Depart at 10:10am from Chicago (MDW) Fly for 1h 55m Arrive at 1:05pm in Atlanta (ATL)
Layover in Atlanta for 1h 47m
Mon Mar 17th 2025 WestJet · WS 6301 Depart at 2:52pm from Atlanta (ATL) Fly for 2h 14m Arrive at 5:06pm in Toronto (YYZ)
Layover in Toronto for 5h 54m
Mon Mar 17th 2025 Caribbean Airlines · BW 601 Depart at 11:00pm from Toronto (YYZ) Fly for 5h 40m Arrive at 4:40am in Port of Spain (POS)
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Tue Mar 18th 2025 Frontier Airlines · F9 2292 Depart at 9:44pm from Chicago (MDW) Fly for 1h 56m Arrive at 12:40am in Atlanta (ATL)
Layover in Atlanta for 5h 20m
Wed Mar 19th 2025 Frontier Airlines · F9 4556 Depart at 6:00am from Atlanta (ATL) Fly for 1h 52m Arrive at 7:52am in Orlando (MCO)
Layover in Orlando for 7h 33m
Wed Mar 19th 2025 Caribbean Airlines · BW 485 Depart at 3:25pm from Orlando (MCO) Fly for 4h 5m Arrive at 7:30pm in Port of Spain (POS)
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Sun Mar 9th 2025 Frontier Airlines · F9 2999 Depart at 4:00pm from Chicago (MDW) Fly for 2h 30m Arrive at 6:30pm in Dallas (DFW)
Layover in Dallas for 3h 37m
Sun Mar 9th 2025 Volaris · Y4 801 Depart at 10:07pm from Dallas (DFW) Fly for 2h 48m Arrive at 11:55pm in Mexico City (MEX)
Layover in Mexico City for 6h 50m
Mon Mar 10th 2025 AeroMéxico · AM 412 Depart at 6:45am from Mexico City (MEX) Fly for 3h 15m Arrive at 12:00pm in Miami (MIA)
Layover in Miami for 3h 10m
Mon Mar 10th 2025 Caribbean Airlines · BW 483 Depart at 3:10pm from Miami (MIA) Fly for 3h 45m Arrive at 6:55pm in Port of Spain (POS)
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Sat Mar 15th 2025 Frontier Airlines · F9 2881 Depart at 10:08pm from Chicago (MDW) Fly for 2h 30m Arrive at 12:38am in Dallas (DFW)
Layover in Dallas for 4h 42m
Sun Mar 16th 2025 WestJet · WS 8347 Depart at 5:20am from Dallas (DFW) Fly for 2h 38m Arrive at 8:58am in Detroit (DTW)
Layover in Detroit for 1h 17m
Sun Mar 16th 2025 WestJet · WS 6305 Depart at 10:15am from Detroit (DTW) Fly for 1h 23m Arrive at 11:38am in Toronto (YYZ)
Layover in Toronto for 4h 42m
Sun Mar 16th 2025 Caribbean Airlines · BW 611 Depart at 4:20pm from Toronto (YYZ) Fly for 5h 40m Arrive at 10:00pm in Port of Spain (POS)
