Flight Schedules
Last Updated: Mon, 2 Dec, 2024
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08:39 ORD13:35 GCM3Hrs, 56m Direct
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ORDChicago O'Hare International Airport 08:39 - GCM 13:35 3h 56m Direct
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ORDChicago O'Hare International Airport 08:39
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GCMGrand Cayman Island Airport 13:35
- 3h 56m
- Direct
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United Airlines (UA 322)Boeing 737 800 -
United Airlines (UA 322) -
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- Boeing 737 800
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08:48 ORD13:45 GCM3Hrs, 57m Direct
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ORDChicago O'Hare International Airport 08:48 - GCM 13:45 3h 57m Direct
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ORDChicago O'Hare International Airport 08:48
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GCMGrand Cayman Island Airport 13:45
- 3h 57m
- Direct
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United Airlines (UA 322)Boeing 737 800 -
United Airlines (UA 322) -
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- Boeing 737 800
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08:50 ORD13:45 GCM3Hrs, 55m Direct
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ORDChicago O'Hare International Airport 08:50 - GCM 13:45 3h 55m Direct
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ORDChicago O'Hare International Airport 08:50
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GCMGrand Cayman Island Airport 13:45
- 3h 55m
- Direct
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American Airlines (AA 998)Boeing 737 800 -
American Airlines (AA 998) -
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- Boeing 737 800
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05:00 MDW12:55 GCM6Hrs, 55m 1 Stop (MCO)
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MDWChicago Midway Airport 05:00 - GCM 12:55 6h 55m 1 Stop (MCO) Orlando
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MDWChicago Midway Airport 05:00MCOOrlando International Airport 11:00
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MCOOrlando International Airport 08:45GCMGrand Cayman Island Airport 12:55
- 6h 55m (2h 15m)
- 1 Stop MCO · Orlando 2h 15m
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Southwest Airlines (WN 1519)Boeing 737 Max 8 Passenger Southwest Airlines (WN 912)Boeing 737 700 -
Southwest Airlines (WN 1519) -
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05:00 ORD15:05 GCM9Hrs, 05m 1 Stop (DFW)
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ORDChicago O'Hare International Airport 05:00 - GCM 15:05 9h 05m 1 Stop (DFW) Dallas
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ORDChicago O'Hare International Airport 05:00DFWDallas/Fort Worth Intl Airport 10:35
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DFWDallas/Fort Worth Intl Airport 07:47GCMGrand Cayman Island Airport 15:05
- 9h 05m (2h 48m)
- 1 Stop DFW · Dallas 2h 48m
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American Airlines (AA 370)Boeing 737 800 American Airlines (AA 3285)Boeing 737 800 -
American Airlines (AA 370) -
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05:00 ORD14:45 GCM8Hrs, 45m 1 Stop (MIA)
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ORDChicago O'Hare International Airport 05:00 - GCM 14:45 8h 45m 1 Stop (MIA) Miami
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ORDChicago O'Hare International Airport 05:00MIAMiami International Airport 12:55
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MIAMiami International Airport 09:15GCMGrand Cayman Island Airport 14:45
- 8h 45m (3h 40m)
- 1 Stop MIA · Miami 3h 40m
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American Airlines (AA 2984)Boeing 737 800 American Airlines (AA 956)Boeing 737 800 -
American Airlines (AA 2984) -
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05:00 MDW13:20 GCM7Hrs, 20m 1 Stop (MCO)
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MDWChicago Midway Airport 05:00 - GCM 13:20 7h 20m 1 Stop (MCO) Orlando
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MDWChicago Midway Airport 05:00MCOOrlando International Airport 11:25
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MCOOrlando International Airport 08:45GCMGrand Cayman Island Airport 13:20
- 7h 20m (2h 40m)
- 1 Stop MCO · Orlando 2h 40m
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Southwest Airlines (WN 2538)Boeing 737 800 Southwest Airlines (WN 912)Boeing 737 700 -
Southwest Airlines (WN 2538) -
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05:00 ORD14:30 GCM8Hrs, 30m 1 Stop (MIA)
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ORDChicago O'Hare International Airport 05:00 - GCM 14:30 8h 30m 1 Stop (MIA) Miami
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ORDChicago O'Hare International Airport 05:00MIAMiami International Airport 12:35
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MIAMiami International Airport 09:15GCMGrand Cayman Island Airport 14:30
- 8h 30m (3h 20m)
- 1 Stop MIA · Miami 3h 20m
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American Airlines (AA 2984)Boeing 737 800 American Airlines (AA 956)Boeing 737 800 -
American Airlines (AA 2984) -
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05:00 ORD12:00 GCM6Hrs, 00m 1 Stop (MIA)
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ORDChicago O'Hare International Airport 05:00 - GCM 12:00 6h 1 Stop (MIA) Miami
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ORDChicago O'Hare International Airport 05:00MIAMiami International Airport 10:10
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MIAMiami International Airport 09:15GCMGrand Cayman Island Airport 12:00
- 6h (55m)
- 1 Stop MIA · Miami 55m
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American Airlines (AA 2984)Boeing 737 800 American Airlines (AA 1300)Boeing 737 800 -
American Airlines (AA 2984) -
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05:00 ORD11:55 GCM5Hrs, 55m 1 Stop (MIA)
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ORDChicago O'Hare International Airport 05:00 - GCM 11:55 5h 55m 1 Stop (MIA) Miami
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ORDChicago O'Hare International Airport 05:00MIAMiami International Airport 10:10
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MIAMiami International Airport 09:15GCMGrand Cayman Island Airport 11:55
- 5h 55m (55m)
- 1 Stop MIA · Miami 55m
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American Airlines (AA 2984)Boeing 737 800 American Airlines (AA 1300)Boeing 737 800 -
American Airlines (AA 2984) -
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05:02 ORD12:40 GCM6Hrs, 38m 1 Stop (CLT)
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ORDChicago O'Hare International Airport 05:02 - GCM 12:40 6h 38m 1 Stop (CLT) Charlotte
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ORDChicago O'Hare International Airport 05:02CLTCharlotte Airport 09:35
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CLTCharlotte Airport 08:08GCMGrand Cayman Island Airport 12:40
- 6h 38m (1h 27m)
- 1 Stop CLT · Charlotte 1h 27m
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American Airlines (AA 2842)Boeing 737 Max 8 Passenger American Airlines (AA 301)Airbus -
American Airlines (AA 2842) -
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11:25 MCO06:45 BNA7Hrs, 05m 1 Stop (GCM)
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MCOOrlando International Airport 11:25 - BNA 06:45 7h 05m 1 Stop (GCM) Grand Cayman Island
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MCOOrlando International Airport 11:25MDWChicago Midway Airport 05:15
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GCMGrand Cayman Island Airport 13:20BNANashville Airport 06:45
- 7h 05m (1h 40m)
- 1 Stop GCM · Grand Cayman Island 1h 40m
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Southwest Airlines (WN 912)Boeing 737 700 Southwest Airlines (WN 2665)Boeing 737 700 -
Southwest Airlines (WN 912) -
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05:45 ORD12:55 GCM6Hrs, 10m 1 Stop (MCO)
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ORDChicago O'Hare International Airport 05:45 - GCM 12:55 6h 10m 1 Stop (MCO) Orlando
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ORDChicago O'Hare International Airport 05:45MCOOrlando International Airport 11:00
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MCOOrlando International Airport 09:30GCMGrand Cayman Island Airport 12:55
- 6h 10m (1h 30m)
- 1 Stop MCO · Orlando 1h 30m
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Southwest Airlines (WN 425)Boeing 737 700 Southwest Airlines (WN 912)Boeing 737 700 -
Southwest Airlines (WN 425) -
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06:00 ORD15:05 GCM8Hrs, 05m 1 Stop (DFW)
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ORDChicago O'Hare International Airport 06:00 - GCM 15:05 8h 05m 1 Stop (DFW) Dallas
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ORDChicago O'Hare International Airport 06:00DFWDallas/Fort Worth Intl Airport 10:35
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DFWDallas/Fort Worth Intl Airport 08:48GCMGrand Cayman Island Airport 15:05
- 8h 05m (1h 47m)
- 1 Stop DFW · Dallas 1h 47m
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American Airlines (AA 482)Boeing 737 800 American Airlines (AA 3285)Boeing 737 800 -
American Airlines (AA 482) -
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12:55 MIA09:44 TPA7Hrs, 45m 1 Stop (GCM)
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MIAMiami International Airport 12:55 - TPA 09:44 7h 45m 1 Stop (GCM) Grand Cayman Island
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MIAMiami International Airport 12:55ORDChicago O'Hare International Airport 06:00
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GCMGrand Cayman Island Airport 14:45TPATampa International Airport 09:44
- 7h 45m (2h 04m)
- 1 Stop GCM · Grand Cayman Island 2h 04m
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American Airlines (AA 956)Boeing 737 800 American Airlines (AA 2957)Boeing 737 800 -
American Airlines (AA 956) -
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06:00 ORD16:25 GCM9Hrs, 25m 1 Stop (IAH)
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ORDChicago O'Hare International Airport 06:00 - GCM 16:25 9h 25m 1 Stop (IAH) Houston
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ORDChicago O'Hare International Airport 06:00IAHHouston George Bush Intercontinental Airport 12:29
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IAHHouston George Bush Intercontinental Airport 08:57GCMGrand Cayman Island Airport 16:25
- 9h 25m (3h 32m)
- 1 Stop IAH · Houston 3h 32m
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United Airlines (UA 2160)Boeing 757 200 Series United Airlines (UA 753)Boeing 737 900 -
United Airlines (UA 2160) -
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06:00 MDW12:55 GCM5Hrs, 55m 1 Stop (MCO)
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MDWChicago Midway Airport 06:00 - GCM 12:55 5h 55m 1 Stop (MCO) Orlando
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MDWChicago Midway Airport 06:00MCOOrlando International Airport 11:00
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MCOOrlando International Airport 09:45GCMGrand Cayman Island Airport 12:55
- 5h 55m (1h 15m)
- 1 Stop MCO · Orlando 1h 15m
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Southwest Airlines (WN 1601)Boeing 737 800 Southwest Airlines (WN 912)Boeing 737 700 -
Southwest Airlines (WN 1601) -
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06:15 ORD13:20 GCM6Hrs, 05m 1 Stop (MCO)
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ORDChicago O'Hare International Airport 06:15 - GCM 13:20 6h 05m 1 Stop (MCO) Orlando
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ORDChicago O'Hare International Airport 06:15MCOOrlando International Airport 11:25
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MCOOrlando International Airport 10:00GCMGrand Cayman Island Airport 13:20
- 6h 05m (1h 25m)
- 1 Stop MCO · Orlando 1h 25m
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Southwest Airlines (WN 425)Boeing 737 700 Southwest Airlines (WN 912)Boeing 737 700 -
Southwest Airlines (WN 425) -
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06:37 ORD14:30 GCM6Hrs, 53m 1 Stop (MIA)
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ORDChicago O'Hare International Airport 06:37 - GCM 14:30 6h 53m 1 Stop (MIA) Miami
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ORDChicago O'Hare International Airport 06:37MIAMiami International Airport 12:35
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MIAMiami International Airport 10:55GCMGrand Cayman Island Airport 14:30
- 6h 53m (1h 40m)
- 1 Stop MIA · Miami 1h 40m
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American Airlines (AA 1411)Boeing 737 800 American Airlines (AA 956)Boeing 737 800 -
American Airlines (AA 1411) -
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06:37 ORD14:45 GCM7Hrs, 08m 1 Stop (MIA)
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ORDChicago O'Hare International Airport 06:37 - GCM 14:45 7h 08m 1 Stop (MIA) Miami
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ORDChicago O'Hare International Airport 06:37MIAMiami International Airport 12:55
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MIAMiami International Airport 10:55GCMGrand Cayman Island Airport 14:45
- 7h 08m (2h)
- 1 Stop MIA · Miami 2h
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American Airlines (AA 1411)Boeing 737 800 American Airlines (AA 956)Boeing 737 800 -
American Airlines (AA 1411) -
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07:00 ORD16:13 GCM8Hrs, 13m 1 Stop (CLT)
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ORDChicago O'Hare International Airport 07:00 - GCM 16:13 8h 13m 1 Stop (CLT) Charlotte
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ORDChicago O'Hare International Airport 07:00CLTCharlotte Airport 13:13
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CLTCharlotte Airport 10:01GCMGrand Cayman Island Airport 16:13
- 8h 13m (3h 12m)
- 1 Stop CLT · Charlotte 3h 12m
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American Airlines (AA 1784)Airbus American Airlines (AA 350)Airbus -
American Airlines (AA 1784) -
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12:50 IAD09:53 CMH8Hrs, 12m 1 Stop (GCM)
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IADWashington Dulles International Airport 12:50 - CMH 09:53 8h 12m 1 Stop (GCM) Grand Cayman Island
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IADWashington Dulles International Airport 12:50ORDChicago O'Hare International Airport 07:18
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GCMGrand Cayman Island Airport 16:30CMHColumbus Port Columbus Intl Airport 09:53
- 8h 12m (1h 38m)
- 1 Stop GCM · Grand Cayman Island 1h 38m
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United Airlines (UA 220)Boeing 737 900 United Airlines (UA 3584)Embraer 175 -
United Airlines (UA 220) -
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07:20 ORD16:50 GCM8Hrs, 30m 1 Stop (IAH)
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ORDChicago O'Hare International Airport 07:20 - GCM 16:50 8h 30m 1 Stop (IAH) Houston
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ORDChicago O'Hare International Airport 07:20IAHHouston George Bush Intercontinental Airport 12:54
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IAHHouston George Bush Intercontinental Airport 10:23GCMGrand Cayman Island Airport 16:50
- 8h 30m (2h 31m)
- 1 Stop IAH · Houston 2h 31m
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United Airlines (UA 2430)Airbus A321 Neo United Airlines (UA 753)Boeing 737 900 -
United Airlines (UA 2430) -
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12:50 IAD09:50 CLE8Hrs, 05m 1 Stop (GCM)
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IADWashington Dulles International Airport 12:50 - CLE 09:50 8h 05m 1 Stop (GCM) Grand Cayman Island
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IADWashington Dulles International Airport 12:50ORDChicago O'Hare International Airport 07:25
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GCMGrand Cayman Island Airport 16:30CLECleveland Hopkins International Airport 09:50
- 8h 05m (1h 36m)
- 1 Stop GCM · Grand Cayman Island 1h 36m
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United Airlines (UA 220)Boeing 737 900 United Airlines (UA 286)Boeing 737 900 -
United Airlines (UA 220) -
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12:55 IAD09:53 CLE8Hrs, 10m 1 Stop (GCM)
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IADWashington Dulles International Airport 12:55 - CLE 09:53 8h 10m 1 Stop (GCM) Grand Cayman Island
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IADWashington Dulles International Airport 12:55ORDChicago O'Hare International Airport 07:25
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GCMGrand Cayman Island Airport 16:35CLECleveland Hopkins International Airport 09:53
- 8h 10m (1h 38m)
- 1 Stop GCM · Grand Cayman Island 1h 38m
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United Airlines (UA 220)Boeing 737 900 United Airlines (UA 5482)Embraer 175 -
United Airlines (UA 220) -
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12:50 IAD09:50 CLE8Hrs, 05m 1 Stop (GCM)
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IADWashington Dulles International Airport 12:50 - CLE 09:50 8h 05m 1 Stop (GCM) Grand Cayman Island
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IADWashington Dulles International Airport 12:50ORDChicago O'Hare International Airport 07:25
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GCMGrand Cayman Island Airport 16:30CLECleveland Hopkins International Airport 09:50
- 8h 05m (1h 36m)
- 1 Stop GCM · Grand Cayman Island 1h 36m
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United Airlines (UA 220)Boeing 737 900 United Airlines (UA 286)Boeing 737 700 -
United Airlines (UA 220) -
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12:50 IAD09:50 CLE8Hrs, 05m 1 Stop (GCM)
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IADWashington Dulles International Airport 12:50 - CLE 09:50 8h 05m 1 Stop (GCM) Grand Cayman Island
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IADWashington Dulles International Airport 12:50ORDChicago O'Hare International Airport 07:25
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GCMGrand Cayman Island Airport 16:30CLECleveland Hopkins International Airport 09:50
- 8h 05m (1h 36m)
- 1 Stop GCM · Grand Cayman Island 1h 36m
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United Airlines (UA 220)Boeing 737 900 United Airlines (UA 286)Boeing 737 800 -
United Airlines (UA 220) -
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07:25 ORD16:25 GCM8Hrs, 00m 1 Stop (IAH)
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ORDChicago O'Hare International Airport 07:25 - GCM 16:25 8h 1 Stop (IAH) Houston
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ORDChicago O'Hare International Airport 07:25IAHHouston George Bush Intercontinental Airport 12:29
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IAHHouston George Bush Intercontinental Airport 10:21GCMGrand Cayman Island Airport 16:25
- 8h (2h 08m)
- 1 Stop IAH · Houston 2h 08m
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United Airlines (UA 2430)Boeing 777 United Airlines (UA 753)Boeing 737 900 -
United Airlines (UA 2430) -
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08:05 ORD16:20 GCM7Hrs, 15m 1 Stop (CLT)
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ORDChicago O'Hare International Airport 08:05 - GCM 16:20 7h 15m 1 Stop (CLT) Charlotte
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ORDChicago O'Hare International Airport 08:05CLTCharlotte Airport 13:30
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CLTCharlotte Airport 11:11GCMGrand Cayman Island Airport 16:20
- 7h 15m (2h 19m)
- 1 Stop CLT · Charlotte 2h 19m
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American Airlines (AA 3202)Boeing 737 800 American Airlines (AA 350)Airbus -
American Airlines (AA 3202) -
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08:05 ORD16:13 GCM7Hrs, 08m 1 Stop (CLT)
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ORDChicago O'Hare International Airport 08:05 - GCM 16:13 7h 08m 1 Stop (CLT) Charlotte
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ORDChicago O'Hare International Airport 08:05CLTCharlotte Airport 13:13
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CLTCharlotte Airport 11:11GCMGrand Cayman Island Airport 16:13
- 7h 08m (2h 02m)
- 1 Stop CLT · Charlotte 2h 02m
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American Airlines (AA 3202)Boeing 737 800 American Airlines (AA 350)Airbus -
American Airlines (AA 3202) -
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13:30 CLT10:25 IND7Hrs, 10m 1 Stop (GCM)
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CLTCharlotte Airport 13:30 - IND 10:25 7h 10m 1 Stop (GCM) Grand Cayman Island
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CLTCharlotte Airport 13:30ORDChicago O'Hare International Airport 08:10
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GCMGrand Cayman Island Airport 16:20INDIndianapolis Airport 10:25
- 7h 10m (1h 23m)
- 1 Stop GCM · Grand Cayman Island 1h 23m
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American Airlines (AA 350)Airbus American Airlines (AA 3881)Embraer 170 -
American Airlines (AA 350) -
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08:45 ORD16:30 GCM6Hrs, 45m 1 Stop (IAD)
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ORDChicago O'Hare International Airport 08:45 - GCM 16:30 6h 45m 1 Stop (IAD) Washington
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ORDChicago O'Hare International Airport 08:45IADWashington Dulles International Airport 12:50
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IADWashington Dulles International Airport 11:43GCMGrand Cayman Island Airport 16:30
- 6h 45m (1h 07m)
- 1 Stop IAD · Washington 1h 07m
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United Airlines (UA 545)Airbus United Airlines (UA 220)Boeing 737 900 -
United Airlines (UA 545) -
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08:50 ORD16:30 GCM6Hrs, 40m 1 Stop (IAD)
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ORDChicago O'Hare International Airport 08:50 - GCM 16:30 6h 40m 1 Stop (IAD) Washington
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ORDChicago O'Hare International Airport 08:50IADWashington Dulles International Airport 12:50
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IADWashington Dulles International Airport 11:48GCMGrand Cayman Island Airport 16:30
- 6h 40m (1h 02m)
- 1 Stop IAD · Washington 1h 02m
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United Airlines (UA 545)Airbus United Airlines (UA 220)Boeing 737 900 -
United Airlines (UA 545) -
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08:50 ORD16:35 GCM6Hrs, 45m 1 Stop (IAD)
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ORDChicago O'Hare International Airport 08:50 - GCM 16:35 6h 45m 1 Stop (IAD) Washington
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ORDChicago O'Hare International Airport 08:50IADWashington Dulles International Airport 12:55
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IADWashington Dulles International Airport 11:48GCMGrand Cayman Island Airport 16:35
- 6h 45m (1h 07m)
- 1 Stop IAD · Washington 1h 07m
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United Airlines (UA 545)Airbus United Airlines (UA 220)Boeing 737 900 -
United Airlines (UA 545) -
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08:57 ORD16:50 GCM6Hrs, 53m 1 Stop (IAH)
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ORDChicago O'Hare International Airport 08:57 - GCM 16:50 6h 53m 1 Stop (IAH) Houston
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ORDChicago O'Hare International Airport 08:57IAHHouston George Bush Intercontinental Airport 12:54
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IAHHouston George Bush Intercontinental Airport 11:55GCMGrand Cayman Island Airport 16:50
- 6h 53m (59m)
- 1 Stop IAH · Houston 59m
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United Airlines (UA 691)Boeing 737 Max 9 Passenger United Airlines (UA 753)Boeing 737 900 -
United Airlines (UA 691) -
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09:45 ORD16:20 GCM5Hrs, 35m 1 Stop (CLT)
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ORDChicago O'Hare International Airport 09:45 - GCM 16:20 5h 35m 1 Stop (CLT) Charlotte
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ORDChicago O'Hare International Airport 09:45CLTCharlotte Airport 13:30
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CLTCharlotte Airport 12:50GCMGrand Cayman Island Airport 16:20
- 5h 35m (40m)
- 1 Stop CLT · Charlotte 40m
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American Airlines (AA 2080)Boeing 737 800 American Airlines (AA 350)Airbus -
American Airlines (AA 2080) -
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What’s the fastest flight time from Chicago to Grand Cayman Island?
The fastest flight time for direct flights from Chicago to Grand Cayman Island is 3 hours 55 minutes. Check latest flight schedules & prices on Wego.
How far is Grand Cayman Island from Chicago?
The flight distance between Chicago and Grand Cayman Island is 2580km. Check all available flights on Wego.
When is the earliest and latest flight of the day?
The earliest flight of the day departs at 05:00. The last flight of the day departs at 05:00. See the full list of flight times on Wego.
How many airlines offer direct flights from Chicago to Grand Cayman Island?
There are 2 airlines that offer direct flights from Chicago to Grand Cayman Island. Find out the list of airlines on Wego.
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