Flight Schedules
Last Updated: Tue, 2 Apr, 2024
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13:50 - 18:02GCM - ORD
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13:50 (GCM)Grand Cayman Island Airport
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18:02 (ORD)Chicago O'Hare International Airport
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United Airlines (UA 799)Boeing 737 900 - 04h 12m
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- Boeing 737 900
Connecting Flights
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11:55 - 14:30GCM - MIA19:00 - 21:27MIA - ORD
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11:55 (GCM)Grand Cayman Island Airport19:00 (MIA)Miami International Airport
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14:30 (MIA)Miami International Airport21:27 (ORD)Chicago O'Hare International Airport
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American Airlines (AA 1301)Boeing 737 800 American Airlines (AA 791)Boeing 737 800 - 09h 32m (04h 30m)
- MIA Miami 04h 30m
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11:55 - 14:30GCM - MIA16:45 - 19:19MIA - DCA19:59 - 21:23DCA - ORD
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11:55 (GCM)Grand Cayman Island Airport16:45 (MIA)Miami International Airport19:59 (DCA)Washington Ronald Reagan National Airport
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14:30 (MIA)Miami International Airport19:19 (DCA)Washington Ronald Reagan National Airport
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American Airlines (AA 1301)Boeing 737 800 American Airlines (AA 1985)Boeing 737 800 American Airlines (AA 578)Boeing 737 800 - 09h 28m (02h 55m)
- MIA, DCA Miami, Washington 02h 55m
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11:55 - 14:30GCM - MIA17:22 - 19:48MIA - ORD
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11:55 (GCM)Grand Cayman Island Airport17:22 (MIA)Miami International Airport
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14:30 (MIA)Miami International Airport19:48 (ORD)Chicago O'Hare International Airport
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American Airlines (AA 1301)Boeing 737 800 American Airlines (AA 1701)Boeing 737 Max 8 Passenger - 07h 53m (02h 52m)
- MIA Miami 02h 52m
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12:10 - 16:45GCM - PHL20:55 - 22:24PHL - ORD
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12:10 (GCM)Grand Cayman Island Airport20:55 (PHL)Philadelphia International Airport
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16:45 (PHL)Philadelphia International Airport22:24 (ORD)Chicago O'Hare International Airport
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American Airlines (AA 1345)Airbus American Airlines (AA 1652)Boeing 737 800 - 10h 14m (04h 10m)
- PHL Philadelphia 04h 10m
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12:10 - 16:45GCM - PHL18:30 - 19:56PHL - ORD
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12:10 (GCM)Grand Cayman Island Airport18:30 (PHL)Philadelphia International Airport
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16:45 (PHL)Philadelphia International Airport19:56 (ORD)Chicago O'Hare International Airport
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American Airlines (AA 1345)Airbus American Airlines (AA 865)Airbus - 07h 46m (01h 45m)
- PHL Philadelphia 01h 45m
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12:15 - 14:50GCM - MIA17:25 - 19:35MIA - CLT20:38 - 21:50CLT - ORD
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12:15 (GCM)Grand Cayman Island Airport17:25 (MIA)Miami International Airport20:38 (CLT)Charlotte Airport
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14:50 (MIA)Miami International Airport19:35 (CLT)Charlotte Airport
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American Airlines (AA 1301)Boeing 737 800 American Airlines (AA 400)Boeing 737 800 American Airlines (AA 1048)Boeing 737 800 - 09h 35m (03h 38m)
- MIA, CLT Miami, Charlotte 03h 38m
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12:15 - 14:50GCM - MIA19:00 - 21:27MIA - ORD
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12:15 (GCM)Grand Cayman Island Airport19:00 (MIA)Miami International Airport
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14:50 (MIA)Miami International Airport21:27 (ORD)Chicago O'Hare International Airport
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American Airlines (AA 1301)Boeing 737 800 American Airlines (AA 791)Boeing 737 800 - 09h 12m (04h 10m)
- MIA Miami 04h 10m
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12:15 - 14:50GCM - MIA17:22 - 19:48MIA - ORD
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12:15 (GCM)Grand Cayman Island Airport17:22 (MIA)Miami International Airport
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14:50 (MIA)Miami International Airport19:48 (ORD)Chicago O'Hare International Airport
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American Airlines (AA 1301)Boeing 737 800 American Airlines (AA 1701)Boeing 737 Max 8 Passenger - 07h 33m (02h 32m)
- MIA Miami 02h 32m
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12:30 - 16:35GCM - CLT18:30 - 19:40CLT - ORD
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12:30 (GCM)Grand Cayman Island Airport18:30 (CLT)Charlotte Airport
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16:35 (CLT)Charlotte Airport19:40 (ORD)Chicago O'Hare International Airport
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American Airlines (AA 301)Boeing 737 800 American Airlines (AA 1199)Boeing 737 800 - 07h 10m (01h 55m)
- CLT Charlotte 01h 55m
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12:30 - 16:35GCM - CLT20:38 - 21:47CLT - ORD
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12:30 (GCM)Grand Cayman Island Airport20:38 (CLT)Charlotte Airport
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16:35 (CLT)Charlotte Airport21:47 (ORD)Chicago O'Hare International Airport
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American Airlines (AA 301)Boeing 737 800 American Airlines (AA 1048)Airbus - 09h 17m (04h 03m)
- CLT Charlotte 04h 03m
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12:55 - 17:52GCM - EWR20:37 - 22:14EWR - ORD
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12:55 (GCM)Grand Cayman Island Airport20:37 (EWR)Newark Liberty International Airport
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17:52 (EWR)Newark Liberty International Airport22:14 (ORD)Chicago O'Hare International Airport
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United Airlines (UA 1440)Boeing 737 Max 9 Passenger United Airlines (UA 1261)Boeing 737 900 - 09h 19m (02h 45m)
- EWR New York City 02h 45m
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12:55 - 17:52GCM - EWR20:37 - 22:14EWR - ORD
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12:55 (GCM)Grand Cayman Island Airport20:37 (EWR)Newark Liberty International Airport
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17:52 (EWR)Newark Liberty International Airport22:14 (ORD)Chicago O'Hare International Airport
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United Airlines (UA 1440)Boeing 737 Max 9 Passenger United Airlines (UA 1261)Boeing 737 Max 8 Passenger - 09h 19m (02h 45m)
- EWR New York City 02h 45m
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13:08 - 16:55GCM - ATL21:55 - 22:50ATL - MDW
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13:08 (GCM)Grand Cayman Island Airport21:55 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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16:55 (ATL)Atlanta Hartsfield-Jackson Intl Airport22:50 (MDW)Chicago Midway Airport
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Delta Air Lines (DL 1870)Boeing 737 800 Delta Air Lines (DL 1076)Boeing 717 - 09h 42m (05h 00m)
- ATL Atlanta 05h 00m
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13:08 - 16:55GCM - ATL21:55 - 22:50ATL - MDW
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13:08 (GCM)Grand Cayman Island Airport21:55 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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16:55 (ATL)Atlanta Hartsfield-Jackson Intl Airport22:50 (MDW)Chicago Midway Airport
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Delta Air Lines (DL 1870)Boeing 737 900 Delta Air Lines (DL 1076)Boeing 717 - 09h 42m (05h 00m)
- ATL Atlanta 05h 00m
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13:08 - 16:55GCM - ATL20:20 - 21:21ATL - ORD
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13:08 (GCM)Grand Cayman Island Airport20:20 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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16:55 (ATL)Atlanta Hartsfield-Jackson Intl Airport21:21 (ORD)Chicago O'Hare International Airport
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Delta Air Lines (DL 1870)Boeing 737 800 Delta Air Lines (DL 2354)Boeing 757 - 08h 13m (03h 25m)
- ATL Atlanta 03h 25m
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13:08 - 16:55GCM - ATL21:20 - 22:14ATL - MDW
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13:08 (GCM)Grand Cayman Island Airport21:20 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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16:55 (ATL)Atlanta Hartsfield-Jackson Intl Airport22:14 (MDW)Chicago Midway Airport
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Delta Air Lines (DL 1870)Boeing 737 800 Delta Air Lines (DL 1076)Boeing 717 - 09h 06m (04h 25m)
- ATL Atlanta 04h 25m
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13:08 - 16:55GCM - ATL20:20 - 21:22ATL - ORD
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13:08 (GCM)Grand Cayman Island Airport20:20 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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16:55 (ATL)Atlanta Hartsfield-Jackson Intl Airport21:22 (ORD)Chicago O'Hare International Airport
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Delta Air Lines (DL 1870)Boeing 737 800 Delta Air Lines (DL 2354)Boeing 757 - 08h 14m (03h 25m)
- ATL Atlanta 03h 25m
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13:08 - 16:55GCM - ATL18:30 - 19:32ATL - ORD
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13:08 (GCM)Grand Cayman Island Airport18:30 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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16:55 (ATL)Atlanta Hartsfield-Jackson Intl Airport19:32 (ORD)Chicago O'Hare International Airport
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Delta Air Lines (DL 1870)Boeing 737 900 Delta Air Lines (DL 2879)Boeing 757 - 06h 24m (01h 35m)
- ATL Atlanta 01h 35m
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13:08 - 16:55GCM - ATL22:50 - 23:52ATL - ORD
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13:08 (GCM)Grand Cayman Island Airport22:50 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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16:55 (ATL)Atlanta Hartsfield-Jackson Intl Airport23:52 (ORD)Chicago O'Hare International Airport
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Delta Air Lines (DL 1870)Boeing 737 800 Delta Air Lines (DL 1423)Boeing 757 - 10h 44m (05h 55m)
- ATL Atlanta 05h 55m
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13:15 - 15:50GCM - FLL17:20 - 19:50FLL - BWI21:10 - 22:20BWI - ORD
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13:15 (GCM)Grand Cayman Island Airport17:20 (FLL)Fort Lauderdale/Hollywood Intl Airport21:10 (BWI)Baltimore Washington International Airport
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15:50 (FLL)Fort Lauderdale/Hollywood Intl Airport19:50 (BWI)Baltimore Washington International Airport
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(WN 1216)Boeing 737 700 (WN 2790)Boeing 737 700 (WN 5289)Boeing 737 800 - 09h 05m (02h 50m)
- FLL, BWI Miami, Baltimore 02h 50m
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13:15 - 15:50GCM - FLL19:05 - 21:15FLL - MDW
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13:15 (GCM)Grand Cayman Island Airport19:05 (FLL)Fort Lauderdale/Hollywood Intl Airport
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15:50 (FLL)Fort Lauderdale/Hollywood Intl Airport21:15 (MDW)Chicago Midway Airport
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(WN 1216)Boeing 737 700 (WN 3107)Boeing 737 Max 8 Passenger - 08h 00m (03h 15m)
- FLL Miami 03h 15m
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13:15 - 15:50GCM - FLL19:10 - 21:20FLL - MDW
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13:15 (GCM)Grand Cayman Island Airport19:10 (FLL)Fort Lauderdale/Hollywood Intl Airport
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15:50 (FLL)Fort Lauderdale/Hollywood Intl Airport21:20 (MDW)Chicago Midway Airport
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(WN 1216)Boeing 737 700 (WN 3107)Boeing 737 700 - 08h 05m (03h 20m)
- FLL Miami 03h 20m
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13:15 - 15:50GCM - FLL19:00 - 21:05FLL - ATL21:50 - 22:45ATL - MDW
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13:15 (GCM)Grand Cayman Island Airport19:00 (FLL)Fort Lauderdale/Hollywood Intl Airport21:50 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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15:50 (FLL)Fort Lauderdale/Hollywood Intl Airport21:05 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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(WN 1216)Boeing 737 700 (WN 215)Boeing 737 800 (WN 1245)Boeing 737 800 - 09h 30m (03h 55m)
- FLL, ATL Miami, Atlanta 03h 55m
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13:15 - 15:50GCM - FLL17:20 - 19:40FLL - MCI20:20 - 21:40MCI - MDW
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13:15 (GCM)Grand Cayman Island Airport17:20 (FLL)Fort Lauderdale/Hollywood Intl Airport20:20 (MCI)Kansas City International Airport
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15:50 (FLL)Fort Lauderdale/Hollywood Intl Airport19:40 (MCI)Kansas City International Airport
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(WN 1216)Boeing 737 700 (WN 1727)Boeing 737 700 (WN 3312)Boeing 737 700 - 08h 25m (02h 10m)
- FLL, MCI Miami, Kansas City 02h 10m
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13:15 - 15:50GCM - FLL17:20 - 19:40FLL - MCI20:20 - 21:40MCI - MDW
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13:15 (GCM)Grand Cayman Island Airport17:20 (FLL)Fort Lauderdale/Hollywood Intl Airport20:20 (MCI)Kansas City International Airport
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15:50 (FLL)Fort Lauderdale/Hollywood Intl Airport19:40 (MCI)Kansas City International Airport
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(WN 1216)Boeing 737 700 (WN 1727)Boeing 737 700 (WN 3312)Boeing 737 800 - 08h 25m (02h 10m)
- FLL, MCI Miami, Kansas City 02h 10m
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13:15 - 15:50GCM - FLL17:20 - 19:50FLL - BWI21:55 - 22:55BWI - MDW
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13:15 (GCM)Grand Cayman Island Airport17:20 (FLL)Fort Lauderdale/Hollywood Intl Airport21:55 (BWI)Baltimore Washington International Airport
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15:50 (FLL)Fort Lauderdale/Hollywood Intl Airport19:50 (BWI)Baltimore Washington International Airport
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(WN 1216)Boeing 737 700 (WN 2790)Boeing 737 700 (WN 2775)Boeing 737 700 - 09h 40m (03h 35m)
- FLL, BWI Miami, Baltimore 03h 35m
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13:15 - 15:50GCM - FLL17:20 - 19:40FLL - MCI21:20 - 22:40MCI - MDW
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13:15 (GCM)Grand Cayman Island Airport17:20 (FLL)Fort Lauderdale/Hollywood Intl Airport21:20 (MCI)Kansas City International Airport
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15:50 (FLL)Fort Lauderdale/Hollywood Intl Airport19:40 (MCI)Kansas City International Airport
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(WN 1216)Boeing 737 700 (WN 1727)Boeing 737 700 (WN 282)Boeing 737 700 - 09h 25m (03h 10m)
- FLL, MCI Miami, Kansas City 03h 10m
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13:15 - 15:50GCM - FLL19:10 - 21:25FLL - MDW
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13:15 (GCM)Grand Cayman Island Airport19:10 (FLL)Fort Lauderdale/Hollywood Intl Airport
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15:50 (FLL)Fort Lauderdale/Hollywood Intl Airport21:25 (MDW)Chicago Midway Airport
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(WN 1216)Boeing 737 700 (WN 3107)Boeing 737 800 - 08h 10m (03h 20m)
- FLL Miami 03h 20m
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13:40 - 16:37GCM - IAH20:20 - 23:03IAH - ORD
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13:40 (GCM)Grand Cayman Island Airport20:20 (IAH)Houston George Bush Intercontinental Airport
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16:37 (IAH)Houston George Bush Intercontinental Airport23:03 (ORD)Chicago O'Hare International Airport
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United Airlines (UA 1854)Boeing 737 800 United Airlines (UA 1789)Airbus A321 Neo - 09h 23m (03h 43m)
- IAH Houston 03h 43m
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13:40 - 16:37GCM - IAH18:40 - 21:23IAH - ORD
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13:40 (GCM)Grand Cayman Island Airport18:40 (IAH)Houston George Bush Intercontinental Airport
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16:37 (IAH)Houston George Bush Intercontinental Airport21:23 (ORD)Chicago O'Hare International Airport
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United Airlines (UA 1854)Boeing 737 800 United Airlines (UA 520)Airbus A321 Neo - 07h 43m (02h 03m)
- IAH Houston 02h 03m
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13:40 - 16:37GCM - IAH20:20 - 23:03IAH - ORD
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13:40 (GCM)Grand Cayman Island Airport20:20 (IAH)Houston George Bush Intercontinental Airport
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16:37 (IAH)Houston George Bush Intercontinental Airport23:03 (ORD)Chicago O'Hare International Airport
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United Airlines (UA 1854)Boeing 737 800 United Airlines (UA 321)Airbus A321 Neo - 09h 23m (03h 43m)
- IAH Houston 03h 43m
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14:00 - 16:35GCM - FLL19:00 - 21:15FLL - MDW
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14:00 (GCM)Grand Cayman Island Airport19:00 (FLL)Fort Lauderdale/Hollywood Intl Airport
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16:35 (FLL)Fort Lauderdale/Hollywood Intl Airport21:15 (MDW)Chicago Midway Airport
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(WN 1216)Boeing 737 700 (WN 3107)Boeing 737 Max 8 Passenger - 07h 15m (02h 25m)
- FLL Miami 02h 25m
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14:15 - 16:50GCM - MIA21:19 - 23:59MIA - ORD
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14:15 (GCM)Grand Cayman Island Airport21:19 (MIA)Miami International Airport
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16:50 (MIA)Miami International Airport23:59 (ORD)Chicago O'Hare International Airport
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American Airlines (AA 367)Boeing 737 Max 8 Passenger American Airlines (AA 483)Boeing 737 Max 8 Passenger - 09h 44m (04h 29m)
- MIA Miami 04h 29m
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14:15 - 16:50GCM - MIA19:00 - 21:27MIA - ORD
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14:15 (GCM)Grand Cayman Island Airport19:00 (MIA)Miami International Airport
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16:50 (MIA)Miami International Airport21:27 (ORD)Chicago O'Hare International Airport
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American Airlines (AA 367)Boeing 737 Max 8 Passenger American Airlines (AA 791)Boeing 737 800 - 07h 12m (02h 10m)
- MIA Miami 02h 10m
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14:25 - 18:30GCM - CLT20:38 - 21:50CLT - ORD
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14:25 (GCM)Grand Cayman Island Airport20:38 (CLT)Charlotte Airport
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18:30 (CLT)Charlotte Airport21:50 (ORD)Chicago O'Hare International Airport
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American Airlines (AA 351)Boeing 737 800 American Airlines (AA 1048)Boeing 737 800 - 07h 25m (02h 08m)
- CLT Charlotte 02h 08m
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14:25 - 18:30GCM - CLT22:46 - 23:57CLT - ORD
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14:25 (GCM)Grand Cayman Island Airport22:46 (CLT)Charlotte Airport
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18:30 (CLT)Charlotte Airport23:57 (ORD)Chicago O'Hare International Airport
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American Airlines (AA 351)Boeing 737 800 American Airlines (AA 1039)Boeing 737 800 - 09h 32m (04h 16m)
- CLT Charlotte 04h 16m
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14:25 - 18:30GCM - CLT20:50 - 21:58CLT - ORD
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14:25 (GCM)Grand Cayman Island Airport20:50 (CLT)Charlotte Airport
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18:30 (CLT)Charlotte Airport21:58 (ORD)Chicago O'Hare International Airport
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American Airlines (AA 351)Boeing 737 800 American Airlines (AA 1048)Airbus - 07h 33m (02h 20m)
- CLT Charlotte 02h 20m
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14:25 - 18:30GCM - CLT20:38 - 21:47CLT - ORD
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14:25 (GCM)Grand Cayman Island Airport20:38 (CLT)Charlotte Airport
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18:30 (CLT)Charlotte Airport21:47 (ORD)Chicago O'Hare International Airport
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American Airlines (AA 351)Boeing 737 800 American Airlines (AA 1048)Airbus - 07h 22m (02h 08m)
- CLT Charlotte 02h 08m
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14:25 - 18:30GCM - CLT21:40 - 22:48CLT - ORD
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14:25 (GCM)Grand Cayman Island Airport21:40 (CLT)Charlotte Airport
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18:30 (CLT)Charlotte Airport22:48 (ORD)Chicago O'Hare International Airport
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American Airlines (AA 351)Boeing 737 800 American Airlines (AA 1039)Boeing 737 800 - 08h 23m (03h 10m)
- CLT Charlotte 03h 10m
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15:20 - 19:05GCM - DFW20:45 - 23:08DFW - ORD
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15:20 (GCM)Grand Cayman Island Airport20:45 (DFW)Dallas/Fort Worth Intl Airport
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19:05 (DFW)Dallas/Fort Worth Intl Airport23:08 (ORD)Chicago O'Hare International Airport
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American Airlines (AA 355)Boeing 737 800 American Airlines (AA 2346)Boeing 737 800 - 07h 48m (01h 40m)
- DFW Dallas 01h 40m
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16:15 - 20:36GCM - IAD22:23 - 23:30IAD - ORD
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16:15 (GCM)Grand Cayman Island Airport22:23 (IAD)Washington Dulles International Airport
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20:36 (IAD)Washington Dulles International Airport23:30 (ORD)Chicago O'Hare International Airport
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United Airlines (UA 309)Boeing 737 900 United Airlines (UA 2667)Boeing 737 800 - 07h 15m (01h 47m)
- IAD Washington 01h 47m
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16:30 - 20:45GCM - IAD22:23 - 23:30IAD - ORD
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16:30 (GCM)Grand Cayman Island Airport22:23 (IAD)Washington Dulles International Airport
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20:45 (IAD)Washington Dulles International Airport23:30 (ORD)Chicago O'Hare International Airport
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United Airlines (UA 309)Boeing 737 900 United Airlines (UA 2667)Boeing 737 900 - 07h 00m (01h 38m)
- IAD Washington 01h 38m
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No Schedules
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What’s the fastest flight time from Grand Cayman Island to Chicago?
The fastest flight time for direct flights from Grand Cayman Island to Chicago is 4 hours 12 minutes. Check latest flight schedules & prices on Wego.
How far is Chicago from Grand Cayman Island?
The flight distance between Grand Cayman Island and Chicago 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 16:55. The last flight of the day departs at 21:30. See the full list of flight times on Wego.
How many airlines offer direct flights from Grand Cayman Island to Chicago?
There are 1 airlines that offer direct flights from Grand Cayman Island to Chicago. Find out the list of airlines on Wego.
All Airports in Grand Cayman Island
All Airports in Chicago
Popular destinations from Chicago
Popular destinations from Grand Cayman Island
- Grand Cayman Island to Miami
- Grand Cayman Island to Dominica
- Grand Cayman Island to Kingston
- Grand Cayman Island to Manila
- Grand Cayman Island to Cairo
- Grand Cayman Island to Cebu
- Grand Cayman Island to Bangalore
- Grand Cayman Island to Jeddah
- Grand Cayman Island to Managua
- Grand Cayman Island to New York City
Popular Hotels in Chicago
- Clarion Inn Elmhurst - Oak Brook near I-88, I-290, I-294
- The Royal Sonesta Chicago Downtown
- Club Quarters Hotel, Central Loop, Chicago
- The Ritz-Carlton, Chicago
- Fairmont Chicago at Millennium Park Gold Experience
- Swissôtel Chicago
- Pendry Chicago
- Hotel Felix Chicago
- Hotel Saint Clair
- Best Western River North Hotel