Flight Schedules
Last Updated: Thu, 2 May, 2024
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12:20 - 16:19CUN - ORD
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12:20 (CUN)Cancun Airport
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16:19 (ORD)Chicago O'Hare International Airport
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United Airlines (UA 1196)Boeing 737 800 - 3h 59m
- Direct
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- Boeing 737 800
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12:25 - 16:05CUN - MDW
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12:25 (CUN)Cancun Airport
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16:05 (MDW)Chicago Midway Airport
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(WN 219)Boeing 737 700 - 3h 40m
- Direct
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- Boeing 737 700
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12:55 - 16:40CUN - MDW
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12:55 (CUN)Cancun Airport
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16:40 (MDW)Chicago Midway Airport
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(WN 219)Boeing 737 Max 8 Passenger - 3h 45m
- Direct
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- Boeing 737 Max 8 Passenger
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12:58 - 17:00CUN - ORD
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12:58 (CUN)Cancun Airport
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17:00 (ORD)Chicago O'Hare International Airport
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American Airlines (AA 1883)Boeing 737 800 - 4h 02m
- Direct
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- Boeing 737 800
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13:55 - 17:55CUN - ORD
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13:55 (CUN)Cancun Airport
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17:55 (ORD)Chicago O'Hare International Airport
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(WN 1512)Boeing 737 Max 8 Passenger - 4h
- Direct
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- Boeing 737 Max 8 Passenger
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14:15 - 18:15CUN - ORD
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14:15 (CUN)Cancun Airport
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18:15 (ORD)Chicago O'Hare International Airport
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United Airlines (UA 1423)Boeing 737 800 - 4h
- Direct
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- M
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- Boeing 737 800
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14:53 - 18:55CUN - ORD
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14:53 (CUN)Cancun Airport
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18:55 (ORD)Chicago O'Hare International Airport
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American Airlines (AA 1503)Boeing 737 800 - 4h 02m
- Direct
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- M
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- S
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- Boeing 737 800
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15:25 - 19:05CUN - MDW
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15:25 (CUN)Cancun Airport
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19:05 (MDW)Chicago Midway Airport
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(WN 217)Boeing 737 700 - 3h 40m
- Direct
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- Boeing 737 700
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15:38 - 19:37CUN - ORD
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15:38 (CUN)Cancun Airport
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19:37 (ORD)Chicago O'Hare International Airport
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United Airlines (UA 1667)Boeing 737 800 - 3h 59m
- Direct
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- M
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- S
- Boeing 737 800
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16:35 - 20:20CUN - MDW
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16:35 (CUN)Cancun Airport
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20:20 (MDW)Chicago Midway Airport
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(WN 219)Boeing 737 700 - 3h 45m
- Direct
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- M
- T
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- T
- F
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- Boeing 737 700
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16:40 - 20:20CUN - MDW
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16:40 (CUN)Cancun Airport
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20:20 (MDW)Chicago Midway Airport
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(WN 217)Boeing 737 Max 8 Passenger - 3h 40m
- Direct
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- Boeing 737 Max 8 Passenger
Connecting Flights
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09:00 - 11:25CUN - HOU13:35 - 16:00HOU - MDW
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09:00 (CUN)Cancun Airport13:35 (HOU)Houston Hobby Airport
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11:25 (HOU)Houston Hobby Airport16:00 (MDW)Chicago Midway Airport
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(WN 316)Boeing 737 700 (WN 5388)Boeing 737 700 - 7h (2h 10m)
- HOU Houston 2h 10m
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09:00 - 11:25CUN - HOU14:20 - 16:45HOU - MDW
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09:00 (CUN)Cancun Airport14:20 (HOU)Houston Hobby Airport
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11:25 (HOU)Houston Hobby Airport16:45 (MDW)Chicago Midway Airport
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(WN 316)Boeing 737 700 (WN 3970)Boeing 737 Max 8 Passenger - 7h 45m (2h 55m)
- HOU Houston 2h 55m
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11:30 - 16:00CUN - BWI18:45 - 19:45BWI - MDW
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11:30 (CUN)Cancun Airport18:45 (BWI)Baltimore Washington International Airport
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16:00 (BWI)Baltimore Washington International Airport19:45 (MDW)Chicago Midway Airport
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(WN 1608)Boeing 737 Max 8 Passenger (WN 1789)Boeing 737 Max 8 Passenger - 8h 15m (2h 45m)
- BWI Baltimore 2h 45m
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11:40 - 15:20CUN - ATL17:05 - 18:00ATL - MDW
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11:40 (CUN)Cancun Airport17:05 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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15:20 (ATL)Atlanta Hartsfield-Jackson Intl Airport18:00 (MDW)Chicago Midway Airport
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(WN 1135)Boeing 737 Max 8 Passenger (WN 5042)Boeing 737 Max 8 Passenger - 6h 20m (1h 45m)
- ATL Atlanta 1h 45m
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12:15 - 15:45CUN - DEN17:25 - 20:55DEN - ORD
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12:15 (CUN)Cancun Airport17:25 (DEN)Denver Intl Airport
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15:45 (DEN)Denver Intl Airport20:55 (ORD)Chicago O'Hare International Airport
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(WN 1018)Boeing 737 700 (WN 1130)Boeing 737 800 - 8h 40m (1h 40m)
- DEN Denver 1h 40m
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12:20 - 16:45CUN - BWI18:55 - 20:00BWI - MDW
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12:20 (CUN)Cancun Airport18:55 (BWI)Baltimore Washington International Airport
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16:45 (BWI)Baltimore Washington International Airport20:00 (MDW)Chicago Midway Airport
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(WN 1608)Boeing 737 Max 8 Passenger (WN 1789)Boeing 737 800 - 7h 40m (2h 10m)
- BWI Baltimore 2h 10m
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12:35 - 17:00CUN - BWI18:45 - 19:45BWI - MDW
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12:35 (CUN)Cancun Airport18:45 (BWI)Baltimore Washington International Airport
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17:00 (BWI)Baltimore Washington International Airport19:45 (MDW)Chicago Midway Airport
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(WN 1610)Boeing 737 Max 8 Passenger (WN 1789)Boeing 737 Max 8 Passenger - 7h 10m (1h 45m)
- BWI Baltimore 1h 45m
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12:45 - 17:10CUN - BWI20:20 - 21:25BWI - MDW
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12:45 (CUN)Cancun Airport20:20 (BWI)Baltimore Washington International Airport
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17:10 (BWI)Baltimore Washington International Airport21:25 (MDW)Chicago Midway Airport
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(WN 1608)Boeing 737 700 (WN 3059)Boeing 737 700 - 8h 40m (3h 10m)
- BWI Baltimore 3h 10m
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12:50 - 16:20CUN - MCI18:50 - 20:10MCI - MDW
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12:50 (CUN)Cancun Airport18:50 (MCI)Kansas City International Airport
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16:20 (MCI)Kansas City International Airport20:10 (MDW)Chicago Midway Airport
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(WN 750)Boeing 737 Max 8 Passenger (WN 2051)Boeing 737 Max 8 Passenger - 7h 20m (2h 30m)
- MCI Kansas City 2h 30m
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- S
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12:55 - 15:25CUN - HOU16:55 - 19:30HOU - MDW
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12:55 (CUN)Cancun Airport16:55 (HOU)Houston Hobby Airport
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15:25 (HOU)Houston Hobby Airport19:30 (MDW)Chicago Midway Airport
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(WN 328)Boeing 737 Max 8 Passenger (WN 3114)Boeing 737 Max 8 Passenger - 6h 35m (1h 30m)
- HOU Houston 1h 30m
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13:15 - 16:45CUN - MCI19:00 - 20:25MCI - MDW
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13:15 (CUN)Cancun Airport19:00 (MCI)Kansas City International Airport
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16:45 (MCI)Kansas City International Airport20:25 (MDW)Chicago Midway Airport
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(WN 750)Boeing 737 Max 8 Passenger (WN 2051)Boeing 737 700 - 7h 10m (2h 15m)
- MCI Kansas City 2h 15m
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13:15 - 16:45CUN - MCI19:05 - 20:30MCI - MDW
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13:15 (CUN)Cancun Airport19:05 (MCI)Kansas City International Airport
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16:45 (MCI)Kansas City International Airport20:30 (MDW)Chicago Midway Airport
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(WN 750)Boeing 737 Max 8 Passenger (WN 2051)Boeing 737 700 - 7h 15m (2h 20m)
- MCI Kansas City 2h 20m
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- M
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- F
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13:15 - 16:45CUN - MCI20:20 - 21:40MCI - MDW
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13:15 (CUN)Cancun Airport20:20 (MCI)Kansas City International Airport
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16:45 (MCI)Kansas City International Airport21:40 (MDW)Chicago Midway Airport
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(WN 750)Boeing 737 Max 8 Passenger (WN 3312)Boeing 737 800 - 8h 25m (3h 35m)
- MCI Kansas City 3h 35m
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13:45 - 17:15CUN - MCI18:55 - 20:15MCI - MDW
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13:45 (CUN)Cancun Airport18:55 (MCI)Kansas City International Airport
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17:15 (MCI)Kansas City International Airport20:15 (MDW)Chicago Midway Airport
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(WN 750)Boeing 737 Max 8 Passenger (WN 2051)Boeing 737 800 - 6h 30m (1h 40m)
- MCI Kansas City 1h 40m
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13:50 - 16:35CUN - FLL19:05 - 21:15FLL - MDW
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13:50 (CUN)Cancun Airport19:05 (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 521)Boeing 737 700 (WN 3107)Boeing 737 Max 8 Passenger - 7h 25m (2h 30m)
- FLL Miami 2h 30m
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13:55 - 16:40CUN - FLL19:10 - 21:25FLL - MDW
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13:55 (CUN)Cancun Airport19:10 (FLL)Fort Lauderdale/Hollywood Intl Airport
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16:40 (FLL)Fort Lauderdale/Hollywood Intl Airport21:25 (MDW)Chicago Midway Airport
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(WN 521)Boeing 737 Max 8 Passenger (WN 3107)Boeing 737 800 - 7h 30m (2h 30m)
- FLL Miami 2h 30m
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13:55 - 16:40CUN - FLL19:10 - 21:20FLL - MDW
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13:55 (CUN)Cancun Airport19:10 (FLL)Fort Lauderdale/Hollywood Intl Airport
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16:40 (FLL)Fort Lauderdale/Hollywood Intl Airport21:20 (MDW)Chicago Midway Airport
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(WN 521)Boeing 737 Max 8 Passenger (WN 3107)Boeing 737 Max 8 Passenger - 7h 25m (2h 30m)
- FLL Miami 2h 30m
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14:05 - 17:40CUN - DEN19:10 - 22:35DEN - ORD
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14:05 (CUN)Cancun Airport19:10 (DEN)Denver Intl Airport
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17:40 (DEN)Denver Intl Airport22:35 (ORD)Chicago O'Hare International Airport
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(WN 1018)Boeing 737 Max 8 Passenger (WN 3642)Boeing 737 700 - 8h 30m (1h 30m)
- DEN Denver 1h 30m
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- M
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14:05 - 17:40CUN - DEN19:10 - 22:35DEN - ORD
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14:05 (CUN)Cancun Airport19:10 (DEN)Denver Intl Airport
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17:40 (DEN)Denver Intl Airport22:35 (ORD)Chicago O'Hare International Airport
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(WN 1018)Boeing 737 Max 8 Passenger (WN 3642)Boeing 737 800 - 8h 30m (1h 30m)
- DEN Denver 1h 30m
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14:10 - 17:00CUN - FLL19:00 - 21:15FLL - MDW
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14:10 (CUN)Cancun Airport19:00 (FLL)Fort Lauderdale/Hollywood Intl Airport
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17:00 (FLL)Fort Lauderdale/Hollywood Intl Airport21:15 (MDW)Chicago Midway Airport
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(WN 521)Boeing 737 700 (WN 3107)Boeing 737 Max 8 Passenger - 7h 05m (2h)
- FLL Miami 2h
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14:10 - 16:40CUN - HOU18:15 - 20:45HOU - MDW
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14:10 (CUN)Cancun Airport18:15 (HOU)Houston Hobby Airport
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16:40 (HOU)Houston Hobby Airport20:45 (MDW)Chicago Midway Airport
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(WN 328)Boeing 737 700 (WN 3114)Boeing 737 700 - 6h 35m (1h 35m)
- HOU Houston 1h 35m
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14:55 - 17:50CUN - BNA20:35 - 22:10BNA - MDW
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14:55 (CUN)Cancun Airport20:35 (BNA)Nashville Airport
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17:50 (BNA)Nashville Airport22:10 (MDW)Chicago Midway Airport
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(WN 387)Boeing 737 Max 8 Passenger (WN 3046)Boeing 737 800 - 7h 15m (2h 45m)
- BNA Nashville 2h 45m
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15:15 - 18:25CUN - STL22:50 - 23:55STL - MDW
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15:15 (CUN)Cancun Airport22:50 (STL)St Louis Lambert Intl Airport
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18:25 (STL)St Louis Lambert Intl Airport23:55 (MDW)Chicago Midway Airport
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(WN 1996)Boeing 737 Max 8 Passenger (WN 3244)Boeing 737 800 - 8h 40m (4h 25m)
- STL Saint Louis 4h 25m
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15:25 - 19:50CUN - BWI21:55 - 22:55BWI - MDW
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15:25 (CUN)Cancun Airport21:55 (BWI)Baltimore Washington International Airport
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19:50 (BWI)Baltimore Washington International Airport22:55 (MDW)Chicago Midway Airport
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(WN 1610)Boeing 737 Max 8 Passenger (WN 2775)Boeing 737 700 - 7h 30m (2h 05m)
- BWI Baltimore 2h 05m
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15:45 - 19:00CUN - STL21:30 - 22:35STL - MDW
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15:45 (CUN)Cancun Airport21:30 (STL)St Louis Lambert Intl Airport
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19:00 (STL)St Louis Lambert Intl Airport22:35 (MDW)Chicago Midway Airport
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(WN 1996)Boeing 737 Max 8 Passenger (WN 3244)Boeing 737 Max 8 Passenger - 6h 50m (2h 30m)
- STL Saint Louis 2h 30m
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16:25 - 20:00CUN - ATL21:50 - 22:45ATL - MDW
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16:25 (CUN)Cancun Airport21:50 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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20:00 (ATL)Atlanta Hartsfield-Jackson Intl Airport22:45 (MDW)Chicago Midway Airport
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(WN 1135)Boeing 737 700 (WN 1245)Boeing 737 800 - 6h 20m (1h 50m)
- ATL Atlanta 1h 50m
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16:40 - 19:05CUN - HOU20:50 - 23:25HOU - MDW
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16:40 (CUN)Cancun Airport20:50 (HOU)Houston Hobby Airport
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19:05 (HOU)Houston Hobby Airport23:25 (MDW)Chicago Midway Airport
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(WN 306)Boeing 737 Max 8 Passenger (WN 3115)Boeing 737 Max 8 Passenger - 6h 45m (1h 45m)
- HOU Houston 1h 45m
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17:35 - 20:00+ 1CUN - HOU21:35 - 00:05+ 1HOU - MDW
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17:35 (CUN)Cancun Airport21:35 (HOU)Houston Hobby Airport
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20:00 (HOU)Houston Hobby Airport + 100:05 (MDW)Chicago Midway Airport
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(WN 306)Boeing 737 Max 8 Passenger (WN 3115)Boeing 737 800 - 6h 30m (1h 35m)
- HOU Houston 1h 35m
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What’s the fastest flight time from Cancun to Chicago?
The fastest flight time for direct flights from Cancun to Chicago is 3 hours 40 minutes. Check latest flight schedules & prices on Wego.
How far is Chicago from Cancun?
The flight distance between Cancun and Chicago is 2305km. Check all available flights on Wego.
When is the earliest and latest flight of the day?
The earliest flight of the day departs at 09:00. The last flight of the day departs at 09:00. See the full list of flight times on Wego.
How many airlines offer direct flights from Cancun to Chicago?
There are 3 airlines that offer direct flights from Cancun to Chicago. Find out the list of airlines on Wego.
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