Flight Schedules

Last Updated: Mon, 2 Dec, 2024

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      • Availability
        • M
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      • 19:00 CUN
        21:40 MDW
        3Hrs, 40m Direct
      • CUNCancun Airport 19:00 - MDW 21:40 3h 40m Direct
      • CUNCancun Airport 19:00
      • MDWChicago Midway Airport 21:40
      • 3h 40m
      • Direct
      • Southwest Airlines (WN 219)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 219)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 Max 8 Passenger
      • 07:10 CUN
        09:45 MDW
        3Hrs, 35m Direct
      • CUNCancun Airport 07:10 - MDW 09:45 3h 35m Direct
      • CUNCancun Airport 07:10
      • MDWChicago Midway Airport 09:45
      • 3h 35m
      • Direct
      • Southwest Airlines (WN 217)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 217)
        • M
        • T
        • W
        • T
        • F
        • -
        • S
      • Boeing 737 Max 8 Passenger
      • 08:10 CUN
        10:50 MDW
        3Hrs, 40m Direct
      • CUNCancun Airport 08:10 - MDW 10:50 3h 40m Direct
      • CUNCancun Airport 08:10
      • MDWChicago Midway Airport 10:50
      • 3h 40m
      • Direct
      • Southwest Airlines (WN 217)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 217)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 Max 8 Passenger
      • 08:15 CUN
        11:08 ORD
        3Hrs, 53m Direct
      • CUNCancun Airport 08:15 - ORD 11:08 3h 53m Direct
      • CUNCancun Airport 08:15
      • ORDChicago O'Hare International Airport 11:08
      • 3h 53m
      • Direct
      • United Airlines (UA 1672)Boeing 737 900
      • United Airlines (UA 1672)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Boeing 737 900
      • 11:31 CUN
        14:36 ORD
        4Hrs, 05m Direct
      • CUNCancun Airport 11:31 - ORD 14:36 4h 05m Direct
      • CUNCancun Airport 11:31
      • ORDChicago O'Hare International Airport 14:36
      • 4h 05m
      • Direct
      • Frontier Airlines (F9 45)Airbus A320 Neo
      • Frontier Airlines (F9 45)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Airbus A320 Neo
      • 11:41 CUN
        14:46 ORD
        4Hrs, 05m Direct
      • CUNCancun Airport 11:41 - ORD 14:46 4h 05m Direct
      • CUNCancun Airport 11:41
      • ORDChicago O'Hare International Airport 14:46
      • 4h 05m
      • Direct
      • Frontier Airlines (F9 45)Airbus A321 Neo
      • Frontier Airlines (F9 45)
        • M
        • T
        • -
        • T
        • -
        • S
        • -
      • Airbus A321 Neo
      • 11:41 CUN
        14:46 ORD
        4Hrs, 05m Direct
      • CUNCancun Airport 11:41 - ORD 14:46 4h 05m Direct
      • CUNCancun Airport 11:41
      • ORDChicago O'Hare International Airport 14:46
      • 4h 05m
      • Direct
      • Frontier Airlines (F9 45)Airbus A320 Neo
      • Frontier Airlines (F9 45)
        • -
        • -
        • W
        • -
        • F
        • -
        • -
      • Airbus A320 Neo
      • 11:57 CUN
        14:49 ORD
        3Hrs, 52m Direct
      • CUNCancun Airport 11:57 - ORD 14:49 3h 52m Direct
      • CUNCancun Airport 11:57
      • ORDChicago O'Hare International Airport 14:49
      • 3h 52m
      • Direct
      • Spirit Airlines (NK 105)Airbus Industrie A321 Sharklets
      • Spirit Airlines (NK 105)
        • M
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        • T
        • F
        • S
        • S
      • Airbus Industrie A321 Sharklets
      • 13:27 CUN
        16:23 ORD
        3Hrs, 56m Direct
      • CUNCancun Airport 13:27 - ORD 16:23 3h 56m Direct
      • CUNCancun Airport 13:27
      • ORDChicago O'Hare International Airport 16:23
      • 3h 56m
      • Direct
      • United Airlines (UA 1196)Boeing 737 900
      • United Airlines (UA 1196)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Boeing 737 900
      • 14:30 CUN
        17:35 ORD
        4Hrs, 05m Direct
      • CUNCancun Airport 14:30 - ORD 17:35 4h 05m Direct
      • CUNCancun Airport 14:30
      • ORDChicago O'Hare International Airport 17:35
      • 4h 05m
      • Direct
      • Southwest Airlines (WN 1512)Boeing 737 700
      • Southwest Airlines (WN 1512)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 700
      • 14:32 CUN
        17:37 ORD
        4Hrs, 05m Direct
      • CUNCancun Airport 14:32 - ORD 17:37 4h 05m Direct
      • CUNCancun Airport 14:32
      • ORDChicago O'Hare International Airport 17:37
      • 4h 05m
      • Direct
      • American Airlines (AA 1910)Boeing 737 800
      • American Airlines (AA 1910)
        • M
        • -
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        • T
        • F
        • S
        • S
      • Boeing 737 800
      • 15:18 CUN
        18:10 ORD
        3Hrs, 52m Direct
      • CUNCancun Airport 15:18 - ORD 18:10 3h 52m Direct
      • CUNCancun Airport 15:18
      • ORDChicago O'Hare International Airport 18:10
      • 3h 52m
      • Direct
      • United Airlines (UA 1423)Boeing 777
      • United Airlines (UA 1423)
        • M
        • T
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        • T
        • F
        • S
        • S
      • Boeing 777
      • 15:45 CUN
        18:50 ORD
        4Hrs, 05m Direct
      • CUNCancun Airport 15:45 - ORD 18:50 4h 05m Direct
      • CUNCancun Airport 15:45
      • ORDChicago O'Hare International Airport 18:50
      • 4h 05m
      • Direct
      • American Airlines (AA 215)Boeing 737 800
      • American Airlines (AA 215)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Boeing 737 800
      • 16:40 CUN
        19:36 ORD
        3Hrs, 56m Direct
      • CUNCancun Airport 16:40 - ORD 19:36 3h 56m Direct
      • CUNCancun Airport 16:40
      • ORDChicago O'Hare International Airport 19:36
      • 3h 56m
      • Direct
      • United Airlines (UA 1667)Boeing 737 900
      • United Airlines (UA 1667)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Boeing 737 900
      • 21:51 CUN
        04:37 ORD
        7Hrs, 46m 1 Stop (MEX)
      • CUNCancun Airport 21:51 - ORD 04:37 7h 46m 1 Stop (MEX) Mexico City
      • CUNCancun Airport 21:51
        MEXMexico City Juarez International Airport 00:40
      • MEXMexico City Juarez International Airport 23:20
        ORDChicago O'Hare International Airport 04:37
      • 7h 46m (1h 20m)
      • 1 Stop MEX · Mexico City 1h 20m
      • Volaris (Y4 115)Airbus
        Volaris (Y4 700)Airbus A321 Neo
      • Volaris (Y4 115)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 21:51 CUN
        04:37 ORD
        7Hrs, 46m 1 Stop (MEX)
      • CUNCancun Airport 21:51 - ORD 04:37 7h 46m 1 Stop (MEX) Mexico City
      • CUNCancun Airport 21:51
        MEXMexico City Juarez International Airport 00:40
      • MEXMexico City Juarez International Airport 23:20
        ORDChicago O'Hare International Airport 04:37
      • 7h 46m (1h 20m)
      • 1 Stop MEX · Mexico City 1h 20m
      • Volaris (Y4 115)Airbus A321 Neo
        Volaris (Y4 700)Airbus
      • Volaris (Y4 115)
        • -
        • T
        • -
        • -
        • -
        • S
        • -
      • 21:51 CUN
        04:37 ORD
        7Hrs, 46m 1 Stop (MEX)
      • CUNCancun Airport 21:51 - ORD 04:37 7h 46m 1 Stop (MEX) Mexico City
      • CUNCancun Airport 21:51
        MEXMexico City Juarez International Airport 00:40
      • MEXMexico City Juarez International Airport 23:20
        ORDChicago O'Hare International Airport 04:37
      • 7h 46m (1h 20m)
      • 1 Stop MEX · Mexico City 1h 20m
      • Volaris (Y4 115)Airbus
        Volaris (Y4 700)Airbus
      • Volaris (Y4 115)
        • -
        • -
        • -
        • T
        • F
        • -
        • -
      • 06:30 CUN
        12:16 ORD
        6Hrs, 46m 1 Stop (IAH)
      • CUNCancun Airport 06:30 - ORD 12:16 6h 46m 1 Stop (IAH) Houston
      • CUNCancun Airport 06:30
        IAHHouston George Bush Intercontinental Airport 09:30
      • IAHHouston George Bush Intercontinental Airport 08:02
        ORDChicago O'Hare International Airport 12:16
      • 6h 46m (1h 28m)
      • 1 Stop IAH · Houston 1h 28m
      • United Airlines (UA 1248)Boeing 737 900
        United Airlines (UA 2124)Boeing 737 800
      • United Airlines (UA 1248)
        • -
        • T
        • -
        • -
        • -
        • -
        • -
      • 06:30 CUN
        12:16 ORD
        6Hrs, 46m 1 Stop (IAH)
      • CUNCancun Airport 06:30 - ORD 12:16 6h 46m 1 Stop (IAH) Houston
      • CUNCancun Airport 06:30
        IAHHouston George Bush Intercontinental Airport 09:30
      • IAHHouston George Bush Intercontinental Airport 08:02
        ORDChicago O'Hare International Airport 12:16
      • 6h 46m (1h 28m)
      • 1 Stop IAH · Houston 1h 28m
      • United Airlines (UA 1248)Boeing 737 900
        United Airlines (UA 2124)Boeing 737 900
      • United Airlines (UA 1248)
        • M
        • -
        • W
        • T
        • F
        • S
        • S
      • 07:05 CUN
        14:15 ORD
        8Hrs, 10m 1 Stop (MTY)
      • CUNCancun Airport 07:05 - ORD 14:15 8h 10m 1 Stop (MTY) Monterrey
      • CUNCancun Airport 07:05
        MTYMonterrey General Mariano Escobedo Airport 10:50
      • MTYMonterrey General Mariano Escobedo Airport 08:40
        ORDChicago O'Hare International Airport 14:15
      • 8h 10m (2h 10m)
      • 1 Stop MTY · Monterrey 2h 10m
      • VivaAerobus (VB 2196)Airbus
        VivaAerobus (VB 632)Airbus
      • VivaAerobus (VB 2196)
        • M
        • -
        • -
        • -
        • F
        • S
        • -
      • 07:45 CUN
        14:00 ORD
        7Hrs, 15m 1 Stop (IAD)
      • CUNCancun Airport 07:45 - ORD 14:00 7h 15m 1 Stop (IAD) Washington
      • CUNCancun Airport 07:45
        IADWashington Dulles International Airport 12:40
      • IADWashington Dulles International Airport 11:01
        ORDChicago O'Hare International Airport 14:00
      • 7h 15m (1h 39m)
      • 1 Stop IAD · Washington 1h 39m
      • United Airlines (UA 1742)Boeing 737 900
        United Airlines (UA 1581)Airbus
      • United Airlines (UA 1742)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 07:45 CUN
        14:05 ORD
        7Hrs, 20m 1 Stop (IAD)
      • CUNCancun Airport 07:45 - ORD 14:05 7h 20m 1 Stop (IAD) Washington
      • CUNCancun Airport 07:45
        IADWashington Dulles International Airport 12:45
      • IADWashington Dulles International Airport 11:01
        ORDChicago O'Hare International Airport 14:05
      • 7h 20m (1h 44m)
      • 1 Stop IAD · Washington 1h 44m
      • United Airlines (UA 1742)Boeing 737 900
        United Airlines (UA 1581)Airbus
      • United Airlines (UA 1742)
        • -
        • T
        • W
        • T
        • -
        • -
        • -
      • 07:45 CUN
        14:05 ORD
        7Hrs, 20m 1 Stop (IAD)
      • CUNCancun Airport 07:45 - ORD 14:05 7h 20m 1 Stop (IAD) Washington
      • CUNCancun Airport 07:45
        IADWashington Dulles International Airport 12:45
      • IADWashington Dulles International Airport 11:01
        ORDChicago O'Hare International Airport 14:05
      • 7h 20m (1h 44m)
      • 1 Stop IAD · Washington 1h 44m
      • United Airlines (UA 1742)Boeing 737 900
        United Airlines (UA 1581)Boeing 737 700
      • United Airlines (UA 1742)
        • M
        • -
        • -
        • -
        • F
        • -
        • -
      • 07:45 CUN
        14:15 ORD
        7Hrs, 30m 1 Stop (IAD)
      • CUNCancun Airport 07:45 - ORD 14:15 7h 30m 1 Stop (IAD) Washington
      • CUNCancun Airport 07:45
        IADWashington Dulles International Airport 12:55
      • IADWashington Dulles International Airport 11:01
        ORDChicago O'Hare International Airport 14:15
      • 7h 30m (1h 54m)
      • 1 Stop IAD · Washington 1h 54m
      • United Airlines (UA 1742)Boeing 737 900
        United Airlines (UA 1581)Airbus
      • United Airlines (UA 1742)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 07:50 CUN
        15:23 ORD
        8Hrs, 33m 1 Stop (MEX)
      • CUNCancun Airport 07:50 - ORD 15:23 8h 33m 1 Stop (MEX) Mexico City
      • CUNCancun Airport 07:50
        MEXMexico City Juarez International Airport 11:00
      • MEXMexico City Juarez International Airport 09:30
        ORDChicago O'Hare International Airport 15:23
      • 8h 33m (1h 30m)
      • 1 Stop MEX · Mexico City 1h 30m
      • Aeromexico (AM 509)Boeing 737 800 Scimitar Winglets
        Aeromexico (AM 688)Boeing 737 Max 8 Passenger
      • Aeromexico (AM 509)
        • -
        • T
        • -
        • -
        • -
        • -
        • -
      • 08:30 CUN
        14:15 MDW
        6Hrs, 45m 1 Stop (HOU)
      • CUNCancun Airport 08:30 - MDW 14:15 6h 45m 1 Stop (HOU) Houston
      • CUNCancun Airport 08:30
        HOUHouston Hobby Airport 11:50
      • HOUHouston Hobby Airport 09:55
        MDWChicago Midway Airport 14:15
      • 6h 45m (1h 55m)
      • 1 Stop HOU · Houston 1h 55m
      • Southwest Airlines (WN 308)Boeing 737 700
        Southwest Airlines (WN 2630)Boeing 737 800
      • Southwest Airlines (WN 308)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 08:39 CUN
        14:40 ORD
        7Hrs, 01m 1 Stop (IAH)
      • CUNCancun Airport 08:39 - ORD 14:40 7h 01m 1 Stop (IAH) Houston
      • CUNCancun Airport 08:39
        IAHHouston George Bush Intercontinental Airport 12:00
      • IAHHouston George Bush Intercontinental Airport 10:11
        ORDChicago O'Hare International Airport 14:40
      • 7h 01m (1h 49m)
      • 1 Stop IAH · Houston 1h 49m
      • United Airlines (UA 1059)Boeing 737 900
        United Airlines (UA 1168)Boeing 777
      • United Airlines (UA 1059)
        • M
        • T
        • W
        • T
        • F
        • -
        • S
      • 08:39 CUN
        14:41 ORD
        7Hrs, 02m 1 Stop (IAH)
      • CUNCancun Airport 08:39 - ORD 14:41 7h 02m 1 Stop (IAH) Houston
      • CUNCancun Airport 08:39
        IAHHouston George Bush Intercontinental Airport 11:55
      • IAHHouston George Bush Intercontinental Airport 10:11
        ORDChicago O'Hare International Airport 14:41
      • 7h 02m (1h 44m)
      • 1 Stop IAH · Houston 1h 44m
      • United Airlines (UA 1059)Boeing 737 900
        United Airlines (UA 1168)Airbus A321 Neo
      • United Airlines (UA 1059)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 08:45 CUN
        15:21 ORD
        7Hrs, 36m 1 Stop (DFW)
      • CUNCancun Airport 08:45 - ORD 15:21 7h 36m 1 Stop (DFW) Dallas
      • CUNCancun Airport 08:45
        DFWDallas/Fort Worth Intl Airport 12:55
      • DFWDallas/Fort Worth Intl Airport 10:50
        ORDChicago O'Hare International Airport 15:21
      • 7h 36m (2h 05m)
      • 1 Stop DFW · Dallas 2h 05m
      • American Airlines (AA 316)Boeing 737 800
        American Airlines (AA 2723)Airbus A321 Neo
      • American Airlines (AA 316)
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • 08:45 CUN
        15:21 ORD
        7Hrs, 36m 1 Stop (DFW)
      • CUNCancun Airport 08:45 - ORD 15:21 7h 36m 1 Stop (DFW) Dallas
      • CUNCancun Airport 08:45
        DFWDallas/Fort Worth Intl Airport 12:55
      • DFWDallas/Fort Worth Intl Airport 10:50
        ORDChicago O'Hare International Airport 15:21
      • 7h 36m (2h 05m)
      • 1 Stop DFW · Dallas 2h 05m
      • American Airlines (AA 316)Boeing 737 800
        American Airlines (AA 2723)Boeing 737 800
      • American Airlines (AA 316)
        • M
        • -
        • -
        • T
        • -
        • S
        • S
      • 08:45 CUN
        15:32 ORD
        7Hrs, 47m 1 Stop (DFW)
      • CUNCancun Airport 08:45 - ORD 15:32 7h 47m 1 Stop (DFW) Dallas
      • CUNCancun Airport 08:45
        DFWDallas/Fort Worth Intl Airport 13:10
      • DFWDallas/Fort Worth Intl Airport 10:50
        ORDChicago O'Hare International Airport 15:32
      • 7h 47m (2h 20m)
      • 1 Stop DFW · Dallas 2h 20m
      • American Airlines (AA 316)Boeing 737 800
        American Airlines (AA 2753)Boeing 737 800
      • American Airlines (AA 316)
        • -
        • T
        • -
        • -
        • -
        • -
        • -
      • 08:45 CUN
        15:32 ORD
        7Hrs, 47m 1 Stop (DFW)
      • CUNCancun Airport 08:45 - ORD 15:32 7h 47m 1 Stop (DFW) Dallas
      • CUNCancun Airport 08:45
        DFWDallas/Fort Worth Intl Airport 13:10
      • DFWDallas/Fort Worth Intl Airport 10:50
        ORDChicago O'Hare International Airport 15:32
      • 7h 47m (2h 20m)
      • 1 Stop DFW · Dallas 2h 20m
      • American Airlines (AA 316)Airbus
        American Airlines (AA 2753)Boeing 737 800
      • American Airlines (AA 316)
        • -
        • -
        • W
        • -
        • -
        • -
        • -
      • 09:58 CUN
        16:57 MDW
        7Hrs, 59m 1 Stop (ATL)
      • CUNCancun Airport 09:58 - MDW 16:57 7h 59m 1 Stop (ATL) Atlanta
      • CUNCancun Airport 09:58
        ATLAtlanta Hartsfield-Jackson Intl Airport 15:54
      • ATLAtlanta Hartsfield-Jackson Intl Airport 12:41
        MDWChicago Midway Airport 16:57
      • 7h 59m (3h 13m)
      • 1 Stop ATL · Atlanta 3h 13m
      • Frontier Airlines (F9 102)Airbus A320 Neo
        Frontier Airlines (F9 2779)Airbus A320 Neo
      • Frontier Airlines (F9 102)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 09:58 CUN
        16:57 MDW
        7Hrs, 59m 1 Stop (ATL)
      • CUNCancun Airport 09:58 - MDW 16:57 7h 59m 1 Stop (ATL) Atlanta
      • CUNCancun Airport 09:58
        ATLAtlanta Hartsfield-Jackson Intl Airport 15:54
      • ATLAtlanta Hartsfield-Jackson Intl Airport 12:41
        MDWChicago Midway Airport 16:57
      • 7h 59m (3h 13m)
      • 1 Stop ATL · Atlanta 3h 13m
      • Frontier Airlines (F9 102)Airbus A320 Neo
        Frontier Airlines (F9 2143)Airbus A320 Neo
      • Frontier Airlines (F9 102)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • 10:25 CUN
        16:06 ORD
        6Hrs, 41m 1 Stop (FLL)
      • CUNCancun Airport 10:25 - ORD 16:06 6h 41m 1 Stop (FLL) Broward County
      • CUNCancun Airport 10:25
        FLLFort Lauderdale/Hollywood Intl Airport 13:43
      • FLLFort Lauderdale/Hollywood Intl Airport 12:05
        ORDChicago O'Hare International Airport 16:06
      • 6h 41m (1h 38m)
      • 1 Stop FLL · Broward County 1h 38m
      • Spirit Airlines (NK 2952)Airbus Industrie A321 Sharklets
        Spirit Airlines (NK 157)Airbus Industrie A321 Sharklets
      • Spirit Airlines (NK 2952)
        • -
        • T
        • -
        • T
        • -
        • -
        • S
      • 11:20 CUN
        18:28 ORD
        8Hrs, 08m 1 Stop (MEX)
      • CUNCancun Airport 11:20 - ORD 18:28 8h 08m 1 Stop (MEX) Mexico City
      • CUNCancun Airport 11:20
        MEXMexico City Juarez International Airport 14:05
      • MEXMexico City Juarez International Airport 12:55
        ORDChicago O'Hare International Airport 18:28
      • 8h 08m (1h 10m)
      • 1 Stop MEX · Mexico City 1h 10m
      • Aeromexico (AM 523)Boeing 737 Max 9 Passenger
        Aeromexico (AM 682)Boeing 737 Max 8 Passenger
      • Aeromexico (AM 523)
        • -
        • T
        • -
        • -
        • -
        • -
        • -
      • 11:25 CUN
        18:43 ORD
        8Hrs, 18m 1 Stop (YYZ)
      • CUNCancun Airport 11:25 - ORD 18:43 8h 18m 1 Stop (YYZ) Toronto
      • CUNCancun Airport 11:25
        YYZToronto Lester B Pearson Intl Airport 17:30
      • YYZToronto Lester B Pearson Intl Airport 15:20
        ORDChicago O'Hare International Airport 18:43
      • 8h 18m (2h 10m)
      • 1 Stop YYZ · Toronto 2h 10m
      • Air Canada (AC 1811)Airbus
        United Airlines (UA 3542)Embraer 175
      • Air Canada (AC 1811)
        • -
        • T
        • -
        • T
        • -
        • S
        • -
      • 11:25 CUN
        18:43 ORD
        8Hrs, 18m 1 Stop (YYZ)
      • CUNCancun Airport 11:25 - ORD 18:43 8h 18m 1 Stop (YYZ) Toronto
      • CUNCancun Airport 11:25
        YYZToronto Lester B Pearson Intl Airport 17:30
      • YYZToronto Lester B Pearson Intl Airport 15:20
        ORDChicago O'Hare International Airport 18:43
      • 8h 18m (2h 10m)
      • 1 Stop YYZ · Toronto 2h 10m
      • Air Canada (AC 1811)Airbus
        United Airlines (UA 3542)Embraer 175
      • Air Canada (AC 1811)
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • 11:40 CUN
        17:43 ORD
        7Hrs, 03m 1 Stop (CLT)
      • CUNCancun Airport 11:40 - ORD 17:43 7h 03m 1 Stop (CLT) Charlotte
      • CUNCancun Airport 11:40
        CLTCharlotte Airport 16:38
      • CLTCharlotte Airport 14:30
        ORDChicago O'Hare International Airport 17:43
      • 7h 03m (2h 08m)
      • 1 Stop CLT · Charlotte 2h 08m
      • American Airlines (AA 2248)Airbus
        American Airlines (AA 2569)Airbus
      • American Airlines (AA 2248)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • 11:40 CUN
        18:25 ORD
        7Hrs, 45m 1 Stop (MIA)
      • CUNCancun Airport 11:40 - ORD 18:25 7h 45m 1 Stop (MIA) Miami
      • CUNCancun Airport 11:40
        MIAMiami International Airport 16:00
      • MIAMiami International Airport 13:32
        ORDChicago O'Hare International Airport 18:25
      • 7h 45m (2h 28m)
      • 1 Stop MIA · Miami 2h 28m
      • American Airlines (AA 1469)Boeing 777 200
        American Airlines (AA 3126)Boeing 737 800
      • American Airlines (AA 1469)
        • M
        • -
        • -
        • T
        • F
        • S
        • S
      • 11:45 CUN
        18:09 ORD
        7Hrs, 24m 1 Stop (CLT)
      • CUNCancun Airport 11:45 - ORD 18:09 7h 24m 1 Stop (CLT) Charlotte
      • CUNCancun Airport 11:45
        CLTCharlotte Airport 16:58
      • CLTCharlotte Airport 14:35
        ORDChicago O'Hare International Airport 18:09
      • 7h 24m (2h 23m)
      • 1 Stop CLT · Charlotte 2h 23m
      • American Airlines (AA 2248)Airbus
        American Airlines (AA 2569)Boeing 737 800
      • American Airlines (AA 2248)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 11:45 CUN
        18:20 MDW
        7Hrs, 35m 1 Stop (MCO)
      • CUNCancun Airport 11:45 - MDW 18:20 7h 35m 1 Stop (MCO) Orlando
      • CUNCancun Airport 11:45
        MCOOrlando International Airport 16:30
      • MCOOrlando International Airport 13:50
        MDWChicago Midway Airport 18:20
      • 7h 35m (2h 40m)
      • 1 Stop MCO · Orlando 2h 40m
      • Southwest Airlines (WN 1025)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 1844)Boeing 737 800
      • Southwest Airlines (WN 1025)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 11:56 CUN
        18:42 ORD
        7Hrs, 46m 1 Stop (IAD)
      • CUNCancun Airport 11:56 - ORD 18:42 7h 46m 1 Stop (IAD) Washington
      • CUNCancun Airport 11:56
        IADWashington Dulles International Airport 17:22
      • IADWashington Dulles International Airport 15:13
        ORDChicago O'Hare International Airport 18:42
      • 7h 46m (2h 09m)
      • 1 Stop IAD · Washington 2h 09m
      • United Airlines (UA 2861)Boeing 737 900
        United Airlines (UA 2497)Airbus
      • United Airlines (UA 2861)
        • -
        • T
        • -
        • -
        • F
        • -
        • -
      • 11:56 CUN
        18:42 ORD
        7Hrs, 46m 1 Stop (IAD)
      • CUNCancun Airport 11:56 - ORD 18:42 7h 46m 1 Stop (IAD) Washington
      • CUNCancun Airport 11:56
        IADWashington Dulles International Airport 17:22
      • IADWashington Dulles International Airport 15:13
        ORDChicago O'Hare International Airport 18:42
      • 7h 46m (2h 09m)
      • 1 Stop IAD · Washington 2h 09m
      • United Airlines (UA 2861)Boeing 737 900
        United Airlines (UA 2497)Airbus
      • United Airlines (UA 2861)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • 11:56 CUN
        18:42 ORD
        7Hrs, 46m 1 Stop (IAD)
      • CUNCancun Airport 11:56 - ORD 18:42 7h 46m 1 Stop (IAD) Washington
      • CUNCancun Airport 11:56
        IADWashington Dulles International Airport 17:22
      • IADWashington Dulles International Airport 15:13
        ORDChicago O'Hare International Airport 18:42
      • 7h 46m (2h 09m)
      • 1 Stop IAD · Washington 2h 09m
      • United Airlines (UA 2861)Boeing 737 900
        United Airlines (UA 2497)Boeing 737 900
      • United Airlines (UA 2861)
        • M
        • -
        • -
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        • -
        • -
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      • 11:56 CUN
        18:49 ORD
        7Hrs, 53m 1 Stop (IAD)
      • CUNCancun Airport 11:56 - ORD 18:49 7h 53m 1 Stop (IAD) Washington
      • CUNCancun Airport 11:56
        IADWashington Dulles International Airport 17:29
      • IADWashington Dulles International Airport 15:13
        ORDChicago O'Hare International Airport 18:49
      • 7h 53m (2h 16m)
      • 1 Stop IAD · Washington 2h 16m
      • United Airlines (UA 2861)Boeing 737 900
        United Airlines (UA 2497)Boeing 737 900
      • United Airlines (UA 2861)
        • -
        • -
        • W
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        • -
        • -
        • -
      • 11:56 CUN
        18:55 ORD
        7Hrs, 59m 1 Stop (IAD)
      • CUNCancun Airport 11:56 - ORD 18:55 7h 59m 1 Stop (IAD) Washington
      • CUNCancun Airport 11:56
        IADWashington Dulles International Airport 17:35
      • IADWashington Dulles International Airport 15:13
        ORDChicago O'Hare International Airport 18:55
      • 7h 59m (2h 22m)
      • 1 Stop IAD · Washington 2h 22m
      • United Airlines (UA 2861)Boeing 737 900
        United Airlines (UA 2497)Airbus
      • United Airlines (UA 2861)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 11:56 CUN
        18:55 ORD
        7Hrs, 59m 1 Stop (IAD)
      • CUNCancun Airport 11:56 - ORD 18:55 7h 59m 1 Stop (IAD) Washington
      • CUNCancun Airport 11:56
        IADWashington Dulles International Airport 17:35
      • IADWashington Dulles International Airport 15:13
        ORDChicago O'Hare International Airport 18:55
      • 7h 59m (2h 22m)
      • 1 Stop IAD · Washington 2h 22m
      • United Airlines (UA 2861)Boeing 737 900
        United Airlines (UA 2497)Boeing 737 900
      • United Airlines (UA 2861)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 12:00 CUN
        16:56 ORD
        5Hrs, 56m 1 Stop (IND)
      • CUNCancun Airport 12:00 - ORD 16:56 5h 56m 1 Stop (IND)
      • CUNCancun Airport 12:00
        INDIndianapolis Airport 16:38
      • INDIndianapolis Airport 15:35
        ORDChicago O'Hare International Airport 16:56
      • 5h 56m (1h 03m)
      • 1 Stop IND · 1h 03m
      • American Airlines (AA 2924)Boeing 737 800
        American Airlines (AA 4759)Embraer Emb 175
      • American Airlines (AA 2924)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 12:03 CUN
        19:18 ORD
        8Hrs, 15m 1 Stop (DFW)
      • CUNCancun Airport 12:03 - ORD 19:18 8h 15m 1 Stop (DFW) Dallas
      • CUNCancun Airport 12:03
        DFWDallas/Fort Worth Intl Airport 16:55
      • DFWDallas/Fort Worth Intl Airport 14:13
        ORDChicago O'Hare International Airport 19:18
      • 8h 15m (2h 42m)
      • 1 Stop DFW · Dallas 2h 42m
      • American Airlines (AA 1601)Boeing 737 800
        American Airlines (AA 2753)Boeing 737 800
      • American Airlines (AA 1601)
        • M
        • -
        • -
        • T
        • F
        • S
        • S
      • 12:05 CUN
        18:38 ORD
        7Hrs, 33m 1 Stop (MSP)
      • CUNCancun Airport 12:05 - ORD 18:38 7h 33m 1 Stop (MSP) Minneapolis
      • CUNCancun Airport 12:05
        MSPMinneapolis International Airport 17:00
      • MSPMinneapolis International Airport 15:21
        ORDChicago O'Hare International Airport 18:38
      • 7h 33m (1h 39m)
      • 1 Stop MSP · Minneapolis 1h 39m
      • Sun Country Airlines (SY 570)Boeing 737 800
        Sun Country Airlines (SY 261)Boeing 737 800
      • Sun Country Airlines (SY 570)
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • 12:05 CUN
        19:05 ORD
        8Hrs, 00m 1 Stop (MSP)
      • CUNCancun Airport 12:05 - ORD 19:05 8h 1 Stop (MSP) Minneapolis
      • CUNCancun Airport 12:05
        MSPMinneapolis International Airport 17:27
      • MSPMinneapolis International Airport 15:21
        ORDChicago O'Hare International Airport 19:05
      • 8h (2h 06m)
      • 1 Stop MSP · Minneapolis 2h 06m
      • Sun Country Airlines (SY 570)Boeing 737 800
        Sun Country Airlines (SY 261)Boeing 737 800
      • Sun Country Airlines (SY 570)
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • 12:20 CUN
        19:25 MDW
        8Hrs, 05m 1 Stop (AUS)
      • CUNCancun Airport 12:20 - MDW 19:25 8h 05m 1 Stop (AUS) Austin
      • CUNCancun Airport 12:20
        AUSAustin-Bergstrom International Airport 16:55
      • AUSAustin-Bergstrom International Airport 14:25
        MDWChicago Midway Airport 19:25
      • 8h 05m (2h 30m)
      • 1 Stop AUS · Austin 2h 30m
      • Southwest Airlines (WN 589)Boeing 737 700
        Southwest Airlines (WN 4071)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 589)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 12:28 CUN
        18:42 ORD
        7Hrs, 14m 1 Stop (IAD)
      • CUNCancun Airport 12:28 - ORD 18:42 7h 14m 1 Stop (IAD) Washington
      • CUNCancun Airport 12:28
        IADWashington Dulles International Airport 17:22
      • IADWashington Dulles International Airport 15:45
        ORDChicago O'Hare International Airport 18:42
      • 7h 14m (1h 37m)
      • 1 Stop IAD · Washington 1h 37m
      • United Airlines (UA 1694)Boeing 737 Max 9 Passenger
        United Airlines (UA 2497)Airbus
      • United Airlines (UA 1694)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • 12:28 CUN
        18:42 ORD
        7Hrs, 14m 1 Stop (IAD)
      • CUNCancun Airport 12:28 - ORD 18:42 7h 14m 1 Stop (IAD) Washington
      • CUNCancun Airport 12:28
        IADWashington Dulles International Airport 17:22
      • IADWashington Dulles International Airport 15:45
        ORDChicago O'Hare International Airport 18:42
      • 7h 14m (1h 37m)
      • 1 Stop IAD · Washington 1h 37m
      • United Airlines (UA 1694)Boeing 737 Max 9 Passenger
        United Airlines (UA 2497)Airbus
      • United Airlines (UA 1694)
        • -
        • T
        • -
        • -
        • F
        • -
        • -
      • 12:28 CUN
        18:42 ORD
        7Hrs, 14m 1 Stop (IAD)
      • CUNCancun Airport 12:28 - ORD 18:42 7h 14m 1 Stop (IAD) Washington
      • CUNCancun Airport 12:28
        IADWashington Dulles International Airport 17:22
      • IADWashington Dulles International Airport 15:45
        ORDChicago O'Hare International Airport 18:42
      • 7h 14m (1h 37m)
      • 1 Stop IAD · Washington 1h 37m
      • United Airlines (UA 1694)Boeing 737 Max 9 Passenger
        United Airlines (UA 2497)Boeing 737 900
      • United Airlines (UA 1694)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • 12:28 CUN
        18:49 ORD
        7Hrs, 21m 1 Stop (IAD)
      • CUNCancun Airport 12:28 - ORD 18:49 7h 21m 1 Stop (IAD) Washington
      • CUNCancun Airport 12:28
        IADWashington Dulles International Airport 17:29
      • IADWashington Dulles International Airport 15:45
        ORDChicago O'Hare International Airport 18:49
      • 7h 21m (1h 44m)
      • 1 Stop IAD · Washington 1h 44m
      • United Airlines (UA 1694)Boeing 737 Max 9 Passenger
        United Airlines (UA 2497)Boeing 737 900
      • United Airlines (UA 1694)
        • -
        • -
        • W
        • -
        • -
        • -
        • -
      • 12:28 CUN
        18:55 ORD
        7Hrs, 27m 1 Stop (IAD)
      • CUNCancun Airport 12:28 - ORD 18:55 7h 27m 1 Stop (IAD) Washington
      • CUNCancun Airport 12:28
        IADWashington Dulles International Airport 17:35
      • IADWashington Dulles International Airport 15:45
        ORDChicago O'Hare International Airport 18:55
      • 7h 27m (1h 50m)
      • 1 Stop IAD · Washington 1h 50m
      • United Airlines (UA 1694)Boeing 737 Max 9 Passenger
        United Airlines (UA 2497)Boeing 737 900
      • United Airlines (UA 1694)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 12:28 CUN
        18:55 ORD
        7Hrs, 27m 1 Stop (IAD)
      • CUNCancun Airport 12:28 - ORD 18:55 7h 27m 1 Stop (IAD) Washington
      • CUNCancun Airport 12:28
        IADWashington Dulles International Airport 17:35
      • IADWashington Dulles International Airport 15:45
        ORDChicago O'Hare International Airport 18:55
      • 7h 27m (1h 50m)
      • 1 Stop IAD · Washington 1h 50m
      • United Airlines (UA 1694)Boeing 737 Max 9 Passenger
        United Airlines (UA 2497)Airbus
      • United Airlines (UA 1694)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 12:35 CUN
        19:49 ORD
        8Hrs, 14m 1 Stop (IAH)
      • CUNCancun Airport 12:35 - ORD 19:49 8h 14m 1 Stop (IAH) Houston
      • CUNCancun Airport 12:35
        IAHHouston George Bush Intercontinental Airport 17:05
      • IAHHouston George Bush Intercontinental Airport 14:11
        ORDChicago O'Hare International Airport 19:49
      • 8h 14m (2h 54m)
      • 1 Stop IAH · Houston 2h 54m
      • United Airlines (UA 1081)Boeing 737 Max 9 Passenger
        United Airlines (UA 787)Airbus A321 Neo
      • United Airlines (UA 1081)
        • M
        • T
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        • T
        • F
        • S
        • S
      • 12:35 CUN
        20:02 ORD
        8Hrs, 27m 1 Stop (DEN)
      • CUNCancun Airport 12:35 - ORD 20:02 8h 27m 1 Stop (DEN) Denver
      • CUNCancun Airport 12:35
        DENDenver Intl Airport 16:25
      • DENDenver Intl Airport 14:59
        ORDChicago O'Hare International Airport 20:02
      • 8h 27m (1h 26m)
      • 1 Stop DEN · Denver 1h 26m
      • United Airlines (UA 1134)Boeing 737 900
        United Airlines (UA 1495)Boeing 757 300 Series
      • United Airlines (UA 1134)
        • M
        • -
        • W
        • T
        • F
        • S
        • S
      • 12:40 CUN
        19:56 ORD
        8Hrs, 16m 1 Stop (STL)
      • CUNCancun Airport 12:40 - ORD 19:56 8h 16m 1 Stop (STL) Saint Louis
      • CUNCancun Airport 12:40
        STLSt Louis Lambert Intl Airport 18:28
      • STLSt Louis Lambert Intl Airport 15:15
        ORDChicago O'Hare International Airport 19:56
      • 8h 16m (3h 13m)
      • 1 Stop STL · Saint Louis 3h 13m
      • American Airlines (AA 2756)Boeing 737 800
        American Airlines (AA 4492)Embraer Emb 175
      • American Airlines (AA 2756)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 12:55 CUN
        19:35 MDW
        7Hrs, 40m 1 Stop (ATL)
      • CUNCancun Airport 12:55 - MDW 19:35 7h 40m 1 Stop (ATL) Atlanta
      • CUNCancun Airport 12:55
        ATLAtlanta Hartsfield-Jackson Intl Airport 18:40
      • ATLAtlanta Hartsfield-Jackson Intl Airport 15:55
        MDWChicago Midway Airport 19:35
      • 7h 40m (2h 45m)
      • 1 Stop ATL · Atlanta 2h 45m
      • Southwest Airlines (WN 1135)Boeing 737 700
        Southwest Airlines (WN 4048)Boeing 737 700
      • Southwest Airlines (WN 1135)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 12:55 CUN
        20:00 MDW
        8Hrs, 05m 1 Stop (BWI)
      • CUNCancun Airport 12:55 - MDW 20:00 8h 05m 1 Stop (BWI) Baltimore
      • CUNCancun Airport 12:55
        BWIBaltimore Washington International Airport 18:55
      • BWIBaltimore Washington International Airport 16:45
        MDWChicago Midway Airport 20:00
      • 8h 05m (2h 10m)
      • 1 Stop BWI · Baltimore 2h 10m
      • Southwest Airlines (WN 1608)Boeing 737 700
        Southwest Airlines (WN 1014)Boeing 737 700
      • Southwest Airlines (WN 1608)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
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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 35 minutes. Check latest flight schedules & prices on Wego.

      What’s the most popular airline flying from Cancun to Chicago?

      The most popular airline flying from Cancun to Chicago is Spirit Airlines. Find the latest flight deals 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 06:30. The last flight of the day departs at 19:00. See the full list of flight times on Wego.

      How many airlines offer direct flights from Cancun to Chicago?

      There are 5 airlines that offer direct flights from Cancun to Chicago. Find out the list of airlines on Wego.

      All Airports in Cancun

      Cancun Airport CUN

      Popular Airlines Flying From Cancun to Chicago

      Spirit Airlines ‏()
      American Airlines ‏()

      Popular Destinations From Chicago

      Popular Destinations From Cancun

      Popular Hotels in Chicago

      Hotels In Popular Destinations