Flight Schedules

Last Updated: Sat, 2 Nov, 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
      • 11:51 CUN
        14:49 ORD
        3Hrs, 58m Direct
      • CUNCancun Airport 11:51 - ORD 14:49 3h 58m Direct
      • CUNCancun Airport 11:51
      • ORDChicago O'Hare International Airport 14:49
      • 3h 58m
      • Direct
      • Spirit Airlines (NK 105)Airbus Industrie A321 Sharklets
      • Spirit Airlines (NK 105)
        • M
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        • -
        • F
        • S
        • -
      • Airbus Industrie A321 Sharklets
      • 12:09 CUN
        15:18 ORD
        4Hrs, 09m Direct
      • CUNCancun Airport 12:09 - ORD 15:18 4h 09m Direct
      • CUNCancun Airport 12:09
      • ORDChicago O'Hare International Airport 15:18
      • 4h 09m
      • Direct
      • Frontier Airlines (F9 45)Airbus A320 Neo
      • Frontier Airlines (F9 45)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Airbus A320 Neo
      • 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
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        • 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
      • 14:38 CUN
        17:43 ORD
        4Hrs, 05m Direct
      • CUNCancun Airport 14:38 - ORD 17:43 4h 05m Direct
      • CUNCancun Airport 14:38
      • ORDChicago O'Hare International Airport 17:43
      • 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
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        • T
        • F
        • S
        • S
      • Boeing 777
      • 15:50 CUN
        18:55 ORD
        4Hrs, 05m Direct
      • CUNCancun Airport 15:50 - ORD 18:55 4h 05m Direct
      • CUNCancun Airport 15:50
      • ORDChicago O'Hare International Airport 18:55
      • 4h 05m
      • Direct
      • American Airlines (AA 215)Boeing 737 800
      • American Airlines (AA 215)
        • M
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        • -
        • F
        • S
        • S
      • Boeing 737 800
      • 21:25 CUN
        04:37 ORD
        8Hrs, 12m 1 Stop (MEX)
      • CUNCancun Airport 21:25 - ORD 04:37 8h 12m 1 Stop (MEX) Mexico City
      • CUNCancun Airport 21:25
        MEXMexico City Juarez International Airport 00:40
      • MEXMexico City Juarez International Airport 22:54
        ORDChicago O'Hare International Airport 04:37
      • 8h 12m (1h 46m)
      • 1 Stop MEX · Mexico City 1h 46m
      • Volaris (Y4 109)Airbus
        Volaris (Y4 700)Airbus
      • Volaris (Y4 109)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • 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)
        • M
        • T
        • -
        • -
        • -
        • -
        • -
      • 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)
        • -
        • -
        • -
        • -
        • -
        • -
        • 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
        • S
        • -
      • 05:54 CUN
        12:55 ORD
        8Hrs, 01m 1 Stop (MEX)
      • CUNCancun Airport 05:54 - ORD 12:55 8h 01m 1 Stop (MEX) Mexico City
      • CUNCancun Airport 05:54
        MEXMexico City Juarez International Airport 08:40
      • MEXMexico City Juarez International Airport 07:35
        ORDChicago O'Hare International Airport 12:55
      • 8h 01m (1h 05m)
      • 1 Stop MEX · Mexico City 1h 05m
      • Aeromexico (AM 501)Boeing 737 800 Scimitar Winglets
        Aeromexico (AM 686)Boeing 737 Max 8 Passenger
      • Aeromexico (AM 501)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 06:30 CUN
        12:31 ORD
        7Hrs, 01m 1 Stop (IAH)
      • CUNCancun Airport 06:30 - ORD 12:31 7h 01m 1 Stop (IAH) Houston
      • CUNCancun Airport 06:30
        IAHHouston George Bush Intercontinental Airport 09:49
      • IAHHouston George Bush Intercontinental Airport 08:02
        ORDChicago O'Hare International Airport 12:31
      • 7h 01m (1h 47m)
      • 1 Stop IAH · Houston 1h 47m
      • United Airlines (UA 1248)Boeing 737 900
        United Airlines (UA 1321)Boeing 737 900
      • United Airlines (UA 1248)
        • M
        • T
        • W
        • -
        • F
        • S
        • S
      • 06:30 CUN
        12:37 ORD
        7Hrs, 07m 1 Stop (IAH)
      • CUNCancun Airport 06:30 - ORD 12:37 7h 07m 1 Stop (IAH) Houston
      • CUNCancun Airport 06:30
        IAHHouston George Bush Intercontinental Airport 09:55
      • IAHHouston George Bush Intercontinental Airport 08:02
        ORDChicago O'Hare International Airport 12:37
      • 7h 07m (1h 53m)
      • 1 Stop IAH · Houston 1h 53m
      • United Airlines (UA 1248)Boeing 737 900
        United Airlines (UA 1321)Boeing 737 900
      • United Airlines (UA 1248)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • 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)
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • 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
        • T
        • -
        • -
        • -
        • S
        • -
      • 07:05 CUN
        14:35 ORD
        8Hrs, 30m 1 Stop (MTY)
      • CUNCancun Airport 07:05 - ORD 14:35 8h 30m 1 Stop (MTY) Monterrey
      • CUNCancun Airport 07:05
        MTYMonterrey General Mariano Escobedo Airport 11:10
      • MTYMonterrey General Mariano Escobedo Airport 08:40
        ORDChicago O'Hare International Airport 14:35
      • 8h 30m (2h 30m)
      • 1 Stop MTY · Monterrey 2h 30m
      • VivaAerobus (VB 2196)Airbus
        VivaAerobus (VB 632)Airbus
      • VivaAerobus (VB 2196)
        • -
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        • W
        • -
        • -
        • -
        • -
      • 08:23 CUN
        15:43 ORD
        8Hrs, 20m 1 Stop (EWR)
      • CUNCancun Airport 08:23 - ORD 15:43 8h 20m 1 Stop (EWR) New York City
      • CUNCancun Airport 08:23
        EWRNewark Liberty International Airport 14:09
      • EWRNewark Liberty International Airport 12:05
        ORDChicago O'Hare International Airport 15:43
      • 8h 20m (2h 04m)
      • 1 Stop EWR · New York City 2h 04m
      • United Airlines (UA 1988)Boeing 737 Max 9 Passenger
        United Airlines (UA 645)Boeing 737 900
      • United Airlines (UA 1988)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • 08:23 CUN
        15:43 ORD
        8Hrs, 20m 1 Stop (EWR)
      • CUNCancun Airport 08:23 - ORD 15:43 8h 20m 1 Stop (EWR) New York City
      • CUNCancun Airport 08:23
        EWRNewark Liberty International Airport 14:09
      • EWRNewark Liberty International Airport 12:05
        ORDChicago O'Hare International Airport 15:43
      • 8h 20m (2h 04m)
      • 1 Stop EWR · New York City 2h 04m
      • United Airlines (UA 1988)Boeing 737 Max 9 Passenger
        United Airlines (UA 645)Boeing 737 Max 9 Passenger
      • United Airlines (UA 1988)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 08:23 CUN
        15:48 ORD
        8Hrs, 25m 1 Stop (EWR)
      • CUNCancun Airport 08:23 - ORD 15:48 8h 25m 1 Stop (EWR) New York City
      • CUNCancun Airport 08:23
        EWRNewark Liberty International Airport 14:14
      • EWRNewark Liberty International Airport 12:05
        ORDChicago O'Hare International Airport 15:48
      • 8h 25m (2h 09m)
      • 1 Stop EWR · New York City 2h 09m
      • United Airlines (UA 1988)Boeing 737 Max 9 Passenger
        United Airlines (UA 645)Boeing 737 Max 9 Passenger
      • United Airlines (UA 1988)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 08:23 CUN
        15:49 ORD
        8Hrs, 26m 1 Stop (EWR)
      • CUNCancun Airport 08:23 - ORD 15:49 8h 26m 1 Stop (EWR) New York City
      • CUNCancun Airport 08:23
        EWRNewark Liberty International Airport 14:15
      • EWRNewark Liberty International Airport 12:05
        ORDChicago O'Hare International Airport 15:49
      • 8h 26m (2h 10m)
      • 1 Stop EWR · New York City 2h 10m
      • United Airlines (UA 1988)Boeing 737 Max 9 Passenger
        United Airlines (UA 645)Boeing 737 Max 9 Passenger
      • United Airlines (UA 1988)
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • 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)
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • 08:30 CUN
        15:20 MDW
        7Hrs, 50m 1 Stop (HOU)
      • CUNCancun Airport 08:30 - MDW 15:20 7h 50m 1 Stop (HOU) Houston
      • CUNCancun Airport 08:30
        HOUHouston Hobby Airport 12:55
      • HOUHouston Hobby Airport 09:55
        MDWChicago Midway Airport 15:20
      • 7h 50m (3h)
      • 1 Stop HOU · Houston 3h
      • Southwest Airlines (WN 308)Boeing 737 700
        Southwest Airlines (WN 240)Boeing 737 800
      • Southwest Airlines (WN 308)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • 08:39 CUN
        14:37 ORD
        6Hrs, 58m 1 Stop (IAH)
      • CUNCancun Airport 08:39 - ORD 14:37 6h 58m 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 14:37
      • 6h 58m (1h 44m)
      • 1 Stop IAH · Houston 1h 44m
      • United Airlines (UA 1059)Boeing 737 900
        United Airlines (UA 1168)Boeing 737 900
      • United Airlines (UA 1059)
        • -
        • -
        • -
        • T
        • F
        • S
        • S
      • 08:39 CUN
        14:37 ORD
        6Hrs, 58m 1 Stop (IAH)
      • CUNCancun Airport 08:39 - ORD 14:37 6h 58m 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 14:37
      • 6h 58m (1h 44m)
      • 1 Stop IAH · Houston 1h 44m
      • United Airlines (UA 1059)Boeing 737 900
        United Airlines (UA 1168)Boeing 737 Max 9 Passenger
      • United Airlines (UA 1059)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • 08:45 CUN
        14:52 ORD
        7Hrs, 07m 1 Stop (DFW)
      • CUNCancun Airport 08:45 - ORD 14:52 7h 07m 1 Stop (DFW) Dallas
      • CUNCancun Airport 08:45
        DFWDallas/Fort Worth Intl Airport 12:24
      • DFWDallas/Fort Worth Intl Airport 10:45
        ORDChicago O'Hare International Airport 14:52
      • 7h 07m (1h 39m)
      • 1 Stop DFW · Dallas 1h 39m
      • American Airlines (AA 316)Airbus
        American Airlines (AA 1070)Boeing 737 800
      • American Airlines (AA 316)
        • -
        • -
        • -
        • -
        • F
        • S
        • -
      • 08:45 CUN
        14:52 ORD
        7Hrs, 07m 1 Stop (DFW)
      • CUNCancun Airport 08:45 - ORD 14:52 7h 07m 1 Stop (DFW) Dallas
      • CUNCancun Airport 08:45
        DFWDallas/Fort Worth Intl Airport 12:24
      • DFWDallas/Fort Worth Intl Airport 10:45
        ORDChicago O'Hare International Airport 14:52
      • 7h 07m (1h 39m)
      • 1 Stop DFW · Dallas 1h 39m
      • American Airlines (AA 316)Boeing 737 800
        American Airlines (AA 1070)Boeing 737 800
      • American Airlines (AA 316)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • 08:45 CUN
        14:54 ORD
        7Hrs, 09m 1 Stop (DFW)
      • CUNCancun Airport 08:45 - ORD 14:54 7h 09m 1 Stop (DFW) Dallas
      • CUNCancun Airport 08:45
        DFWDallas/Fort Worth Intl Airport 12:24
      • DFWDallas/Fort Worth Intl Airport 10:45
        ORDChicago O'Hare International Airport 14:54
      • 7h 09m (1h 39m)
      • 1 Stop DFW · Dallas 1h 39m
      • American Airlines (AA 316)Boeing 737 800
        American Airlines (AA 1070)Airbus
      • American Airlines (AA 316)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 08:45 CUN
        15:03 ORD
        7Hrs, 18m 1 Stop (DFW)
      • CUNCancun Airport 08:45 - ORD 15:03 7h 18m 1 Stop (DFW) Dallas
      • CUNCancun Airport 08:45
        DFWDallas/Fort Worth Intl Airport 12:30
      • DFWDallas/Fort Worth Intl Airport 10:45
        ORDChicago O'Hare International Airport 15:03
      • 7h 18m (1h 45m)
      • 1 Stop DFW · Dallas 1h 45m
      • American Airlines (AA 316)Boeing 737 800
        American Airlines (AA 2753)Boeing 737 800
      • American Airlines (AA 316)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • 10:00 CUN
        16:54 MDW
        7Hrs, 54m 1 Stop (AGU)
      • CUNCancun Airport 10:00 - MDW 16:54 7h 54m 1 Stop (AGU) Aguascalientes
      • CUNCancun Airport 10:00
        AGUAguascalientes Airport 13:11
      • AGUAguascalientes Airport 11:42
        MDWChicago Midway Airport 16:54
      • 7h 54m (1h 29m)
      • 1 Stop AGU · Aguascalientes 1h 29m
      • Volaris (Y4 3622)Airbus A320 Neo
        Volaris (Y4 7844)Airbus A320 Neo
      • Volaris (Y4 3622)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 11:25 CUN
        18:37 ORD
        8Hrs, 12m 1 Stop (YYZ)
      • CUNCancun Airport 11:25 - ORD 18:37 8h 12m 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 18:37
      • 8h 12m (2h 10m)
      • 1 Stop YYZ · Toronto 2h 10m
      • Air Canada (AC 1811)Airbus
        United Airlines (UA 3542)Embraer 175
      • Air Canada (AC 1811)
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • 11:25 CUN
        18:37 ORD
        8Hrs, 12m 1 Stop (YYZ)
      • CUNCancun Airport 11:25 - ORD 18:37 8h 12m 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 18:37
      • 8h 12m (2h 10m)
      • 1 Stop YYZ · Toronto 2h 10m
      • Air Canada (AC 1811)Airbus
        United Airlines (UA 3542)Embraer 175
      • Air Canada (AC 1811)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • 11:25 CUN
        18:37 ORD
        8Hrs, 12m 1 Stop (YYZ)
      • CUNCancun Airport 11:25 - ORD 18:37 8h 12m 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 18:37
      • 8h 12m (2h 10m)
      • 1 Stop YYZ · Toronto 2h 10m
      • Air Canada (AC 1811)Airbus
        United Airlines (UA 3542)Embraer 175
      • Air Canada (AC 1811)
        • -
        • T
        • W
        • T
        • -
        • S
        • -
      • 11:33 CUN
        17:59 ORD
        7Hrs, 26m 1 Stop (MIA)
      • CUNCancun Airport 11:33 - ORD 17:59 7h 26m 1 Stop (MIA) Miami
      • CUNCancun Airport 11:33
        MIAMiami International Airport 15:30
      • MIAMiami International Airport 13:18
        ORDChicago O'Hare International Airport 17:59
      • 7h 26m (2h 12m)
      • 1 Stop MIA · Miami 2h 12m
      • American Airlines (AA 1469)Airbus
        American Airlines (AA 3143)Boeing 737 800
      • American Airlines (AA 1469)
        • M
        • T
        • W
        • -
        • F
        • S
        • S
      • 11:35 CUN
        17:59 ORD
        7Hrs, 24m 1 Stop (MIA)
      • CUNCancun Airport 11:35 - ORD 17:59 7h 24m 1 Stop (MIA) Miami
      • CUNCancun Airport 11:35
        MIAMiami International Airport 15:30
      • MIAMiami International Airport 13:20
        ORDChicago O'Hare International Airport 17:59
      • 7h 24m (2h 10m)
      • 1 Stop MIA · Miami 2h 10m
      • American Airlines (AA 1469)Airbus A321 Neo
        American Airlines (AA 3143)Boeing 737 800
      • American Airlines (AA 1469)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • 11:38 CUN
        17:43 ORD
        7Hrs, 05m 1 Stop (CLT)
      • CUNCancun Airport 11:38 - ORD 17:43 7h 05m 1 Stop (CLT) Charlotte
      • CUNCancun Airport 11:38
        CLTCharlotte Airport 16:34
      • CLTCharlotte Airport 14:28
        ORDChicago O'Hare International Airport 17:43
      • 7h 05m (2h 06m)
      • 1 Stop CLT · Charlotte 2h 06m
      • American Airlines (AA 2248)Airbus
        American Airlines (AA 1763)Boeing 737 800
      • American Airlines (AA 2248)
        • M
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        • W
        • -
        • F
        • S
        • S
      • 11:38 CUN
        19:22 ORD
        8Hrs, 44m 1 Stop (CLT)
      • CUNCancun Airport 11:38 - ORD 19:22 8h 44m 1 Stop (CLT) Charlotte
      • CUNCancun Airport 11:38
        CLTCharlotte Airport 18:15
      • CLTCharlotte Airport 14:28
        ORDChicago O'Hare International Airport 19:22
      • 8h 44m (3h 47m)
      • 1 Stop CLT · Charlotte 3h 47m
      • American Airlines (AA 2248)Airbus
        American Airlines (AA 2488)Airbus
      • American Airlines (AA 2248)
        • M
        • T
        • W
        • -
        • F
        • S
        • S
      • 11:45 CUN
        18:00 ORD
        7Hrs, 15m 1 Stop (CVG)
      • CUNCancun Airport 11:45 - ORD 18:00 7h 15m 1 Stop (CVG) Cincinnati
      • CUNCancun Airport 11:45
        CVGCincinnati Northern Kentucky Intl Airport 17:34
      • CVGCincinnati Northern Kentucky Intl Airport 15:10
        ORDChicago O'Hare International Airport 18:00
      • 7h 15m (2h 24m)
      • 1 Stop CVG · Cincinnati 2h 24m
      • American Airlines (AA 1553)Boeing 737 800
        American Airlines (AA 6374)Crj 700 Canadair Regional
      • American Airlines (AA 1553)
        • -
        • -
        • -
        • -
        • -
        • 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
        • -
      • 11:51 CUN
        18:37 MDW
        7Hrs, 46m 1 Stop (MCO)
      • CUNCancun Airport 11:51 - MDW 18:37 7h 46m 1 Stop (MCO) Orlando
      • CUNCancun Airport 11:51
        MCOOrlando International Airport 16:42
      • MCOOrlando International Airport 14:00
        MDWChicago Midway Airport 18:37
      • 7h 46m (2h 42m)
      • 1 Stop MCO · Orlando 2h 42m
      • Frontier Airlines (F9 162)Airbus A321 Neo
        Frontier Airlines (F9 1457)Airbus A320 Neo
      • Frontier Airlines (F9 162)
        • -
        • T
        • -
        • -
        • -
        • -
        • -
      • 11:51 CUN
        19:16 ORD
        8Hrs, 25m 1 Stop (MCO)
      • CUNCancun Airport 11:51 - ORD 19:16 8h 25m 1 Stop (MCO) Orlando
      • CUNCancun Airport 11:51
        MCOOrlando International Airport 17:01
      • MCOOrlando International Airport 14:00
        ORDChicago O'Hare International Airport 19:16
      • 8h 25m (3h 01m)
      • 1 Stop MCO · Orlando 3h 01m
      • Frontier Airlines (F9 162)Airbus A321 Neo
        Frontier Airlines (F9 2041)Airbus A321 Neo
      • Frontier Airlines (F9 162)
        • -
        • T
        • -
        • -
        • -
        • -
        • -
      • 12:06 CUN
        19:16 ORD
        8Hrs, 10m 1 Stop (MCO)
      • CUNCancun Airport 12:06 - ORD 19:16 8h 10m 1 Stop (MCO) Orlando
      • CUNCancun Airport 12:06
        MCOOrlando International Airport 17:01
      • MCOOrlando International Airport 14:16
        ORDChicago O'Hare International Airport 19:16
      • 8h 10m (2h 45m)
      • 1 Stop MCO · Orlando 2h 45m
      • Frontier Airlines (F9 162)Airbus A321 Neo
        Frontier Airlines (F9 2041)Airbus A320 Neo
      • Frontier Airlines (F9 162)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 12:10 CUN
        19:20 ORD
        8Hrs, 10m 1 Stop (DFW)
      • CUNCancun Airport 12:10 - ORD 19:20 8h 10m 1 Stop (DFW) Dallas
      • CUNCancun Airport 12:10
        DFWDallas/Fort Worth Intl Airport 16:56
      • DFWDallas/Fort Worth Intl Airport 14:15
        ORDChicago O'Hare International Airport 19:20
      • 8h 10m (2h 41m)
      • 1 Stop DFW · Dallas 2h 41m
      • American Airlines (AA 1601)Boeing 737 800
        American Airlines (AA 2753)Boeing 737 800
      • American Airlines (AA 1601)
        • M
        • T
        • W
        • -
        • -
        • S
        • S
      • 12:13 CUN
        19:32 MDW
        8Hrs, 19m 1 Stop (PHL)
      • CUNCancun Airport 12:13 - MDW 19:32 8h 19m 1 Stop (PHL) Philadelphia
      • CUNCancun Airport 12:13
        PHLPhiladelphia International Airport 18:12
      • PHLPhiladelphia International Airport 15:52
        MDWChicago Midway Airport 19:32
      • 8h 19m (2h 20m)
      • 1 Stop PHL · Philadelphia 2h 20m
      • Frontier Airlines (F9 90)Airbus A320 Neo
        Frontier Airlines (F9 4367)Airbus A320 Neo
      • Frontier Airlines (F9 90)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • 12:18 CUN
        19:44 ORD
        8Hrs, 26m 1 Stop (PHL)
      • CUNCancun Airport 12:18 - ORD 19:44 8h 26m 1 Stop (PHL) Philadelphia
      • CUNCancun Airport 12:18
        PHLPhiladelphia International Airport 18:18
      • PHLPhiladelphia International Airport 15:57
        ORDChicago O'Hare International Airport 19:44
      • 8h 26m (2h 21m)
      • 1 Stop PHL · Philadelphia 2h 21m
      • Frontier Airlines (F9 90)Airbus A321 Neo
        Frontier Airlines (F9 2111)Airbus A320 Neo
      • Frontier Airlines (F9 90)
        • -
        • -
        • -
        • -
        • -
        • -
        • 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
        18:35 ORD
        7Hrs, 07m 1 Stop (IAD)
      • CUNCancun Airport 12:28 - ORD 18:35 7h 07m 1 Stop (IAD) Washington
      • CUNCancun Airport 12:28
        IADWashington Dulles International Airport 17:21
      • IADWashington Dulles International Airport 15:45
        ORDChicago O'Hare International Airport 18:35
      • 7h 07m (1h 36m)
      • 1 Stop IAD · Washington 1h 36m
      • United Airlines (UA 1694)Boeing 737 Max 9 Passenger
        United Airlines (UA 2497)Boeing 737 Max 8 Passenger
      • United Airlines (UA 1694)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 12:28 CUN
        18:35 ORD
        7Hrs, 07m 1 Stop (IAD)
      • CUNCancun Airport 12:28 - ORD 18:35 7h 07m 1 Stop (IAD) Washington
      • CUNCancun Airport 12:28
        IADWashington Dulles International Airport 17:21
      • IADWashington Dulles International Airport 15:45
        ORDChicago O'Hare International Airport 18:35
      • 7h 07m (1h 36m)
      • 1 Stop IAD · Washington 1h 36m
      • United Airlines (UA 1694)Boeing 737 Max 9 Passenger
        United Airlines (UA 2497)Boeing 737 800
      • United Airlines (UA 1694)
        • -
        • -
        • -
        • T
        • F
        • S
        • -
      • 12:28 CUN
        18:35 ORD
        7Hrs, 07m 1 Stop (IAD)
      • CUNCancun Airport 12:28 - ORD 18:35 7h 07m 1 Stop (IAD) Washington
      • CUNCancun Airport 12:28
        IADWashington Dulles International Airport 17:21
      • IADWashington Dulles International Airport 15:45
        ORDChicago O'Hare International Airport 18:35
      • 7h 07m (1h 36m)
      • 1 Stop IAD · Washington 1h 36m
      • United Airlines (UA 1694)Boeing 737 Max 9 Passenger
        United Airlines (UA 2497)Airbus
      • United Airlines (UA 1694)
        • M
        • T
        • W
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        • -
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        • -
      • 12:35 CUN
        18:26 ORD
        6Hrs, 51m 1 Stop (CLE)
      • CUNCancun Airport 12:35 - ORD 18:26 6h 51m 1 Stop (CLE) Cleveland
      • CUNCancun Airport 12:35
        CLECleveland Hopkins International Airport 17:55
      • CLECleveland Hopkins International Airport 16:12
        ORDChicago O'Hare International Airport 18:26
      • 6h 51m (1h 43m)
      • 1 Stop CLE · Cleveland 1h 43m
      • United Airlines (UA 1037)Boeing 737 900
        United Airlines (UA 1673)Boeing 737 900
      • United Airlines (UA 1037)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 12:35 CUN
        19:12 ORD
        7Hrs, 37m 1 Stop (IAH)
      • CUNCancun Airport 12:35 - ORD 19:12 7h 37m 1 Stop (IAH) Houston
      • CUNCancun Airport 12:35
        IAHHouston George Bush Intercontinental Airport 16:30
      • IAHHouston George Bush Intercontinental Airport 14:11
        ORDChicago O'Hare International Airport 19:12
      • 7h 37m (2h 19m)
      • 1 Stop IAH · Houston 2h 19m
      • United Airlines (UA 1081)Boeing 737 Max 9 Passenger
        United Airlines (UA 2406)Boeing 757 300 Series
      • United Airlines (UA 1081)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • 12:35 CUN
        19:47 ORD
        8Hrs, 12m 1 Stop (IAH)
      • CUNCancun Airport 12:35 - ORD 19:47 8h 12m 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 19:47
      • 8h 12m (2h 54m)
      • 1 Stop IAH · Houston 2h 54m
      • United Airlines (UA 1081)Boeing 737 Max 9 Passenger
        United Airlines (UA 2406)Airbus A321 Neo
      • United Airlines (UA 1081)
        • M
        • T
        • W
        • -
        • F
        • 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 2406)Airbus A321 Neo
      • United Airlines (UA 1081)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 12:40 CUN
        18:40 ORD
        7Hrs, 00m 1 Stop (STL)
      • CUNCancun Airport 12:40 - ORD 18:40 7h 1 Stop (STL) Saint Louis
      • CUNCancun Airport 12:40
        STLSt Louis Lambert Intl Airport 17:19
      • STLSt Louis Lambert Intl Airport 15:10
        ORDChicago O'Hare International Airport 18:40
      • 7h (2h 09m)
      • 1 Stop STL · Saint Louis 2h 09m
      • American Airlines (AA 2756)Boeing 737 800
        American Airlines (AA 3653)Embraer 170
      • American Airlines (AA 2756)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 12:52 CUN
        19:45 ORD
        7Hrs, 53m 1 Stop (PIT)
      • CUNCancun Airport 12:52 - ORD 19:45 7h 53m 1 Stop (PIT) Pittsburgh
      • CUNCancun Airport 12:52
        PITPittsburgh International Airport 19:02
      • PITPittsburgh International Airport 16:22
        ORDChicago O'Hare International Airport 19:45
      • 7h 53m (2h 40m)
      • 1 Stop PIT · Pittsburgh 2h 40m
      • American Airlines (AA 2619)Airbus
        American Airlines (AA 4189)Embraer Emb 175
      • American Airlines (AA 2619)
        • -
        • -
        • -
        • -
        • -
        • 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
        19:35 MDW
        7Hrs, 40m 1 Stop (BWI)
      • CUNCancun Airport 12:55 - MDW 19:35 7h 40m 1 Stop (BWI) Baltimore
      • CUNCancun Airport 12:55
        BWIBaltimore Washington International Airport 18:30
      • BWIBaltimore Washington International Airport 16:45
        MDWChicago Midway Airport 19:35
      • 7h 40m (1h 45m)
      • 1 Stop BWI · Baltimore 1h 45m
      • Southwest Airlines (WN 1608)Boeing 737 700
        Southwest Airlines (WN 1776)Boeing 737 800
      • Southwest Airlines (WN 1608)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
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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.

      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 05:54. 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.

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      Cancun Airport CUN

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