Fare Guide

Estimated lowest fares found within 7 days

Cheapest Airline Spirit Airlines

The cheapest airline(s) flying from Chicago to Cancun is Spirit Airlines.

  • Spirit Airlines Spirit Airlines
  • Frontier Airlines Frontier Airlines
  • American Airlines American Airlines
  • VivaAerobus VivaAerobus
  • United Airlines United Airlines
  • Volaris Volaris
  • Aeromexico Aeromexico
  • JetBlue Airways JetBlue Airways
  • Air Canada Air Canada
  • Southwest Airlines Southwest Airlines
Cheapest Month February

Travel Period: February 2025 - January 2026

The cheapest month(s) to fly from Chicago to Cancun is February.

  • Feb 2025
  • Mar 2025
  • Apr 2025
  • May 2025
  • Jun 2025
  • Jul 2025
  • Aug 2025
  • Sep 2025
  • Oct 2025
  • Nov 2025
  • Dec 2025
  • Jan 2026
Cheapest Day of the Week Monday

The cheapest day(s) of the week to fly from Chicago to Cancun is Monday.

  • Sun Sunday
  • Mon Monday
  • Tue Tuesday
  • Wed Wednesday
  • Thu Thursday
  • Fri Friday
  • Sat Saturday

Flight Schedules

Last Updated: Thu, 2 Jan, 2025

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      • Availability
        • M
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        • S
      • 05:30 ORD
        10:39 CUN
        4Hrs, 09m Direct
      • ORDChicago O'Hare International Airport 05:30 - CUN 10:39 4h 09m Direct
      • ORDChicago O'Hare International Airport 05:30
      • CUNCancun Airport 10:39
      • 4h 09m
      • Direct
      • Frontier Airlines (F9 44)Airbus A320 Neo
      • Frontier Airlines (F9 44)
        • -
        • -
        • W
        • -
        • -
        • -
        • -
      • Airbus A320 Neo
      • 06:00 ORD
        10:52 CUN
        3Hrs, 52m Direct
      • ORDChicago O'Hare International Airport 06:00 - CUN 10:52 3h 52m Direct
      • ORDChicago O'Hare International Airport 06:00
      • CUNCancun Airport 10:52
      • 3h 52m
      • Direct
      • Spirit Airlines (NK 104)Airbus Industrie A321 Sharklets
      • Spirit Airlines (NK 104)
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        • S
      • Airbus Industrie A321 Sharklets
      • 07:10 MDW
        12:00 CUN
        3Hrs, 50m Direct
      • MDWChicago Midway Airport 07:10 - CUN 12:00 3h 50m Direct
      • MDWChicago Midway Airport 07:10
      • CUNCancun Airport 12:00
      • 3h 50m
      • Direct
      • Southwest Airlines (WN 228)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 228)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 Max 8 Passenger
      • 07:30 ORD
        12:34 CUN
        4Hrs, 04m Direct
      • ORDChicago O'Hare International Airport 07:30 - CUN 12:34 4h 04m Direct
      • ORDChicago O'Hare International Airport 07:30
      • CUNCancun Airport 12:34
      • 4h 04m
      • Direct
      • Frontier Airlines (F9 44)Airbus A320 Neo
      • Frontier Airlines (F9 44)
        • M
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        • -
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        • F
        • -
        • -
      • Airbus A320 Neo
      • 08:37 ORD
        13:32 CUN
        3Hrs, 55m Direct
      • ORDChicago O'Hare International Airport 08:37 - CUN 13:32 3h 55m Direct
      • ORDChicago O'Hare International Airport 08:37
      • CUNCancun Airport 13:32
      • 3h 55m
      • Direct
      • American Airlines (AA 1503)Boeing 737 800
      • American Airlines (AA 1503)
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        • S
      • Boeing 737 800
      • 08:42 ORD
        13:33 CUN
        3Hrs, 51m Direct
      • ORDChicago O'Hare International Airport 08:42 - CUN 13:33 3h 51m Direct
      • ORDChicago O'Hare International Airport 08:42
      • CUNCancun Airport 13:33
      • 3h 51m
      • Direct
      • United Airlines (UA 1656)Boeing 777
      • United Airlines (UA 1656)
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        • S
        • S
      • Boeing 777
      • 09:13 ORD
        14:10 CUN
        3Hrs, 57m Direct
      • ORDChicago O'Hare International Airport 09:13 - CUN 14:10 3h 57m Direct
      • ORDChicago O'Hare International Airport 09:13
      • CUNCancun Airport 14:10
      • 3h 57m
      • Direct
      • United Airlines (UA 1198)Boeing 737 Max 9 Passenger
      • United Airlines (UA 1198)
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        • S
      • Boeing 737 Max 9 Passenger
      • 10:25 ORD
        15:20 CUN
        3Hrs, 55m Direct
      • ORDChicago O'Hare International Airport 10:25 - CUN 15:20 3h 55m Direct
      • ORDChicago O'Hare International Airport 10:25
      • CUNCancun Airport 15:20
      • 3h 55m
      • Direct
      • Southwest Airlines (WN 1510)Boeing 737 700
      • Southwest Airlines (WN 1510)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 700
      • 10:36 ORD
        15:33 CUN
        3Hrs, 57m Direct
      • ORDChicago O'Hare International Airport 10:36 - CUN 15:33 3h 57m Direct
      • ORDChicago O'Hare International Airport 10:36
      • CUNCancun Airport 15:33
      • 3h 57m
      • Direct
      • United Airlines (UA 1659)Boeing 737 900
      • United Airlines (UA 1659)
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        • S
      • Boeing 737 900
      • 15:00 MDW
        19:45 CUN
        3Hrs, 45m Direct
      • MDWChicago Midway Airport 15:00 - CUN 19:45 3h 45m Direct
      • MDWChicago Midway Airport 15:00
      • CUNCancun Airport 19:45
      • 3h 45m
      • Direct
      • Southwest Airlines (WN 218)Boeing 737 700
      • Southwest Airlines (WN 218)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 700
      • 15:57 ORD
        20:44 CUN
        3Hrs, 47m Direct
      • ORDChicago O'Hare International Airport 15:57 - CUN 20:44 3h 47m Direct
      • ORDChicago O'Hare International Airport 15:57
      • CUNCancun Airport 20:44
      • 3h 47m
      • Direct
      • United Airlines (UA 1671)Boeing 737 900
      • United Airlines (UA 1671)
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        • S
      • Boeing 737 900
      • 03:45 ORD
        13:03 CUN
        8Hrs, 18m 1 Stop (QRO)
      • ORDChicago O'Hare International Airport 03:45 - CUN 13:03 8h 18m 1 Stop (QRO) Queretaro
      • ORDChicago O'Hare International Airport 03:45
        QROQueretaro Airport 09:46
      • QROQueretaro Airport 07:58
        CUNCancun Airport 13:03
      • 8h 18m (1h 48m)
      • 1 Stop QRO · Queretaro 1h 48m
      • Volaris (Y4 7891)Airbus
        Volaris (Y4 3517)Airbus
      • Volaris (Y4 7891)
        • -
        • T
        • -
        • -
        • -
        • -
        • -
      • 05:00 ORD
        12:17 CUN
        6Hrs, 17m 1 Stop (MIA)
      • ORDChicago O'Hare International Airport 05:00 - CUN 12:17 6h 17m 1 Stop (MIA) Miami
      • ORDChicago O'Hare International Airport 05:00
        MIAMiami International Airport 10:07
      • MIAMiami International Airport 09:15
        CUNCancun Airport 12:17
      • 6h 17m (52m)
      • 1 Stop MIA · Miami 52m
      • American Airlines (AA 2984)Boeing 737 800
        American Airlines (AA 1157)Boeing 737 800
      • American Airlines (AA 2984)
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        • T
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        • S
      • 05:00 ORD
        12:25 CUN
        6Hrs, 25m 1 Stop (DFW)
      • ORDChicago O'Hare International Airport 05:00 - CUN 12:25 6h 25m 1 Stop (DFW) Dallas
      • ORDChicago O'Hare International Airport 05:00
        DFWDallas/Fort Worth Intl Airport 08:30
      • DFWDallas/Fort Worth Intl Airport 07:47
        CUNCancun Airport 12:25
      • 6h 25m (43m)
      • 1 Stop DFW · Dallas 43m
      • American Airlines (AA 370)Boeing 737 800
        American Airlines (AA 1190)Boeing 737 800
      • American Airlines (AA 370)
        • M
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        • -
        • -
        • -
        • -
        • S
      • 05:00 ORD
        12:25 CUN
        6Hrs, 25m 1 Stop (DFW)
      • ORDChicago O'Hare International Airport 05:00 - CUN 12:25 6h 25m 1 Stop (DFW) Dallas
      • ORDChicago O'Hare International Airport 05:00
        DFWDallas/Fort Worth Intl Airport 08:30
      • DFWDallas/Fort Worth Intl Airport 07:47
        CUNCancun Airport 12:25
      • 6h 25m (43m)
      • 1 Stop DFW · Dallas 43m
      • American Airlines (AA 370)Boeing 737 800
        American Airlines (AA 1190)Airbus
      • American Airlines (AA 370)
        • -
        • -
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        • F
        • S
        • -
      • 05:00 ORD
        13:15 CUN
        7Hrs, 15m 1 Stop (DFW)
      • ORDChicago O'Hare International Airport 05:00 - CUN 13:15 7h 15m 1 Stop (DFW) Dallas
      • ORDChicago O'Hare International Airport 05:00
        DFWDallas/Fort Worth Intl Airport 09:30
      • DFWDallas/Fort Worth Intl Airport 07:47
        CUNCancun Airport 13:15
      • 7h 15m (1h 43m)
      • 1 Stop DFW · Dallas 1h 43m
      • American Airlines (AA 370)Boeing 737 800
        American Airlines (AA 1001)Airbus
      • American Airlines (AA 370)
        • M
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        • S
      • 05:00 MDW
        13:15 CUN
        7Hrs, 15m 1 Stop (MCO)
      • MDWChicago Midway Airport 05:00 - CUN 13:15 7h 15m 1 Stop (MCO) Orlando
      • MDWChicago Midway Airport 05:00
        MCOOrlando International Airport 11:00
      • MCOOrlando International Airport 08:45
        CUNCancun Airport 13:15
      • 7h 15m (2h 15m)
      • 1 Stop MCO · Orlando 2h 15m
      • Southwest Airlines (WN 2538)Boeing 737 800
        Southwest Airlines (WN 318)Boeing 737 700
      • Southwest Airlines (WN 2538)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 05:00 ORD
        14:10 CUN
        8Hrs, 10m 1 Stop (MIA)
      • ORDChicago O'Hare International Airport 05:00 - CUN 14:10 8h 10m 1 Stop (MIA) Miami
      • ORDChicago O'Hare International Airport 05:00
        MIAMiami International Airport 12:05
      • MIAMiami International Airport 09:15
        CUNCancun Airport 14:10
      • 8h 10m (2h 50m)
      • 1 Stop MIA · Miami 2h 50m
      • American Airlines (AA 2984)Boeing 737 800
        American Airlines (AA 2422)Boeing 737 800
      • American Airlines (AA 2984)
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        • T
        • F
        • S
        • S
      • 05:02 ORD
        12:26 CUN
        6Hrs, 24m 1 Stop (CLT)
      • ORDChicago O'Hare International Airport 05:02 - CUN 12:26 6h 24m 1 Stop (CLT) Charlotte
      • ORDChicago O'Hare International Airport 05:02
        CLTCharlotte Airport 09:16
      • CLTCharlotte Airport 08:08
        CUNCancun Airport 12:26
      • 6h 24m (1h 08m)
      • 1 Stop CLT · Charlotte 1h 08m
      • American Airlines (AA 2842)Boeing 737 Max 8 Passenger
        American Airlines (AA 895)Airbus
      • American Airlines (AA 2842)
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        • T
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        • S
      • 05:15 MDW
        13:25 CUN
        7Hrs, 10m 1 Stop (BNA)
      • MDWChicago Midway Airport 05:15 - CUN 13:25 7h 10m 1 Stop (BNA) Nashville
      • MDWChicago Midway Airport 05:15
        BNANashville Airport 09:20
      • BNANashville Airport 06:45
        CUNCancun Airport 13:25
      • 7h 10m (2h 35m)
      • 1 Stop BNA · Nashville 2h 35m
      • Southwest Airlines (WN 2665)Boeing 737 700
        Southwest Airlines (WN 386)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 2665)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 05:30 MDW
        13:50 CUN
        7Hrs, 20m 1 Stop (BWI)
      • MDWChicago Midway Airport 05:30 - CUN 13:50 7h 20m 1 Stop (BWI) Baltimore
      • MDWChicago Midway Airport 05:30
        BWIBaltimore Washington International Airport 09:55
      • BWIBaltimore Washington International Airport 08:20
        CUNCancun Airport 13:50
      • 7h 20m (1h 35m)
      • 1 Stop BWI · Baltimore 1h 35m
      • Southwest Airlines (WN 281)Boeing 737 800
        Southwest Airlines (WN 1609)Boeing 737 700
      • Southwest Airlines (WN 281)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 05:45 ORD
        13:30 CUN
        6Hrs, 45m 1 Stop (BWI)
      • ORDChicago O'Hare International Airport 05:45 - CUN 13:30 6h 45m 1 Stop (BWI) Baltimore
      • ORDChicago O'Hare International Airport 05:45
        BWIBaltimore Washington International Airport 09:35
      • BWIBaltimore Washington International Airport 08:40
        CUNCancun Airport 13:30
      • 6h 45m (55m)
      • 1 Stop BWI · Baltimore 55m
      • Southwest Airlines (WN 1266)Boeing 737 800
        Southwest Airlines (WN 1609)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1266)
        • -
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        • -
        • -
        • -
        • -
      • 05:45 MDW
        14:20 CUN
        7Hrs, 35m 1 Stop (DEN)
      • MDWChicago Midway Airport 05:45 - CUN 14:20 7h 35m 1 Stop (DEN) Denver
      • MDWChicago Midway Airport 05:45
        DENDenver Intl Airport 08:20
      • DENDenver Intl Airport 07:30
        CUNCancun Airport 14:20
      • 7h 35m (50m)
      • 1 Stop DEN · Denver 50m
      • Southwest Airlines (WN 2248)Boeing 737 800
        Southwest Airlines (WN 601)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 2248)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 06:00 MDW
        13:05 CUN
        6Hrs, 05m 1 Stop (MCO)
      • MDWChicago Midway Airport 06:00 - CUN 13:05 6h 05m 1 Stop (MCO) Orlando
      • MDWChicago Midway Airport 06:00
        MCOOrlando International Airport 10:50
      • MCOOrlando International Airport 09:45
        CUNCancun Airport 13:05
      • 6h 05m (1h 05m)
      • 1 Stop MCO · Orlando 1h 05m
      • Southwest Airlines (WN 1601)Boeing 737 800
        Southwest Airlines (WN 318)Boeing 737 700
      • Southwest Airlines (WN 1601)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 06:00 ORD
        13:34 CUN
        6Hrs, 34m 1 Stop (IAH)
      • ORDChicago O'Hare International Airport 06:00 - CUN 13:34 6h 34m 1 Stop (IAH) Houston
      • ORDChicago O'Hare International Airport 06:00
        IAHHouston George Bush Intercontinental Airport 10:10
      • IAHHouston George Bush Intercontinental Airport 08:57
        CUNCancun Airport 13:34
      • 6h 34m (1h 13m)
      • 1 Stop IAH · Houston 1h 13m
      • United Airlines (UA 2160)Boeing 757 200 Series
        United Airlines (UA 1014)Boeing 737 Max 9 Passenger
      • United Airlines (UA 2160)
        • M
        • T
        • W
        • T
        • F
        • -
        • S
      • 06:00 ORD
        15:08 CUN
        8Hrs, 08m 1 Stop (IAH)
      • ORDChicago O'Hare International Airport 06:00 - CUN 15:08 8h 08m 1 Stop (IAH) Houston
      • ORDChicago O'Hare International Airport 06:00
        IAHHouston George Bush Intercontinental Airport 11:44
      • IAHHouston George Bush Intercontinental Airport 08:57
        CUNCancun Airport 15:08
      • 8h 08m (2h 47m)
      • 1 Stop IAH · Houston 2h 47m
      • United Airlines (UA 2160)Boeing 757 200 Series
        United Airlines (UA 1014)Boeing 737 900
      • United Airlines (UA 2160)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 06:15 ORD
        13:15 CUN
        6Hrs, 00m 1 Stop (MCO)
      • ORDChicago O'Hare International Airport 06:15 - CUN 13:15 6h 1 Stop (MCO) Orlando
      • ORDChicago O'Hare International Airport 06:15
        MCOOrlando International Airport 11:00
      • MCOOrlando International Airport 10:00
        CUNCancun Airport 13:15
      • 6h (1h)
      • 1 Stop MCO · Orlando 1h
      • Southwest Airlines (WN 425)Boeing 737 700
        Southwest Airlines (WN 318)Boeing 737 700
      • Southwest Airlines (WN 425)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 06:37 ORD
        14:10 CUN
        6Hrs, 33m 1 Stop (MIA)
      • ORDChicago O'Hare International Airport 06:37 - CUN 14:10 6h 33m 1 Stop (MIA) Miami
      • ORDChicago O'Hare International Airport 06:37
        MIAMiami International Airport 12:05
      • MIAMiami International Airport 10:55
        CUNCancun Airport 14:10
      • 6h 33m (1h 10m)
      • 1 Stop MIA · Miami 1h 10m
      • American Airlines (AA 1411)Boeing 737 800
        American Airlines (AA 2422)Boeing 737 800
      • American Airlines (AA 1411)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • 07:00 MDW
        14:00 CUN
        6Hrs, 00m 1 Stop (HOU)
      • MDWChicago Midway Airport 07:00 - CUN 14:00 6h 1 Stop (HOU) Houston
      • MDWChicago Midway Airport 07:00
        HOUHouston Hobby Airport 10:45
      • HOUHouston Hobby Airport 09:50
        CUNCancun Airport 14:00
      • 6h (55m)
      • 1 Stop HOU · Houston 55m
      • Southwest Airlines (WN 1149)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 305)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1149)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 07:20 ORD
        15:08 CUN
        6Hrs, 48m 1 Stop (IAH)
      • ORDChicago O'Hare International Airport 07:20 - CUN 15:08 6h 48m 1 Stop (IAH) Houston
      • ORDChicago O'Hare International Airport 07:20
        IAHHouston George Bush Intercontinental Airport 11:44
      • IAHHouston George Bush Intercontinental Airport 10:23
        CUNCancun Airport 15:08
      • 6h 48m (1h 21m)
      • 1 Stop IAH · Houston 1h 21m
      • United Airlines (UA 2430)Airbus A321 Neo
        United Airlines (UA 1014)Boeing 737 900
      • United Airlines (UA 2430)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 07:20 ORD
        15:59 CUN
        7Hrs, 39m 1 Stop (IAH)
      • ORDChicago O'Hare International Airport 07:20 - CUN 15:59 7h 39m 1 Stop (IAH) Houston
      • ORDChicago O'Hare International Airport 07:20
        IAHHouston George Bush Intercontinental Airport 12:35
      • IAHHouston George Bush Intercontinental Airport 10:23
        CUNCancun Airport 15:59
      • 7h 39m (2h 12m)
      • 1 Stop IAH · Houston 2h 12m
      • United Airlines (UA 2430)Airbus A321 Neo
        United Airlines (UA 1167)Boeing 737 Max 9 Passenger
      • United Airlines (UA 2430)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 07:25 ORD
        15:59 CUN
        7Hrs, 34m 1 Stop (IAH)
      • ORDChicago O'Hare International Airport 07:25 - CUN 15:59 7h 34m 1 Stop (IAH) Houston
      • ORDChicago O'Hare International Airport 07:25
        IAHHouston George Bush Intercontinental Airport 12:35
      • IAHHouston George Bush Intercontinental Airport 10:21
        CUNCancun Airport 15:59
      • 7h 34m (2h 14m)
      • 1 Stop IAH · Houston 2h 14m
      • United Airlines (UA 2430)Boeing 777
        United Airlines (UA 1167)Boeing 737 Max 9 Passenger
      • United Airlines (UA 2430)
        • M
        • T
        • W
        • T
        • F
        • -
        • S
      • 07:25 MDW
        16:05 CUN
        7Hrs, 40m 1 Stop (BWI)
      • MDWChicago Midway Airport 07:25 - CUN 16:05 7h 40m 1 Stop (BWI) Baltimore
      • MDWChicago Midway Airport 07:25
        BWIBaltimore Washington International Airport 12:10
      • BWIBaltimore Washington International Airport 10:15
        CUNCancun Airport 16:05
      • 7h 40m (1h 55m)
      • 1 Stop BWI · Baltimore 1h 55m
      • Southwest Airlines (WN 3286)Boeing 737 700
        Southwest Airlines (WN 1607)Boeing 737 700
      • Southwest Airlines (WN 3286)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 07:50 MDW
        16:25 CUN
        7Hrs, 35m 1 Stop (HOU)
      • MDWChicago Midway Airport 07:50 - CUN 16:25 7h 35m 1 Stop (HOU) Houston
      • MDWChicago Midway Airport 07:50
        HOUHouston Hobby Airport 13:10
      • HOUHouston Hobby Airport 10:35
        CUNCancun Airport 16:25
      • 7h 35m (2h 35m)
      • 1 Stop HOU · Houston 2h 35m
      • Southwest Airlines (WN 1127)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 305)Boeing 737 700
      • Southwest Airlines (WN 1127)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 08:55 MDW
        16:25 CUN
        6Hrs, 30m 1 Stop (HOU)
      • MDWChicago Midway Airport 08:55 - CUN 16:25 6h 30m 1 Stop (HOU) Houston
      • MDWChicago Midway Airport 08:55
        HOUHouston Hobby Airport 13:10
      • HOUHouston Hobby Airport 11:45
        CUNCancun Airport 16:25
      • 6h 30m (1h 25m)
      • 1 Stop HOU · Houston 1h 25m
      • Southwest Airlines (WN 6371)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 305)Boeing 737 700
      • Southwest Airlines (WN 6371)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 08:57 ORD
        15:59 CUN
        6Hrs, 02m 1 Stop (IAH)
      • ORDChicago O'Hare International Airport 08:57 - CUN 15:59 6h 02m 1 Stop (IAH) Houston
      • ORDChicago O'Hare International Airport 08:57
        IAHHouston George Bush Intercontinental Airport 12:35
      • IAHHouston George Bush Intercontinental Airport 11:55
        CUNCancun Airport 15:59
      • 6h 02m (40m)
      • 1 Stop IAH · Houston 40m
      • United Airlines (UA 691)Airbus A321 Neo
        United Airlines (UA 1167)Boeing 737 Max 9 Passenger
      • United Airlines (UA 691)
        • -
        • -
        • W
        • -
        • -
        • -
        • -
      • 08:57 ORD
        17:50 CUN
        7Hrs, 53m 1 Stop (IAH)
      • ORDChicago O'Hare International Airport 08:57 - CUN 17:50 7h 53m 1 Stop (IAH) Houston
      • ORDChicago O'Hare International Airport 08:57
        IAHHouston George Bush Intercontinental Airport 14:26
      • IAHHouston George Bush Intercontinental Airport 11:55
        CUNCancun Airport 17:50
      • 7h 53m (2h 31m)
      • 1 Stop IAH · Houston 2h 31m
      • United Airlines (UA 691)Airbus A321 Neo
        United Airlines (UA 1114)Boeing 737 Max 9 Passenger
      • United Airlines (UA 691)
        • -
        • -
        • W
        • -
        • -
        • -
        • -
      • 10:25 MDW
        17:00 CUN
        5Hrs, 35m 1 Stop (STL)
      • MDWChicago Midway Airport 10:25 - CUN 17:00 5h 35m 1 Stop (STL) Saint Louis
      • MDWChicago Midway Airport 10:25
        STLSt Louis Lambert Intl Airport 12:45
      • STLSt Louis Lambert Intl Airport 11:40
        CUNCancun Airport 17:00
      • 5h 35m (1h 05m)
      • 1 Stop STL · Saint Louis 1h 05m
      • Southwest Airlines (WN 1842)Boeing 737 700
        Southwest Airlines (WN 1995)Boeing 737 700
      • Southwest Airlines (WN 1842)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 10:35 ORD
        17:50 CUN
        6Hrs, 15m 1 Stop (IAH)
      • ORDChicago O'Hare International Airport 10:35 - CUN 17:50 6h 15m 1 Stop (IAH) Houston
      • ORDChicago O'Hare International Airport 10:35
        IAHHouston George Bush Intercontinental Airport 14:26
      • IAHHouston George Bush Intercontinental Airport 13:38
        CUNCancun Airport 17:50
      • 6h 15m (48m)
      • 1 Stop IAH · Houston 48m
      • United Airlines (UA 2483)Boeing 737 900
        United Airlines (UA 1114)Boeing 737 Max 9 Passenger
      • United Airlines (UA 2483)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • 12:40 MDW
        21:00 CUN
        7Hrs, 20m 1 Stop (HOU)
      • MDWChicago Midway Airport 12:40 - CUN 21:00 7h 20m 1 Stop (HOU) Houston
      • MDWChicago Midway Airport 12:40
        HOUHouston Hobby Airport 17:50
      • HOUHouston Hobby Airport 15:25
        CUNCancun Airport 21:00
      • 7h 20m (2h 25m)
      • 1 Stop HOU · Houston 2h 25m
      • Southwest Airlines (WN 5217)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 307)Boeing 737 700
      • Southwest Airlines (WN 5217)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 12:46 ORD
        20:18 CUN
        6Hrs, 32m 1 Stop (IAH)
      • ORDChicago O'Hare International Airport 12:46 - CUN 20:18 6h 32m 1 Stop (IAH) Houston
      • ORDChicago O'Hare International Airport 12:46
        IAHHouston George Bush Intercontinental Airport 16:54
      • IAHHouston George Bush Intercontinental Airport 15:48
        CUNCancun Airport 20:18
      • 6h 32m (1h 06m)
      • 1 Stop IAH · Houston 1h 06m
      • United Airlines (UA 609)Airbus A321 Neo
        United Airlines (UA 1020)Boeing 737 900
      • United Airlines (UA 609)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • 12:51 ORD
        21:40 CUN
        7Hrs, 49m 1 Stop (YYZ)
      • ORDChicago O'Hare International Airport 12:51 - CUN 21:40 7h 49m 1 Stop (YYZ) Toronto
      • ORDChicago O'Hare International Airport 12:51
        YYZToronto Lester B Pearson Intl Airport 17:30
      • YYZToronto Lester B Pearson Intl Airport 15:45
        CUNCancun Airport 21:40
      • 7h 49m (1h 45m)
      • 1 Stop YYZ · Toronto 1h 45m
      • United Airlines (UA 3505)Embraer 170
        Air Canada (AC 1812)Airbus
      • United Airlines (UA 3505)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 13:15 ORD
        21:40 CUN
        7Hrs, 25m 1 Stop (IAD)
      • ORDChicago O'Hare International Airport 13:15 - CUN 21:40 7h 25m 1 Stop (IAD) Washington
      • ORDChicago O'Hare International Airport 13:15
        IADWashington Dulles International Airport 17:50
      • IADWashington Dulles International Airport 16:13
        CUNCancun Airport 21:40
      • 7h 25m (1h 37m)
      • 1 Stop IAD · Washington 1h 37m
      • United Airlines (UA 1830)Airbus
        United Airlines (UA 1677)Boeing 737 900
      • United Airlines (UA 1830)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • 13:15 ORD
        21:40 CUN
        7Hrs, 25m 1 Stop (IAD)
      • ORDChicago O'Hare International Airport 13:15 - CUN 21:40 7h 25m 1 Stop (IAD) Washington
      • ORDChicago O'Hare International Airport 13:15
        IADWashington Dulles International Airport 17:50
      • IADWashington Dulles International Airport 16:13
        CUNCancun Airport 21:40
      • 7h 25m (1h 37m)
      • 1 Stop IAD · Washington 1h 37m
      • United Airlines (UA 1830)Airbus
        United Airlines (UA 1677)Boeing 737 900
      • United Airlines (UA 1830)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 13:22 ORD
        21:40 CUN
        7Hrs, 18m 1 Stop (IAD)
      • ORDChicago O'Hare International Airport 13:22 - CUN 21:40 7h 18m 1 Stop (IAD) Washington
      • ORDChicago O'Hare International Airport 13:22
        IADWashington Dulles International Airport 17:50
      • IADWashington Dulles International Airport 16:20
        CUNCancun Airport 21:40
      • 7h 18m (1h 30m)
      • 1 Stop IAD · Washington 1h 30m
      • United Airlines (UA 1830)Boeing 737 900
        United Airlines (UA 1677)Boeing 737 900
      • United Airlines (UA 1830)
        • -
        • -
        • W
        • -
        • -
        • -
        • S
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      What’s the fastest flight time from Chicago to Cancun?

      The fastest flight time for direct flights from Chicago to Cancun is 3 hours 45 minutes. Check latest flight schedules & prices on Wego.

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

      The most popular airline flying from Chicago to Cancun is United Airlines. Find the latest flight deals on Wego.

      How far is Cancun from Chicago?

      The flight distance between Chicago and Cancun 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 03:45. The last flight of the day departs at 03:45. See the full list of flight times on Wego.

      How many airlines offer direct flights from Chicago to Cancun?

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

      All Airports in Cancun

      Cancun Airport CUN

      Popular Airlines Flying From Chicago to Cancun

      United Airlines ‏()
      Spirit Airlines ‏()
      VivaAerobus ‏()

      Popular Destinations From Cancun

      Popular Destinations From Chicago

      Popular Hotels in Cancun

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