Fare Guide

Estimated lowest fares found within 7 days

Cheapest Airline United Airlines

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

  • United Airlines United Airlines
  • Frontier Airlines Frontier Airlines
  • Volaris Volaris
  • Spirit Airlines Spirit Airlines
  • Aeromexico Aeromexico
  • VivaAerobus VivaAerobus
  • Alaska Airlines Alaska Airlines
  • Avianca Avianca
  • Air Canada Air Canada
Cheapest Month December

Travel Period: December 2024 - November 2025

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

  • Dec 2024
  • Jan 2025
  • Feb 2025
  • Mar 2025
  • Apr 2025
  • May 2025
  • Jun 2025
  • Jul 2025
  • Aug 2025
  • Sep 2025
  • Oct 2025
  • Nov 2025
Cheapest Day of the Week Sunday

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

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

Flight Schedules

Last Updated: Sat, 2 Nov, 2024

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    • Airline Filter by Airline
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      • Availability
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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)
        • -
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        • -
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        • -
      • 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)
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        • -
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      • 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)
        • -
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        • -
      • 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)
        • -
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        • -
      • Airbus Industrie A321 Sharklets
      • 11:54 CUN
        15:00 ORD
        4Hrs, 06m Direct
      • CUNCancun Airport 11:54 - ORD 15:00 4h 06m Direct
      • CUNCancun Airport 11:54
      • ORDChicago O'Hare International Airport 15:00
      • 4h 06m
      • Direct
      • Spirit Airlines (NK 105)Airbus Industrie A321 Sharklets
      • Spirit Airlines (NK 105)
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      • Airbus Industrie A321 Sharklets
      • 11:56 CUN
        14:59 ORD
        4Hrs, 03m Direct
      • CUNCancun Airport 11:56 - ORD 14:59 4h 03m Direct
      • CUNCancun Airport 11:56
      • ORDChicago O'Hare International Airport 14:59
      • 4h 03m
      • Direct
      • Frontier Airlines (F9 45)Airbus A320 Neo
      • Frontier Airlines (F9 45)
        • -
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        • -
      • Airbus A320 Neo
      • 12:06 CUN
        15:15 ORD
        4Hrs, 09m Direct
      • CUNCancun Airport 12:06 - ORD 15:15 4h 09m Direct
      • CUNCancun Airport 12:06
      • ORDChicago O'Hare International Airport 15:15
      • 4h 09m
      • Direct
      • Frontier Airlines (F9 45)Airbus A321 Neo
      • Frontier Airlines (F9 45)
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      • Airbus A321 Neo
      • 12:59 CUN
        16:08 ORD
        4Hrs, 09m Direct
      • CUNCancun Airport 12:59 - ORD 16:08 4h 09m Direct
      • CUNCancun Airport 12:59
      • ORDChicago O'Hare International Airport 16:08
      • 4h 09m
      • Direct
      • Frontier Airlines (F9 45)Airbus A320 Neo
      • Frontier Airlines (F9 45)
        • -
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      • Airbus A320 Neo
      • 13:05 CUN
        16:17 ORD
        4Hrs, 12m Direct
      • CUNCancun Airport 13:05 - ORD 16:17 4h 12m Direct
      • CUNCancun Airport 13:05
      • ORDChicago O'Hare International Airport 16:17
      • 4h 12m
      • Direct
      • Frontier Airlines (F9 45)Airbus A320 Neo
      • Frontier Airlines (F9 45)
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      • 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)
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        • S
      • Boeing 737 900
      • 14:29 CUN
        17:30 ORD
        4Hrs, 01m Direct
      • CUNCancun Airport 14:29 - ORD 17:30 4h 01m Direct
      • CUNCancun Airport 14:29
      • ORDChicago O'Hare International Airport 17:30
      • 4h 01m
      • Direct
      • American Airlines (AA 1910)Boeing 737 800
      • American Airlines (AA 1910)
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      • Boeing 737 800
      • 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)
        • -
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      • 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)
        • -
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      • 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)
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      • Boeing 777
      • 15:45 CUN
        18:46 ORD
        4Hrs, 01m Direct
      • CUNCancun Airport 15:45 - ORD 18:46 4h 01m Direct
      • CUNCancun Airport 15:45
      • ORDChicago O'Hare International Airport 18:46
      • 4h 01m
      • Direct
      • American Airlines (AA 215)Boeing 737 800
      • American Airlines (AA 215)
        • M
        • -
        • -
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        • -
        • -
        • -
      • Boeing 737 800
      • 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)
        • -
        • -
        • -
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        • S
      • Boeing 737 800
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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 07:10. 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

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