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Direct flights from Cancun to Chicago

Did you mean Flights from Chicago to Cancun?

Flightmap/Flights from CUN/CUN to MDW

Cancun

Mexico

CUN

Cancun International Airport

Chicago

United States

MDW

Chicago Midway International Airport

Route
Nonstop service available
Distance
1,435 miles
Marketing airlines
1 airline
Aircraft
2 aircraft types
Dates
Oct 19, 2026 – Aug 2, 2027

Observed award fares

A sample of one-way prices for one traveler from Roame’s fare cache. Points, fees, and seats describe the same observation. Availability can change; confirm with the loyalty program before transferring points.

Departure window: 2026-10-23 – 2026-11-21.

No recent fares appear in this limited preview. This does not mean the route is sold out. Use the search controls to check other dates and routes.

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Explore these airports and cities

  • Flights from CUN
  • Flights to MDW
  • Award flights to Chicago

Cancun to Chicago route overview

Cancun International Airport (CUN) serves Cancun; Chicago Midway International Airport (MDW) serves Chicago.

The airports are 1,435 miles apart by great-circle distance.

Roame's current schedule feed shows nonstop service from CUN to MDW.

Marketing airlines listed in the current schedule, including codeshare sellers, are Southwest Airlines (WN). This list does not identify the operating airline for each flight; check the flight details before booking.

Published schedule dates span Oct 19, 2026 – Aug 2, 2027.

Marketing airlines on the Cancun to Chicago route

These are marketing airlines, including codeshare sellers. This list does not identify the operating airline for each flight; check the flight details before booking.

Aircraft flying from CUN to MDW

Frequently asked questions

Which airports serve the Cancun to Chicago route?

Cancun International Airport (CUN) is the origin airport and Chicago Midway International Airport (MDW) is the destination airport.

How far is Chicago from Cancun?

CUN and MDW are approximately 1,435 miles apart by great-circle distance.

Are there direct flights from CUN to MDW?

Yes. Roame's current schedule feed shows nonstop service from CUN to MDW.

Which airlines market flights from CUN to MDW?

Marketing airlines listed in the current schedule, including codeshare sellers, are Southwest Airlines (WN). This list does not identify the operating airline for each flight; check the flight details before booking.

Which aircraft fly from CUN to MDW?

Aircraft listed in the current schedule include Boeing 737 MAX 8 (7M8) and 7S7.

More routes from Cancun

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  • ATLAtlantaUnited States
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  • DFWDallas-Fort WorthUnited States
  • MIAMiamiUnited States
  • JFKNew YorkUnited States
  • PTYTocumenPanama
  • NLUSanta LuciaMexico
  • ORDChicagoUnited States
  • YULMontrealCanada
  • MSPMinneapolisUnited States
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