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Direct flights from Chicago to Cancun

Did you mean Flights from Cancun to Chicago?

Flightmap/Flights from MDW/MDW to CUN

Chicago

United States

MDW

Chicago Midway International Airport

Cancun

Mexico

CUN

Cancun 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 MDW
  • Flights to CUN
  • Award flights to Chicago

Chicago to Cancun route overview

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

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

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

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 Chicago to Cancun 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 MDW to CUN

Frequently asked questions

Which airports serve the Chicago to Cancun route?

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

How far is Cancun from Chicago?

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

Are there direct flights from MDW to CUN?

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

Which airlines market flights from MDW to CUN?

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 MDW to CUN?

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

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