Chicago to Cancun $249 Round-Trip, Nonstop, for Winter Travel

Fly nonstop from Chicago to Cancun for $249 round-trip on American Airlines.

Searching, we found seats departing ORD on Tuesday, February 2, returning from CUN on the following Tuesday, February 9.

Other dates are available for travel from January 5 through February 10.

Slightly lower fares may be available on some dates, though will require a connection.

See our fare details for booking info.

Need a room in Cancun? Here's a look at what's available for the above dates on Hotelwatchdog.