Fly nonstop from Chicago to Cancun for $241 round-trip on Southwest.
We found seats for winter travel, departing MDW on Tuesday, January 10, returning from CUN on Thursday, January 19.
Other dates are also available for travel from November 6 through March 23.
See our fare details for booking info.
Need a room in Cancun? Here's what's available for the above dates on Hotelwatchdog.