Book an end of summer getaway South of the Border and fly from Chicago-ORD to Cancun, Mexico for $244 roundtrip on American Airlines.
As an example, I found seats departing Chicago ORD on Wednesday, September 4, returning from Cancun CUN on Friday, September 13, 2019.
Other dates are also available for Tuesday and Wednesday departures between September 3 and October 1. Returns available on Tuesday through Fridays until October 17, 2019.
This Basic Economy fare only includes one small personal item and a full-size carry-on bag. Checked bag fees start at $30 each way.
Seats will be assigned at random upon check-in for this price. You may pay a fee to choose specific seats.
American's standard Economy fare is only $30 more, or $270 roundtrip, for these dates. This includes a full-size carry-on bag, standard advanced seat selection, and allows ticket changes/upgrades for a fee. First checked bag fee is the same $30 each way.
Spirit Airlines is offering flights at the same price but will only allow for a personal item as your onboard baggage limit.
Related: Who Flies Where? A Guide to Mexico/Central American Airline Coverage
See our fare details for booking info.
We're seeing some great deals to Mexico from a few other cities around the U.S. For a complete list of fares, check out our Cancun (CUN), Mexico City (MEX), and Cabo San Lucas (SJD) listings.
Looking for a beachside balcony view in Cancun? Here's what's available for the above dates on Hotelwatchdog.