Starting at $108
Starting at $108
Helping travelers to find the best flight offers
A direct flight is the easiest way to get to your destination. The following airlines operate non-stop flights from Chicago to Cancun:
We keep tight track on airlines' pre-holidays sales and other special offers occurences all the time to let you save maximum amount of funds while traveling to your family or just going out on vacation.
Starting at $108
Starting at $108
We carefully collect statistics on the search and pricing of airlines and, based on these data, we make an assumption about future prices. Thus, you can better understand which season is the cheapest to fly from Chicago to Cancun
Below you will find a list of airlines operating flights on the Chicago — Cancun route and the starting prices for flights of each specific airline on it.
A direct flight is the most convenient and comfortable way to fly from Chicago to Cancun, despite the fact that sometimes flights with transfers can cost significantly less.
Flaut.Travel was designed and developed by a team dedicated to making the process of searching, comparing and booking airline tickets as easy and convenient as possible. Our service helps travelers to find and buy the cheapest flights from Chicago to Cancun. We have connected more than 40 airlines and airline ticketing agencies to help you find the most suitable and affordable flight option.
The cheapest one-way flight from Chicago to Cancun departs on 05/12/2025, is operated by Spirit Airlines and costs $105
The cheapest roundtrip flight from Chicago to Cancun departs on 05/11/2025, is operated by Spirit Airlines and costs $216
Fastest flight from Chicago to Cancun takes 3h 34m
There are direct flights on this route 1 day a week: Mo
The distance between Chicago and Cancun is 2318km (1437 miles). The average flight duration is 4h 8m. There are 17 direct flights from Chicago to Cancun. The time difference between Chicago and Cancun is 1h . Flights from Chicago begin at 6:00 AM. The latest flight from Chicago departs at 10:36 AM.
Unable to find information about the schedule of direct flights from
Chicago — Cancun
05/20/2025
Departure date
Direct flight
UA1198
Starting at $179
Chicago — Cancun
10/13/2025
Departure date
Direct flight
AA1503
Starting at $225
Chicago — Cancun
04/19/2025
Departure date
Direct flight
WN230
Starting at $272
Chicago — Cancun
05/03/2025
Departure date
Direct flight
F944
Starting at $259
Chicago — Cancun
05/12/2025
Departure date
Direct flight
UA1198
Starting at $230
Chicago — Cancun
05/22/2025
Departure date
Direct flight
F944
Starting at $532
Chicago — Cancun
05/23/2025
Departure date
Direct flight
F944
Starting at $298
Chicago — Cancun
05/24/2025
Departure date
Direct flight
NK104
Starting at $361
Chicago — Cancun
05/25/2025
Departure date
Direct flight
WN220
Starting at $315
The cheapest flight ticket from Chicago to Cancun according to data for the last 48 hours costs $105
Often the best time to buy tickets from Chicago to Cancun is 2 months before departure.
Based on statistics over the past years, the lowest prices for flights from Chicago to Cancun can be found flying in these months: May, April.
The fastest flights from Chicago to Cancun start from 3 hours 34 minutes in the air.
The following airlines operate direct flights on the route Chicago — Cancun: United Airlines, American Airlines, Southwest Airlines
We couldn't find any special offers for flights from Chicago to Cancun
