Cheap Flights from Chicago to Cancún
Cheap Chicago-Cancún Flight Tickets
These prices are the lowest available for the specified locations on the Obilet website. Prices may vary depending on the selected date, location, and availability of the flight.
Cheapest Travel on Obilet
:
€ 242.35
The Most Favorable Price
:
Delta Air LinesThe Most Active Airline
:
American AirlinesAverage Number of Trips Per Day
:
32Shortest Flight Time
:
3hr 53minDistance
:
2317 KMCheap Flight Tickets from Chicago to Cancún
Delta Air Lines
18 November 2026 - Wednesday
Chicago
Chicago Ohare Airport
06:23
Cancún
Cancun Airport
15:21
Delta Air Lines
14 November 2026 - Saturday
Chicago
Chicago Ohare Airport
08:04
Cancún
Cancun Airport
15:06
Delta Air Lines
14 November 2026 - Saturday
Chicago
Chicago Ohare Airport
10:32
Cancún
Cancun Airport
20:55
Delta Air Lines
14 November 2026 - Saturday
Chicago
Chicago Ohare Airport
13:30
Cancún
Cancun Airport
20:55
Delta Air Lines
14 November 2026 - Saturday
Chicago
Chicago Ohare Airport
18:15
Cancún
Cancun Airport
11:07
Delta Air Lines
14 November 2026 - Saturday
Chicago
Chicago Ohare Airport
05:30
Cancún
Cancun Airport
15:06
Delta Air Lines
14 November 2026 - Saturday
Chicago
Chicago Ohare Airport
06:20
Cancún
Cancun Airport
15:21
Delta Air Lines
14 November 2026 - Saturday
Chicago
Chicago Ohare Airport
06:49
Cancún
Cancun Airport
15:06
Last updated: 14 November 2026 00:00
*The prices shown are the lowest ticket prices viewed on Obilet in the last 24 hours. For current ticket prices, please search above.
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Estimated Cheapest Chicago - Cancún Flight Tickets by Month
Popular Chicago to Cancún Flights
Last updated: 14 November 2026 00:00
*The prices shown are the lowest ticket prices viewed on Obilet in the last 24 hours. For current ticket prices, please search above.
Chicago and Cancún Airports
Alternative Flights Between Chicago - Cancún
Frequently Asked Questions
How long does flight take from Chicago - Cancún?
On average, the trip from Chicago - Cancún takes 3 hour 53 minute.
Which airlines organize flights between Chicago - Cancún?
Airline companies that organize flights between Chicago - Cancún: Delta Air Lines, United Airlines, HAHN AIR TECHNOLOGIES, American Airlines
Which airline company organizes the most flights between Chicago - Cancún?
The company that organizes the most flights between Chicago - Cancún: American Airlines
How much is the cheap flight ticket between Chicago - Cancún?
Cheap flight ticket between Chicago - Cancún is € 242.35.
Which airports can I use for Chicago - Cancún flight?
Chicago Midway Airport, Waukegan Rgnl Airport, Chicago Ohare Airport, Meigs Field Airport can be used as the departure airport on the Chicago - Cancún flight, and Cancun Airport can also be used as the arrival airport.