Outbound | Return | Airlines | Shop | Baggage | Price | ||
---|---|---|---|---|---|---|---|
Chicago Cancun | Outbound 06/08/25 1 Stopover (MEX) Y40701, Y40108 13h 18min | Return 06/12/25 1 Stopover (MEX) Y40115, Y40700 07h 42min | | ![]() | $266 | ||
Best option Chicago Cancun | Outbound 04/21/25 direct NK0104 03h 41min | Return 05/19/25 direct Y40045 04h 03min | | ![]() | $283 | ||
Chicago Cancun | Outbound 04/21/25 direct NK0104 03h 41min | Return 05/19/25 1 Stopover (ATL) F90152, NK1200 08h 57min | | ![]() | $303 | ||
Chicago Cancun | Outbound 04/12/25 direct F90044 04h 03min | Return 04/27/25 1 Stopover (MEX) Y40105, Y40700 07h 42min | | ![]() | $281 | ||
Chicago Cancun | Outbound 04/21/25 1 Stopover (MCO) NK1506, NK3642 15h 19min | Return 05/19/25 1 Stopover (ATL) F90152, F91595 27h 12min | | ![]() | $287 | ||
Chicago Cancun | Outbound 04/21/25 1 Stopover (MCO) NK1506, NK3642 15h 19min | Return 05/19/25 1 Stopover (ATL) F90152, F91595 27h 12min | | ![]() | $296 | ||
Chicago Cancun | Outbound 06/18/25 1 Stopover (ATL) AM4610, AM5533 08h 25min | Return 07/15/25 1 Stopover (DTW) AM5034, AM4563 06h 44min | | ![]() | $297 | ||
Chicago Cancun | Outbound 04/21/25 1 Stopover (MCO) NK1506, NK3642 15h 19min | Return 05/19/25 direct F90045 04h 03min | | ![]() | ? | $316 | |
Chicago Cancun | Outbound 06/08/25 1 Stopover (GDL) Y41705, Y41048 09h 04min | Return 06/12/25 1 Stopover (MEX) Y40115, Y40700 07h 42min | | ![]() | $317 | ||
Chicago Cancun | Outbound 06/08/25 1 Stopover (MEX) Y40701, Y40108 13h 18min | Return 06/12/25 1 Stopover (MEX) Y40115, Y40700 07h 42min | | ![]() | ? | $327 |
Airline
- Spirit Airlines
- Volaris
- Frontier Airlines
- American Airlines
- Viva Aerobus
Tips and tricks to help you find cheap flights from Chicago to Cancun
Favorite airline: Aeroméxico
Most travelers looking for flights on the route from Chicago to Cancun decide to book flights with Aeroméxico.

Aeroméxico
50 %

Spirit Airlines
25 %

Frontier Airlines
8 %
Direct flights are cheaper
Compared to flights with a stopover, direct flights are $81.00 cheaper on this route.
non stop flight
1 stop
04h 14min
09h 39min
$ 207
$ 288
Favourite connection: via Mexico City
On this route, flights with a stopover in Mexico City are the most popular.
Route
bookings
1 stopover Mexico City-Juarez International
09h 39min, from $ 288
65 %
Direct flights
04h 14min, from $ 207
19 %
1 stopover Hartsfield-Jackson Atlanta International Airport, GA
06h 56min, from $ 320
5 %
Important flight information
Flight information: Chicago - Cancun
Roundtrip from | $ 265,53 |
---|---|
Flight duration | min. 03:39 / max. 03:58 |
Return flight duration | min. 03:40/ max. 04:04 |
Distance | 2322 km |
Flights per week | 67 |
Departure airport | Airport Chicago-IL all Airports (ORD, MDW, RFD) (CHI) |
Arrival airport | Airport Cancun (CUN) |
Destination country | Flights to Mexico |
Alternative routes to Mexico
- Flight Chicago - Guadalajara from $ 243
- Flight Chicago - Morelia from $ 245
- Flight Chicago - Mexico City from $ 236
Alternative flights to Cancun
- Flight Chicago O'Hare - Cancun from $ 266
- Flight Philadelphia - Cancun from $ 323
- Flight Austin - Cancun from $ 290
- Flight Washington-DC - Cancun from $ 405
- Flight Las Vegas - Cancun from $ 305
- Flight Orlando - Cancun from $ 250
- Flight Houston-Hobby - Cancun from $ 367
- Flight San Diego - Cancun from $ 401
- Flight Louisville - Cancun from $ 430
- Flight Raleigh-Durham - Cancun from $ 350
Flight destinations with a similar price
- Flight Cancun - Frankfurt from $ 867
- Flight Cancun - Berlin from $ 859
- Flight Cancun - Havana from $ 303
Flight destinations with a similar price
- Flight Chicago - Appleton from $ 253
- Flight Chicago - Guadalajara from $ 243
- Flight Chicago - Morelia from $ 245