Outbound | Return | Airlines | Shop | Baggage | Price | ||
---|---|---|---|---|---|---|---|
Best option Chicago Cancun | Outbound 09/16/25 direct F90044 03h 52min | Return 09/23/25 direct F90045 04h 09min | | ![]() | $195 | ||
Chicago Cancun | Outbound 09/16/25 direct F90044 03h 52min | Return 09/23/25 direct F90045 04h 09min | | ![]() | ? | $202 | |
Chicago Cancun | Outbound 09/16/25 direct F90044 03h 52min | Return 09/23/25 direct F90045 04h 09min | | ![]() | $210 | ||
Chicago Cancun | Outbound 09/16/25 1 Stopover (MCO) NK2411, NK3642 14h 54min | Return 09/23/25 direct F90045 04h 09min | | ![]() | ? | $232 | |
Chicago Cancun | Outbound 11/03/25 1 Stopover (MSP) DL1717, DL1881 06h 54min | Return 11/12/25 1 Stopover (ATL) AM3678, AM3591 07h 16min | | ![]() | ? | $275 | |
Chicago Cancun | Outbound 10/10/25 1 Stopover (MTY) VB0633, VB7404 12h 25min | Return 11/04/25 1 Stopover (MEX) Y40103, Y40700 13h 46min | | ![]() | $278 | ||
Chicago Cancun | Outbound 09/16/25 1 Stopover (FLL) NK0001, NK0527 07h 54min | Return 09/23/25 1 Stopover (FLL) NK0528, NK0002 08h 41min | | ![]() | ? | $279 | |
Chicago Cancun | Outbound 11/03/25 direct AA1540 03h 45min | Return 11/12/25 direct AA1910 04h 05min | | ![]() | ? | $282 | |
Chicago Cancun | Outbound 11/03/25 direct AA0492 03h 45min | Return 11/12/25 direct AA1910 04h 05min | | ![]() | ? | $285 | |
Chicago Cancun | Outbound 10/10/25 1 Stopover (MTY) VB0633, VB7404 12h 25min | Return 11/04/25 1 Stopover (MTY) VB7405, VB0632 28h 35min | | ![]() | $287 |
Stops
- Direct flight
Airline
- Spirit Airlines
- American Airlines
- Aeroméxico
- Frontier Airlines
- Volaris
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 | $ 194,97 |
---|---|
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 (CHI) |
Arrival airport | Airport Cancun (CUN) |
Destination country | Flights to Mexico |
Alternative routes to Mexico
- Flight Chicago - Mexico City from $ 246
- Flight Chicago - Guadalajara from $ 236
- Flight Chicago - Morelia from $ 288
Alternative flights to Cancun
- Flight Boston - Cancun from $ 273
- Flight Detroit - Cancun from $ 323
- Flight Fort Lauderdale - Cancun from $ 256
- Flight Washington DC - Cancun from $ 346
- Flight Los Angeles - Cancun from $ 332
- Flight Miami - Cancun from $ 250
- Flight Chicago O'Hare - Cancun from $ 195
- Flight San Francisco - Cancun from $ 401
- Flight Atlanta - Cancun from $ 298
- Flight Baltimore - Cancun from $ 272
Flight destinations with a similar price
- Flight Cancun - London Gatwick from $ 364
- Flight Cancun - London from $ 364
- Flight Cancun - Frankfurt from $ 661
- Flight Cancun - Berlin from $ 775
- Flight Cancun - Madrid from $ 463
- Flight Cancun - Havana from $ 325
- Flight Cancun - Munich from $ 395
Flight destinations with a similar price
- Flight Chicago - San Francisco from $ 201
- Flight Chicago - Washington-DC from $ 202
- Flight Chicago - Phoenix - Sky Harbor from $ 183
- Flight Chicago - San Diego from $ 177
- Flight Chicago - Portland-Oregon from $ 202
- Flight Chicago - Santa Ana, CA from $ 184
- Flight Chicago - Jacksonville, Florida from $ 206
- Flight Chicago - Appleton from $ 213