Outbound | Return | Airlines | Shop | Baggage | Price | ||
---|---|---|---|---|---|---|---|
Chicago Cancun | Outbound 09/04/25 direct NK0104 03h 31min | Return 09/28/25 1 Stopover (MSP) AM5089, AM4042 07h 58min | | ![]() | ? | $269 | |
Best option Chicago Cancun | Outbound 11/03/25 direct AA1540 03h 45min | Return 11/12/25 direct AA1910 04h 05min | | ![]() | ? | $282 | |
Chicago Cancun | Outbound 10/18/25 1 Stopover (MTY) VB0633, VB2177 08h 40min | Return 10/24/25 direct NK0105 04h 03min | | ![]() | $309 | ||
Chicago Cancun | Outbound 09/23/25 1 Stopover (FLL) NK0019, NK1610 06h 28min | Return 09/30/25 direct F90045 03h 55min | | ![]() | ? | $270 | |
Chicago Cancun | Outbound 09/23/25 1 Stopover (ATL) AM4550, AM3072 06h 46min | Return 09/30/25 1 Stopover (MEX) AM0529, AM0682 11h 47min | | ![]() | ? | $271 | |
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 09/23/25 1 Stopover (ATL) AM4550, AM3072 06h 46min | Return 09/30/25 direct F90045 03h 55min | | ![]() | $278 | ||
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 09/23/25 1 Stopover (FLL) NK0019, NK1610 06h 28min | Return 09/30/25 direct F90045 03h 55min | | ![]() | $279 | ||
Chicago Cancun | Outbound 09/04/25 direct NK0104 03h 31min | Return 09/28/25 1 Stopover (MSP) AM5089, AM4042 07h 58min | | ![]() | $280 |
Stops
- Direct flight
Airline
- Spirit Airlines
- American Airlines
- Aeroméxico
- Viva Aerobus
- 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 | $268.97 |
---|---|
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 $284
Alternative flights to Cancun
- Flight Boston - Cancun from $248
- Flight Detroit - Cancun from $218
- Flight Fort Lauderdale - Cancun from $188
- Flight Washington DC - Cancun from $241
- Flight Los Angeles - Cancun from $299
- Flight Miami - Cancun from $250
- Flight Chicago O'Hare - Cancun from $269
- Flight San Francisco - Cancun from $401
- Flight Atlanta - Cancun from $267
- Flight Baltimore - Cancun from $243
Flight destinations with a similar price
- Flight Cancun - Havana from $295
- Flight Cancun - Frankfurt from $661
- Flight Cancun - Berlin from $775
- Flight Cancun - Madrid from $685
Flight destinations with a similar price
- Flight Chicago - San Antonio from $254
- Flight Chicago - San Jose, Costa Rica from $294
- Flight Chicago - Mexico City from $246
- Flight Chicago - Morelia from $284