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 09/19/25 direct NK0104 03h 31min | Return 09/29/25 direct NK0105 04h 03min | | ![]() | $378 | ||
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 10/18/25 1 Stopover (IAH) NK1150, NK1336 11h 31min | Return 10/24/25 direct NK0105 04h 03min | | ![]() | $286 | ||
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 10/18/25 1 Stopover (IAH) NK1150, NK1336 11h 31min | Return 10/24/25 direct NK0105 04h 03min | | ![]() | $298 | ||
Chicago Cancun | Outbound 10/18/25 1 Stopover (FLL) NK0019, NK1610 06h 28min | Return 10/24/25 direct NK0105 04h 03min | | ![]() | $311 | ||
Chicago Cancun | Outbound 09/19/25 1 Stopover (MTY) VB0633, VB2239 08h 05min | Return 09/29/25 1 Stopover (MEX) VB1025, VB0186 11h 35min | | ![]() | $315 | ||
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 06/07/25 1 Stopover (ATL) AM4550, AM3072 06h 50min | Return 06/23/25 1 Stopover (GDL) Y41053, Y41704 13h 26min | | ![]() | ? | $317 |
Stops
- Direct flight
Airline
- Spirit Airlines
- Aeroméxico
- American Airlines
- 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 | $ 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 - Mexico City from $ 250
- Flight Chicago - Guadalajara from $ 243
- Flight Chicago - Morelia from $ 245
Alternative flights to Cancun
- Flight Boston - Cancun from $ 292
- Flight Detroit - Cancun from $ 321
- Flight Fort Lauderdale - Cancun from $ 255
- Flight Washington DC - Cancun from $ 314
- Flight Los Angeles - Cancun from $ 311
- Flight Miami - Cancun from $ 253
- Flight Chicago O'Hare - Cancun from $ 266
- Flight San Francisco - Cancun from $ 441
- Flight Atlanta - Cancun from $ 286
- Flight Baltimore - Cancun from $ 243
Flight destinations with a similar price
- Flight Cancun - Havana from $ 303
- Flight Cancun - Frankfurt from $ 782
- Flight Cancun - Berlin from $ 804
- Flight Cancun - Madrid from $ 396
Flight destinations with a similar price
- Flight Chicago - Mexico City from $ 250
- Flight Chicago - Guadalajara from $ 243
- Flight Chicago - Morelia from $ 245
- Flight Chicago - San Juan (Puerto Rico) from $ 240