| 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 |  Spirit Airlines |  | ? | $269 | |
| Best option Chicago Cancun | Outbound 11/03/25 direct AA1540 03h 45min | Return 11/12/25 direct AA1910 04h 05min |  American Airlines |  | ? | $282 | |
| Chicago Cancun | Outbound 10/18/25 1 Stopover (MTY) VB0633, VB2177 08h 40min | Return 10/24/25 direct NK0105 04h 03min |  Viva Aerobus |  | $309 | ||
| Chicago Cancun | Outbound 09/23/25 1 Stopover (FLL) NK0019, NK1610 06h 28min | Return 09/30/25 direct F90045 03h 55min | Spirit Airlines | | ? | $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 |  Aeroméxico |  | ? | $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 |  Delta Air Lines | | ? | $275 | |
| Chicago Cancun | Outbound 09/23/25 1 Stopover (ATL) AM4550, AM3072 06h 46min | Return 09/30/25 direct F90045 03h 55min | Aeroméxico | | $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 | Viva Aerobus |  | $278 | ||
| Chicago Cancun | Outbound 09/23/25 1 Stopover (FLL) NK0019, NK1610 06h 28min | Return 09/30/25 direct F90045 03h 55min | Spirit Airlines |  | $279 | ||
| Chicago Cancun | Outbound 09/04/25 direct NK0104 03h 31min | Return 09/28/25 1 Stopover (MSP) AM5089, AM4042 07h 58min | Spirit Airlines | | $280 |
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 %