AirHint found the following cheapest return flights from Chicago (ORD) to Cancun (CUN)
in May 2025 (see full year ).
Return flights
19 May
- 22 May
Frontier Airlines
$ 183
direct
18 May
- 22 May
Frontier Airlines
$ 214
direct
17 May
- 23 May
Spirit Airlines
$ 237
direct
11 May
- 14 May
Spirit Airlines
$ 248
14 May
- 17 May
Frontier Airlines
$ 248
direct
11 May
- 15 May
Spirit Airlines
$ 248
16 May
- 23 May
Frontier Airlines
$ 252
direct
16 May
- 20 May
Frontier Airlines
$ 252
direct
10 May
- 14 May
Spirit Airlines
$ 254
direct
11 May
- 14 May
Spirit Airlines
$ 255
direct
31 May
- 06 Jun
Viva Aerobus
$ 266
31 May
- 17 Jun
Viva Aerobus
$ 266
31 May
- 19 Jun
Viva Aerobus
$ 266
31 May
- 05 Jun
Viva Aerobus
$ 266
31 May
- 12 Jun
Viva Aerobus
$ 266
31 May
- 03 Jun
Viva Aerobus
$ 270
31 May
- 11 Jun
Viva Aerobus
$ 270
15 May
- 05 Jun
Viva Aerobus
$ 270
31 May
- 14 Jun
Viva Aerobus
$ 271
31 May
- 21 Jun
Viva Aerobus
$ 271
Also check the deals for one-way flights from Chicago to Cancun in May .
The deals are updated regularly. The prices may go up as tickets are purchased by other travellers.
Only the cheapest flights are offered.
Select a price to book and secure these cheap prices.