AirHint found the following cheapest return flights from Chicago (ORD) to San Juan (SJU)
in June 2025 (see full year ).
Return flights
03 Jun
- 07 Jun
Spirit Airlines
$ 197
03 Jun
- 12 Jun
Spirit Airlines
$ 208
02 Jun
- 18 Jun
Spirit Airlines
$ 217
direct
10 Jun
- 17 Jun
Spirit Airlines
$ 224
01 Jun
- 03 Jun
Spirit Airlines
$ 224
direct
10 Jun
- 16 Jun
Spirit Airlines
$ 224
03 Jun
- 04 Jun
Spirit Airlines
$ 231
16 Jun
- 20 Jun
Spirit Airlines
$ 232
direct
07 Jun
- 11 Jun
Frontier Airlines
$ 239
07 Jun
- 13 Jun
Spirit Airlines
$ 241
24 Jun
- 04 Jul
Spirit Airlines
$ 244
24 Jun
- 04 Jul
Spirit Airlines
$ 257
direct
17 Jun
- 02 Jul
Spirit Airlines
$ 269
23 Jun
- 01 Jul
Spirit Airlines
$ 298
24 Jun
- 01 Jul
Spirit Airlines
$ 299
23 Jun
- 01 Jul
Spirit Airlines
$ 307
direct
25 Jun
- 01 Jul
Spirit Airlines
$ 327
direct
29 Jun
- 05 Jul
Spirit Airlines
$ 344
17 Jun
- 02 Jul
Spirit Airlines
$ 352
direct
29 Jun
- 06 Jul
Spirit Airlines
$ 382
Also check the deals for one-way flights from Chicago to San Juan in June .
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.