Cheapest return flights from Chicago to San Jose in October from $225
AirHint found the following cheapest return flights from Chicago (ORD) to San Jose (SJO)
in October 2025 (see full year ).
Return flights
19 Oct
- 08 Nov
Spirit Airlines
$ 225
21 Oct
- 08 Nov
Spirit Airlines
$ 232
24 Oct
- 08 Nov
Spirit Airlines
$ 241
29 Oct
- 08 Nov
Spirit Airlines
$ 241
19 Oct
- 02 Nov
Spirit Airlines
$ 242
19 Oct
- 01 Nov
Spirit Airlines
$ 246
21 Oct
- 02 Nov
Spirit Airlines
$ 248
19 Oct
- 28 Oct
Spirit Airlines
$ 249
19 Oct
- 25 Oct
Spirit Airlines
$ 249
19 Oct
- 26 Oct
Spirit Airlines
$ 252
21 Oct
- 01 Nov
Spirit Airlines
$ 252
18 Oct
- 08 Nov
Spirit Airlines
$ 253
21 Oct
- 28 Oct
Spirit Airlines
$ 255
21 Oct
- 25 Oct
Spirit Airlines
$ 255
19 Oct
- 27 Oct
Spirit Airlines
$ 255
19 Oct
- 23 Oct
Spirit Airlines
$ 255
21 Oct
- 26 Oct
Spirit Airlines
$ 256
24 Oct
- 02 Nov
Spirit Airlines
$ 258
04 Oct
- 11 Oct
Spirit Airlines
$ 261
21 Oct
- 27 Oct
Spirit Airlines
$ 262
Also check the deals for one-way flights from Chicago to San Jose in October .
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.
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