Cheapest return flights from Chicago to San Jose in February from $391
AirHint found the following cheapest return flights from Chicago (MDW) to San Jose (SJO)
in February 2026 (see full year ).
Return flights
04 Feb
- 08 Feb
Frontier Airlines
$ 391
11 Feb
- 17 Feb
Frontier Airlines
$ 403
26 Feb
- 01 Mar
Frontier Airlines
$ 426
12 Feb
- 17 Feb
Frontier Airlines
$ 434
01 Feb
- 05 Feb
Delta
$ 437
27 Feb
- 06 Mar
Frontier Airlines
$ 438
19 Feb
- 23 Feb
Frontier Airlines
$ 443
20 Feb
- 23 Feb
Frontier Airlines
$ 462
12 Feb
- 16 Feb
Frontier Airlines
$ 465
27 Feb
- 02 Mar
Frontier Airlines
$ 465
23 Feb
- 25 Feb
Southwest Airlines
$ 477
08 Feb
- 13 Feb
Southwest Airlines
$ 477
26 Feb
- 02 Mar
Frontier Airlines
$ 479
20 Feb
- 22 Feb
Frontier Airlines
$ 491
28 Feb
- 07 Mar
Southwest Airlines
$ 491
28 Feb
- 06 Mar
Southwest Airlines
$ 506
27 Feb
- 01 Mar
Southwest Airlines
$ 703
Also check the deals for one-way flights from Chicago to San Jose in February .
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