Cheapest return flights from Chicago to San Jose in May from $314

AirHint found the following cheapest return flights from Chicago (ORD) to San Jose (SJO) in May 2026 (see full year).

Return flights

15 May - 22 May Copa
11 May - 20 May Copa
02 May - 09 May Spirit Airlines
09 May - 16 May Spirit Airlines
06 May - 16 May Spirit Airlines
03 May - 16 May Spirit Airlines
04 May - 20 May Spirit Airlines
04 May - 09 May Spirit Airlines
04 May - 16 May Spirit Airlines
05 May - 20 May Spirit Airlines
18 May - 03 Jun Spirit Airlines
19 May - 03 Jun Spirit Airlines
16 May - 03 Jun Spirit Airlines
20 May - 03 Jun Spirit Airlines
17 May - 03 Jun Spirit Airlines
22 May - 03 Jun Viva
15 May - 03 Jun Viva
14 May - 03 Jun Spirit Airlines
12 May - 01 Jun Spirit Airlines
13 May - 01 Jun Spirit Airlines

Also check the deals for one-way flights from Chicago to San Jose in May.

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