Cheapest return ORD–SJO flights, May

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

Return flights

30 May - 06 Jun Air Canada
14 May - 21 May Copa
12 May - 21 May Copa
28 May - 04 Jun Copa
30 May - 02 Jun Copa
18 May - 03 Jun Copa
12 May - 16 May United
15 May - 22 May United
18 May - 31 May Volaris
15 May - 21 May United
24 May - 31 May Frontier Airlines
29 May - 03 Jun Southwest Airlines
23 May - 30 May Air Canada
22 May - 24 May Viva
19 May - 02 Jun Southwest Airlines
21 May - 25 May Volaris

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

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