Cheapest one-way flights from Chicago to San Jose in May from 90€

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

One-Way flights

19 May Spirit Airlines
12 May Spirit Airlines
16 May Spirit Airlines
26 May Spirit Airlines
27 May Spirit Airlines
11 May Spirit Airlines
18 May Spirit Airlines
20 May Spirit Airlines
25 May Viva
08 May Viva

Also check the deals for return flights from Chicago to San Jose in May.

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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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