Cheapest one-way flights from Chicago to San Jose in September from 94€

AirHint found the following cheapest one-way flights from Chicago (ORD) to San Jose (SJO) in September 2025 (see full year).

One-Way flights

27 Sep Spirit Airlines
10 Sep Spirit Airlines
03 Sep Spirit Airlines
02 Sep Spirit Airlines
23 Sep Spirit Airlines
16 Sep Spirit Airlines
11 Sep Spirit Airlines
09 Sep Spirit Airlines
24 Sep Spirit Airlines
30 Sep Spirit Airlines

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

Skyscanner

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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