Cheapest one-way flights from Chicago to San Jose in December from $102

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

One-Way flights

07 Dec Spirit Airlines
08 Dec Spirit Airlines
02 Dec Spirit Airlines
03 Dec Spirit Airlines
01 Dec Frontier Airlines
10 Dec Spirit Airlines
13 Dec Spirit Airlines
10 Dec American Airlines direct
01 Dec American Airlines direct
11 Dec Spirit Airlines

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

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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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