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

Return flights

06 Dec - 13 Dec	Spirit Airlines
03 Dec - 13 Dec	Spirit Airlines
06 Dec - 10 Dec	Spirit Airlines
06 Dec - 09 Dec	Spirit Airlines
03 Dec - 10 Dec	Spirit Airlines
03 Dec - 09 Dec	Spirit Airlines
06 Dec - 20 Dec	Spirit Airlines
03 Dec - 20 Dec	Spirit Airlines
04 Dec - 13 Dec	Spirit Airlines
04 Dec - 09 Dec	Spirit Airlines
29 Dec - 19 Jan	Viva
29 Dec - 16 Jan	Viva
29 Dec - 14 Jan	Viva
13 Dec - 11 Jan	Spirit Airlines
26 Dec - 16 Jan	Viva
28 Dec - 16 Jan	Spirit Airlines
29 Dec - 11 Jan	Viva
24 Dec - 14 Jan	Spirit Airlines
29 Dec - 07 Jan	Viva
26 Dec - 14 Jan	Viva

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

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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Cheapest return flights from Chicago to San Jose in December from 233€

Return flights