Cheapest return flights from Chicago to San Jose in December from 1077€

Best time to book flights for Chicago (MDW) to San Jose (SJO) flights at AirHint

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

Return flights

16 Dec - 29 Dec Delta
15 Dec - 29 Dec Delta
17 Dec - 28 Dec Delta
14 Dec - 27 Dec Delta
17 Dec - 29 Dec Delta
18 Dec - 28 Dec Delta

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

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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