AirHint found the following cheapest return flights from Chicago (ORD) to San Jose (SJO) in December 2026 (see full year).
Return flights
| 19 Dec - 24 Dec | Air Canada | ||
| 20 Dec - 25 Dec | Air Canada | ||
| 18 Dec - 28 Dec | United | ||
| 18 Dec - 31 Dec | Hahn Air Technologies | ||
| 19 Dec - 24 Dec | United | direct | |
| 20 Dec - 30 Dec | Aeromexico | ||
| 26 Dec - 01 Jan | Aeromexico |
Also check the deals for one-way flights from Chicago to San Jose in December.
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