AirHint found the following cheapest one-way flights from Chicago (ORD) to San Jose (SJO) in January 2026 (see full year).
One-Way flights
| 31 Jan | Spirit Airlines | ||
| 13 Jan | Spirit Airlines | ||
| 25 Jan | Spirit Airlines | ||
| 08 Jan | Spirit Airlines | ||
| 07 Jan | Spirit Airlines | ||
| 08 Jan | United | direct | |
| 28 Jan | Copa | ||
| 30 Jan | Copa | ||
| 01 Jan | Copa | ||
| 10 Jan | Copa |
Also check the deals for return flights from Chicago to San Jose in January.
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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