AirHint found the following cheapest one-way flights from Chicago (ORD) to San Jose (SJO) in June 2026 (see full year).
One-Way flights
| 14 Jun | Air Canada | ||
| 07 Jun | Air Canada | ||
| 19 Jun | Air Canada | ||
| 03 Jun | Frontier Airlines | ||
| 18 Jun | Frontier Airlines | ||
| 11 Jun | Volaris | ||
| 12 Jun | Copa | ||
| 02 Jun | Copa | ||
| 04 Jun | Copa | ||
| 23 Jun | Copa |
Also check the deals for return flights from Chicago to San Jose in June.
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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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