AirHint found the following cheapest one-way flights from Chicago (ORD) to San Jose (SJO) in September 2026 (see full year).
One-Way flights
| 10 Sep | Delta | ||
| 12 Sep | Copa | ||
| 13 Sep | Copa | ||
| 16 Sep | Copa | ||
| 19 Sep | Copa | ||
| 20 Sep | Copa | ||
| 22 Sep | Copa | ||
| 23 Sep | Copa | ||
| 24 Sep | Copa | ||
| 26 Sep | Copa |
Also check the deals for return flights from Chicago to San Jose in September.
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