AirHint found the following cheapest return flights from Chicago (ORD) to San Jose (SJO) in September 2026 (see full year).
Return flights
| 18 Sep - 21 Sep | Copa | ||
| 17 Sep - 21 Sep | Copa | ||
| 09 Sep - 14 Sep | Copa | ||
| 18 Sep - 22 Sep | Copa | ||
| 18 Sep - 23 Sep | Copa | ||
| 17 Sep - 22 Sep | Copa | ||
| 11 Sep - 09 Oct | United |
Also check the deals for one-way flights from Chicago to San Jose in September.
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