By air
Flights from Chicago to San Jose
Fly from Chicago to San Jose (SJC) — then arrive and explore.
Searched and booked on Aviasales. Head Your Way may earn a commission at no extra cost to you.
Flight details and fares
Chicago to San Jose at a glance
- Arrival airport
- SJC
- Routing
- 1 stop
- Recent fare from
- £250
- Fare found
- 2026-09-09
£250 is the cheapest recent one-way fare our flight-data partner found for Chicago to San Jose; live prices move daily by date and demand. Check current Chicago to San Jose fares and pick your dates:
Are there direct flights from Chicago to San Jose?
Our latest harvest found the best Chicago to San Jose fare with 1 stop; a non-stop fare was not returned at that check. Direct routes can appear seasonally, so check the live search above for your dates.
Keep planning San Jose
The fare is the cheapest our flight-data partner (Travelpayouts) found for Chicago to San Jose, found around 2026-09-09: a recent SIGNAL, NOT a live or guaranteed quote, always check current fares before booking. The direct/indirect status reflects the routing found at that check and can vary by season and date. Airport codes from OurAirports. How Head Your Way compiles its data.