- Cheapest roundtrip flight
- from€341
- Fastest outbound flight
- Fastest inbound flight
- non-stop flights
- 61x / week
- Flight distance
- 2,963 km
- Time difference
- Airports in Chicago
- O'Hare International Airport, IL
- Midway International Airport, IL
- Rockford, IL
Cheap flight offers from San Jose to Chicago
sorted by price and recency
- –
–SJC–CHI1 stopover
–CHI–SJC1 stopover€341 - –
–SJC–CHI1 stopover
–CHI–SJC1 stopover€370 - –
–SJC–CHI1 stopover
–CHI–SJC1 stopover€606 - –
–SJC–CHI1 stopover
–CHI–SJC1 stopover€398 - –
–SJC–CHInon-stop flight
–CHI–SJCnon-stop flight€384 - –
–SJC–CHI2 stopovers
–CHI–SJC1 stopover€790
Flight schedule from San Jose (SJC) to Chicago (CHI)
Select a travel date in the flight schedule for the route from San Jose (SJC) to Chicago (CHI) and compare affordable flight deals.
offers
Active filtersnone
Matching outbound flightsSJC–CHI · 9 of 9
fromto
dep.arr.
durationstopovers
- November 8 – 14, 2026
- November 15 – 21, 2026
- November 22 – 28, 2026
No flights could be found for the active filters.
- SJCMDWnonstop
- SJCMDWnonstop
- SJCORDnonstop
- SJCMDWnonstop
- SJCMDWnonstop
- SJCMDWnonstop
- SJCMDWnonstop
- SJCORDnonstop
- SJCMDWnonstop
