Cheapest flights from San Jose to Chicago
Flaut.Travel was designed and developed by a team dedicated to making the process of searching, comparing and booking airline tickets as easy and convenient as possible. Our service helps travelers to find and buy the cheapest flights from San Jose to Chicago. We have connected more than 40 airlines and airline ticketing agencies to help you find the most suitable and affordable flight option.
Cheapest one way flight
$131
Spirit Airlines
1 transfer
16h 13m
07/31/2025
The cheapest one-way flight from San Jose to Chicago departs on 07/31/2025, is operated by Spirit Airlines and costs $131
Cheapest round trip flight
$289
Spirit Airlines
2 transfers
2d 0h 37m
06/05/2025
The cheapest roundtrip flight from San Jose to Chicago departs on 06/05/2025, is operated by Spirit Airlines and costs $289
The fastest flight
6h 32m
Fastest flight from San Jose to Chicago takes 6h 32m
Direct flights
No direct flights
There are no direct flights on this route.
Earliest flight
6:40 AM
Latest flight
1:35 PM
Direct flights count
10
Distance
2958km
Timezone difference
2h
The distance between San Jose and Chicago is 2958km (1834 miles). There are 10 direct flights from San Jose to Chicago. The time difference between San Jose and Chicago is 2h . Flights from San Jose begin at 6:40 AM. The latest flight from San Jose departs at 1:35 PM.
