Cheap Flights from San Jose to Chicago Starting at $118

Helping travelers to find the best flight offers

Cheapest flights from San Jose to Chicago

Airfare from San Jose to Chicago by month

Airlines operating on route

Below you will find a list of airlines operating flights on the San Jose — Chicago route and the starting prices for flights of each specific airline on it.

Direct Flights from San Jose to Chicago

A direct flight is the most convenient and comfortable way to fly from San Jose to Chicago, despite the fact that sometimes flights with transfers can cost significantly less.

Schedule of direct flights from San Jose to Chicago

A direct flight is the easiest way to get to your destination. The following airlines operate non-stop flights from San Jose to Chicago:

San Jose airports overview

SJC
United Airlines
Alaska Airlines
Southwest Airlines
Spirit Airlines
Airlines flying to this airport
$95
Starting at
$208
on average

Chicago airports overview

Frequently asked questions (FAQ)

Answers to questions about the route that travelers are most interested in.

Special offers and sales on air tickets from San Jose to Chicago

We keep tight track on airlines' pre-holidays sales and other special offers occurences all the time to let you save maximum amount of funds while traveling to your family or just going out on vacation.

Alternative routes