Cheap Flights from San Jose to Chicago Starting at $77

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.

We carefully collect statistics on the search and pricing of airlines and, based on these data, we make an assumption about future prices. Thus, you can better understand which season is the cheapest to fly 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.

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.