Helping travelers to find the best flight offers
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.
Starting at $52
The cheapest one-way flight from San Jose to Chicago departs on 01/26/2025, is operated by Frontier Airlines and costs $52
The cheapest roundtrip flight from San Jose to Chicago departs on 12/28/2024, is operated by Spirit Airlines and costs $281
Fastest non-stop flight from San Jose to Chicago takes 9h 6m
There are no direct flights on this route.
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
Unfortunately, we were unable to find any airports in San Jose. We'll try to look better another time
There appear to be no direct flights from San Jose to Chicago at this time.... Well, or something went wrong on our side and we couldn't find anything
The cheapest flight ticket from San Jose to Chicago according to data for the last 48 hours costs $52
Often the best time to buy tickets from San Jose to Chicago is 2 months before departure.
The fastest flights from San Jose to Chicago start from 9 hours 6 minutes in the air.
The following airlines operate direct flights on the route San Jose — Chicago:
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.
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.
We couldn't find any special offers for flights from San Jose to Chicago
Unfortunately, we were unable to find any airports in Chicago. We'll try to look better another time