starting at $173
starting at $126
starting at $154
starting at $82
starting at $94
Compare airlines, prices, and flight durations for your trip
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 Francisco to Chicago. We have connected more than 40 airlines and airline ticketing agencies to help you find the most suitable and affordable flight option.
A non-stop flight is the most convenient and comfortable way to fly from San Francisco to Chicago, despite the fact that sometimes flights with transfers can cost significantly less.
A direct flight is the easiest way to get to your destination. The following airlines operate non-stop flights from San Francisco to Chicago:
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Answers to questions about the route that travelers are most interested in.
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.
More than 5 airlines operate flights from San Francisco to Chicago, including United Airlines, Southwest Airlines, American Airlines, Alaska Airlines, and Frontier Airlines. This is a popular route, so passengers can choose tickets based on budget and preferences. Ticket prices start from $82, and our service lets you instantly compare all options. The variety of offers simplifies planning: you can choose budget fares or more comfortable options with baggage included or extra services. We help you find the best deals so your trip is cost-efficient.
starting at $173
starting at $126
starting at $154
starting at $82
starting at $94
San Francisco — Chicago
03/25/2026
Departure
Direct flight
UA488
starting at $424
San Francisco — Chicago
03/27/2026
Departure
Direct flight
WN1945
starting at $513
San Francisco — Chicago
04/18/2026
Departure
Direct flight
WN4216
starting at $172
San Francisco — Chicago
04/18/2026
Departure
Direct flight
AA2614
starting at $196
San Francisco — Chicago
03/22/2026
Departure
Direct flight
UA2278
starting at $249
San Francisco — Chicago
03/24/2026
Departure
Direct flight
WN1945
starting at $379
San Francisco — Chicago
03/24/2026
Departure
Direct flight
UA1053
starting at $225
San Francisco — Chicago
05/17/2026
Departure
Direct flight
AA2418
starting at $276
San Francisco — Chicago
05/19/2026
Departure
Direct flight
WN4216
starting at $182
San Francisco — Chicago
07/04/2026
Departure
Direct flight
UA2091
starting at $239
United Airlines
Fr and Sa
starting at $342
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The cheapest one-way flight from San Francisco to Chicago departs on 05/07/2026, is operated by Alaska Airlines and costs $82
The cheapest roundtrip flight from San Francisco to Chicago departs on 05/13/2026, is operated by Frontier Airlines and costs $217
Fastest flight from San Francisco to Chicago takes 4h 10m
There are direct flights on this route 6 days a week: Su, Tu, We, Th, Fr, and Sa
The distance between San Francisco and Chicago is 2984km (1850 miles). There are 34 direct flights from San Francisco to Chicago. The time difference between San Francisco and Chicago is 2h. Flights from San Francisco begin at 5:10 AM. The latest flight from San Francisco departs at 11:59 PM
The cheapest flight ticket from San Francisco to Chicago according to data for the last 48 hours costs $82
Often the best time to buy tickets from San Francisco to Chicago is 2 months before departure.
Based on statistics over the past years, the lowest prices for flights from San Francisco to Chicago can be found flying in these months: April, May, June.
The fastest flights from San Francisco to Chicago start from 4 hours 10 minutes in the air.
The following airlines operate direct flights on the route San Francisco — Chicago: United Airlines, Southwest Airlines, American Airlines
The cost of a one-way flight from San Francisco to Chicago ranges from $97 (April 2026) to $188 (March 2026). On average, the ticket price is about $141–$160.
