United Airlines
Every day
starting at $206
American Airlines
Every day
starting at $200
Southwest Airlines
Su, Mo, Tu, We, Th, and Sa
starting at $196
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.
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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.
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Flight costs on the San Francisco — Chicago route are confidently going down. From October 2026 to December 2026, prices fell from $261 to $83 — a 68% decrease. A welcome trend for travelers.
The most notable drop occurred from October 2026 to December 2026 — down 68%. The best period is November 2026–December 2026 (averaging $95), while the most expensive is October 2026–November 2026 ($183).
Since prices are falling, there's no rush to buy. The most cost-effective travel period is November 2026–December 2026: savings compared to expensive months can reach up to 48%.
Monthly price variation is 52.5%. Choosing the right departure date can lead to significant savings on this route.
The cost of a one-way flight from San Francisco to Chicago ranges from $83 (December 2026) to $261 (October 2026). On average, the ticket price is about $150–$367.
United Airlines
Every day
starting at $206
American Airlines
Every day
starting at $200
Southwest Airlines
Su, Mo, Tu, We, Th, and Sa
starting at $196
Almost every airline on the San Francisco — Chicago route flies daily, with just one exception: United Airlines and American Airlines fly every day. Southwest Airlines flies every day except Friday.
San Francisco — Chicago
11/23/2026
Departure
Direct flight
AA597
starting at $116
San Francisco — Chicago
11/26/2026
Departure
Direct flight
AA2436
starting at $140
San Francisco — Chicago
11/25/2026
Departure
Direct flight
UA1958
starting at $149
San Francisco — Chicago
11/12/2026
Departure
Direct flight
AA3049
starting at $256
San Francisco — Chicago
03/16/2027
Departure
Direct flight
AA1670
starting at $204
San Francisco — Chicago
03/20/2027
Departure
Direct flight
WN3805
starting at $238
San Francisco — Chicago
11/08/2026
Departure
Direct flight
WN3849
starting at $240
starting at $116
starting at $149
starting at $238
starting at $106
starting at $119
More than 5 airlines operate flights from San Francisco to Chicago, including American Airlines, United Airlines, Southwest 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 $106, 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.
The cheapest flight ticket from San Francisco to Chicago according to data for the last 48 hours costs $106
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: December, November, October.
The fastest flights from San Francisco to Chicago start from 4 hours 5 minutes in the air.
The following airlines operate direct flights on the route San Francisco — Chicago: American Airlines, United Airlines, Southwest Airlines
The cheapest one-way flight from San Francisco to Chicago departs on 11/23/2026, is operated by Alaska Airlines and costs $106
The cheapest roundtrip flight from San Francisco to Chicago departs on 12/07/2026, is operated by Southwest Airlines and costs $132
Fastest flight from San Francisco to Chicago takes 4h 5m
There are direct flights on this route 6 days a week: Su, Mo, Tu, We, Th, and Sa
The distance between San Francisco and Chicago is 2984km (1850 miles). The average flight duration is 4h 17m. There are 115 direct flights from San Francisco to Chicago. The time difference between San Francisco and Chicago is 2h. Flights from San Francisco begin at 5:00 AM. The latest flight from San Francisco departs at 1:03 AM
We couldn't find any special offers for flights from San Francisco to Chicago
