Cheap flights from San Francisco to Chicago from $182
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/12. Fares are subject to change and may not be available on all flights or dates of travel.
Cheap flight deals from San Francisco to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from San Francisco (SFO) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 17 กันยายน 2025.
Round-trip from | $365 |
---|---|
One-way from | $182 |
Popular in | December |
Cheapest in | February |
Average price | $530 |
Find flight deals from San Francisco to Chicago
Cheapest flights from San Francisco to ChicagoExplore the most affordable flight options available from San Francisco to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 17 กันยายน 2025.
Explore the most affordable flight options available from San Francisco to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 17 กันยายน 2025.
Cheapflights Fare Finder
Use the filters below to find and compare flights from San Francisco to Chicago that are best for you.
Fly from
Fly to
Route
Departure
Return
Price
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
อ. 11/11
07:00-19:55
1 stop10h 55m
Chicago O'Hare Intl
พ. 12/11
14:54-22:01
1 stop9h 07m
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
พ. 19/11
07:00-23:59
1 stop14h 59m
Chicago O'Hare Intl
ศ. 12/12
15:05-21:46
1 stop8h 41m
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
จ. 10/11
07:00-19:55
1 stop10h 55m
Chicago O'Hare Intl
ส. 15/11
14:54-21:55
1 stop9h 01m
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
ศ. 14/11
07:00-19:55
1 stop10h 55m
Chicago O'Hare Intl
พ. 19/11
14:54-22:01
1 stop9h 07m
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
พฤ. 20/11
07:00-19:55
1 stop10h 55m
Chicago O'Hare Intl
อ. 9/12
19:59-08:06
1 stop14h 07m
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
ส. 6/12
16:39-06:21
2 stops11h 42m
Chicago O'Hare Intl
อ. 9/12
15:05-09:10
1 stop20h 05m
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
ศ. 14/11
10:30-21:25
2 stops8h 55m
Chicago O'Hare Intl
จ. 17/11
13:38-22:25
2 stops10h 47m
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
อ. 14/10
23:00-05:13
Nonstop4h 13m
Chicago O'Hare Intl
อ. 21/10
12:53-15:30
Nonstop4h 37m
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
พ. 12/11
07:00-19:55
1 stop10h 55m
Chicago O'Hare Intl
อา. 16/11
20:59-08:50
1 stop13h 51m
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
ศ. 17/10
00:35-09:03
1 stop6h 28m
Chicago O'Hare Intl
ส. 1/11
11:05-20:04
2 stops10h 59m
Best time to book a flight from San Francisco to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from San Francisco with our price prediction graph.
Cheapflights Insights
Everything you need to know about your flight from San Francisco to Chicago
How far ahead should I book a flight from San Francisco to Chicago?
Use this chart to determine the optimal time to book a return flight from San Francisco to Chicago. Price data was last updated on 12 September 2025.
The price you pay for your flight from San Francisco to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 71 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest time of day to fly from SFO to CHI?
Find hourly flight availability from San Francisco to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 17 กันยายน 2025.
When flying from San Francisco to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Weekly flight availability from San Francisco to Chicago
Explore weekly flight availability from San Francisco to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated 17 กันยายน 2025.
The most flights from SFO to CHI are scheduled on a Monday (96 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (60 on average).
Related info for your journey
Find useful and relevant information for your journey from San Francisco to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Complete your trip
Complete your trip to Chicago by adding a car hire and/or hotel booking to your travel itinerary.
Fly with Cheapflights
Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.
How does Cheapflights help users find flights from San Francisco to Chicago?
900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Chicago from San Francisco today with Cheapflights!
Why should you use Cheapflights to find cheap flight tickets from San Francisco to Chicago?
It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from San Francisco to Chicago.
Can Cheapflights find flights from San Francisco to Chicago with no change fees?
Yes! Cheapflights helps users easily find flights from San Francisco to Chicago with no change fees.
Can Cheapflights notify me if prices for flights from San Francisco to Chicago become cheaper?
Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!