Cheap flights from San Francisco to Chicago from $166
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 2/9. 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 8 July 2025.
Round-trip from | $318 |
---|---|
One-way from | $166 |
Popular in | December |
Cheapest in | February |
Average price | $527 |
Good one-way deal | $238 or less |
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 8 July 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 8 July 2025.
Cheapflights Fare Finder
Customise your flight search to find flights from San Francisco to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 647,157 searches. Data last updated 8 July 2025.
Use the filters below to find and compare flights from San Francisco to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
Fri 8/8
23:25-05:39
Nonstop4h 14m
Chicago O'Hare Intl
Tue 12/8
06:30-09:09
Nonstop4h 39m
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
Thu 7/8
14:20-23:40
1 stop7h 20m
Chicago O'Hare Intl
Fri 15/8
18:55-23:10
1 stop6h 15m
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
Tue 5/8
12:03-23:39
1 stop9h 36m
Chicago O'Hare Intl
Fri 15/8
19:18-22:06
Nonstop4h 48m
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
Wed 15/10
10:26-23:59
1 stop11h 33m
Chicago O'Hare Intl
Tue 21/10
08:20-14:01
1 stop7h 41m
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
Mon 25/8
13:45-23:51
1 stop8h 06m
Chicago O'Hare Intl
Wed 27/8
07:15-12:51
1 stop7h 36m
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
Tue 2/9
09:55-22:20
2 stops10h 25m
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
Mon 28/7
18:43-00:59
Nonstop4h 16m
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
Wed 6/8
15:05-23:39
1 stop6h 34m
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
Wed 1/10
14:42-00:03
1 stop7h 21m
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
Fri 29/8
00:35-08:24
1 stop5h 49m
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 27 June 2025.
The best time to book flights from San Francisco to Chicago is 34 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
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 8 July 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 8 July 2025.
The most flights from SFO to CHI are scheduled on a Tuesday (93 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (52 on average).
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated 8 July 2025.
See what other customers who have flown with Alaska Airlines, Southwest, andDelta from San Francisco to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
Comfort
Entertainment
Boarding
Overall
Crew
Reviews
James,Apr 2025
LAX - SFO
Food
Comfort
Entertainment
Boarding
Overall
Crew
Reviews
James,Apr 2025
LAX - SFO
Food
Comfort
Entertainment
Boarding
Overall
Crew
Reviews
James,Apr 2025
LAX - SFO
Food
Comfort
Entertainment
Boarding
Overall
Crew
Reviews
James,Apr 2025
LAX - SFO
Food
Comfort
Entertainment
Boarding
Overall
Crew
Reviews
James,Apr 2025
LAX - SFO
Food
Comfort
Entertainment
Boarding
Overall
Crew
Reviews
James,Apr 2025
LAX - SFO
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.
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Alternative routes for San Francisco to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
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How does Cheapflights help users find flights from San Francisco to Chicago?
Cheapflights makes it easy to find San Francisco to Chicago flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.
Why should you use Cheapflights to find cheap flight tickets from San Francisco to Chicago?
Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from San Francisco to Chicago for you. Better yet — we are completely free to use.
Can Cheapflights find flights from San Francisco to Chicago with no change fees?
Users can book flights with no change fees policies with our dedicated filters. Book flights from San Francisco to Chicago flexibly with Cheapflights today.
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!