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Cheap flights from San Francisco to Chicago from $101

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from San Francisco to Chicago departing on 2/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap return flights

United Airlines Logo
23:10 - 05:23SFO-ORD
4h 13mdirect
United Airlines Logo
07:00 - 09:38ORD-SFO
4h 38mdirect
$200United Airlines
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Wed, 3 Sep - Sat, 6 Sep
United Airlines Logo
23:10 - 05:23SFO-ORD
4h 13mdirect
United Airlines Logo
06:15 - 08:56ORD-SFO
4h 41mdirect
$226United Airlines
Find Deal
Sun, 7 Sep - Wed, 10 Sep
United Airlines Logo
16:55 - 23:12SFO-ORD
4h 17mdirect
United Airlines Logo
06:15 - 08:56ORD-SFO
4h 41mdirect
$247United Airlines
Find Deal
Sat, 30 Aug - Sun, 31 Aug
Southwest Logo
14:15 - 23:05SFO-ORD
6h 50m1 stop
Southwest Logo
16:20 - 21:25ORD-SFO
7h 05m1 stop
$266Southwest
Find Deal
Tue, 16 Sep - Sat, 20 Sep
Southwest Logo
12:45 - 22:20SFO-ORD
7h 35m1 stop
Southwest Logo
15:10 - 20:25ORD-SFO
7h 15m1 stop
$268Southwest
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Wed, 3 Sep - Sat, 6 Sep
Alaska Airlines Logo
10:26 - 23:59SFO-ORD
11h 33m1 stop
Alaska Airlines Logo
08:20 - 14:01ORD-SFO
7h 41m1 stop
$298Alaska Airlines
Find Deal
Wed, 15 Oct - Tue, 21 Oct
Hawaiian Airlines Logo
11:30 - 22:07SFO-ORD
8h 37m1 stop
Hawaiian Airlines Logo
08:20 - 14:01ORD-SFO
7h 41m1 stop
$319Hawaiian Airlines
Find Deal
Tue, 30 Sep - Thu, 16 Oct
Alaska Airlines Logo
07:00 - 23:59SFO-ORD
14h 59m1 stop
Alaska Airlines Logo
14:54 - 22:01ORD-SFO
9h 07m1 stop
$320Alaska Airlines
Find Deal
Tue, 28 Oct - Wed, 19 Nov
Delta Logo
13:45 - 23:51SFO-ORD
8h 06m1 stop
Delta Logo
07:15 - 12:51ORD-SFO
7h 36m1 stop
$326Delta
Find Deal
Sat, 6 Sep - Tue, 9 Sep
Delta Logo
05:55 - 23:51SFO-ORD
15h 56m1 stop
Delta Logo
07:15 - 12:51ORD-SFO
7h 36m1 stop
$334Delta
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Thu, 4 Sep - Tue, 9 Sep

United Airlines flights from San Francisco to Chicago

Our best United Airlines deals on San Francisco to Chicago flight tickets
United Airlines
3 Sept
SFO23:10San Francisco
4h 13m
ORD05:23Chicago O'Hare Intl
6 Sept
ORD07:00Chicago O'Hare Intl
4h 38m
SFO09:38San Francisco
$200
Find similar
United Airlines
7 Sept
SFO23:10San Francisco
4h 13m
ORD05:23Chicago O'Hare Intl
10 Sept
ORD06:15Chicago O'Hare Intl
4h 41m
SFO08:56San Francisco
$226
Find similar
United Airlines
30 Aug
SFO16:55San Francisco
4h 17m
ORD23:12Chicago O'Hare Intl
31 Aug
ORD06:15Chicago O'Hare Intl
4h 41m
SFO08:56San Francisco
$247
Find similar

Alaska Airlines flights from San Francisco to Chicago

Our best Alaska Airlines deals on San Francisco to Chicago flight tickets
Alaska Airlines
15 Oct
SFO10:26San Francisco
11h 33m
1 stop
ORD23:59Chicago O'Hare Intl
21 Oct
ORD08:20Chicago O'Hare Intl
7h 41m
1 stop
SFO14:01San Francisco
$298
Find similar
Alaska Airlines
28 Oct
SFO07:00San Francisco
14h 59m
1 stop
ORD23:59Chicago O'Hare Intl
19 Nov
ORD14:54Chicago O'Hare Intl
9h 07m
1 stop
SFO22:01San Francisco
$320
Find similar
Alaska Airlines
22 Oct
SFO10:26San Francisco
11h 33m
1 stop
ORD23:59Chicago O'Hare Intl
9 Nov
ORD07:00Chicago O'Hare Intl
7h 35m
1 stop
SFO12:35San Francisco
$323
Find similar

momondo 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, momondo users made 78,305 searches. Data last updated 6 August 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

Wed 3/9

23:10-05:23

Nonstop4h 13m

Chicago O'Hare Intl

Sat 6/9

07:00-09:38

Nonstop4h 38m

$200

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Sun 7/9

23:10-05:23

Nonstop4h 13m

Chicago O'Hare Intl

Wed 10/9

06:15-08:56

Nonstop4h 41m

$226

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Sat 30/8

16:55-23:12

Nonstop4h 17m

Chicago O'Hare Intl

Sun 31/8

06:15-08:56

Nonstop4h 41m

$247

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Tue 16/9

14:15-23:05

1 stop6h 50m

Chicago O'Hare Intl

Sat 20/9

16:20-21:25

1 stop7h 05m

$266

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Wed 3/9

12:45-22:20

1 stop7h 35m

Chicago O'Hare Intl

Sat 6/9

15:10-20:25

1 stop7h 15m

$268

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

$298

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Tue 30/9

11:30-22:07

1 stop8h 37m

Chicago O'Hare Intl

Thu 16/10

08:20-14:01

1 stop7h 41m

$319

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Tue 28/10

07:00-23:59

1 stop14h 59m

Chicago O'Hare Intl

Wed 19/11

14:54-22:01

1 stop9h 07m

$320

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Sat 6/9

13:45-23:51

1 stop8h 06m

Chicago O'Hare Intl

Tue 9/9

07:15-12:51

1 stop7h 36m

$326

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Thu 4/9

05:55-23:51

1 stop15h 56m

Chicago O'Hare Intl

Tue 9/9

07:15-12:51

1 stop7h 36m

$334

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from San Francisco to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago?

If you don’t want to visit Chicago in February, then you should wait until January to fly from San Francisco, when ticket prices are also cheap, with an average price of $475.

What is the cheapest San Francisco to Chicago flight route?

Fly from San Francisco to Chicago O'Hare Intl for the best San Francisco - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from San Francisco when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $567 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from San Francisco for as low as $444 on momondo.

What cabin class options are available on San Francisco to Chicago flights?

There are 3 cabin classes available to choose from on San Francisco to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on San Francisco to Chicago flights?

You could potentially save up to 25% on your flight if you consider stops on a San Francisco to Chicago flight.

How have San Francisco to Chicago flight prices changed over time?

As of August 2025, prices for San Francisco to Chicago flights are approximately 7% more expensive when compared to flights at the same time last year.

When to book flights from San Francisco to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from San Francisco to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated return price

Cheap San Francisco to Chicago (SFO to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from San Francisco to Chicago

Best price found

$101

Fastest flight time

4h 13m

Direct flights

Every day

Airports in Chicago

1 airport
The best one-way flight to Chicago from San Francisco in the past 72 hours is $101. The best return flight deal from San Francisco to Chicago found on momondo in the last 72 hours is $200.
The fastest flight from San Francisco to Chicago takes 4h 13m
Direct flights go from San Francisco to Chicago every day.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)
Search flight deals

  • How far is San Francisco to Chicago by plane?

    The straight-line distance from San Francisco to Chicago is 2981.9 km. A reasonable flight in good conditions will take 4h 13m.

  • When did momondo last update prices for flights from San Francisco Airport to Chicago?

    Prices for flights from San Francisco Airport to Chicago were last updated today.

  • How old do you have to be to fly from San Francisco Airport to Chicago?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and stopovers. It is recommended that you verify with the airline you are booking with for travel from San Francisco Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s licence, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from San Francisco to Chicago?

Why use momondo?

Why should I use momondo to find a flight deal from San Francisco to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from San Francisco to Chicago. momondo saves you time and could save you money on your trip.

Can I find flights from San Francisco to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from San Francisco which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from San Francisco to Chicago?

momondo helps you find the best flight between San Francisco and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from San Francisco to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from San Francisco. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 25.6 km from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport