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Cheap flights from San Francisco to Chicago from $88

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 10/2. 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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Find the cheapest flights from San Francisco to Chicago

Cheap return flights

These are some of the best return flight deals from San Francisco to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from San Francisco to Chicago.

Cheap last-minute flights

Planning a quick getaway from San Francisco to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without stopovers.

Cheap bus & train deals from San Francisco to Chicago

Find recent round-trip train or bus tickets from San Francisco to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
16:55 - 23:19SFO-ORD
4h 24mdirect
20:25 - 23:13ORD-SFO
4h 48mdirect
$316United Airlines
Find Deal
Tue, 14 Jan - Wed, 15 Jan
05:20 - 11:36SFO-ORD
4h 16mdirect
08:30 - 11:24ORD-SFO
4h 54mdirect
$317American Airlines
Find Deal
Tue, 4 Feb - Tue, 11 Feb
18:59 - 13:04SFO-ORD
16h 05m1 stop
19:00 - 22:10ORD-SFO
5h 10mdirect
$330Alaska Airlines
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Sat, 22 Feb - Wed, 26 Feb
23:59 - 06:18SFO-ORD
4h 19mdirect
20:25 - 23:13ORD-SFO
4h 48mdirect
$332United Airlines
Find Deal
Tue, 14 Jan - Thu, 30 Jan
19:55 - 13:07SFO-ORD
15h 12m1 stop
20:23 - 07:16ORD-SFO
12h 53m1 stop
Tue, 21 Jan - Mon, 27 Jan
14:07 - 13:07SFO-ORD
21h 00m1 stop
18:55 - 21:54ORD-SFO
4h 59mdirect
$346Alaska Airlines
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Tue, 21 Jan - Mon, 27 Jan
05:55 - 16:13SFO-ORD
8h 18m1 stop
16:58 - 23:22ORD-SFO
8h 24m1 stop
$410Delta
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Sat, 11 Jan - Sat, 18 Jan
00:10 - 09:24SFO-ORD
7h 14m1 stop
14:55 - 23:54ORD-SFO
10h 59m1 stop
$426Delta
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Tue, 31 Dec - Mon, 13 Jan
05:15 - 18:30SFO-ORD
11h 15m1 stop
12:15 - 20:35ORD-SFO
10h 20m2 stops
$434Southwest
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Sat, 1 Mar - Tue, 4 Mar
05:00 - 18:30SFO-ORD
11h 30m2 stops
07:30 - 14:50ORD-SFO
9h 20m2 stops
$442Southwest
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Sat, 1 Mar - Tue, 4 Mar
10:00 - 16:27SFO-ORD
4h 27mdirect
$88Alaska Airlines
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Mon, 10 Feb
06:30 - 12:52SFO-ORD
4h 22mdirect
$159United Airlines
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Wed, 9 Apr
05:14 - 13:18SFO-ORD
6h 04m1 stop
$173United Airlines
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Sat, 25 Jan
23:55 - 06:13SFO-ORD
4h 18mdirect
$175United Airlines
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Sun, 23 Feb
16:19 - 13:07SFO-ORD
18h 48m1 stop
$183Alaska Airlines
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Sat, 25 Jan
17:59 - 05:59SFO-ORD
10h 00m1 stop
$189Alaska Airlines
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Mon, 14 Apr
00:40 - 10:43SFO-ORD
8h 03m1 stop
$205Delta
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Fri, 24 Jan
00:10 - 09:24SFO-ORD
7h 14m1 stop
$221Delta
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Tue, 31 Dec
05:35 - 16:45SFO-ORD
9h 10m2 stops
$295Southwest
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Sat, 18 Jan
07:15 - 18:10SFO-ORD
8h 55m2 stops
$301Southwest
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Thu, 16 Jan
11:34 - 17:59SFO-ORD
4h 25mdirect
18:55 - 21:54ORD-SFO
4h 59mdirect
$662Alaska Airlines
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Thu, 26 Dec - Fri, 10 Jan
08:00 - 18:10SFO-ORD
8h 10m1 stop
18:55 - 21:54ORD-SFO
4h 59mdirect
$676Alaska Airlines
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Thu, 26 Dec - Mon, 13 Jan
13:05 - 23:59SFO-ORD
8h 54m1 stop
07:15 - 12:44ORD-SFO
7h 29m1 stop
$708Delta
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Thu, 26 Dec - Tue, 14 Jan
23:59 - 09:03SFO-ORD
7h 04m1 stop
11:47 - 22:51ORD-SFO
13h 04m1 stop
$734Sun Country Air
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Tue, 24 Dec - Fri, 27 Dec
23:59 - 09:03SFO-ORD
7h 04m1 stop
10:00 - 22:51ORD-SFO
14h 51m1 stop
$745Sun Country Air
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Mon, 23 Dec - Wed, 25 Dec
13:35 - 21:39SFO-ORD
6h 04m1 stop
07:15 - 15:47ORD-SFO
10h 32m1 stop
$756Delta
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Thu, 26 Dec - Wed, 8 Jan
11:20 - 22:35SFO-ORD
9h 15m2 stops
06:15 - 14:30ORD-SFO
10h 15m2 stops
$772Southwest
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Wed, 25 Dec - Wed, 15 Jan
00:59 - 07:26SFO-ORD
4h 27mdirect
20:25 - 23:13ORD-SFO
4h 48mdirect
$790United Airlines
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Tue, 24 Dec - Wed, 15 Jan
00:59 - 07:26SFO-ORD
4h 27mdirect
20:25 - 23:13ORD-SFO
4h 48mdirect
$859United Airlines
Find Deal
Tue, 24 Dec - Wed, 8 Jan
12:50 - 22:35SFO-ORD
7h 45m1 stop
16:35 - 00:10ORD-SFO
9h 35m2 stops
$985Southwest
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Thu, 26 Dec - Fri, 3 Jan
06:15 - 12:42SFO-ORD
4h 27mdirect
20:25 - 23:13ORD-SFO
4h 48mdirect
$316United Airlines
Find Deal
Tue, 14 Jan - Tue, 14 Jan
05:20 - 11:36SFO-ORD
4h 16mdirect
08:30 - 11:24ORD-SFO
4h 54mdirect
$317American Airlines
Find Deal
Tue, 4 Feb - Tue, 11 Feb
16:55 - 23:19SFO-ORD
4h 24mdirect
16:02 - 18:57ORD-SFO
4h 55mdirect
$332United Airlines
Find Deal
Fri, 7 Feb - Tue, 11 Feb
00:59 - 07:26SFO-ORD
4h 27mdirect
20:25 - 23:13ORD-SFO
4h 48mdirect
$333United Airlines
Find Deal
Tue, 31 Dec - Mon, 13 Jan
10:00 - 16:27SFO-ORD
4h 27mdirect
18:55 - 21:54ORD-SFO
4h 59mdirect
$348Alaska Airlines
Find Deal
Thu, 6 Feb - Mon, 10 Feb
10:48 - 17:00SFO-ORD
4h 12mdirect
19:00 - 22:10ORD-SFO
5h 10mdirect
$381Alaska Airlines
Find Deal
Sat, 22 Feb - Wed, 12 Mar
05:15 - 11:38SFO-ORD
4h 23mdirect
07:15 - 10:18ORD-SFO
5h 03mdirect
$389United Airlines
Find Deal
Wed, 12 Mar - Fri, 14 Mar
10:00 - 16:27SFO-ORD
4h 27mdirect
18:55 - 21:54ORD-SFO
4h 59mdirect
$405Alaska Airlines
Find Deal
Thu, 16 Jan - Sun, 19 Jan
10:46 - 16:58SFO-ORD
4h 12mdirect
19:00 - 22:10ORD-SFO
5h 10mdirect
$436Alaska Airlines
Find Deal
Wed, 5 Mar - Sun, 9 Mar
23:27 - 05:46SFO-ORD
4h 19mdirect
08:30 - 11:24ORD-SFO
4h 54mdirect
$950American Airlines
Find Deal
Sun, 5 Jan - Thu, 9 Jan

Alaska Airlines flights from San Francisco to Chicago

Our best Alaska Airlines deals on San Francisco to Chicago flight tickets
Alaska Airlines
22 Feb
SFO18:59San Francisco
16h 05m
1 stop
ORD13:04Chicago O'Hare Intl
26 Feb
ORD19:00Chicago O'Hare Intl
5h 10m
SFO22:10San Francisco
Alaska Airlines
21 Jan
SFO14:07San Francisco
21h 00m
1 stop
ORD13:07Chicago O'Hare Intl
27 Jan
ORD18:55Chicago O'Hare Intl
4h 59m
SFO21:54San Francisco
Alaska Airlines
14 Jan
SFO19:55San Francisco
15h 12m
1 stop
ORD13:07Chicago O'Hare Intl
29 Jan
ORD18:55Chicago O'Hare Intl
23h 36m
1 stop
SFO16:31San Francisco

Sun Country Air flights from San Francisco to Chicago

Our best Sun Country Air deals on San Francisco to Chicago flight tickets
Sun Country Air
30 Mar
SFO23:59San Francisco
16h 03m
1 stop
ORD18:02Chicago O'Hare Intl
6 Apr
ORD20:05Chicago O'Hare Intl
23h 04m
1 stop
SFO17:09San Francisco
Sun Country Air
23 Dec
SFO23:59San Francisco
7h 04m
1 stop
ORD09:03Chicago O'Hare Intl
25 Dec
ORD10:00Chicago O'Hare Intl
14h 51m
1 stop
SFO22:51San Francisco
Sun Country Air
24 Dec
SFO18:07San Francisco
12h 56m
1 stop
ORD09:03Chicago O'Hare Intl
26 Dec
ORD19:50Chicago O'Hare Intl
29h 01m
1 stop
SFO22:51San Francisco

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 typical price of a round-trip flight between San Francisco and Chicago?

What is the cheapest month to fly to Chicago?

If you don’t want to visit Chicago in April, then you should wait until January to fly from San Francisco, when ticket prices are also cheap, with an average price of $493.

What is the cheapest day to depart on your flight to Chicago?

Our data shows that Monday is the least expensive day to fly to Chicago. Tickets to fly out on this day can be as low as $0. Flights from San Francisco to Chicago on a Thursday will generally be more expensive and average around $646. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Chicago?

Our data shows that the cheapest San Francisco to Chicago flights are usually those with departure times at midday. Our users have found flights to Chicago at midday for as low as $0. Flights in the morning are often more expensive, with an average ticket price of $580.

What is the cheapest San Francisco to Chicago flight route?

Fly from San Francisco to Chicago Midway for the best San Francisco - Chicago flight prices

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

We recommend purchasing flights from San Francisco to Chicago 56 days ahead of your departure date because this is when momondo users tend to see the best flight rates. On average, our users have found flights to Chicago for $607. In the past 72 hours, momondo users found flights from San Francisco to Chicago for as low as $711.

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 96% 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 December 2024, prices for San Francisco to Chicago flights are approximately 48% 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

$88

Fastest flight time

4h 12m

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 $88. The best return flight deal from San Francisco to Chicago found on momondo in the last 72 hours is $316.
The fastest flight from San Francisco to Chicago takes 4h 12m
Direct flights go from San Francisco to Chicago every day.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)

  • 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 12m.

  • 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?

  • What is the most popular airline 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