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Cheap flights from San Francisco to Chicago from $115

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 12/30. 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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Frontier Logo
8:55 pm - 11:30 amSFO-MDW
36h 35m2 stops
Frontier Logo
1:37 pm - 9:11 pmMDW-SFO
9h 34m1 stop
$260Frontier
Find Deal
Tue, Nov 11 - Sat, Nov 15
Frontier Logo
6:34 am - 11:00 pmSFO-ORD
14h 26m2 stops
Frontier Logo
11:00 am - 4:43 pmORD-SFO
7h 43m1 stop
$260Frontier
Find Deal
Sat, Nov 8 - Tue, Nov 11
Southwest Logo
6:10 am - 12:15 pmSFO-MDW
4h 05mnonstop
Southwest Logo
8:35 am - 2:40 pmMDW-SFO
8h 05m2 stops
$261Southwest
Find Deal
Wed, Dec 3 - Wed, Dec 10
Alaska Airlines Logo
8:09 am - 11:50 pmSFO-ORD
13h 41m1 stop
Alaska Airlines Logo
8:59 pm - 11:03 amORD-SFO
16h 04m1 stop
$263Alaska Airlines
Find Deal
Fri, Dec 5 - Mon, Dec 8
Alaska Airlines Logo
7:00 am - 8:02 pmSFO-ORD
11h 02m1 stop
Alaska Airlines Logo
8:58 pm - 8:15 amORD-SFO
13h 17m1 stop
$264Alaska Airlines
Find Deal
Thu, Dec 18 - Mon, Dec 22
American Airlines Logo
6:00 am - 12:24 pmSFO-ORD
4h 24mnonstop
American Airlines Logo
11:45 am - 6:30 pmORD-SFO
8h 45m1 stop
$267American Airlines
Find Deal
Thu, Dec 11 - Mon, Dec 15
Southwest Logo
11:10 am - 9:50 pmSFO-MDW
8h 40m2 stops
Southwest Logo
8:15 am - 11:15 amMDW-SFO
5h 00mnonstop
$267Southwest
Find Deal
Wed, Jan 7 - Sun, Jan 11
American Airlines Logo
11:15 pm - 5:38 amSFO-ORD
4h 23mnonstop
American Airlines Logo
8:10 am - 3:03 pmORD-SFO
8h 53m1 stop
$279American Airlines
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Tue, Nov 4 - Wed, Nov 5
United Airlines Logo
7:00 am - 1:22 pmSFO-ORD
4h 22mnonstop
United Airlines Logo
6:37 pm - 9:30 pmORD-SFO
4h 53mnonstop
$282United Airlines
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Sat, Dec 6 - Sat, Dec 13
United Airlines Logo
5:10 am - 11:30 amSFO-ORD
4h 20mnonstop
United Airlines Logo
5:17 pm - 8:10 pmORD-SFO
4h 53mnonstop
$289United Airlines
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Tue, Nov 25 - Sat, Dec 6

Delta flights from San Francisco to Chicago

Our best Delta deals on San Francisco to Chicago flight tickets
Delta
Dec 12
SFO5:45 amSan Francisco
9h 30m
1 stop
ORD5:15 pmChicago O'Hare Intl
Dec 15
ORD7:20 amChicago O'Hare Intl
10h 37m
2 stops
SFO3:57 pmSan Francisco
$261
Find similar
Delta
Dec 3
SFO8:25 amSan Francisco
22h 54m
2 stops
MDW9:19 amChicago Midway
Dec 7
MDW6:00 amChicago Midway
8h 36m
1 stop
SFO12:36 pmSan Francisco
$273
Find similar
Delta
Dec 1
SFO12:30 amSan Francisco
6h 49m
1 stop
MDW9:19 amChicago Midway
Dec 9
MDW6:00 amChicago Midway
10h 47m
1 stop
SFO2:47 pmSan Francisco
$278
Find similar

Frontier flights from San Francisco to Chicago

Our best Frontier deals on San Francisco to Chicago flight tickets
Frontier
Nov 8
SFO6:34 amSan Francisco
14h 26m
2 stops
ORD11:00 pmChicago O'Hare Intl
Nov 11
ORD11:00 amChicago O'Hare Intl
7h 43m
1 stop
SFO4:43 pmSan Francisco
$260
Find similar
Frontier
Nov 7
SFO10:23 pmSan Francisco
11h 07m
1 stop
ORD11:30 amChicago O'Hare Intl
Nov 11
ORD6:05 pmChicago O'Hare Intl
24h 38m
2 stops
SFO4:43 pmSan Francisco
$262
Find similar
Frontier
Nov 8
SFO6:34 amSan Francisco
26h 56m
1 stop
MDW11:30 amChicago Midway
Nov 10
MDW1:37 pmChicago Midway
9h 34m
1 stop
SFO9:11 pmSan Francisco
$266
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momondo Fare Finder

 
Customize 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 832,500 searches. Data last updated October 23, 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 - MDW

SFOMDW

San Francisco

Tue 11/11

8:55 pm-11:30 am

2 stops36h 35m

Chicago Midway

Sat 11/15

1:37 pm-9:11 pm

1 stop9h 34m

$260

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Sat 11/8

6:34 am-11:00 pm

2 stops14h 26m

Chicago O'Hare Intl

Tue 11/11

11:00 am-4:43 pm

1 stop7h 43m

$260

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

Wed 12/3

6:10 am-12:15 pm

Nonstop4h 05m

Chicago Midway

Wed 12/10

8:35 am-2:40 pm

2 stops8h 05m

$261

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Fri 12/5

8:09 am-11:50 pm

1 stop13h 41m

Chicago O'Hare Intl

Mon 12/8

8:59 pm-11:03 am

1 stop16h 04m

$263

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Thu 12/18

7:00 am-8:02 pm

1 stop11h 02m

Chicago O'Hare Intl

Mon 12/22

8:58 pm-8:15 am

1 stop13h 17m

$264

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Thu 12/11

6:00 am-12:24 pm

Nonstop4h 24m

Chicago O'Hare Intl

Mon 12/15

11:45 am-6:30 pm

1 stop8h 45m

$267

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

Wed 1/7

11:10 am-9:50 pm

2 stops8h 40m

Chicago Midway

Sun 1/11

8:15 am-11:15 am

Nonstop5h 00m

$267

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Tue 11/4

11:15 pm-5:38 am

Nonstop4h 23m

Chicago O'Hare Intl

Wed 11/5

8:10 am-3:03 pm

1 stop8h 53m

$279

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Sat 12/6

7:00 am-1:22 pm

Nonstop4h 22m

Chicago O'Hare Intl

Sat 12/13

6:37 pm-9:30 pm

Nonstop4h 53m

$282

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Tue 11/25

5:10 am-11:30 am

Nonstop4h 20m

Chicago O'Hare Intl

Sat 12/6

5:17 pm-8:10 pm

Nonstop4h 53m

$289

Flights are sorted by cheapest round-trip 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?

The month of February is, on average, the cheapest month to fly to Chicago from San Francisco, with most prices found around $286. If you’re not able to fly to Chicago in February, then September is your next best option. Flight prices from San Francisco to Chicago during September average around $291.

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

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $404. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from San Francisco to Chicago for around $504.

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

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from San Francisco to Chicago during this time can be as low as $411. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $466.

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 $369 when searching weeks out. 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 $307 on momondo.

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

There are 4 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 12% 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 October 2025, prices for San Francisco to Chicago flights are approximately 26% 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 round-trip 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

$193

Fastest flight time

3h 55m

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 $193. The best round-trip flight deal from San Francisco to Chicago found on momondo in the last 72 hours is $388.
The fastest flight from San Francisco to Chicago takes 3h 55m
Direct flights go from San Francisco to Chicago every day.
There is 1 airport near Chicago: Chicago Midway (MDW)
Search flight deals

  • How far is San Francisco to Chicago by plane?

    A flight from San Francisco to Chicago will travel around 1852.8 mi. Typically, this will take 4h 00m by plane in normal conditions.

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

    Prices for flights from San Francisco Airport to Chicago are updated daily.

  • How many operators does momondo search for flights from San Francisco Airport to Chicago?

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. 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 license, 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?

Best airlines flying from San Francisco to Chicago

Compare and see reviews for airlines that fly from San Francisco to Chicago with momondo
Airline
Rating
Free Cancellation
Price
Hawaiian AirlinesPriceFrom $108Free CancellationRating
7.8
2,788 reviews
Search Hawaiian Airlines flights
FrontierPriceFrom $128Free CancellationRating
5.8
3,128 reviews
Search Frontier flights
DeltaPriceFrom $128Free CancellationRating
7.9
7,981 reviews
Search Delta flights
United AirlinesPriceFrom $133Free CancellationRating
7.4
8,991 reviews
Search United Airlines flights
SouthwestPriceFrom $185Free CancellationRating
8.0
4,237 reviews
Search Southwest flights
Alaska AirlinesPriceFrom $196Free CancellationRating
8.0
11,155 reviews
Search Alaska Airlines flights
American AirlinesPriceFrom $197Free CancellationRating
7.2
11,028 reviews
Search American Airlines flights

  • Southwest Flights From San Francisco to Chicago

    The lowest priced Southwest flight from San Francisco to Chicago from the last 72 hours was $185. Generally, Southwest has 5 flights on this route every week with an average price of $336. Southwest is rated 8.0/10 by our users.

  • United Airlines Flights From San Francisco to Chicago

    United Airlines is also a popular choice for this route. United Airlines flight deals for San Francisco to Chicago start from as low as $133 round-trip, depending on your selected dates, with average United Airlines deals seen on momondo around $394. United Airlines operates 32 flights to Chicago from San Francisco in an average week. Users have rated it 7.4/10 across 8,991 reviews.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Lansing
Portage
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from San Francisco to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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

Yes. All flights to Chicago from San Francisco on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

momondo provides multiple filters to help you find the best flight to Chicago from San Francisco. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

If you are not ready to book a flight from San Francisco to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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Sat 11/22
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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 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport