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Cheap flights from San Francisco to Chicago from $40

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 3/5. 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 round-trip flights

These are some of the best round-trip flight deals from San Francisco to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.
6:00 am - 12:17 amSFO-MDW
16h 17m1 stop
6:40 am - 12:43 amMDW-SFO
20h 03m1 stop
$91Frontier
Find Deal
Wed, Feb 26 - Wed, Mar 12
11:12 am - 12:17 amSFO-MDW
11h 05m1 stop
6:40 am - 1:33 pmMDW-SFO
8h 53m1 stop
$104Frontier
Find Deal
Tue, Mar 11 - Wed, Mar 12
10:35 pm - 4:53 amSFO-ORD
4h 18mnonstop
1:03 pm - 4:03 pmORD-SFO
5h 00mnonstop
$188United Airlines
Find Deal
Wed, Feb 19 - Sat, Mar 1
10:46 am - 4:58 pmSFO-ORD
4h 12mnonstop
7:00 pm - 10:10 pmORD-SFO
5h 10mnonstop
$191Alaska Airlines
Find Deal
Tue, Feb 25 - Tue, Feb 25
10:48 am - 5:00 pmSFO-ORD
4h 12mnonstop
7:00 pm - 10:10 pmORD-SFO
5h 10mnonstop
$197Alaska Airlines
Find Deal
Sat, Mar 1 - Tue, Mar 4
5:10 pm - 11:36 pmSFO-ORD
4h 26mnonstop
6:30 am - 9:30 amORD-SFO
5h 00mnonstop
$198United Airlines
Find Deal
Sat, Feb 22 - Sun, Feb 23
11:05 am - 10:40 pmSFO-MDW
9h 35m1 stop
12:35 pm - 3:20 pmMDW-SFO
4h 45mnonstop
$207Southwest
Find Deal
Tue, Mar 4 - Wed, Mar 26
5:20 am - 2:35 pmSFO-MDW
7h 15m1 stop
6:20 pm - 9:00 pmMDW-SFO
4h 40mnonstop
$217Southwest
Find Deal
Tue, Mar 4 - Fri, Mar 7
5:15 am - 11:21 amSFO-ORD
4h 06mnonstop
12:25 pm - 3:19 pmORD-SFO
4h 54mnonstop
$218American Airlines
Find Deal
Wed, Feb 19 - Sat, Feb 22
11:35 pm - 5:42 amSFO-ORD
4h 07mnonstop
8:37 pm - 11:39 pmORD-SFO
5h 02mnonstop
$237American Airlines
Find Deal
Fri, Feb 28 - Sun, Mar 2

Alaska Airlines flights from San Francisco to Chicago

Our best Alaska Airlines deals on San Francisco to Chicago flight tickets
Alaska Airlines
Feb 25
SFO10:46 amSan Francisco
4h 12m
ORD4:58 pmChicago O'Hare Intl
Feb 25
ORD7:00 pmChicago O'Hare Intl
5h 10m
SFO10:10 pmSan Francisco
Alaska Airlines
Mar 1
SFO10:48 amSan Francisco
4h 12m
ORD5:00 pmChicago O'Hare Intl
Mar 4
ORD7:00 pmChicago O'Hare Intl
5h 10m
SFO10:10 pmSan Francisco
Alaska Airlines
Feb 25
SFO2:43 pmSan Francisco
7h 16m
1 stop
ORD11:59 pmChicago O'Hare Intl
Mar 1
ORD7:00 pmChicago O'Hare Intl
5h 10m
SFO10:10 pmSan Francisco

American Airlines flights from San Francisco to Chicago

Our best American Airlines deals on San Francisco to Chicago flight tickets
American Airlines
Feb 19
SFO5:15 amSan Francisco
4h 06m
ORD11:21 amChicago O'Hare Intl
Feb 22
ORD12:25 pmChicago O'Hare Intl
4h 54m
SFO3:19 pmSan Francisco
American Airlines
Feb 12
SFO5:20 amSan Francisco
4h 16m
ORD11:36 amChicago O'Hare Intl
Mar 5
ORD8:31 amChicago O'Hare Intl
4h 58m
SFO11:29 amSan Francisco
American Airlines
Feb 28
SFO11:35 pmSan Francisco
4h 07m
ORD5:42 amChicago O'Hare Intl
Mar 2
ORD8:37 pmChicago O'Hare Intl
5h 02m
SFO11:39 pmSan 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?

The month of April is, on average, the cheapest month to fly to Chicago from San Francisco, with most prices found around $295. If you’re not able to fly to Chicago in April, then February is your next best option. Flight prices from San Francisco to Chicago during February average around $297.

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 $421. 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 $569.

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 $350. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $567.

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 17 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $382 when searching 17 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 $315 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.

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

As of January 2025, prices for San Francisco to Chicago flights are approximately 43% 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

$40

Fastest flight time

4h 05m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from San Francisco in the past 72 hours is $40. The best round-trip flight deal from San Francisco to Chicago found on momondo in the last 72 hours is $91.
The fastest flight from San Francisco to Chicago takes 4h 05m
Direct flights go from San Francisco to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • 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 05m 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
FrontierPriceFrom $77Free CancellationRating
6.0
3,427 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $112Free CancellationRating
6.3
8,086 reviews
Search Spirit Airlines flights
Alaska AirlinesPriceFrom $168Free CancellationRating
8.0
9,687 reviews
Search Alaska Airlines flights
United AirlinesPriceFrom $185Free CancellationRating
7.4
8,923 reviews
Search United Airlines flights
American AirlinesPriceFrom $207Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $208Free CancellationRating
8.1
4,587 reviews
Search Southwest flights
DeltaPriceFrom $235Free CancellationRating
8.0
8,456 reviews
Search Delta flights
  • Alaska Airlines Flights From San Francisco to Chicago

    The lowest priced Alaska Airlines flight from San Francisco to Chicago from the last 72 hours was $168. Generally, Alaska Airlines has 4 flights on this route every week with an average price of $319. Alaska Airlines 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 $185 round-trip, depending on your selected dates, with average United Airlines deals seen on momondo around $390. United Airlines operates 49 flights to Chicago from San Francisco in an average week. Users have rated it 7.4/10 across 8,913 reviews.


Traveling to a place near Chicago?

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


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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