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Cheap flights from San Francisco to Chicago from $73

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 4/19. 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.
6:45 am - 12:55 pmSFO-MDW
4h 10mnonstop
9:50 am - 12:25 pmMDW-SFO
4h 35mnonstop
$146Southwest
Find Deal
Sat, Apr 19 - Sat, Apr 26
6:00 am - 12:37 amSFO-ORD
16h 37m1 stop
6:45 am - 12:44 amORD-SFO
19h 59m1 stop
$150Frontier
Find Deal
Wed, Apr 9 - Tue, Apr 15
1:20 pm - 7:39 pmSFO-ORD
4h 19mnonstop
9:17 pm - 12:15 amORD-SFO
4h 58mnonstop
$163United Airlines
Find Deal
Wed, Apr 16 - Wed, Apr 30
2:46 pm - 9:05 pmSFO-ORD
4h 19mnonstop
8:15 am - 11:08 amORD-SFO
4h 53mnonstop
$164American Airlines
Find Deal
Sat, Apr 12 - Sat, Apr 19
12:08 am - 6:30 amSFO-ORD
4h 22mnonstop
6:25 pm - 9:25 pmORD-SFO
5h 00mnonstop
$177United Airlines
Find Deal
Mon, Apr 7 - Wed, Apr 16
11:52 am - 6:16 pmSFO-ORD
4h 24mnonstop
6:56 pm - 9:55 pmORD-SFO
4h 59mnonstop
$180Alaska Airlines
Find Deal
Tue, Apr 8 - Wed, Apr 16
11:52 am - 6:16 pmSFO-ORD
4h 24mnonstop
7:13 pm - 10:12 pmORD-SFO
4h 59mnonstop
$181Alaska Airlines
Find Deal
Sat, Apr 19 - Sat, Apr 26
11:59 pm - 6:17 amSFO-ORD
4h 18mnonstop
3:17 pm - 9:14 pmORD-SFO
7h 57m1 stop
$200American Airlines
Find Deal
Wed, Apr 9 - Wed, Apr 16
6:05 am - 5:25 pmSFO-ORD
9h 20m1 stop
7:15 am - 12:40 pmORD-SFO
7h 25m1 stop
$255Delta
Find Deal
Tue, May 20 - Sat, May 24
2:19 pm - 11:56 pmSFO-ORD
7h 37m1 stop
7:30 am - 3:48 pmORD-SFO
10h 18m1 stop
$256Delta
Find Deal
Tue, Mar 25 - Mon, Mar 31

United Airlines flights from San Francisco to Chicago

Our best United Airlines deals on San Francisco to Chicago flight tickets
United Airlines
Apr 16
SFO1:20 pmSan Francisco
4h 19m
ORD7:39 pmChicago O'Hare Intl
Apr 30
ORD9:17 pmChicago O'Hare Intl
4h 58m
SFO12:15 amSan Francisco
United Airlines
Apr 7
SFO12:08 amSan Francisco
4h 22m
ORD6:30 amChicago O'Hare Intl
Apr 16
ORD6:25 pmChicago O'Hare Intl
5h 00m
SFO9:25 pmSan Francisco
United Airlines
May 5
SFO12:25 amSan Francisco
4h 22m
ORD6:47 amChicago O'Hare Intl
May 10
ORD12:45 pmChicago O'Hare Intl
5h 01m
SFO3:46 pmSan Francisco

Alaska Airlines flights from San Francisco to Chicago

Our best Alaska Airlines deals on San Francisco to Chicago flight tickets
Alaska Airlines
Apr 8
SFO11:52 amSan Francisco
4h 24m
ORD6:16 pmChicago O'Hare Intl
Apr 16
ORD6:56 pmChicago O'Hare Intl
4h 59m
SFO9:55 pmSan Francisco
Alaska Airlines
Apr 19
SFO11:52 amSan Francisco
4h 24m
ORD6:16 pmChicago O'Hare Intl
Apr 26
ORD7:13 pmChicago O'Hare Intl
4h 59m
SFO10:12 pmSan Francisco
Alaska Airlines
Apr 19
SFO11:52 amSan Francisco
4h 24m
ORD6:16 pmChicago O'Hare Intl
Apr 26
ORD7:13 pmChicago O'Hare Intl
4h 59m
SFO10:12 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 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 $297. 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 $299.

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 $420. 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 $574.

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 $358. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $561.

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?

You are more likely to see cheaper flights to Chicago from San Francisco when booking 12 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $386 when searching 12 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 February 2025, prices for San Francisco to Chicago flights are approximately 17% 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

$73

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 $73. The best round-trip flight deal from San Francisco to Chicago found on momondo in the last 72 hours is $146.
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 $74Free CancellationRating
6.0
3,339 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $112Free CancellationRating
6.3
7,980 reviews
Search Spirit Airlines flights
Alaska AirlinesPriceFrom $168Free CancellationRating
8.0
9,717 reviews
Search Alaska Airlines flights
United AirlinesPriceFrom $185Free CancellationRating
7.4
8,723 reviews
Search United Airlines flights
American AirlinesPriceFrom $207Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $208Free CancellationRating
8.1
4,362 reviews
Search Southwest flights
DeltaPriceFrom $236Free CancellationRating
8.0
8,140 reviews
Search Delta flights
  • Southwest Flights From San Francisco to Chicago

    The lowest priced Southwest flight from San Francisco to Chicago from the last 72 hours was $208. Generally, Southwest has 3 flights on this route every week with an average price of $410. Southwest is rated 8.1/10 by our users.

  • Alaska Airlines Flights From San Francisco to Chicago

    Alaska Airlines is also a popular choice for this route. Alaska Airlines flight deals for San Francisco to Chicago start from as low as $168 round-trip, depending on your selected dates, with average Alaska Airlines deals seen on momondo around $319. Alaska Airlines operates 5 flights to Chicago from San Francisco in an average week. Users have rated it 8.0/10 across 9,717 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