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Cheap flights from San Francisco to Chicago from $61

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 2/4. 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.

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 layovers.

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.
8:19 pm - 5:05 amSFO-ORD
6h 46m1 stop
11:55 am - 10:52 pmORD-SFO
12h 57m1 stop
$116Frontier
Find Deal
Sat, Mar 1 - Thu, Mar 6
2:54 pm - 11:44 amSFO-MDW
18h 50m1 stop
7:15 am - 12:47 pmMDW-SFO
7h 32m1 stop
$126Frontier
Find Deal
Thu, Jan 23 - Thu, Jan 30
10:46 am - 4:58 pmSFO-ORD
4h 12mnonstop
7:00 pm - 10:10 pmORD-SFO
5h 10mnonstop
$191Alaska Airlines
Find Deal
Wed, Feb 19 - Wed, Feb 19
10:00 am - 4:27 pmSFO-ORD
4h 27mnonstop
6:55 pm - 9:54 pmORD-SFO
4h 59mnonstop
$197Alaska Airlines
Find Deal
Fri, Jan 24 - Mon, Jan 27
11:59 pm - 6:18 amSFO-ORD
4h 19mnonstop
12:55 pm - 5:44 pmORD-SFO
6h 49m1 stop
$207United Airlines
Find Deal
Thu, Jan 23 - Wed, Jan 29
5:20 am - 11:36 amSFO-ORD
4h 16mnonstop
9:40 am - 12:35 pmORD-SFO
4h 55mnonstop
$208American Airlines
Find Deal
Sat, Feb 8 - Sat, Feb 15
3:20 pm - 11:59 pmSFO-ORD
6h 39m1 stop
6:30 am - 9:24 amORD-SFO
4h 54mnonstop
$217United Airlines
Find Deal
Thu, Jan 23 - Wed, Jan 29
5:20 am - 11:36 amSFO-ORD
4h 16mnonstop
8:30 am - 11:24 amORD-SFO
4h 54mnonstop
$218American Airlines
Find Deal
Thu, Jan 23 - Thu, Jan 30
6:10 am - 12:20 pmSFO-MDW
4h 10mnonstop
9:30 am - 12:25 pmMDW-SFO
4h 55mnonstop
$228Southwest
Find Deal
Sat, Feb 15 - Mon, Feb 17
6:15 am - 12:25 pmSFO-MDW
4h 10mnonstop
4:45 pm - 7:40 pmMDW-SFO
4h 55mnonstop
$248Southwest
Find Deal
Thu, Feb 6 - Mon, Feb 10
6:55 am - 12:17 amSFO-MDW
15h 22m1 stop
$61Frontier
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Tue, Feb 4
6:55 am - 12:17 amSFO-MDW
15h 22m1 stop
$62Frontier
Find Deal
Tue, Jan 28
10:46 am - 4:58 pmSFO-ORD
4h 12mnonstop
$99Alaska Airlines
Find Deal
Tue, Feb 18
7:15 am - 1:20 pmSFO-MDW
4h 05mnonstop
$99Southwest
Find Deal
Sat, Feb 1
5:20 am - 11:36 amSFO-ORD
4h 16mnonstop
$101American Airlines
Find Deal
Sat, Feb 8
4:00 pm - 11:59 pmSFO-ORD
5h 59m1 stop
$108United Airlines
Find Deal
Tue, Jan 28
11:55 pm - 6:13 amSFO-ORD
4h 18mnonstop
$109United Airlines
Find Deal
Mon, Feb 17
6:10 am - 12:20 pmSFO-MDW
4h 10mnonstop
$109Southwest
Find Deal
Sun, Feb 2
5:06 am - 11:27 amSFO-ORD
4h 21mnonstop
$110American Airlines
Find Deal
Tue, Apr 8
6:43 pm - 1:07 pmSFO-ORD
16h 24m1 stop
$114Alaska Airlines
Find Deal
Tue, Jan 21
10:57 pm - 1:24 pmSFO-MDW
12h 27m1 stop
8:41 pm - 7:14 amMDW-SFO
12h 33m1 stop
$313Frontier
Find Deal
Tue, Dec 31 - Mon, Jan 6
3:03 pm - 11:46 pmSFO-ORD
6h 43m1 stop
4:41 pm - 10:59 pmORD-SFO
8h 18m1 stop
$318Frontier
Find Deal
Wed, Jan 1 - Mon, Jan 6
12:59 am - 7:26 amSFO-ORD
4h 27mnonstop
6:00 am - 8:50 amORD-SFO
4h 50mnonstop
$458United Airlines
Find Deal
Wed, Jan 1 - Thu, Jul 10
12:59 am - 7:26 amSFO-ORD
4h 27mnonstop
6:30 am - 9:24 amORD-SFO
4h 54mnonstop
$561United Airlines
Find Deal
Wed, Jan 1 - Sat, Jan 11
11:34 am - 5:59 pmSFO-ORD
4h 25mnonstop
6:56 pm - 9:59 pmORD-SFO
5h 03mnonstop
$609Alaska Airlines
Find Deal
Mon, Dec 30 - Sun, Jan 5
6:00 am - 12:10 pmSFO-MDW
4h 10mnonstop
4:50 pm - 7:30 pmMDW-SFO
4h 40mnonstop
$610Southwest
Find Deal
Sun, Dec 29 - Tue, Dec 31
5:55 pm - 5:30 amSFO-ORD
9h 35m1 stop
6:56 pm - 9:59 pmORD-SFO
5h 03mnonstop
$618Alaska Airlines
Find Deal
Sat, Dec 28 - Sun, Jan 5
6:00 am - 12:10 pmSFO-MDW
4h 10mnonstop
5:05 pm - 12:05 amMDW-SFO
9h 00m1 stop
$619Southwest
Find Deal
Sun, Dec 29 - Fri, Jan 3
6:00 am - 12:20 pmSFO-ORD
4h 20mnonstop
9:00 pm - 11:59 pmORD-SFO
4h 59mnonstop
$624American Airlines
Find Deal
Sun, Dec 29 - Sun, Jan 5
12:59 am - 10:35 amSFO-ORD
7h 36m1 stop
12:03 pm - 6:59 pmORD-SFO
8h 56m1 stop
$627American Airlines
Find Deal
Sun, Dec 29 - Thu, Jan 2
10:46 am - 4:58 pmSFO-ORD
4h 12mnonstop
7:00 pm - 10:10 pmORD-SFO
5h 10mnonstop
$191Alaska Airlines
Find Deal
Wed, Feb 19 - Wed, Feb 19
11:05 pm - 5:30 amSFO-ORD
4h 25mnonstop
12:45 pm - 3:38 pmORD-SFO
4h 53mnonstop
$197United Airlines
Find Deal
Sat, Feb 1 - Tue, Feb 4
11:59 pm - 6:18 amSFO-ORD
4h 19mnonstop
8:55 am - 11:43 amORD-SFO
4h 48mnonstop
$207United Airlines
Find Deal
Thu, Jan 23 - Sat, Jan 25
5:20 am - 11:36 amSFO-ORD
4h 16mnonstop
9:40 am - 12:35 pmORD-SFO
4h 55mnonstop
$208American Airlines
Find Deal
Sat, Feb 8 - Sat, Feb 15
6:10 am - 12:20 pmSFO-MDW
4h 10mnonstop
6:20 pm - 9:00 pmMDW-SFO
4h 40mnonstop
$208Southwest
Find Deal
Sat, Mar 1 - Thu, Mar 6
10:46 am - 4:58 pmSFO-ORD
4h 12mnonstop
7:00 pm - 10:10 pmORD-SFO
5h 10mnonstop
$211Alaska Airlines
Find Deal
Thu, Feb 20 - Thu, Feb 20
5:00 am - 11:05 amSFO-ORD
4h 05mnonstop
8:31 am - 11:30 amORD-SFO
4h 59mnonstop
$217American Airlines
Find Deal
Thu, Feb 13 - Sun, Feb 16
5:20 am - 11:36 amSFO-ORD
4h 16mnonstop
8:30 am - 11:24 amORD-SFO
4h 54mnonstop
$218American Airlines
Find Deal
Thu, Jan 23 - Thu, Jan 30
5:20 am - 11:36 amSFO-ORD
4h 16mnonstop
12:39 pm - 3:28 pmORD-SFO
4h 49mnonstop
$219American Airlines
Find Deal
Thu, Jan 23 - Thu, Jan 30
6:10 am - 12:20 pmSFO-MDW
4h 10mnonstop
9:30 am - 12:25 pmMDW-SFO
4h 55mnonstop
$228Southwest
Find Deal
Sat, Feb 15 - Mon, Feb 17

American Airlines flights from San Francisco to Chicago

Our best American Airlines deals on San Francisco to Chicago flight tickets
American Airlines
Feb 8
SFO5:20 amSan Francisco
4h 16m
ORD11:36 amChicago O'Hare Intl
Feb 15
ORD9:40 amChicago O'Hare Intl
4h 55m
SFO12:35 pmSan Francisco
American Airlines
Jan 23
SFO5:20 amSan Francisco
4h 16m
ORD11:36 amChicago O'Hare Intl
Jan 30
ORD8:30 amChicago O'Hare Intl
4h 54m
SFO11:24 amSan Francisco
American Airlines
Jan 23
SFO5:20 amSan Francisco
4h 16m
ORD11:36 amChicago O'Hare Intl
Jan 30
ORD12:39 pmChicago O'Hare Intl
4h 49m
SFO3:28 pmSan Francisco

Alaska Airlines flights from San Francisco to Chicago

Our best Alaska Airlines deals on San Francisco to Chicago flight tickets
Alaska Airlines
Feb 19
SFO10:46 amSan Francisco
4h 12m
ORD4:58 pmChicago O'Hare Intl
Feb 19
ORD7:00 pmChicago O'Hare Intl
5h 10m
SFO10:10 pmSan Francisco
Alaska Airlines
Jan 24
SFO10:00 amSan Francisco
4h 27m
ORD4:27 pmChicago O'Hare Intl
Jan 27
ORD6:55 pmChicago O'Hare Intl
4h 59m
SFO9:54 pmSan Francisco
Alaska Airlines
Jan 24
SFO8:20 amSan Francisco
7h 39m
1 stop
ORD5:59 pmChicago O'Hare Intl
Jan 26
ORD6:55 pmChicago O'Hare Intl
4h 59m
SFO9:54 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 $296. If you’re not able to fly to Chicago in April, then January is your next best option. Flight prices from San Francisco to Chicago during January average around $308.

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 $306. 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 $391.

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 $280. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $428.

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?

The best time to book a flight to Chicago from San Francisco is 56 days out, which is when prices tend to be around $380. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $277.

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 37% 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 49% 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

$61

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 $61. The best round-trip flight deal from San Francisco to Chicago found on momondo in the last 72 hours is $116.
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 $82Free CancellationRating
6.0
3,463 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $112Free CancellationRating
6.3
8,104 reviews
Search Spirit Airlines flights
Alaska AirlinesPriceFrom $161Free CancellationRating
8.0
9,564 reviews
Search Alaska Airlines flights
United AirlinesPriceFrom $185Free CancellationRating
7.4
9,001 reviews
Search United Airlines flights
American AirlinesPriceFrom $198Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $219Free CancellationRating
8.1
4,749 reviews
Search Southwest flights
DeltaPriceFrom $235Free CancellationRating
8.0
8,560 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 $219. Generally, Southwest has 6 flights on this route every week with an average price of $433. 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 $161 round-trip, depending on your selected dates, with average Alaska Airlines deals seen on momondo around $316. Alaska Airlines operates 4 flights to Chicago from San Francisco in an average week. Users have rated it 8.0/10 across 9,564 reviews.


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