How many flights depart from San Francisco to Chicago on average per day?

76 flights are operational daily from San Francisco to Chicago as of October 2025. The most popular departure time for this route is 8:00AM, with 45% of flights per day taking off at noon.

How many flights depart from San Francisco to Chicago on average per week?

The number of flights available between San Francisco and Chicago is 536 per week as of October 2025. The most frequent departure day is Thu, with 16% of weekly flights leaving on this day.

What is the cheapest airline that flies from San Francisco to Chicago?

Frontier, Alaska Airlines, and United Airlines are the most popular carriers operating from San Francisco to Chicago

Which layover airport has the shortest travel time from San Francisco to Chicago?

Flights connecting via Minneapolis (MSP) have the shortest average one-way travel time: 6h 15m.

Which layover airport offers the lowest fares from San Francisco to Chicago?

Flights via Denver (DEN) offer the lowest average round-trip price of $202.

Which layover airport has the shortest connection time from San Francisco to Chicago?

Minneapolis (MSP) has the shortest average layover time for this route: 1h 00m.

Which airport is the most popular layover for flights between San Francisco and Chicago?

Denver (DEN) was the most common stop: 65% of momondo users choosing 1-stop flights on this route connected there.

What airlines fly to Chicago?

United Airlines, American Airlines and Southwest are the top three most popular airlines that fly to Chicago from San Francisco according to our data. United Airlines is the first choice among our users, with 48% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 8 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

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?

As of October 2025, there are 7 operators available to choose from 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.

$109 Cheap Flights from San Francisco to Chicago in 2025/26

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10:43 pm - 12:12 amSFO-ORD

23h 29m2 stops

6:35 am - 1:00 pmORD-SFO

8h 25m1 stop

$242Multiple Airlines

Find Deal

Mon, Oct 27 - Thu, Oct 30

7:00 am - 7:54 pmSFO-ORD

10h 54m1 stop

8:55 am - 11:48 pmORD-SFO

16h 53m1 stop

$243Alaska Airlines

Find Deal

Sun, Dec 7 - Thu, Dec 11

2:54 pm - 12:10 amSFO-ORD

7h 16m1 stop

7:39 pm - 12:25 amORD-SFO

6h 46m1 stop

$244Frontier

Find Deal

Thu, Nov 27 - Thu, Dec 4

6:34 am - 11:30 amSFO-MDW

26h 56m1 stop

8:30 am - 4:43 pmMDW-SFO

10h 13m1 stop

$246Frontier

Find Deal

Wed, Oct 29 - Mon, Nov 3

1:10 pm - 12:59 amSFO-ORD

9h 49m1 stop

10:43 pm - 8:10 pmORD-SFO

23h 27m2 stops

$246Multiple Airlines

Find Deal

Thu, Nov 6 - Mon, Nov 10

10:10 am - 4:10 pmSFO-MDW

4h 00mnonstop

8:10 am - 3:05 pmMDW-SFO

8h 55m1 stop

$276Southwest

Find Deal

Sat, Nov 15 - Mon, Nov 24

6:10 am - 12:15 pmSFO-MDW

4h 05mnonstop

8:15 am - 11:00 amMDW-SFO

4h 45mnonstop

$277Southwest

Find Deal

Wed, Dec 10 - Wed, Dec 17

11:55 pm - 8:45 amSFO-ORD

6h 50m1 stop

9:45 am - 12:29 pmORD-SFO

4h 44mnonstop

$279American Airlines

Find Deal

Tue, Oct 28 - Wed, Oct 29

11:15 pm - 5:38 amSFO-ORD

4h 23mnonstop

8:50 am - 3:03 pmORD-SFO

8h 13m1 stop

$289American Airlines

Find Deal

Mon, Nov 3 - Tue, Nov 4

10:40 pm - 5:00 amSFO-ORD

4h 20mnonstop

10:35 am - 1:25 pmORD-SFO

4h 50mnonstop

$290United Airlines

Find Deal

Mon, Nov 17 - Wed, Nov 19

Delta flights from San Francisco to Chicago

Our best Delta deals on San Francisco to Chicago flight tickets

Delta

Oct 31

SFO10:57 pmSan Francisco

8h 15m

1 stop

ORD9:12 amChicago O'Hare Intl

Nov 6

ORD7:37 amChicago O'Hare Intl

10h 28m

1 stop

SFO4:05 pmSan Francisco

$258

Find similar

Delta

Oct 31

SFO10:57 pmSan Francisco

8h 15m

1 stop

ORD9:12 amChicago O'Hare Intl

Nov 11

ORD7:47 amChicago O'Hare Intl

10h 10m

1 stop

SFO3:57 pmSan Francisco

$260

Find similar

Delta

Feb 18

SFO12:40 amSan Francisco

6h 07m

1 stop

ORD8:47 amChicago O'Hare Intl

Feb 24

ORD12:15 pmChicago O'Hare Intl

9h 13m

2 stops

SFO7:28 pmSan Francisco

$265

Find similar

American Airlines flights from San Francisco to Chicago

Our best American Airlines deals on San Francisco to Chicago flight tickets

American Airlines

Oct 28

SFO11:55 pmSan Francisco

6h 50m

1 stop

ORD8:45 amChicago O'Hare Intl

Oct 29

ORD9:45 amChicago O'Hare Intl

4h 44m

SFO12:29 pmSan Francisco

$279

Find similar

American Airlines

Nov 3

SFO11:15 pmSan Francisco

4h 23m

ORD5:38 amChicago O'Hare Intl

Nov 4

ORD8:50 amChicago O'Hare Intl

8h 13m

1 stop

SFO3:03 pmSan Francisco

$289

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Fly from

Fly to

Route

Depart

Return

Price

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Mon 10/27

10:43 pm-12:12 am

2 stops23h 29m

Chicago O'Hare Intl

Thu 10/30

6:35 am-1:00 pm

1 stop8h 25m

$242

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Sun 12/7

7:00 am-7:54 pm

1 stop10h 54m

Chicago O'Hare Intl

Thu 12/11

8:55 am-11:48 pm

1 stop16h 53m

$243

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Thu 11/27

2:54 pm-12:10 am

1 stop7h 16m

Chicago O'Hare Intl

Thu 12/4

7:39 pm-12:25 am

1 stop6h 46m

$244

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

Wed 10/29

6:34 am-11:30 am

1 stop26h 56m

Chicago Midway

Mon 11/3

8:30 am-4:43 pm

1 stop10h 13m

$246

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Thu 11/6

1:10 pm-12:59 am

1 stop9h 49m

Chicago O'Hare Intl

Mon 11/10

10:43 pm-8:10 pm

2 stops23h 27m

$246

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

Sat 11/15

10:10 am-4:10 pm

Nonstop4h 00m

Chicago Midway

Mon 11/24

8:10 am-3:05 pm

1 stop8h 55m

$276

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

Wed 12/10

6:10 am-12:15 pm

Nonstop4h 05m

Chicago Midway

Wed 12/17

8:15 am-11:00 am

Nonstop4h 45m

$277

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Tue 10/28

11:55 pm-8:45 am

1 stop6h 50m

Chicago O'Hare Intl

Wed 10/29

9:45 am-12:29 pm

Nonstop4h 44m

$279

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Mon 11/3

11:15 pm-5:38 am

Nonstop4h 23m

Chicago O'Hare Intl

Tue 11/4

8:50 am-3:03 pm

1 stop8h 13m

$289

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Mon 11/17

10:40 pm-5:00 am

Nonstop4h 20m

Chicago O'Hare Intl

Wed 11/19

10:35 am-1:25 pm

Nonstop4h 50m

$290

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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

Prices

Airlines

Layovers

Other information

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 $403. 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 $408. 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 $300 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?

No. A direct flight is the cheapest option for a flight between San Francisco to Chicago.

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

As of October 2025, prices for San Francisco to Chicago flights are approximately 25% 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	$194
Fastest flight time	3h 55m
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 $194. The best round-trip flight deal from San Francisco to Chicago found on momondo in the last 72 hours is $378.

The fastest flight from San Francisco to Chicago takes 3h 55m

Direct flights go from San Francisco to Chicago every day.

There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), 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?
As of October 2025, there are 7 operators available to choose from 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?
Based on momondo bookings for flights between San Francisco and Chicago, the leading plane model is Boeing 757-300, making up 16.80% of the total bookings. Other popular models include Boeing 737-800 with 16.67%, Airbus A321neo with 16.53%, and Boeing 777 with 12.92%.
What is the most popular airline from San Francisco to Chicago?
Based on momondo bookings for flights between San Francisco and Chicago, the leading airline is United Airlines, making up 40% of the total bookings. Other popular airlines include American Airlines with 35%, Alaska Airlines with 11%, and Frontier with 6%.

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 Airlines	PriceFrom $108	Free Cancellation	Rating 7.8 2,781 reviews	Search Hawaiian Airlines flights
Frontier	PriceFrom $128	Free Cancellation	Rating 5.8 3,137 reviews	Search Frontier flights
Delta	PriceFrom $128	Free Cancellation	Rating 7.9 7,980 reviews	Search Delta flights
United Airlines	PriceFrom $133	Free Cancellation	Rating 7.4 8,982 reviews	Search United Airlines flights
Southwest	PriceFrom $185	Free Cancellation	Rating 8.0 4,241 reviews	Search Southwest flights
Alaska Airlines	PriceFrom $196	Free Cancellation	Rating 8.0 11,103 reviews	Search Alaska Airlines flights
American Airlines	PriceFrom $197	Free Cancellation	Rating 7.2 11,040 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 $338. 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 $379. United Airlines operates 58 flights to Chicago from San Francisco in an average week. Users have rated it 7.4/10 across 8,982 reviews.

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Saint Joseph

Portage

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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.

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Chicago Midway Airport

Chicago O'Hare Intl Airport

Chicago Greater Rockford Airport

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Cheap flights from San Francisco to Chicago from $109

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 12/10. 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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Big names and deals

Filter for what you want

Filter for what you want

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Delta flights from San Francisco to Chicago

Our best Delta deals on San Francisco to Chicago flight tickets

American Airlines flights from San Francisco to Chicago

Our best American Airlines deals on San Francisco to Chicago flight tickets

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Use the filters below to find and compare flights from San Francisco to Chicago that are best for you.

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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?

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

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 $408. 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?

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?

No. A direct flight is the cheapest option for a flight between San Francisco to Chicago.

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

As of October 2025, prices for San Francisco to Chicago flights are approximately 25% more expensive when compared to flights at the same time last year.

What is the cheapest airline that flies from San Francisco to Chicago?

Frontier, Alaska Airlines, and United Airlines are the most popular carriers operating from San Francisco to Chicago

What airlines fly to Chicago?

Which airport is the most popular layover for flights between San Francisco and Chicago?

Denver (DEN) was the most common stop: 65% of momondo users choosing 1-stop flights on this route connected there.

Which layover airport offers the lowest fares from San Francisco to Chicago?

Flights via Denver (DEN) offer the lowest average round-trip price of $202.

Which layover airport has the shortest travel time from San Francisco to Chicago?

Flights connecting via Minneapolis (MSP) have the shortest average one-way travel time: 6h 15m.

Which layover airport has the shortest connection time from San Francisco to Chicago?

Minneapolis (MSP) has the shortest average layover time for this route: 1h 00m.

How many flights depart from San Francisco to Chicago on average per day?

76 flights are operational daily from San Francisco to Chicago as of October 2025. The most popular departure time for this route is 8:00AM, with 45% of flights per day taking off at noon.

How many flights depart from San Francisco to Chicago on average per week?

The number of flights available between San Francisco and Chicago is 536 per week as of October 2025. The most frequent departure day is Thu, with 16% of weekly flights leaving on this day.

When to book flights from San Francisco to Chicago

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

Fastest flight time

Direct flights

Airports in Chicago

How far is San Francisco to Chicago by plane?

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

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?

What documentation or ID do you need to fly to Chicago?

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

Southwest Flights From San Francisco to Chicago

United Airlines Flights From San Francisco to Chicago

Traveling to a place near Chicago?

Why use momondo?

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

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

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

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

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.