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Cheap flights from Chicago to San Francisco from $99

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to San Francisco departing on 9/17. 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 Chicago to San Francisco

Cheap round-trip flights

Frontier Logo
4:48 pm - 12:16 amMDW-SFO
9h 28m1 stop
Frontier Logo
11:57 pm - 1:11 pmSFO-MDW
11h 14m1 stop
$198Frontier
Find Deal
Fr, Okt 3 - So, Okt 5
American Airlines Logo
6:45 am - 9:24 amORD-SFO
4h 39mnonstop
American Airlines Logo
1:21 pm - 7:45 pmSFO-ORD
4h 24mnonstop
$198American Airlines
Find Deal
Sa, Sep 13 - Sa, Sep 20
Frontier Logo
4:48 pm - 12:16 amMDW-SFO
9h 28m1 stop
Frontier Logo
11:57 pm - 1:11 pmSFO-MDW
11h 14m1 stop
$199Frontier
Find Deal
Fr, Okt 3 - So, Okt 5
Alaska Airlines Logo
8:20 am - 2:01 pmORD-SFO
7h 41m1 stop
Alaska Airlines Logo
10:26 am - 11:59 pmSFO-ORD
11h 33m1 stop
$204Alaska Airlines
Find Deal
Mi, Okt 15 - Mi, Okt 22
American Airlines Logo
6:00 pm - 8:50 pmORD-SFO
4h 50mnonstop
American Airlines Logo
2:22 pm - 8:40 pmSFO-ORD
4h 18mnonstop
$207American Airlines
Find Deal
Do, Sep 11 - Mi, Sep 17
Alaska Airlines Logo
8:20 am - 2:01 pmORD-SFO
7h 41m1 stop
Alaska Airlines Logo
7:00 am - 6:59 pmSFO-ORD
9h 59m1 stop
$220Alaska Airlines
Find Deal
Do, Okt 16 - Di, Okt 28
Southwest Logo
8:15 am - 10:50 amMDW-SFO
4h 35mnonstop
Southwest Logo
6:20 pm - 5:10 amSFO-MDW
8h 50m1 stop
$237Southwest
Find Deal
Sa, Sep 6 - Sa, Sep 20
Delta Logo
6:15 pm - 11:29 pmMDW-SFO
7h 14m1 stop
Delta Logo
6:15 am - 5:35 pmSFO-MDW
9h 20m1 stop
$257Delta
Find Deal
Sa, Sep 13 - Di, Sep 23
Southwest Logo
3:50 pm - 6:25 pmMDW-SFO
4h 35mnonstop
Southwest Logo
7:15 am - 1:20 pmSFO-MDW
4h 05mnonstop
$266Southwest
Find Deal
Di, Sep 23 - Mo, Sep 29
Delta Logo
6:00 am - 11:45 amMDW-SFO
7h 45m1 stop
Delta Logo
10:57 pm - 8:35 amSFO-MDW
7h 38m1 stop
$277Delta
Find Deal
So, Aug 31 - Di, Sep 9

Delta flights from Chicago to San Francisco

Our best Delta deals on Chicago to San Francisco flight tickets
Delta
Sep 13
MDW6:15 pmChicago Midway
7h 14m
1 stop
SFO11:29 pmSan Francisco
Sep 23
SFO6:15 amSan Francisco
9h 20m
1 stop
MDW5:35 pmChicago Midway
$257
Find similar
Delta
Aug 31
MDW6:00 amChicago Midway
7h 45m
1 stop
SFO11:45 amSan Francisco
Sep 9
SFO10:57 pmSan Francisco
7h 38m
1 stop
MDW8:35 amChicago Midway
$277
Find similar
Delta
Sep 3
MDW1:43 pmChicago Midway
9h 46m
1 stop
SFO9:29 pmSan Francisco
Sep 15
SFO11:57 pmSan Francisco
9h 51m
1 stop
MDW11:48 amChicago Midway
$296
Find similar

Frontier flights from Chicago to San Francisco

Our best Frontier deals on Chicago to San Francisco flight tickets
Frontier
Aug 30
ORD7:00 amChicago O'Hare Intl
17h 33m
1 stop
SFO10:33 pmSan Francisco
Sep 7
SFO6:29 amSan Francisco
25h 08m
1 stop
ORD9:37 amChicago O'Hare Intl
$198
Find similar
Frontier
Oct 3
MDW4:48 pmChicago Midway
9h 28m
1 stop
SFO12:16 amSan Francisco
Oct 5
SFO11:57 pmSan Francisco
11h 14m
1 stop
MDW1:11 pmChicago Midway
$199
Find similar
Frontier
Oct 8
ORD7:15 amChicago O'Hare Intl
17h 12m
1 stop
SFO10:27 pmSan Francisco
Oct 11
SFO1:29 pmSan Francisco
6h 55m
1 stop
ORD10:24 pmChicago O'Hare Intl
$200
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to San Francisco 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 August 21, 2025.
Use the filters below to find and compare flights from Chicago to San Francisco that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Fr 10/3

4:48 pm-12:16 am

1 stop9h 28m

San Francisco

So 10/5

11:57 pm-1:11 pm

1 stop11h 14m

$198

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Sa 9/13

6:45 am-9:24 am

Nonstop4h 39m

San Francisco

Sa 9/20

1:21 pm-7:45 pm

Nonstop4h 24m

$198

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Fr 10/3

4:48 pm-12:16 am

1 stop9h 28m

San Francisco

So 10/5

11:57 pm-1:11 pm

1 stop11h 14m

$199

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Mi 10/15

8:20 am-2:01 pm

1 stop7h 41m

San Francisco

Mi 10/22

10:26 am-11:59 pm

1 stop11h 33m

$204

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Do 9/11

6:00 pm-8:50 pm

Nonstop4h 50m

San Francisco

Mi 9/17

2:22 pm-8:40 pm

Nonstop4h 18m

$207

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Do 10/16

8:20 am-2:01 pm

1 stop7h 41m

San Francisco

Di 10/28

7:00 am-6:59 pm

1 stop9h 59m

$220

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Sa 9/6

8:15 am-10:50 am

Nonstop4h 35m

San Francisco

Sa 9/20

6:20 pm-5:10 am

1 stop8h 50m

$237

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Sa 9/13

6:15 pm-11:29 pm

1 stop7h 14m

San Francisco

Di 9/23

6:15 am-5:35 pm

1 stop9h 20m

$257

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Di 9/23

3:50 pm-6:25 pm

Nonstop4h 35m

San Francisco

Mo 9/29

7:15 am-1:20 pm

Nonstop4h 05m

$266

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

So 8/31

6:00 am-11:45 am

1 stop7h 45m

San Francisco

Di 9/9

10:57 pm-8:35 am

1 stop7h 38m

$277

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 San Francisco from

How to get the cheapest flight ticket from Chicago to San Francisco

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 Chicago and San Francisco?

What is the cheapest month to fly to San Francisco?

If you aren’t able to travel to San Francisco during the month of September, then flying in July is also cheap. Prices for this month can be found on momondo for an average of $287.

What is the cheapest day to depart on your flight to San Francisco?

The cheapest day to depart from Chicago to San Francisco is on a Thursday when prices can be found for as low as $351. The most expensive day to fly to San Francisco is Sunday, with ticket prices averaging around $520.

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

Our data shows that the cheapest Chicago to San Francisco flights are usually those with departure times in the evening. Our users have found flights to San Francisco in the evening for as low as $375. Flights in the afternoon are often more expensive with an average ticket price of $450.

What is the cheapest Chicago to San Francisco flight route?

Fly from Chicago O'Hare Intl to San Francisco for the best Chicago - San Francisco flight prices

How far in advance should I book a flight to San Francisco?

You are more likely to see cheaper flights to San Francisco from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to San Francisco for around $312 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to San Francisco from Chicago for as low as $274 on momondo.

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

There are 4 cabin classes available to choose from on Chicago to San Francisco 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 Chicago to San Francisco flights?

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

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

As of August 2025, prices for Chicago to San Francisco flights are approximately 14% more expensive when compared to flights at the same time last year.

When to book flights from Chicago to San Francisco

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to San Francisco according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to San Francisco (CHI to SFO) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to San Francisco

Best Price Found

$108

Fastest flight time

4h 30m

Direct flights

Every day

Airports in San Francisco

1 airport
The best one-way flight to San Francisco from Chicago in the past 72 hours is $108. The best round-trip flight deal from Chicago to San Francisco found on momondo in the last 72 hours is $217.
The fastest flight from Chicago to San Francisco takes 4h 30m
Direct flights go from Chicago to San Francisco every day.
There is 1 airport near San Francisco: San Francisco (SFO)
Search flight deals

  • How far is Chicago to San Francisco by plane?

    San Francisco is 1852.8 mi away from Chicago. Typically, this will take 4h 35m by plane in normal conditions.

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

    Prices for flights from Chicago to San Francisco Airport refresh daily.

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

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to San Francisco Airport.

  • What documentation or ID do you need to fly to San Francisco Airport?

    The travel and health documents you'll need for your trip to San Francisco Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at San Francisco Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago to San Francisco?

  • What is the most popular airline from Chicago to San Francisco?

Best airlines flying from Chicago to San Francisco

Compare and see reviews for airlines that fly from Chicago to San Francisco with momondo
Airline
Rating
Free Cancellation
Price
Hawaiian AirlinesPriceFrom $108Free CancellationRating
7.8
2,672 reviews
Search Hawaiian Airlines flights
FrontierPriceFrom $122Free CancellationRating
5.8
3,207 reviews
Search Frontier flights
DeltaPriceFrom $128Free CancellationRating
7.9
7,981 reviews
Search Delta flights
United AirlinesPriceFrom $141Free CancellationRating
7.4
8,930 reviews
Search United Airlines flights
SouthwestPriceFrom $180Free CancellationRating
8.0
4,245 reviews
Search Southwest flights
Alaska AirlinesPriceFrom $188Free CancellationRating
8.0
10,000 reviews
Search Alaska Airlines flights
American AirlinesPriceFrom $197Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

  • Southwest Flights From Chicago to San Francisco

    Southwest operates around 11 flights from Chicago to San Francisco every week. The average price of these flights found in the last 72 hours has been $372, but momondo users have found Southwest deals from Chicago to San Francisco from as low as $180 round-trip. Southwest has been scored 8.0/10 in 4,245 reviews.

  • United Airlines Flights From Chicago to San Francisco

    $141 is the best United Airlines flight deal from Chicago to San Francisco found on momondo over the last 72 hours. The average United Airlines ticket price found was closer to $359, however, with flight time and availability significantly affecting the price. United Airlines (7.4/10 from 8,930 user reviews) flies into San Francisco from Chicago 41 times in an average week so prices can vary.

Traveling to a place near San Francisco?

Book flights to San Francisco if you plan to visit one of these locations
Santa Cruz
Carmel-by-the-Sea
Modesto
Calistoga
Sonoma
Hayward
Bodega Bay
Roseville
Santa Clara
Big Sur
Daly City
Fremont
Berkeley
Walnut Creek
Half Moon Bay
Vallejo
South San Francisco
Redwood City
Pacific Grove
Sunnyvale

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to San Francisco from Chicago.

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

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

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

Once you have performed a search for Chicago to San Francisco flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

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

An easier way to manage your San Francisco 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.
Start using Trips
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1 adult
Di 8/26
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