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Cheap flights from Chicago Midway Airport to San Francisco from $128

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 Midway Airport to San Francisco departing on 1/16. 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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0 bags

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Find the cheapest flights from Chicago Midway Airport to San Francisco

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
1:50 pm - 8:28 pm
MDW
-
SFO
8h 38m1 stop
Delta Logo
5:45 am - 5:37 pm
SFO
-
MDW
9h 52m1 stop
$247Delta
Wed, Dec 17 - Sun, Jan 11
Delta Logo
7:17 pm - 11:47 pm
MDW
-
SFO
6h 30m1 stop
Delta Logo
12:40 am - 11:03 am
SFO
-
MDW
8h 23m1 stop
$248Delta
Sun, Mar 1 - Fri, Mar 6
Southwest Logo
5:05 am - 11:50 am
MDW
-
SFO
8h 45m1 stop
Southwest Logo
5:35 pm - 5:00 am
SFO
-
MDW
9h 25m1 stop
$249Southwest
Fri, Jan 30 - Mon, Feb 2
Southwest Logo
8:10 am - 1:45 pm
MDW
-
SFO
7h 35m1 stop
Southwest Logo
6:25 am - 12:25 pm
SFO
-
MDW
4h 00mnonstop
$252Southwest
Thu, Jan 22 - Sun, Jan 25
Southwest Logo
8:10 am - 2:55 pm
MDW
-
SFO
8h 45m2 stops
Southwest Logo
5:10 am - 6:30 pm
SFO
-
MDW
11h 20m2 stops
$253Southwest
Wed, Feb 4 - Sat, Feb 7
Southwest Logo
5:05 am - 11:50 am
MDW
-
SFO
8h 45m1 stop
Southwest Logo
9:55 am - 9:15 pm
SFO
-
MDW
9h 20m2 stops
$254Southwest
Fri, Jan 30 - Mon, Feb 2
Delta Logo
9:32 am - 5:49 pm
MDW
-
SFO
10h 17m2 stops
Delta Logo
5:45 am - 5:37 pm
SFO
-
MDW
9h 52m1 stop
$255Delta
Fri, Jan 9 - Sun, Jan 11
Southwest Logo
8:15 am - 11:15 am
MDW
-
SFO
5h 00mnonstop
Southwest Logo
6:25 am - 12:25 pm
SFO
-
MDW
4h 00mnonstop
$256Southwest
Thu, Jan 15 - Mon, Jan 19
Frontier Logo
2:01 pm - 12:24 am
MDW
-
SFO
12h 23m1 stop
Frontier Logo
6:24 am - 7:55 pm
SFO
-
MDW
11h 31m1 stop
$257Frontier
Tue, Dec 23 - Tue, Dec 30
Delta Logo
1:26 pm - 6:38 pm
MDW
-
SFO
7h 12m1 stop
Delta Logo
10:54 pm - 8:52 am
SFO
-
MDW
7h 58m1 stop
$258Delta
Thu, Jan 22 - Sun, Jan 25

Delta flights from Chicago Midway Airport to San Francisco

Our best Delta deals on Chicago Midway Airport to San Francisco flight tickets
Delta
Dec 17
MDW1:50 pmChicago Midway
8h 38m
1 stop
SFO8:28 pmSan Francisco
Jan 11
SFO5:45 amSan Francisco
9h 52m
1 stop
MDW5:37 pmChicago Midway
$247
Find similar
Delta
Mar 1
MDW7:17 pmChicago Midway
6h 30m
1 stop
SFO11:47 pmSan Francisco
Mar 9
SFO10:50 pmSan Francisco
7h 56m
1 stop
MDW8:46 amChicago Midway
$248
Find similar
Delta
Jan 9
MDW9:32 amChicago Midway
10h 17m
2 stops
SFO5:49 pmSan Francisco
Jan 11
SFO5:45 amSan Francisco
9h 52m
1 stop
MDW5:37 pmChicago Midway
$255
Find similar

Southwest flights from Chicago Midway Airport to San Francisco

Our best Southwest deals on Chicago Midway Airport to San Francisco flight tickets
Southwest
Jan 30
MDW5:05 amChicago Midway
8h 45m
1 stop
SFO11:50 amSan Francisco
Feb 2
SFO5:35 pmSan Francisco
9h 25m
1 stop
MDW5:00 amChicago Midway
$249
Find similar
Southwest
Jan 22
MDW8:10 amChicago Midway
7h 35m
1 stop
SFO1:45 pmSan Francisco
Jan 25
SFO6:25 amSan Francisco
4h 00m
MDW12:25 pmChicago Midway
$252
Find similar
Southwest
Feb 4
MDW8:10 amChicago Midway
8h 45m
2 stops
SFO2:55 pmSan Francisco
Feb 7
SFO5:10 amSan Francisco
11h 20m
2 stops
MDW6:30 pmChicago Midway
$253
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport 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 December 4, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to San Francisco that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Wed 12/17

1:50 pm-8:28 pm

1 stop8h 38m

San Francisco

Sun 1/11

5:45 am-5:37 pm

1 stop9h 52m

$247

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Sun 3/1

7:17 pm-11:47 pm

1 stop6h 30m

San Francisco

Fri 3/6

12:40 am-11:03 am

1 stop8h 23m

$248

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Fri 1/30

5:05 am-11:50 am

1 stop8h 45m

San Francisco

Mon 2/2

5:35 pm-5:00 am

1 stop9h 25m

$249

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Thu 1/22

8:10 am-1:45 pm

1 stop7h 35m

San Francisco

Sun 1/25

6:25 am-12:25 pm

Nonstop4h 00m

$252

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Wed 2/4

8:10 am-2:55 pm

2 stops8h 45m

San Francisco

Sat 2/7

5:10 am-6:30 pm

2 stops11h 20m

$253

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Fri 1/30

5:05 am-11:50 am

1 stop8h 45m

San Francisco

Mon 2/2

9:55 am-9:15 pm

2 stops9h 20m

$254

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Fri 1/9

9:32 am-5:49 pm

2 stops10h 17m

San Francisco

Sun 1/11

5:45 am-5:37 pm

1 stop9h 52m

$255

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Thu 1/15

8:15 am-11:15 am

Nonstop5h 00m

San Francisco

Mon 1/19

6:25 am-12:25 pm

Nonstop4h 00m

$256

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Tue 12/23

2:01 pm-12:24 am

1 stop12h 23m

San Francisco

Tue 12/30

6:24 am-7:55 pm

1 stop11h 31m

$257

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Thu 1/22

1:26 pm-6:38 pm

1 stop7h 12m

San Francisco

Sun 1/25

10:54 pm-8:52 am

1 stop7h 58m

$258

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 Midway Airport 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 cheapest month to fly to San Francisco?

If you aren’t able to travel to San Francisco during the month of October, then flying in February is also cheap. Prices for this month can be found on momondo for an average of $332.

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

The cheapest day to depart from Chicago Midway Airport to San Francisco is on a Thursday when prices can be found for as low as $353. The most expensive day to fly to San Francisco is Sunday, with ticket prices averaging around $544.

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

Our data shows that the cheapest Chicago Midway Airport 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 $379. Flights in the afternoon are often more expensive with an average ticket price of $501.

What is the cheapest Chicago Midway to San Francisco flight route?

Fly from Chicago Midway to San Francisco for the best Chicago Midway - San Francisco flight prices

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

There is only 1 cabin class available to choose from on Chicago Midway 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 Midway Airport to San Francisco flights?

You could potentially save up to 14% on your flight if you consider stops on a Chicago Midway Airport to San Francisco flight.

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

As of December 2025, prices for Chicago Midway Airport to San Francisco flights are approximately 167% more expensive when compared to flights at the same time last year.

When to book flights from Chicago Midway Airport to San Francisco

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

Cheap Chicago Midway Airport to San Francisco (MDW to SFO) flight deals and tips

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

Best Price Found

$193

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 Midway Airport in the past 72 hours is $193. The best round-trip flight deal from Chicago Midway Airport to San Francisco found on momondo in the last 72 hours is $343.
The fastest flight from Chicago Midway Airport to San Francisco takes 4h 30m
Direct flights go from Chicago Midway Airport to San Francisco every day.
There is 1 airport near San Francisco: San Francisco (SFO)
Search flight deals

  • How far is Chicago Midway to San Francisco by plane?

    Chicago Midway and San Francisco are 1847.1 mi apart from one another. Typically, this will take 5h 00m by plane in normal conditions.

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

    Prices for flights from Chicago Midway Airport to San Francisco Airport are updated daily.

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

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

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

Best airlines flying from Chicago Midway Airport to San Francisco

Compare and see reviews for airlines that fly from Chicago Midway Airport to San Francisco with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $90Free CancellationRating
5.8
3,092 reviews
Search Frontier flights
United AirlinesPriceFrom $217Free CancellationRating
7.4
9,066 reviews
Search United Airlines flights
SouthwestPriceFrom $217Free CancellationRating
8.0
4,252 reviews
Search Southwest flights

  • Southwest Flights From Chicago Midway Airport to San Francisco

    Southwest operates around 6 flights from Chicago Midway Airport to San Francisco every week. The average price of these flights found in the last 72 hours has been $451, but momondo users have found Southwest deals from Chicago Midway Airport to San Francisco from as low as $217 round-trip. Southwest has been scored 8.0/10 in 4,252 reviews.

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
Sonoma
Bodega Bay
Roseville
Hayward
Calistoga
Big Sur
Santa Clara
Berkeley
Walnut Creek
Daly City
Fremont
Half Moon Bay
Vallejo
Salinas
Livermore
Turlock
Sunnyvale

Why use momondo?

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

It is quick and easy to find Chicago to San Francisco flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to San Francisco that suits you.

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?

momondo provides multiple filters to help you find the best flight to San Francisco from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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.

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