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Cheap flights from Chicago Midway Airport to San Francisco from $114

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 4/20. 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.
Southwest Logo
10:00 am - 12:35 pm
MDW
-
SFO
4h 35mnonstop
Southwest Logo
5:25 am - 11:35 am
SFO
-
MDW
4h 10mnonstop
$224Southwest
Sat, Apr 25 - Wed, Apr 29
Frontier Logo
2:15 pm - 5:34 pm
MDW
-
SFO
29h 19m
1 stop
Frontier Logo
9:58 am - 2:34 pm
SFO
-
MDW
26h 36m
2 stops
$225Frontier
Tue, Apr 14 - Thu, Apr 16
Frontier Logo
6:30 am - 5:34 pm
MDW
-
SFO
13h 04m
1 stop
Frontier Logo
6:00 am - 10:14 pm
SFO
-
MDW
14h 14m
2 stops
$226Frontier
Wed, Apr 15 - Sat, Apr 18
Southwest Logo
5:10 am - 11:50 am
MDW
-
SFO
8h 40m
1 stop
Southwest Logo
5:40 am - 5:15 pm
SFO
-
MDW
9h 35m
2 stops
$227Southwest
Sat, Apr 18 - Sat, Apr 25
Frontier Logo
6:30 am - 5:34 pm
MDW
-
SFO
13h 04m
1 stop
Frontier Logo
7:00 am - 10:14 pm
SFO
-
MDW
13h 14m
2 stops
$228Frontier
Wed, Apr 15 - Wed, Apr 22
Frontier Logo
6:10 am - 5:34 pm
MDW
-
SFO
13h 24m
1 stop
Frontier Logo
10:38 pm - 7:31 pm
SFO
-
MDW
18h 53m
1 stop
$230Frontier
Wed, Apr 29 - Fri, May 8
Frontier Logo
6:00 am - 5:34 pm
MDW
-
SFO
13h 34m
1 stop
Frontier Logo
11:16 pm - 12:35 pm
SFO
-
MDW
11h 19m
1 stop
$231Frontier
Sat, Apr 18 - Sun, Apr 26
Frontier Logo
6:00 am - 7:19 pm
MDW
-
SFO
15h 19m
1 stop
Frontier Logo
6:00 am - 10:14 pm
SFO
-
MDW
14h 14m
2 stops
$232Frontier
Wed, Apr 8 - Tue, Apr 14
Southwest Logo
7:50 am - 3:25 pm
MDW
-
SFO
9h 35m
2 stops
Southwest Logo
5:40 am - 5:15 pm
SFO
-
MDW
9h 35m
2 stops
$233Southwest
Sat, Apr 25 - Sat, May 2
Southwest Logo
6:10 am - 2:25 pm
MDW
-
SFO
10h 15m
1 stop
Southwest Logo
11:25 pm - 5:40 am
SFO
-
MDW
4h 15mnonstop
$234Southwest
Sat, Apr 25 - Wed, Apr 29

Frontier flights from Chicago Midway Airport to San Francisco

Our best Frontier deals on Chicago Midway Airport to San Francisco flight tickets
Frontier
Apr 14
MDW2:15 pmChicago Midway
29h 19m
1 stop
SFO5:34 pmSan Francisco
Apr 16
SFO9:58 amSan Francisco
26h 36m
2 stops
MDW2:34 pmChicago Midway
$225
Frontier
Apr 15
MDW6:30 amChicago Midway
13h 04m
1 stop
SFO5:34 pmSan Francisco
Apr 18
SFO6:00 amSan Francisco
14h 14m
2 stops
MDW10:14 pmChicago Midway
$226
Frontier
Apr 15
MDW6:30 amChicago Midway
13h 04m
1 stop
SFO5:34 pmSan Francisco
Apr 22
SFO7:00 amSan Francisco
13h 14m
2 stops
MDW10:14 pmChicago Midway
$228

Delta flights from Chicago Midway Airport to San Francisco

Our best Delta deals on Chicago Midway Airport to San Francisco flight tickets
Delta
May 9
MDW1:59 pmChicago Midway
8h 38m
1 stop
SFO8:37 pmSan Francisco
May 12
SFO11:59 pmSan Francisco
6h 44m
1 stop
MDW8:43 amChicago Midway
$237
Delta
May 4
MDW7:16 pmChicago Midway
6h 38m
1 stop
SFO11:54 pmSan Francisco
May 9
SFO6:00 amSan Francisco
8h 12m
1 stop
MDW4:12 pmChicago Midway
$251
Delta
May 2
MDW11:18 amChicago Midway
9h 49m
1 stop
SFO7:07 pmSan Francisco
May 9
SFO11:58 pmSan Francisco
8h 02m
1 stop
MDW10:00 amChicago Midway
$257

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 March 4, 2026.
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

Sat 4/25

10:00 am-12:35 pm

Nonstop4h 35m

San Francisco

Wed 4/29

5:25 am-11:35 am

Nonstop4h 10m

$224

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Tue 4/14

2:15 pm-5:34 pm

1 stop29h 19m

San Francisco

Thu 4/16

9:58 am-2:34 pm

2 stops26h 36m

$225

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Wed 4/15

6:30 am-5:34 pm

1 stop13h 04m

San Francisco

Sat 4/18

6:00 am-10:14 pm

2 stops14h 14m

$226

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Sat 4/18

5:10 am-11:50 am

1 stop8h 40m

San Francisco

Sat 4/25

5:40 am-5:15 pm

2 stops9h 35m

$227

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Wed 4/15

6:30 am-5:34 pm

1 stop13h 04m

San Francisco

Wed 4/22

7:00 am-10:14 pm

2 stops13h 14m

$228

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Wed 4/29

6:10 am-5:34 pm

1 stop13h 24m

San Francisco

Fri 5/8

10:38 pm-7:31 pm

1 stop18h 53m

$230

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Sat 4/18

6:00 am-5:34 pm

1 stop13h 34m

San Francisco

Sun 4/26

11:16 pm-12:35 pm

1 stop11h 19m

$231

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Wed 4/8

6:00 am-7:19 pm

1 stop15h 19m

San Francisco

Tue 4/14

6:00 am-10:14 pm

2 stops14h 14m

$232

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Sat 4/25

7:50 am-3:25 pm

2 stops9h 35m

San Francisco

Sat 5/2

5:40 am-5:15 pm

2 stops9h 35m

$233

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Sat 4/25

6:10 am-2:25 pm

1 stop10h 15m

San Francisco

Wed 4/29

11:25 pm-5:40 am

Nonstop4h 15m

$234

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 April is also cheap. Prices for this month can be found on momondo for an average of $326.

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 $358. The most expensive day to fly to San Francisco is Sunday, with ticket prices averaging around $549.

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 at noon. Our users have found flights to San Francisco at noon for as low as $386. Flights in the afternoon are often more expensive with an average ticket price of $512.

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 6% 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 March 2026, prices for Chicago Midway Airport to San Francisco flights are approximately 32% 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

$156

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 $156. The best round-trip flight deal from Chicago Midway Airport to San Francisco found on momondo in the last 72 hours is $298.
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 in San Francisco. From Chicago Midway Airport there are direct flights to 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 4h 30m 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
5.7
3,041 reviews
Search Frontier flights
United AirlinesPriceFrom $217Free CancellationRating
7.4
9,382 reviews
Search United Airlines flights
SouthwestPriceFrom $217Free CancellationRating
8.0
4,304 reviews
Search Southwest flights

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
Walnut Creek
Hayward
Santa Clara
Berkeley
Big Sur
Calistoga
Fremont
Vallejo
Half Moon Bay
Salinas
Daly City
Sunnyvale
Pacific Grove
Turlock

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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