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Cheap flights from Chicago Midway Airport to San Francisco from $102

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 12/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago Midway Airport to San Francisco

Cheap round-trip flights

Frontier Logo
1:53 pm - 7:08 pmMDW-SFO
7h 15m1 stop
Frontier Logo
3:25 pm - 12:36 amSFO-MDW
7h 11m1 stop
$214Frontier
Find Deal
Thu, Oct 2 - Thu, Oct 9
Frontier Logo
6:15 am - 9:23 pmMDW-SFO
17h 08m1 stop
Frontier Logo
5:53 pm - 9:35 pmSFO-MDW
25h 42m2 stops
$216Frontier
Find Deal
Sat, Oct 25 - Fri, Oct 31
Frontier Logo
6:15 am - 9:21 pmMDW-SFO
17h 06m1 stop
Frontier Logo
11:00 pm - 3:58 pmSFO-MDW
14h 58m1 stop
$218Frontier
Find Deal
Sat, Sep 27 - Mon, Sep 29
Frontier Logo
5:15 pm - 9:21 pmMDW-SFO
30h 06m1 stop
Frontier Logo
8:00 am - 1:38 pmSFO-MDW
27h 38m2 stops
$219Frontier
Find Deal
Fri, Oct 3 - Tue, Oct 7
Frontier Logo
1:37 pm - 9:11 pmMDW-SFO
9h 34m1 stop
Frontier Logo
6:39 pm - 9:12 amSFO-MDW
12h 33m2 stops
$220Frontier
Find Deal
Sat, Nov 8 - Sat, Nov 15
Frontier Logo
4:56 pm - 9:21 pmMDW-SFO
30h 25m1 stop
Frontier Logo
11:00 pm - 3:58 pmSFO-MDW
14h 58m1 stop
$221Frontier
Find Deal
Thu, Sep 25 - Mon, Sep 29
Frontier Logo
5:10 am - 4:00 pmMDW-SFO
12h 50m1 stop
Frontier Logo
10:25 pm - 9:46 pmSFO-MDW
21h 21m1 stop
$222Frontier
Find Deal
Fri, Oct 17 - Sun, Oct 19
Logo
6:24 pm - 12:14 amMDW-SFO
7h 50m1 stop
Logo
12:00 pm - 8:21 pmSFO-MDW
30h 21m2 stops
$223
Find Deal
Thu, Oct 16 - Wed, Oct 22
Frontier Logo
5:10 am - 4:00 pmMDW-SFO
12h 50m1 stop
Frontier Logo
8:00 am - 9:47 amSFO-MDW
23h 47m2 stops
$224Frontier
Find Deal
Fri, Oct 17 - Wed, Oct 22
Southwest Logo
11:10 am - 3:00 pmMDW-SFO
5h 50m1 stop
Southwest Logo
6:00 am - 12:05 pmSFO-MDW
4h 05mnonstop
$261Southwest
Find Deal
Wed, Oct 8 - Sun, Oct 12

Frontier flights from Chicago Midway Airport to San Francisco

Our best Frontier deals on Chicago Midway Airport to San Francisco flight tickets
Frontier
Oct 2
MDW1:53 pmChicago Midway
7h 15m
1 stop
SFO7:08 pmSan Francisco
Oct 9
SFO3:25 pmSan Francisco
7h 11m
1 stop
MDW12:36 amChicago Midway
$214
Find similar
Frontier
Oct 25
MDW6:15 amChicago Midway
17h 08m
1 stop
SFO9:23 pmSan Francisco
Oct 31
SFO5:53 pmSan Francisco
25h 42m
2 stops
MDW9:35 pmChicago Midway
$216
Find similar
Frontier
Sep 27
MDW6:15 amChicago Midway
17h 06m
1 stop
SFO9:21 pmSan Francisco
Sep 29
SFO11:00 pmSan Francisco
14h 58m
1 stop
MDW3:58 pmChicago Midway
$218
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 September 15, 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

Thu 10/2

1:53 pm-7:08 pm

1 stop7h 15m

San Francisco

Thu 10/9

3:25 pm-12:36 am

1 stop7h 11m

$214

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Sat 10/25

6:15 am-9:23 pm

1 stop17h 08m

San Francisco

Fri 10/31

5:53 pm-9:35 pm

2 stops25h 42m

$216

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Sat 9/27

6:15 am-9:21 pm

1 stop17h 06m

San Francisco

Mon 9/29

11:00 pm-3:58 pm

1 stop14h 58m

$218

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Fri 10/3

5:15 pm-9:21 pm

1 stop30h 06m

San Francisco

Tue 10/7

8:00 am-1:38 pm

2 stops27h 38m

$219

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Sat 11/8

1:37 pm-9:11 pm

1 stop9h 34m

San Francisco

Sat 11/15

6:39 pm-9:12 am

2 stops12h 33m

$220

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Thu 9/25

4:56 pm-9:21 pm

1 stop30h 25m

San Francisco

Mon 9/29

11:00 pm-3:58 pm

1 stop14h 58m

$221

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Fri 10/17

5:10 am-4:00 pm

1 stop12h 50m

San Francisco

Sun 10/19

10:25 pm-9:46 pm

1 stop21h 21m

$222

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Thu 10/16

6:24 pm-12:14 am

1 stop7h 50m

San Francisco

Wed 10/22

12:00 pm-8:21 pm

2 stops30h 21m

$223

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Fri 10/17

5:10 am-4:00 pm

1 stop12h 50m

San Francisco

Wed 10/22

8:00 am-9:47 am

2 stops23h 47m

$224

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Wed 10/8

11:10 am-3:00 pm

1 stop5h 50m

San Francisco

Sun 10/12

6:00 am-12:05 pm

Nonstop4h 05m

$261

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 November, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $329.

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 $348. 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 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 $374. Flights in the afternoon are often more expensive with an average ticket price of $457.

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 17% 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 September 2025, prices for Chicago Midway Airport to San Francisco flights are approximately 49% 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

$191

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 $191. The best round-trip flight deal from Chicago Midway Airport to San Francisco found on momondo in the last 72 hours is $299.
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 50m 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 $150Free CancellationRating
5.8
3,172 reviews
Search Frontier flights
United AirlinesPriceFrom $217Free CancellationRating
7.4
8,929 reviews
Search United Airlines flights
SouthwestPriceFrom $227Free CancellationRating
8.0
4,242 reviews
Search Southwest flights

  • Southwest Flights From Chicago Midway Airport to San Francisco

    Southwest operates around 12 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 $227 round-trip. Southwest has been scored 8.0/10 in 4,242 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
Calistoga
Bodega Bay
Roseville
Hayward
Big Sur
Santa Clara
Daly City
Fremont
Berkeley
Half Moon Bay
Walnut Creek
Vallejo
Redwood City
Salinas
South San Francisco
Fairfield

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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