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Cheap flights from Chicago Midway Airport to San Francisco from $53

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 8/19. 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

Southwest Logo
8:15 am - 10:50 amMDW-SFO
4h 35mnonstop
Southwest Logo
10:40 am - 4:45 pmSFO-MDW
4h 05mnonstop
$105Southwest
Find Deal
Sat, Sep 27 - Sat, Oct 4
Southwest Logo
11:45 am - 6:20 pmMDW-SFO
8h 35m1 stop
Southwest Logo
7:15 am - 1:20 pmSFO-MDW
4h 05mnonstop
$115Southwest
Find Deal
Wed, Sep 10 - Mon, Sep 15
Southwest Logo
11:10 am - 1:45 pmMDW-SFO
4h 35mnonstop
Southwest Logo
10:45 am - 4:55 pmSFO-MDW
4h 10mnonstop
$119Southwest
Find Deal
Mon, Aug 25 - Tue, Sep 2
Southwest Logo
9:50 am - 6:20 pmMDW-SFO
10h 30m2 stops
Southwest Logo
10:40 am - 4:45 pmSFO-MDW
4h 05mnonstop
$120Southwest
Find Deal
Sat, Sep 27 - Sat, Oct 4
Southwest Logo
6:00 am - 10:05 amMDW-SFO
6h 05m1 stop
Southwest Logo
7:50 am - 4:55 pmSFO-MDW
7h 05m1 stop
$125Southwest
Find Deal
Wed, Aug 20 - Wed, Sep 3
Southwest Logo
10:45 am - 2:40 pmMDW-SFO
5h 55m1 stop
Southwest Logo
7:15 am - 1:20 pmSFO-MDW
4h 05mnonstop
$129Southwest
Find Deal
Wed, Sep 3 - Mon, Sep 8
Southwest Logo
8:20 am - 5:35 pmMDW-SFO
11h 15m2 stops
Southwest Logo
7:20 pm - 5:00 amSFO-MDW
7h 40m1 stop
$130Southwest
Find Deal
Sat, Oct 25 - Tue, Oct 28
Southwest Logo
8:20 am - 10:55 amMDW-SFO
4h 35mnonstop
Southwest Logo
10:40 am - 4:45 pmSFO-MDW
4h 05mnonstop
$133Southwest
Find Deal
Sun, Sep 28 - Sat, Oct 4
Southwest Logo
8:30 am - 2:40 pmMDW-SFO
8h 10m2 stops
Southwest Logo
7:15 am - 1:20 pmSFO-MDW
4h 05mnonstop
$134Southwest
Find Deal
Wed, Sep 3 - Mon, Sep 8
Frontier Logo
2:44 pm - 12:19 amMDW-SFO
11h 35m1 stop
Frontier Logo
11:30 pm - 11:49 amSFO-MDW
10h 19m1 stop
$187Frontier
Find Deal
Thu, Jul 24 - Thu, Jul 31

Frontier flights from Chicago Midway Airport to San Francisco

Our best Frontier deals on Chicago Midway Airport to San Francisco flight tickets
Frontier
Jul 24
MDW2:44 pmChicago Midway
11h 35m
1 stop
SFO12:19 amSan Francisco
Jul 31
SFO11:30 pmSan Francisco
10h 19m
1 stop
MDW11:49 amChicago Midway
Frontier
Jul 17
MDW2:44 pmChicago Midway
11h 35m
1 stop
SFO12:19 amSan Francisco
Jul 21
SFO10:29 pmSan Francisco
10h 11m
1 stop
MDW10:40 amChicago Midway
Frontier
Jul 12
MDW2:44 pmChicago Midway
10h 41m
1 stop
SFO11:25 pmSan Francisco
Jul 21
SFO10:29 pmSan Francisco
10h 11m
1 stop
MDW10:40 amChicago Midway

Southwest flights from Chicago Midway Airport to San Francisco

Our best Southwest deals on Chicago Midway Airport to San Francisco flight tickets
Southwest
Sep 27
MDW8:15 amChicago Midway
4h 35m
SFO10:50 amSan Francisco
Oct 4
SFO10:40 amSan Francisco
4h 05m
MDW4:45 pmChicago Midway
Southwest
Sep 10
MDW11:45 amChicago Midway
8h 35m
1 stop
SFO6:20 pmSan Francisco
Sep 15
SFO7:15 amSan Francisco
4h 05m
MDW1:20 pmChicago Midway
Southwest
Aug 25
MDW11:10 amChicago Midway
4h 35m
SFO1:45 pmSan Francisco
Sep 2
SFO10:45 amSan Francisco
4h 10m
MDW4:55 pmChicago Midway

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 September, then flying in August is also cheap. Prices for this month can be found on momondo for an average of $271.

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 $357. The most expensive day to fly to San Francisco is Sunday, with ticket prices averaging around $519.

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 $442.

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

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 Midway Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to San Francisco for around $360 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 Midway Airport for as low as $112 on momondo.

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

There are 1 cabin classes 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.

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

As of July 2025, prices for Chicago Midway Airport to San Francisco flights are approximately 34% cheaper 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

$53

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 $53. The best round-trip flight deal from Chicago Midway Airport to San Francisco found on momondo in the last 72 hours is $105.
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)

  • 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 $102Free CancellationRating
5.9
3,271 reviews
Search Frontier flights
United AirlinesPriceFrom $179Free CancellationRating
7.4
8,842 reviews
Search United Airlines flights
DeltaPriceFrom $236Free CancellationRating
8.0
7,954 reviews
Search Delta flights
SouthwestPriceFrom $237Free CancellationRating
8.0
4,252 reviews
Search Southwest flights
  • Southwest Flights From Chicago Midway Airport to San Francisco

    Southwest operates around 7 flights from Chicago Midway Airport to San Francisco every week. The average price of these flights found in the last 72 hours has been $434, but momondo users have found Southwest deals from Chicago Midway Airport to San Francisco from as low as $237 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
Calistoga
Hayward
Sonoma
Bodega Bay
Roseville
Santa Clara
Big Sur
Daly City
Fremont
Walnut Creek
South San Francisco
Berkeley
Redwood City
Sunnyvale
Half Moon Bay
Pacific Grove
Vallejo

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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