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Cheap flights from Chicago Midway Airport to San Francisco from $127

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Chicago Midway Airport to San Francisco

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
6:21 am - 5:55 pmMDW  Chicago Midway-SFO San Francisco
13h 34m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
11:59 pm - 2:35 pmSFO  San Francisco-MDW Chicago Midway
12h 36m1 stop Dallas/Fort Worth
$254Frontier
Tue, Oct 13 - Mon, Oct 19
Frontier Logo
3:30 pm - 10:25 pmMDW  Chicago Midway-SFO San Francisco
8h 55m1 stop Dallas/Fort Worth
Frontier Logo
11:52 pm - 11:22 amSFO  San Francisco-MDW Chicago Midway
9h 30m1 stop Dallas/Fort Worth
$254Frontier
Tue, Oct 20 - Tue, Oct 27
Frontier Logo
3:30 pm - 10:25 pmMDW  Chicago Midway-SFO San Francisco
8h 55m1 stop Dallas/Fort Worth
Frontier Logo
11:59 pm - 2:35 pmSFO  San Francisco-MDW Chicago Midway
12h 36m1 stop Dallas/Fort Worth
$254Frontier
Wed, Oct 14 - Mon, Oct 19
Frontier Logo
6:21 am - 5:55 pmMDW  Chicago Midway-SFO San Francisco
13h 34m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
11:59 pm - 11:22 amSFO  San Francisco-MDW Chicago Midway
9h 23m1 stop Dallas/Fort Worth
$254Frontier
Sat, Oct 24 - Mon, Oct 26
Frontier Logo
12:20 pm - 10:29 pmMDW  Chicago Midway-SFO San Francisco
12h 09m1 stop Dallas/Fort Worth
Frontier Logo
11:52 pm - 11:22 amSFO  San Francisco-MDW Chicago Midway
9h 30m1 stop Dallas/Fort Worth
$254Frontier
Thu, Nov 12 - Mon, Nov 16
Frontier Logo
6:16 am - 6:10 pmMDW  Chicago Midway-SFO San Francisco
13h 54m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
11:52 pm - 11:22 amSFO  San Francisco-MDW Chicago Midway
9h 30m1 stop Dallas/Fort Worth
$254Frontier
Tue, Nov 3 - Tue, Nov 10
Frontier Logo
6:16 am - 6:10 pmMDW  Chicago Midway-SFO San Francisco
13h 54m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
11:52 pm - 11:22 amSFO  San Francisco-MDW Chicago Midway
9h 30m1 stop Dallas/Fort Worth
$254Frontier
Wed, Oct 28 - Mon, Nov 2
Frontier Logo
6:22 am - 5:55 pmMDW  Chicago Midway-SFO San Francisco
13h 33m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
11:59 pm - 11:22 amSFO  San Francisco-MDW Chicago Midway
9h 23m1 stop Dallas/Fort Worth
$254Frontier
Thu, Oct 22 - Mon, Oct 26
Southwest Logo
10:15 am - 12:55 pmMDW  Chicago Midway-SFO San Francisco
4h 40mnonstop
Southwest Logo
11:50 pm - 6:00 amSFO  San Francisco-MDW Chicago Midway
4h 10mnonstop
$337Southwest
Sat, Jan 16 - Mon, Jan 18
Southwest Logo
9:25 pm - 12:10 amMDW  Chicago Midway-SFO San Francisco
4h 45mnonstop
Southwest Logo
11:40 pm - 5:50 amSFO  San Francisco-MDW Chicago Midway
4h 10mnonstop
$337Southwest
Thu, Oct 15 - Wed, Oct 21

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Frontier flights from Chicago Midway Airport to San Francisco

Our best Frontier deals on Chicago Midway Airport to San Francisco flight tickets
Frontier
Oct 22
MDW6:22 amChicago Midway
13h 33m
1 stop
SFO5:55 pmSan Francisco
Oct 26
SFO11:59 pmSan Francisco
9h 23m
1 stop
MDW11:22 amChicago Midway
$254
Frontier
Oct 20
MDW3:30 pmChicago Midway
8h 55m
1 stop
SFO10:25 pmSan Francisco
Oct 27
SFO11:52 pmSan Francisco
9h 30m
1 stop
MDW11:22 amChicago Midway
$257
Frontier
Oct 20
MDW3:30 pmChicago Midway
8h 55m
1 stop
SFO10:25 pmSan Francisco
Oct 27
SFO11:52 pmSan Francisco
9h 30m
1 stop
MDW11:22 amChicago Midway
$258

Southwest flights from Chicago Midway Airport to San Francisco

Our best Southwest deals on Chicago Midway Airport to San Francisco flight tickets
Southwest
Oct 10
MDW7:05 pmChicago Midway
4h 45m
SFO9:50 pmSan Francisco
Oct 13
SFO11:40 pmSan Francisco
4h 10m
MDW5:50 amChicago Midway
$435
Southwest
Oct 10
MDW3:05 pmChicago Midway
6h 50m
1 stop
SFO7:55 pmSan Francisco
Oct 13
SFO11:40 pmSan Francisco
4h 10m
MDW5:50 amChicago Midway
$445
Southwest
Oct 10
MDW10:35 amChicago Midway
9h 10m
2 stops
SFO5:45 pmSan Francisco
Oct 13
SFO11:40 pmSan Francisco
4h 10m
MDW5:50 amChicago Midway
$450

momondo Fare Finder

 
Use the filters below to find and compare flights from Chicago Midway Airport to San Francisco that are best for you.

Fly from

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Route

Depart

Return

Price

Cheapest round-trip

ChicagoSan Francisco

MDW Chicago Midway - SFO San Francisco

MDWSFO

Chicago Midway

Tue 10/13

6:21 am-5:55 pm

1 stop13h 34m

San Francisco

Mon 10/19

11:59 pm-2:35 pm

1 stop12h 36m

$254

ChicagoSan Francisco

MDW Chicago Midway - SFO San Francisco

MDWSFO

Chicago Midway

Tue 10/20

3:30 pm-10:25 pm

1 stop8h 55m

San Francisco

Tue 10/27

11:52 pm-11:22 am

1 stop9h 30m

$254

ChicagoSan Francisco

MDW Chicago Midway - SFO San Francisco

MDWSFO

Chicago Midway

Wed 10/14

3:30 pm-10:25 pm

1 stop8h 55m

San Francisco

Mon 10/19

11:59 pm-2:35 pm

1 stop12h 36m

$254

ChicagoSan Francisco

MDW Chicago Midway - SFO San Francisco

MDWSFO

Chicago Midway

Sat 10/24

6:21 am-5:55 pm

1 stop13h 34m

San Francisco

Mon 10/26

11:59 pm-11:22 am

1 stop9h 23m

$254

ChicagoSan Francisco

MDW Chicago Midway - SFO San Francisco

MDWSFO

Chicago Midway

Thu 11/12

12:20 pm-10:29 pm

1 stop12h 09m

San Francisco

Mon 11/16

11:52 pm-11:22 am

1 stop9h 30m

$254

ChicagoSan Francisco

MDW Chicago Midway - SFO San Francisco

MDWSFO

Chicago Midway

Tue 11/3

6:16 am-6:10 pm

1 stop13h 54m

San Francisco

Tue 11/10

11:52 pm-11:22 am

1 stop9h 30m

$254

ChicagoSan Francisco

MDW Chicago Midway - SFO San Francisco

MDWSFO

Chicago Midway

Wed 10/28

6:16 am-6:10 pm

1 stop13h 54m

San Francisco

Mon 11/2

11:52 pm-11:22 am

1 stop9h 30m

$254

ChicagoSan Francisco

MDW Chicago Midway - SFO San Francisco

MDWSFO

Chicago Midway

Thu 10/22

6:22 am-5:55 pm

1 stop13h 33m

San Francisco

Mon 10/26

11:59 pm-11:22 am

1 stop9h 23m

$254
Quickest round-trip

ChicagoSan Francisco

MDW Chicago Midway - SFO San Francisco

MDWSFO

Chicago Midway

Sat 1/16

10:15 am-12:55 pm

Nonstop4h 40m

San Francisco

Mon 1/18

11:50 pm-6:00 am

Nonstop4h 10m

$337

ChicagoSan Francisco

MDW Chicago Midway - SFO San Francisco

MDWSFO

Chicago Midway

Thu 10/15

9:25 pm-12:10 am

Nonstop4h 45m

San Francisco

Wed 10/21

11:40 pm-5:50 am

Nonstop4h 10m

$337

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
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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 typical price of a round-trip flight between Chicago Midway Airport and San Francisco?

Prices are currently low for flights on this route.

Typical prices usually range from $310 to $443.
The lowest price recently found on this route was $254.

What is the cheapest month to fly to San Francisco?

If you aren’t able to travel to San Francisco during the month of April, then flying in February is also cheap. Prices for this month can be found on momondo for an average of $301.

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 $422. The most expensive day to fly to San Francisco is Sunday, with ticket prices averaging around $679.

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 $442. Flights in the afternoon are often more expensive with an average ticket price of $661.

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 Airport to San Francisco flights?

There is only 1 cabin class available to choose from on Chicago Midway Airport 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 September 2026, prices for Chicago Midway Airport to San Francisco flights are approximately 35% 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

$127

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 $127. The best round-trip flight deal from Chicago Midway Airport to San Francisco found on momondo in the last 72 hours is $254.
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

Frequently asked questions about flying from Chicago Midway Airport to San Francisco

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

    Chicago Midway and San Francisco are 1846.8 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
SouthwestPriceFrom $257Free CancellationRating
8.0
4,201 reviews
Search Southwest flights

  • Southwest Flights From Chicago Midway Airport to San Francisco

    Southwest operates around 4 flights from Chicago Midway Airport to San Francisco every week. The average price of these flights found in the last 72 hours has been $398, but momondo users have found Southwest deals from Chicago Midway Airport to San Francisco from as low as $257 round-trip. Southwest has been scored 8.0/10 in 4,201 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
South San Francisco
Berkeley
Hayward
Bodega Bay
Fremont
Santa Clara
Walnut Creek
Sunnyvale
Vallejo
Half Moon Bay
Roseville
Salinas
Sonoma
Daly City
Milpitas
Pacific Grove
Marina

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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