Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from San Francisco to Chicago from $141

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from San Francisco to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
11:55 pm - 4:18 pmSFO  San Francisco-MDW Chicago Midway
14h 23m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
10:46 am - 12:34 amMDW  Chicago Midway-SFO San Francisco
15h 48m2 stops Dallas/Fort Worth Denver Intl
$326Frontier
Tue, Jan 12 - Sat, Jan 16
Frontier Logo
10:34 am - 9:45 amSFO  San Francisco-MDW Chicago Midway
21h 11m2 stops Denver Intl Dallas/Fort Worth
Frontier Logo
1:11 pm - 11:05 pmMDW  Chicago Midway-SFO San Francisco
11h 54m1 stop Atlanta Hartsfield-Jackson
$328Frontier
Tue, Dec 15 - Mon, Dec 21
Southwest Logo
11:35 pm - 6:00 amSFO  San Francisco-MDW Chicago Midway
4h 25mnonstop
Southwest Logo
9:05 pm - 11:55 pmMDW  Chicago Midway-SFO San Francisco
4h 50mnonstop
$329Southwest
Tue, Dec 8 - Tue, Dec 15
Southwest Logo
11:55 pm - 6:10 amSFO  San Francisco-MDW Chicago Midway
4h 15mnonstop
Southwest Logo
7:50 pm - 10:40 pmMDW  Chicago Midway-SFO San Francisco
4h 50mnonstop
$329Southwest
Wed, Jan 13 - Wed, Jan 20
Delta Logo
6:00 am - 4:50 pmSFO  San Francisco-MDW Chicago Midway
8h 50m1 stop Minneapolis St Paul
Delta Logo
1:41 pm - 6:47 pmMDW  Chicago Midway-SFO San Francisco
7h 06m1 stop Detroit Metropolitan Wayne County
$337Delta
Sat, Dec 5 - Sat, Dec 12
Delta Logo
11:39 pm - 8:55 amSFO  San Francisco-MDW Chicago Midway
7h 16m1 stop Minneapolis St Paul
Delta Logo
5:30 pm - 12:10 amMDW  Chicago Midway-SFO San Francisco
8h 40m1 stop Minneapolis St Paul
$339Delta
Tue, Dec 8 - Tue, Dec 15
JetBlue Logo
6:05 am - 12:20 pmSFO  San Francisco-MDW Chicago Midway
4h 15mnonstop
JetBlue Logo
9:25 pm - 12:15 amMDW  Chicago Midway-SFO San Francisco
4h 50mnonstop
$352JetBlue
Thu, Dec 10 - Mon, Dec 14
JetBlue Logo
1:10 pm - 10:05 pmSFO  San Francisco-MDW Chicago Midway
6h 55m1 stop San Diego
JetBlue Logo
10:00 am - 12:50 pmMDW  Chicago Midway-SFO San Francisco
4h 50mnonstop
$362JetBlue
Thu, Dec 10 - Mon, Dec 14
Multiple Airlines Logo
11:06 pm - 11:33 amSFO  San Francisco-MDW Chicago Midway
10h 27m1 stop Atlanta Hartsfield-Jackson
Multiple Airlines Logo
5:02 pm - 12:01 pmMDW  Chicago Midway-SFO San Francisco
20h 59m2 stops Atlanta Hartsfield-Jackson Cincinnati Cinci./N. Kentucky
$401Multiple Airlines
Fri, Dec 4 - Mon, Dec 7
Multiple Airlines Logo
11:26 pm - 12:21 pmSFO  San Francisco-MDW Chicago Midway
10h 55m1 stop Atlanta Hartsfield-Jackson
Multiple Airlines Logo
3:27 pm - 7:49 amMDW  Chicago Midway-SFO San Francisco
18h 22m2 stops Knoxville McGhee Tyson Las Vegas Harry Reid Intl
$567Multiple Airlines
Tue, Nov 24 - Wed, Nov 25

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Southwest flights from San Francisco to Chicago Midway Airport

Our best Southwest deals on San Francisco to Chicago Midway Airport flight tickets
Southwest
Dec 5
SFO8:15 amSan Francisco
4h 05m
MDW2:20 pmChicago Midway
Dec 12
MDW6:20 pmChicago Midway
4h 55m
SFO9:15 pmSan Francisco
$329
Southwest
Dec 5
SFO6:20 amSan Francisco
8h 45m
2 stops
MDW5:05 pmChicago Midway
Dec 12
MDW10:15 amChicago Midway
4h 50m
SFO1:05 pmSan Francisco
$334
Southwest
Dec 5
SFO10:40 amSan Francisco
8h 10m
1 stop
MDW8:50 pmChicago Midway
Dec 12
MDW6:20 pmChicago Midway
4h 55m
SFO9:15 pmSan Francisco
$339

Delta flights from San Francisco to Chicago Midway Airport

Our best Delta deals on San Francisco to Chicago Midway Airport flight tickets
Delta
Dec 5
SFO6:00 amSan Francisco
8h 50m
1 stop
MDW4:50 pmChicago Midway
Dec 12
MDW1:41 pmChicago Midway
7h 06m
1 stop
SFO6:47 pmSan Francisco
$337
Delta
Dec 5
SFO6:00 amSan Francisco
10h 01m
2 stops
MDW6:01 pmChicago Midway
Dec 12
MDW1:41 pmChicago Midway
7h 06m
1 stop
SFO6:47 pmSan Francisco
$346
Delta
Dec 2
SFO11:39 pmSan Francisco
7h 16m
1 stop
MDW8:55 amChicago Midway
Dec 5
MDW1:41 pmChicago Midway
7h 06m
1 stop
SFO6:47 pmSan Francisco
$349

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

San FranciscoChicago

SFO San Francisco - MDW Chicago Midway

SFOMDW

San Francisco

Tue 1/12

11:55 pm-4:18 pm

1 stop14h 23m

Chicago Midway

Sat 1/16

10:46 am-12:34 am

2 stops15h 48m

$326

San FranciscoChicago

SFO San Francisco - MDW Chicago Midway

SFOMDW

San Francisco

Tue 12/15

10:34 am-9:45 am

2 stops21h 11m

Chicago Midway

Mon 12/21

1:11 pm-11:05 pm

1 stop11h 54m

$328

San FranciscoChicago

SFO San Francisco - MDW Chicago Midway

SFOMDW

San Francisco

Tue 12/8

11:35 pm-6:00 am

Nonstop4h 25m

Chicago Midway

Tue 12/15

9:05 pm-11:55 pm

Nonstop4h 50m

$329
Quickest round-trip

San FranciscoChicago

SFO San Francisco - MDW Chicago Midway

SFOMDW

San Francisco

Wed 1/13

11:55 pm-6:10 am

Nonstop4h 15m

Chicago Midway

Wed 1/20

7:50 pm-10:40 pm

Nonstop4h 50m

$329

San FranciscoChicago

SFO San Francisco - MDW Chicago Midway

SFOMDW

San Francisco

Sat 12/5

6:00 am-4:50 pm

1 stop8h 50m

Chicago Midway

Sat 12/12

1:41 pm-6:47 pm

1 stop7h 06m

$337

San FranciscoChicago

SFO San Francisco - MDW Chicago Midway

SFOMDW

San Francisco

Tue 12/8

11:39 pm-8:55 am

1 stop7h 16m

Chicago Midway

Tue 12/15

5:30 pm-12:10 am

1 stop8h 40m

$339

San FranciscoChicago

SFO San Francisco - MDW Chicago Midway

SFOMDW

San Francisco

Thu 12/10

6:05 am-12:20 pm

Nonstop4h 15m

Chicago Midway

Mon 12/14

9:25 pm-12:15 am

Nonstop4h 50m

$352

San FranciscoChicago

SFO San Francisco - MDW Chicago Midway

SFOMDW

San Francisco

Thu 12/10

1:10 pm-10:05 pm

1 stop6h 55m

Chicago Midway

Mon 12/14

10:00 am-12:50 pm

Nonstop4h 50m

$362

San FranciscoChicago

SFO San Francisco - MDW Chicago Midway

SFOMDW

San Francisco

Fri 12/4

11:06 pm-11:33 am

1 stop10h 27m

Chicago Midway

Mon 12/7

5:02 pm-12:01 pm

2 stops20h 59m

$401

San FranciscoChicago

SFO San Francisco - MDW Chicago Midway

SFOMDW

San Francisco

Tue 11/24

11:26 pm-12:21 pm

1 stop10h 55m

Chicago Midway

Wed 11/25

3:27 pm-7:49 am

2 stops18h 22m

$567

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Chicago from

How to get the cheapest flight ticket from San Francisco to Chicago Midway Airport

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 San Francisco and Chicago Midway Airport?

Prices are currently typical for flights on this route.

Typical prices usually range from $320 to $674.
The lowest price recently found on this route was $326.

What is the cheapest month to fly to Chicago Midway Airport?

The month of January is, on average, the cheapest month to fly to Chicago Midway Airport from San Francisco, with most prices found around $266. If you are unable to visit Chicago Midway Airport during the month of January, then departing from San Francisco during the month April is also very affordable. Most momondo users find prices during this month for around $332.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Wednesday is the cheapest day to fly to Chicago Midway Airport from San Francisco. The lowest ticket price found for a Wednesday departure recently was $426. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from San Francisco because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $516.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from San Francisco in the evening is the least expensive time of day to depart. momondo users have found prices as low as $451 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around $479. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

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

How far in advance should I book a flight from San Francisco to Chicago Midway Airport?

You are more likely to see cheaper flights to Chicago Midway Airport from San Francisco when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago Midway Airport for around $429 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago Midway Airport from San Francisco for as low as $354 on momondo.

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

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

No. A direct flight is the cheapest option for a flight between San Francisco to Chicago Midway Airport.

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

When to book flights from San Francisco to Chicago Midway Airport

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

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

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

Best Price Found

$141

Fastest flight time

4h 05m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from San Francisco in the past 72 hours is $141. The best round-trip flight deal from San Francisco to Chicago Midway Airport found on momondo in the last 72 hours is $326.
The fastest flight from San Francisco to Chicago Midway Airport takes 4h 05m
Direct flights go from San Francisco to Chicago Midway Airport every day.
Search flight deals

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

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

    A flight from San Francisco to Chicago Midway will travel around 1846.8 mi. In terms of flight time, this usually takes a little over 4h 05m.

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

    Prices for flights from San Francisco Airport to Chicago Midway Airport are refreshed on a daily basis.

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

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

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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

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

Best airlines flying from San Francisco to Chicago Midway Airport

Compare and see reviews for airlines that fly from San Francisco to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $205Free CancellationRating
7.8
8,724 reviews
Search Delta flights
FrontierPriceFrom $213Free CancellationRating
5.5
2,504 reviews
Search Frontier flights
JetBluePriceFrom $224Free CancellationRating
7.1
3,074 reviews
Search JetBlue flights
SouthwestPriceFrom $272Free CancellationRating
8.0
4,223 reviews
Search Southwest flights
United AirlinesPriceFrom $359Free CancellationRating
7.3
10,487 reviews
Search United Airlines flights

  • Southwest Flights From San Francisco to Chicago Midway Airport

    Southwest flight deals from San Francisco to Chicago Midway Airport start from $272 round-trip. Over the 7 Southwest flights for this route in a normal week, average airfare is usually $439 round-trip - but some users have found much cheaper deals with momondo.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Lansing
Benton Harbor
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
Porter
Griffith
Saint John

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from San Francisco.

Can I find flights from San Francisco to Chicago with flexible booking policies on momondo?

Flights from San Francisco to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from San Francisco to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from San Francisco to Chicago.

I’m not ready to book a flight from San Francisco to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from San Francisco are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Chicago Midway Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 12/12
Sat 12/19
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago