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Find low faresSouthwest® flights from Chicago (Midway) to San Francisco from $90
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1 Passenger
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Low fares from Chicago (Midway) to San Francisco
$
Chicago (Midway) (MDW)to
San Francisco (SFO)
Depart: 05/09/2026
One-way
Basic
From
$75
Seen: 5 hrs ago
Chicago (Midway) (MDW)to
San Francisco (SFO)
Depart: 03/14/2026
One-way
Basic
From
$90
Seen: 8 hrs ago
Chicago (Midway) (MDW)to
San Francisco (SFO)
Depart: 02/28/2026
One-way
Basic
From
$100
Seen: 5 hrs ago
Chicago (Midway) (MDW)to
San Francisco (SFO)
Depart: 03/07/2026
One-way
Basic
From
$104
Seen: 4 hrs ago
Chicago (Midway) (MDW)to
San Francisco (SFO)
Depart: 05/09/2026
One-way
Choice
From
$107
Seen: 5 hrs ago
Chicago (Midway) (MDW)to
San Francisco (SFO)
Depart: 04/07/2026
One-way
Basic
From
$109
Seen: 12 hrs ago
Explore flights from Chicago (Midway) to San Francisco
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Flight Details
Departing from:
Chicago Midway International Airport
Arriving at:
San Francisco International Airport
Average flight time:
4 hours 31 minutes
Distance:
1855 miles
Route Information
158† Weekly flights
- 1‡ Nonstop flight per day Monday through Friday
- 1‡ Nonstop flight on Saturday
- 1‡ Nonstop flight on Sunday
† Weekly flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025. Note: route may not operate every day of the week.
‡ Nonstop flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025.
Explore San Francisco
Explore one of the United States' most beautiful cities—San Francisco! From the San Francisco Bay Area's beautiful wine country to its sandy beaches, there is plenty to do on foot and in the water to make your trip one to remember. For fun outdoor activities to enjoy with your friends or the whole family, make sure to check out Fisherman's Wharf, the premiere San Francisco location for great seafood and beautiful views of the ocean. Go to the beach, have some delicious clam chowder, and shop some of San Francisco's best souvenir shops. You'll enjoy the great energy and the natural beauty of this bustling attraction.
If you enjoy learning about U.S. history, San Francisco is a perfect city for you to visit. Rich with historical sites like the infamous Alcatraz Island, you'll get to enjoy taking a ferry ride to one of the West Coast's first lighthouses and forts. Of course, you might be more familiar with Alcatraz for the famous criminals it housed, such as Al Capone. Learn about the federal penitentiary's history and explore the island's wildlife. There is plenty of lush greenery to observe both on and off the island when you visit.
Questions we hear the most
The average flight time from Chicago (Midway) to San Francisco is 4 hours 31 minutes.
There are 158 weekly flights from Chicago (Midway) to San Francisco on Southwest Airlines.
Yes, Southwest flies nonstop from Chicago (Midway) to San Francisco once per day from Monday through Friday.
Yes, Southwest flies nonstop from Chicago (Midway) to San Francisco once per day on Saturdays and Sundays.
To find the lowest fares by day and time to fly Chicago (Midway) to San Francisco with Southwest, check out our Low Fare Calendar.
You can rent a car at San Francisco International Airport book yours with your flight.
Yes! Flights from Chicago (Midway) to San Francisco—or from here or there to anywhere—can be changed with no change fees. Fare difference may apply.
Check the status of your upcoming Southwest flight.
Check out the Southwest Airlines® Help Center for answers about everything Southwest.