Flights from Chicago (MDW) to San Francisco (SFO)

Ready to escape the Windy City? Fly out to San Francisco (SFO)! Southwest Airlines® has great fares on flights from Chicago Midway International Airport to San Francisco International Airport that will get you excited for your next trip. Book your flight to San Francisco (SFO) with Southwest® and rest assured your travel experience will be fun. If your upcoming excursion has flexible dates, search for flights with our Low Fare Calendar and discover the lowest fares we've got. Don't forget to explore Southwest Vacations® to find package deals on flights, hotels, rental cars, and more.

Check out Chicago (Midway) to San Francisco (SFO) flights and book your flight now!


Best Airline in the U.S. and North America

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Chicago (Midway), IL to San Francisco (SFO), CA

departing on 9/23

one-way starting at*

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*Restrictions and exclusions apply. Seats and dates are limited. Select markets. 27 travel days available.

Check out Chicago (Midway) to San Francisco (SFO) flights and book yours now!

Flight details

Average flight time: 4 hours 46 minutes

Departing from: Chicago Midway International Airport (MDW)

Arriving at: San Francisco International Airport (SFO)


Route information


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Based on DOT published scheduled average flights Monday-Friday between 8/4/2020 and 1/4/2021, as of 8/4/2020.

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.

Nostalgic fans from all over the world come to visit the home from a popular San Francisco-set sitcom for a walk down memory lane. While on a stroll around the San Francisco neighborhoods, you'll also have the opportunity to see other beautiful Victorian and Edwardian houses—known locally as the Painted Ladies. On your explorations of the city, you'll also want to check out places like Chinatown for delicious food, ornate temples, and beautiful landmarks.

Travel tips


Infancy policy

One child over 14 days and under two (2) years of age, not occupying a seat, may be carried free of charge when traveling with an adult (12 years of age or older). Learn more.


Pet policy

Customers flying with a pet are subject to a pet fare. To learn more about traveling with your furry friend, explore the Southwest pet policy.


Unaccompanied minor

Minors under the age of 18 are not permitted to fly unaccompanied on international flights or any itinerary that includes an international flight. Learn more.


Bags fly free

Start packing! Every ticketed Customer’s first two checked bags are free. Learn more.


The Southwest travel experience

At Southwest, we know that a fantastic trip from Chicago to San Francisco takes more than cheap flights! That's why we offer services and perks, from booking to boarding, that make your travel experience as simple as possible. Find out more about the Southwest Experience before you book your Chicago (Midway) to San Francisco (SFO) flight.

It's easy to fly with Southwest, no matter which of our destinations you choose. And when you search for your next flight to San Francisco (SFO), you'll find low fares with no hidden fees. That's our Transfarency® promise. Enroll in our Click 'N Save® emails and stay in the know about our latest flight deals. If you're looking for tours, activities, and more hidden gems, check out Southwest Airlines Experiences and earn Rapid Rewards points when you fly.

1First and second checked bags. Weight and size limits apply.

2Fare difference may apply.