Southwest® flights from Chicago (O'Hare) to San Francisco from $83
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Low fares from Chicago (O'Hare) to San Francisco
$
Chicago (Midway) (MDW)to
San Francisco (SFO)
Depart: 02/18/2026
One-way
Basic
From
$72
Seen: 3 hrs ago
Chicago (Midway) (MDW)to
San Francisco (SFO)
Depart: 02/11/2026
One-way
Basic
From
$72
Seen: 7 minutes ago
Chicago (Midway) (MDW)to
San Francisco (SFO)
Depart: 02/10/2026
One-way
Basic
From
$72
Seen: 53 minutes ago
Chicago (Midway) (MDW)to
San Francisco (SFO)
Depart: 01/10/2026
One-way
Basic
From
$81
Seen: 3 hrs ago
Chicago (Midway) (MDW)to
San Francisco (SFO)
Depart: 02/09/2026
One-way
Basic
From
$81
Seen: 54 minutes ago
Chicago (Midway) (MDW)to
San Francisco (SFO)
Depart: 01/15/2026
One-way
Basic
From
$81
Seen: 3 hrs ago
Explore flights from Chicago (O'Hare) to San Francisco
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Travel tips for your next Southwest flight
How to board the plane earlier on open seating flights departing on or before January 26, 2026:
Southwest seats are first come, first served based on check-in order. But there are ways to board the plane earlier!
- Purchase EarlyBird Check-In®1 for automatic check-in and a better boarding position.
- Purchase Upgraded Boarding2 to get an A1-A15 boarding position (depending on availability).
- Purchase a Business Select® fare or upgrade to Business Select to get a guaranteed A1-A15 boarding position.
Enjoy movies, sips, and snacks during your flight.
Take advantage of inflight entertainment with free movies4, free live TV5, free texting6, and $8 inflight Internet7.
We also offer free sodas, coffee, and snacks8—learn more about the inflight food and beverage experience.
Make the most of our Rapid Rewards® Program.
Rapid Rewards Members can redeem their points for flights, hotel stays, rental cars, gift cards, and more. And your points never expire!
Flight Details
Departing from:
O'Hare International Airport
Arriving at:
San Francisco International Airport
Distance:
1846 miles
Route Information
89† Weekly flights
† 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
When you land in the San Francisco Bay Area, you may have a tough time deciding where to start your Frisco adventure. Whether you’re drawn to the area because of its rich counterculture history or its importance to the modern tech world, there’s plenty to explore. Consider starting with something you can’t get anywhere else: a cable car ride up iconic Nob Hill then down to the waterfront. Hills abound in San Francisco—there are 44 across the city that make up its distinctive terrain. If you rent a car, don’t forget to set your parking brake.
You can’t visit Frisco without exploring Golden Gate Park. The largest park in the city stretching from city center to the ocean, it’s larger than famed Central Park. The grounds include the Conservatory of Flowers, the Japanese Tea Garden, and the San Francisco Botanical Garden. North of the park is the Golden Gate and the famed Golden Gate Bridge—stop by the visitors center and consider taking a walk across the bridge into Marin County.
Questions we hear the most
There are 89 weekly flights from Chicago (O'Hare) to San Francisco on Southwest Airlines.
To find the lowest fares by day and time to fly Chicago (O'Hare) 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 (O'Hare) 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.
Explore Flights from Other Popular Origins
Popular Flights from Chicago (O'Hare)
1EarlyBird Check-In® pricing starts at $15 one-way, and is subject to availability. Pricing may vary based on the popularity and length of each (one-way) flight. Please see optional travel charges for more details.
2Upgraded boarding prices and benefits are per eligible segment. Flights must be within 24 hours of departure to be eligible for upgraded boarding.
3Where available. Available only on WiFi-enabled aircraft. Limited-time offer.
4Due to licensing restrictions, on WiFi-enabled international flights, free live TV and iHeartRadio may not be available for the full duration of flight.
5Texting only allows access to iMessage and WhatsApp (which must be downloaded and activated before connecting to SouthwestWiFi).
6Internet access for $8 per device from takeoff to landing. Price is subject to change. May not be available for the full duration of flight. In order to provide a top-notch Internet experience, we prohibit access to certain high-bandwidth applications and websites. We also prohibit access to certain obscene or offensive content.
7Flights traveling 175 miles or less will have only water available. Complimentary snacks are served on flights over 175 miles. If you’re flying between Hawaii and the continental U.S., you’ll have even more snacks to choose from.