$108 Cheap Southwest Airlines flights Chicago (ORD) to San Francisco (SFO)

Finding cheap one-way Southwest Airlines flights from ORD to SFO from $108 on Expedia is a cinch — just filter by “Price (lowest to highest).” Or check out our budget-friendly round-trip fares from $216 for your next exciting adventure.**These prices were available on Expedia within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines flights to San Francisco tend to be cheaper in the quieter months of February and April. Whether you’re in search of a round-trip or one-way ticket, you could find a better deal then.

Start searching one to three months ahead of your travel date to get cheaper fares on Southwest Airlines flights from O’Hare Intl. Airport (ORD) to San Francisco Intl. Airport (SFO). You can save 25% by booking your domestic flight 34 to 86 days in advance compared to last-minute reservations made 6 to 12 days out. You could also reduce costs by buying your fare on a Sunday, as it’s 6% cheaper on average than a Monday, the most expensive day to book.* Get the timing right, and you can enjoy significant savings on domestic trips.*Ideal booking window recommendation is based on average round-trip ticket prices for January through November for 2024. Best day of the week to book recommendation is based on average round-trip ticket prices for January through October 2024. All data sourced from ARC’s global airline sales database.

To see if there’s a direct journey from ORD to SFO with Southwest Airlines or any other carriers, select the “Nonstop” filter when searching for tickets.

Browse Southwest Airlines’s earliest flights from ORD to SFO by using our “Early Morning” and “Morning” filters. Not only will you arrive sooner, early departures are also 20% less likely to be canceled.**Most reliable time of the day recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.

Board a Southwest Airlines flight from O’Hare Intl. Airport (ORD) to San Francisco, and you’ll most likely land at San Francisco Intl. Airport (SFO). This is the airline’s main hub in this city.

Changes are typically free within 24 hours of making your booking, but your airline may charge you after that. For further information about modifying your reservation, head to your “Trips,” select your flight and click on “Manage Booking.” If you want the flexibility to adjust your plans without extra charges, check the “Changes included” and “No cancel fee” filters when planning your trip.