CA $230 Cheap Flights from Chicago (MDW) to San Francisco (SFO)

Round-trip tickets from Midway Intl. Airport (MDW) to San Francisco Intl. Airport (SFO) start from CA $482. This figure is based on fares available within the last 7 days on Expedia for flights departing within the next year — book ASAP to avoid missing out. Prices and availability are subject to change. Additional terms apply.

When it comes to cancellation fees, each airline has its own set of terms and conditions. If you decide to cancel your getaway, visit our Customer Service Portal.

Plenty of airlines offer the option to move your flight without a change fee. All you pay is the cost difference between flights. When searching for Chicago Airport to San Francisco Intl. Airport (SFO) flights, you'll find a "No change fees" box for you to tick.

Lasting around 6 hours and 15 minutes, the flight between Chicago Airport and San Francisco Intl. Airport (SFO) is a good opportunity to do some last-minute trip planning. How about using the time to go over your itinerary for San Francisco?

Around 3,000 kilometres separates Chicago and San Francisco, so pack some in-flight entertainment to keep you busy for a couple of hours. That juicy novel you've yet to start will do the trick.

Check out the fares with Southwest Airlines (WN) if you want to travel directly from Midway Airport to SFO. This popular airline offers 17 flights monthly, so you're sure to find one that suits your schedule.

Late planners can sometimes find a bargain, with some of the cheapest fares from MDW to San Francisco Intl. Airport (SFO) surfacing a few weeks before the date of departure. If you'd rather book ahead, Expedia compares and updates the best flight deals continuously — as early as a year in advance in some cases. It does depend on the carrier though, as not all airlines quote prices that far in advance.