₩377,500 Cheap Flights from Chicago (MDW) to San Francisco (SFO)

View ₩377,500 flight on Sun, Oct 12, 2025Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to San Francisco Intl. Airport (SFO)

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

Prices were available within the past 7 days and start at ₩377,500 for one-way flights and ₩892,300 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Fri, Oct 3 - Sun, Oct 5
MDW
Chicago
SFO
San Francisco
₩892,300 Roundtrip, found 1 day ago
₩892,300
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Oct 3 from Chicago to San Francisco, returning Sun, Oct 5, priced at ₩892,300 found 1 day ago

Find the cheapest month to fly from Chicago (MDW) to San Francisco (SFO)

October is typically the cheapest month to fly

From ₩191,450 - ₩505,139 per traveler.
Flights from Chicago (MDW) to San Francisco (SFO)
Origin airport
Midway Intl.
Destination airport
San Francisco Intl.
Airlines serving
Delta
Roundtrip price
₩892,300
Distance
2962 km
Average flight time
3 hours 34 mins

Chicago to San Francisco Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from Chicago to San Francisco will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring San Francisco.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with MDW to SFO flights that won’t make your bank account wince. Ready to temporarily leave behind Chicago for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to SFO with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.

Frequently asked questions

How much is a flight from MDW to San Francisco Intl. Airport (SFO)?
Within the past 7 days on Expedia, for flights departing within the next year, the lowest price listed for a round-trip journey between Chicago Airport and San Francisco Airport was ₩892,300. Cheap tickets don't last long, so make sure you book yours ASAP. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Midway Airport to San Francisco Intl. Airport (SFO)?
Each air carrier has its own terms and conditions. If you do decide to cancel, follow the instructions on our Customer Service Portal.
How do I find cheap flights from MDW to San Francisco Airport that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for Midway Airport to San Francisco Airport flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Midway Airport to San Francisco Intl. Airport (SFO)?
The flight distance between Chicago Airport and SFO is 3,000 kilometers. Pack yourself a drink, a snack and a few good podcasts. Keep yourself occupied and time will zip by.
Which airlines fly direct from Midway Airport to San Francisco Intl. Airport (SFO)?
Unfortunately, there aren't any airlines that directly fly between Chicago Airport and San Francisco Airport. You'll have to book a flight with at least one stop.
Are Chicago Airport to San Francisco Airport flight tickets cheaper when they're purchased at the last minute?
Booking last minute from MDW to San Francisco Intl. Airport (SFO) can be hit-or-miss. You may be able to score a bargain, but you could also miss out completely! If you'd rather play it safe and start planning early, Expedia compares flight deals up to a year in advance. Just bear in mind that not all airlines advertise their prices that far in advance. Our advice? Check back often as updates are made regularly.

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O'Hare Intl. to San Francisco
₩410,200
*Available to Expedia members.