Cheap Flights from San Francisco (SFO) to Chicago (MDW) from HK$1,015~

View HK$1,015 flight on Sat, 23 Aug 2025Opens in a new window

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

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

Prices were available within the past 7 days and start at HK$1,015 for one-way flights and HK$2,192 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sat, 18 Oct - Sat, 25 Oct
SFO
San Francisco
MDW
Chicago
HK$2,192 Return, found 5 days ago
HK$2,192
Return
found 5 days ago
Select Delta flight, departing Sat, 18 Oct from San Francisco to Chicago, returning Sat, 25 Oct, priced at HK$2,192 found 5 days ago
Delta
Sat, 18 Oct - Sat, 25 Oct
SFO
San Francisco
MDW
Chicago
HK$2,417 Return, found 5 days ago
HK$2,417
Return
found 5 days ago
Select Delta flight, departing Sat, 18 Oct from San Francisco to Chicago, returning Sat, 25 Oct, priced at HK$2,417 found 5 days ago
Delta
Sat, 18 Oct - Sat, 25 Oct
SFO
San Francisco
MDW
Chicago
HK$2,826 Return, found 5 days ago
HK$2,826
Return
found 5 days ago
Select Delta flight, departing Sat, 18 Oct from San Francisco to Chicago, returning Sat, 25 Oct, priced at HK$2,826 found 5 days ago

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

October is typically the cheapest month to fly

From HK$1,038 - HK$2,727 per traveller.

Graph displaying average flight prices per month

San Francisco to Chicago route information
Origin airport
San Francisco Intl.
Destination airport
Midway Intl.
Return price
HK$2,192
Distance
2962 km
Average flight time
7 hours 42 mins

Flights from San Francisco to Chicago

Book cheap flights from San Francisco (SFO) to Chicago (MDW) on Expedia.com.hk. Find the best flight deals to destinations around the world for your next leisure or business travel on Expedia.com.hk.

Search for flights from San Francisco (SFO) to Chicago (MDW) to find great flight deals suitable to your travel date and time. Expedia.com.hk flight booking search engine is simple to use and looking for cheap flights is as easy as a click of a mouse or on your mobile devices.

Be assured that you’re seeing the best price guaranteed! Our friendly customer service representatives are here to serve you 24 hours day to provide assistance and answer any questions that you may have about booking your San Francisco (SFO) to Chicago (MDW) trip. Call us at 3077-4857 (direct number - 24 hours day for English).

Save more when combine your Chicago flight with a hotel for a package deal! Discover additional savings by booking in advance. Now you can find activities in Chicago and things to do in Chicago for your perfect vacation with Expedia Thing to Do.

If you would like to book flights to Chicago more flexibly, many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Chicago is HK$1,015 now!

 

Frequently asked questions

How much is a flight from San Francisco Airport to Midway Intl. Airport (MDW)?
Within the past 7 days on Expedia, for flights departing within the next year, the lowest price advertised for a round-trip flight from SFO to Midway Airport was HK$2,192. Cheap fares don't wait forever, 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 San Francisco Airport to Midway Intl. Airport (MDW)?
Most flights can be canceled online, but every air carrier has its own terms and conditions. If you do need to cancel your flight, visit our Customer Service Portal and follow the instructions.
How do I find cheap flights from San Francisco Intl. Airport (SFO) to MDW 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 San Francisco Airport to Chicago Airport flights, you'll see a "no change fees" filter for you to select.
How far is the flight from San Francisco Intl. Airport (SFO) to Chicago Airport?
It's around 3,000 kilometers from San Francisco Intl. Airport (SFO) to Chicago Airport, so you'll be strapped into your seat for a while. Keep yourself entertained by packing things like playing cards (if you're traveling with friends) or a good old-fashioned book.
Which airlines fly direct from San Francisco Intl. Airport (SFO) to MDW?
Unfortunately, there are no airlines that directly fly between San Francisco Airport and Midway Intl. Airport (MDW). You'll need to book a flight with one or more stops.
Are San Francisco Intl. Airport (SFO) to Midway Intl. Airport (MDW) flight tickets cheaper when they're purchased at the last minute?
Flight prices go up and down like a yo-yo, so it's no sure thing. While last-minute flight deals between SFO and MDW are possible, it's also a good idea to keep a close eye on prices well before you fly. In fact, some carriers publish their prices up to a year prior to the departure date. Expedia is constantly updating the best airfare bargains around, so keep checking and be ready to pounce when the fares dip.

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