$49 Cheap flights from San Francisco Intl. to Midway Intl. (SFO to MDW)

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Find The Best Dates To Fly from San Francisco Intl. to Midway Intl.

Amazing SFO to MDW Flight Deals

The cheapest flights to Midway Intl. found within the past 7 days were $93 round trip and $49 one way. Prices and availability subject to change. Additional terms may apply.

Sat, May 18 - Sat, May 18
SFO
San Francisco
MDW
Chicago
$93 Roundtrip, found 3 hours ago
$93
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Sat, May 18 from San Francisco to Chicago, returning Sat, May 18, priced at $93 found 3 hours ago
Sat, May 11 - Sat, May 18
SFO
San Francisco
MDW
Chicago
$98 Roundtrip, found 1 hour ago
$98
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sat, May 11 from San Francisco to Chicago, returning Sat, May 18, priced at $98 found 1 hour ago
Sat, Aug 31 - Sat, Aug 31
SFO
San Francisco
MDW
Chicago
$103 Roundtrip, found 5 days ago
$103
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, Aug 31 from San Francisco to Chicago, returning Sat, Aug 31, priced at $103 found 5 days ago
Wed, May 8 - Sat, Jun 1
SFO
San Francisco
MDW
Chicago
$103 Roundtrip, found 5 days ago
$103
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Wed, May 8 from San Francisco to Chicago, returning Sat, Jun 1, priced at $103 found 5 days ago
Mon, May 13 - Wed, May 15
SFO
San Francisco
MDW
Chicago
$108 Roundtrip, found 5 hours ago
$108
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Mon, May 13 from San Francisco to Chicago, returning Wed, May 15, priced at $108 found 5 hours ago
Sat, May 11 - Mon, May 13
SFO
San Francisco
MDW
Chicago
$109 Roundtrip, found 4 hours ago
$109
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Sat, May 11 from San Francisco to Chicago, returning Mon, May 13, priced at $109 found 4 hours ago
Sat, May 11 - Tue, May 14
SFO
San Francisco
MDW
Chicago
$114 Roundtrip, found 5 hours ago
$114
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Sat, May 11 from San Francisco to Chicago, returning Tue, May 14, priced at $114 found 5 hours ago
Wed, Apr 24 - Wed, May 1
SFO
San Francisco
MDW
Chicago
$117 Roundtrip, found 6 days ago
$117
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, Apr 24 from San Francisco to Chicago, returning Wed, May 1, priced at $117 found 6 days ago
Sat, Sep 7 - Sat, Sep 14
SFO
San Francisco
MDW
Chicago
$118 Roundtrip, found 3 hours ago
$118
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Sat, Sep 7 from San Francisco to Chicago, returning Sat, Sep 14, priced at $118 found 3 hours ago
Wed, Aug 28 - Sat, Aug 31
SFO
San Francisco
MDW
Chicago
$119 Roundtrip, found 8 hours ago
$119
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Wed, Aug 28 from San Francisco to Chicago, returning Sat, Aug 31, priced at $119 found 8 hours ago

Flight Schedule for SFO to MDW

CarrierFlightDepart SFOArrive MDWWed
4/24		Thu
4/25		Fri
4/26		Sat
4/27		Sun
4/28		Mon
4/29		Tue
4/30		Stops
F9404203:58 pm10:09 pmCheck FareCheck FareCheck FareCheck FareCheck FareCheck FareCheck Fare
0 Stops

Best Midway Intl. Flight and Hotel Packages

Midway Intl. flight + hotel packages - economy flights

Fairmont Chicago at Millennium Park Gold Experience

Fairmont Chicago at Millennium Park Gold Experience

4.5 out of 5
Save 100% on your flight
per person
Jun 14 - Jun 18
Roundtrip flight included
San Francisco (SFO) to Chicago (ORD)
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4 out of 5
per person
Jun 8 - Jun 11
Roundtrip non-stop flight included
San Francisco (SFO) to Chicago (ORD)
Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel

Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel

3.5 out of 5
per person
Jun 14 - Jun 18
Roundtrip flight included
San Francisco (SFO) to Chicago (ORD)
Chicago Marriott Downtown Magnificent Mile

Chicago Marriott Downtown Magnificent Mile

4 out of 5
Save 100% on your flight
per person
Jun 8 - Jun 11
Roundtrip non-stop flight included
San Francisco (SFO) to Chicago (ORD)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Save 100% on your flight
per person
Jun 8 - Jun 11
Roundtrip non-stop flight included
San Francisco (SFO) to Chicago (ORD)
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Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Are there direct flights from San Francisco Intl. Airport (SFO) to Chicago Airport?
If you just want to get started on your adventures in Chicago, fly with Southwest Airlines. This airline offers direct flights from SFO to Chicago Airport.
How long is the flight from San Francisco Intl. Airport (SFO) to MDW?
With the flight from SFO to Chicago Airport taking on average 5 hours and 22 minutes, you’ll have time to get a lot of things done in the air. Make the most of the journey by bringing that novel you never have time to read, checking out what’s on the in-flight entertainment or having a decent nap. You might even find you can squeeze in all three before arriving.
What is the flight distance from San Francisco Intl. Airport (SFO) to Midway Intl. Airport (MDW)?
Between San Francisco Intl. Airport (SFO) and Midway Intl. Airport (MDW), the flight distance is about 1,850 mi. So, order a drink and sit back. You have some tough decisions to make — watch a new series, listen to some podcasts or get some beauty sleep?
What airlines fly from San Francisco Intl. Airport (SFO) to Midway Airport?
Decided on the dates for your next vacation? Want to fly nonstop from San Francisco to Chicago? With Southwest Airlines offering up to 30 flights each month, you’ll be cruising the skies in no time.
What is the best day to buy a plane ticket?
This just in! Airfares offered on Thursdays tend to be the cheapest, according to flight demand on Travelocity in 2021. Tuesday and Wednesday prices are also good, but you may want to prepare your budget if booking during the weekend, as data shows that is when prices are generally at their highest.
What are the cheapest days to fly?
Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2021, flights departing on a Monday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.
How far in advance can you book a flight?
Trying to figure out how early you should book your flight? It’s possible to start comparing international airfares on Travelocity up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 0-2 weeks prior to their travel dates.*According to flight demand on Travelocity.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

 

Traveling From
San Francisco Intl.
Traveling To
Midway Intl.
Shortest Flight Time
8 hours 11 mins
Earliest Departure Time
3:58PM CDT
Latest Departure Time
3:58PM CDT
Lowest Flight Price
$93

Route Info

Flight path for flights from San Francisco International Airport to Chicago Midway International Airport.


Origin:
SFO - San Francisco International Airport
Destination:
MDW - Chicago Midway International Airport
Distance:
1,860.00 miles


Discover our best flights from San Francisco SFO to Chicago MDW. 

With 20 airlines to choose from on Travelocity, you can easily find the best option for you. Use our filters to sort by price, compare airlines, and find the most convenient flight times. 

 

Find our best return flights from San Francisco SFO to Chicago MDW at the right price  

Airfares to Chicago MDW from San Francisco SFO currently cost between $93 and $119. It’s usually cheaper to book a round trip than two separate one-way flights. Prices and availability subject to change. Additional terms may apply. 

 

Book one-way flights from San Francisco SFO to Chicago MDW 

If you want to be flexible about when you return, or keep your travel options open ended, a one-way flight could be just the ticket! You’ll find one-way airfares from San Francisco SFO to Chicago MDW on Travelocity starting at $49. Prices and availability subject to change. Additional terms may apply. 

 

Get to Chicago MDW from San Francisco SFO quicker with direct flights. 

Get to Chicago faster, without the hassle of changing planes and moving baggage, by booking a direct flight. Expect your direct flight to MDW from SFO to take around 8 hour(s) 11 min(s).  

 

Find our cheapest airfares for flights from San Francisco SFO to Chicago MDW

Find cheap flight deals by using our search filters to sort results starting with the lowest price airfares to MDW from SFO. Our Price Match Promise means if you find a lower rate on Travelocity.com or on another US-based website within 24 hours of booking, we’ll credit or refund the difference.  

 

Get our best airfare deals for your flight from San Francisco SFO to Chicago MDW today 

If you’re flexible about when you travel, May is usually the cheapest month to fly from San Francisco SFO to Chicago MDW. If you need to be more specific, search by date and arrival and departure times.Then, compare prices across different airlines, and sort results by lowest price first. 

 

Book flexible airline tickets for flights to Chicago MDW from San Francisco SFO 

Some airlines let you change your travel dates without charging a fee. Use our ‘no change fee’ filter to see which flights to MDW from SFO have this option.  

 

Travel with confidence when you book flights to Chicago MDW from San Francisco SFO with Travelocity 

We’ve secured fantastic deals with all the main airline carriers and it’s easy to compare, choose, and book with Travelocity. With 24/7 customer service and our free 'App', we’ll always keep you moving. 

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.