$54 Cheap flights from San Antonio Intl. to Midway Intl. (SAT to MDW)

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

Amazing SAT to MDW Flight Deals

The cheapest flights to Midway Intl. found within the past 7 days were $108 round trip and $54 one way. Prices and availability subject to change. Additional terms may apply.

Wed, May 8 - Tue, May 14
SAT
San Antonio
MDW
Chicago
$108 Roundtrip, found 17 hours ago
$108
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Wed, May 8 from San Antonio to Chicago, returning Tue, May 14, priced at $108 found 17 hours ago
Fri, May 3 - Tue, May 7
SAT
San Antonio
MDW
Chicago
$118 Roundtrip, found 1 hour ago
$118
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Fri, May 3 from San Antonio to Chicago, returning Tue, May 7, priced at $118 found 1 hour ago
Wed, May 1 - Sat, May 11
SAT
San Antonio
MDW
Chicago
$119 Roundtrip, found 10 hours ago
$119
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Wed, May 1 from San Antonio to Chicago, returning Sat, May 11, priced at $119 found 10 hours ago
Fri, Apr 26 - Tue, May 7
SAT
San Antonio
MDW
Chicago
$127 Roundtrip, found 3 days ago
$127
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Fri, Apr 26 from San Antonio to Chicago, returning Tue, May 7, priced at $127 found 3 days ago
Fri, May 3 - Sun, May 5
SAT
San Antonio
MDW
Chicago
$128 Roundtrip, found 2 days ago
$128
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, May 3 from San Antonio to Chicago, returning Sun, May 5, priced at $128 found 2 days ago
Wed, Apr 24 - Sun, May 5
SAT
San Antonio
MDW
Chicago
$129 Roundtrip, found 4 days ago
$129
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Wed, Apr 24 from San Antonio to Chicago, returning Sun, May 5, priced at $129 found 4 days ago
Sat, May 18 - Thu, May 23
SAT
San Antonio
MDW
Chicago
$130 Roundtrip, found 1 day ago
$130
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, May 18 from San Antonio to Chicago, returning Thu, May 23, priced at $130 found 1 day ago
Sat, Apr 27 - Tue, Apr 30
SAT
San Antonio
MDW
Chicago
$133 Roundtrip, found 5 days ago
$133
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, Apr 27 from San Antonio to Chicago, returning Tue, Apr 30, priced at $133 found 5 days ago
Sat, May 4 - Tue, May 7
SAT
San Antonio
MDW
Chicago
$134 Roundtrip, just found
$134
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, May 4 from San Antonio to Chicago, returning Tue, May 7, priced at $134 just found
Fri, Apr 26 - Sun, May 5
SAT
San Antonio
MDW
Chicago
$137 Roundtrip, found 3 days ago
$137
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Fri, Apr 26 from San Antonio to Chicago, returning Sun, May 5, priced at $137 found 3 days ago

Best Midway Intl. Flight and Hotel Packages

Midway Intl. flight + hotel packages - economy flights

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Save 100% on your flight
per person
Jun 12 - Jun 15
Roundtrip flight included
San Antonio (SAT) to Chicago (ORD)
Chicago Marriott Downtown Magnificent Mile

Chicago Marriott Downtown Magnificent Mile

4 out of 5
per person
Jun 12 - Jun 15
Roundtrip flight included
San Antonio (SAT) to Chicago (ORD)
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
per person
Jun 12 - Jun 15
Roundtrip flight included
San Antonio (SAT) to Chicago (ORD)
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
per person
Jun 12 - Jun 15
Roundtrip flight included
San Antonio (SAT) to Chicago (ORD)
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4 out of 5
per person
Jun 12 - Jun 15
Roundtrip flight included
San Antonio (SAT) to Chicago (ORD)
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Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Can I catch a flight from San Antonio Intl. Airport (SAT) to Midway Intl. Airport (MDW) right now?
Make sure you visit our Covid-19 Travel Advisor to learn if there are any present travel advice reports and quarantine requirements in effect in Midway Intl. Airport (MDW) when jet-setting from San Antonio Airport.
Are there direct flights from San Antonio Intl. Airport (SAT) to Chicago Airport?
Wander wisely and score a direct flight from San Antonio Intl. Airport (SAT) to Midway Intl. Airport (MDW) with Southwest Airlines. This airline is the ideal choice if you want to get to Chicago as quickly as possible.
If I am not able to travel due to COVID-19, can I change my booking to a later date?
For more info about changing your flight to Midway Airport, please visit our Customer Service Portal.
How long is the flight from San Antonio Intl. Airport (SAT) to Midway Intl. Airport (MDW)?
With the flight from San Antonio Airport to MDW taking around 4 hours and 47 minutes, there will be time to get a lot of things done in the air. Take advantage of your trip by bringing that book you never have time to read, exploring the in-flight entertainment or having a decent nap. You may even find you’re able to squeeze in all three before disembarking.
What is the flight distance from San Antonio Airport to MDW?
Between San Antonio Intl. Airport (SAT) and Midway Airport, the flight distance is approximately 1,050 mi. So, order a glass of Champagne and sit back. You have some tough decisions to make — watch a movie, finish your novel or squeeze in some beauty sleep?
What airlines fly from SAT to MDW?
If you’re looking for an airline that offers direct flights from San Antonio to Chicago and is highly rated by many travelers, consider Southwest Airlines. They offer up to 30 flights every month.
What airlines have practices regarding COVID-19 in place and use social distancing?
From the moment you enter the departure terminal to when you leave the arrivals terminal, if you’re flying with Southwest Airlines, Delta or Volaris you can be sure that COVID-19 measures and social distancing rules have been adhered to. Many airlines have introduced capped capacity flights and keeping the middle seat empty.
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 Antonio Intl.
Traveling To
Midway Intl.
Shortest Flight Time
2 hours 35 mins
Earliest Departure Time
5:05AM CDT
Latest Departure Time
3:55PM CDT
Lowest Flight Price
$108

Route Info

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


Origin:
SAT - San Antonio International Airport
Destination:
MDW - Chicago Midway International Airport
Distance:
1,042.00 miles


Discover our best flights from San Antonio SAT 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 Antonio SAT to Chicago MDW at the right price  

Airfares to Chicago MDW from San Antonio SAT currently cost between $108 and $137. 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 Antonio SAT 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 Antonio SAT to Chicago MDW on Travelocity starting at $54. Prices and availability subject to change. Additional terms may apply. 

 

Get to Chicago MDW from San Antonio SAT 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 SAT to take around 2 hour(s) 35 min(s).  

 

Find our cheapest airfares for flights from San Antonio SAT to Chicago MDW

Find cheap flight deals by using our search filters to sort results starting with the lowest price airfares to MDW from SAT. 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 Antonio SAT to Chicago MDW today 

If you’re flexible about when you travel, May is usually the cheapest month to fly from San Antonio SAT 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 Antonio SAT 

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 SAT have this option.  

 

Travel with confidence when you book flights to Chicago MDW from San Antonio SAT 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.