$118 Cheap flights from Midway Intl. to San Antonio Intl. (MDW to SAT)

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

Compare Flight Prices from Chicago to San Antonio

Affordable Airfare Tickets from MDW to SAT Airport

The cheapest flights to San Antonio Intl. found within the past 7 days were $235 round trip and $118 one way. Prices and availability subject to change. Additional terms may apply.

Thu, Oct 23 - Tue, Oct 28
MDW
Chicago
SAT
San Antonio
$235 Roundtrip, found 2 days ago
$235
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Thu, Oct 23 from Chicago to San Antonio, returning Tue, Oct 28, priced at $235 found 2 days ago
Wed, Oct 22 - Sat, Oct 25
MDW
Chicago
SAT
San Antonio
$239 Roundtrip, found 3 days ago
$239
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Wed, Oct 22 from Chicago to San Antonio, returning Sat, Oct 25, priced at $239 found 3 days ago
Wed, Oct 22 - Sat, Oct 25
MDW
Chicago
SAT
San Antonio
$245 Roundtrip, found 3 days ago
$245
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Wed, Oct 22 from Chicago to San Antonio, returning Sat, Oct 25, priced at $245 found 3 days ago
Wed, Oct 22 - Sat, Oct 25
MDW
Chicago
SAT
San Antonio
$249 Roundtrip, found 3 days ago
$249
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Wed, Oct 22 from Chicago to San Antonio, returning Sat, Oct 25, priced at $249 found 3 days ago
Tue, Oct 21 - Wed, Oct 29
MDW
Chicago
SAT
San Antonio
$255 Roundtrip, found 1 day ago
$255
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Oct 21 from Chicago to San Antonio, returning Wed, Oct 29, priced at $255 found 1 day ago
Thu, Oct 23 - Sun, Oct 26
MDW
Chicago
SAT
San Antonio
$256 Roundtrip, found 1 day ago
$256
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Thu, Oct 23 from Chicago to San Antonio, returning Sun, Oct 26, priced at $256 found 1 day ago
Thu, Oct 23 - Sun, Oct 26
MDW
Chicago
SAT
San Antonio
$266 Roundtrip, found 1 day ago
$266
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Oct 23 from Chicago to San Antonio, returning Sun, Oct 26, priced at $266 found 1 day ago
Thu, Sep 11 - Sun, Sep 14
MDW
Chicago
SAT
San Antonio
$271 Roundtrip, found 4 days ago
$271
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Thu, Sep 11 from Chicago to San Antonio, returning Sun, Sep 14, priced at $271 found 4 days ago
Tue, Aug 5 - Thu, Aug 7
MDW
Chicago
SAT
San Antonio
$274 Roundtrip, found 6 days ago
$274
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Tue, Aug 5 from Chicago to San Antonio, returning Thu, Aug 7, priced at $274 found 6 days ago
Tue, Oct 21 - Fri, Oct 24
MDW
Chicago
SAT
San Antonio
$276 Roundtrip, found 1 day ago
$276
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Oct 21 from Chicago to San Antonio, returning Fri, Oct 24, priced at $276 found 1 day ago

San Antonio Intl. flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Aaron Motel By OYO San Antonio NW I-10

Aaron Motel By OYO San Antonio NW I-10

2.5 out of 5
per person
Aug 30 - Sep 4
found 4 hours ago
Roundtrip flight included
Chicago (ORD) to San Antonio (SAT)
La Cantera Resort & Spa

La Cantera Resort & Spa

4 out of 5
Save 100% on your flight
per person
Aug 29 - Sep 1
just found
Roundtrip flight included
Chicago (ORD) to San Antonio (SAT)
Hotel Contessa

Hotel Contessa

4 out of 5
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Chicago (MDW) to San Antonio (SAT)
Holiday Inn Express & Suites San Antonio North - Windcrest by IHG

Holiday Inn Express & Suites San Antonio North - Windcrest by IHG

2.5 out of 5
per person
Aug 29 - Sep 1
found 24 hours ago
Roundtrip flight included
Chicago (CHI) to San Antonio (SAT)
Hotel Havana

Hotel Havana

3.5 out of 5
per person
Aug 29 - Sep 1
found 24 hours ago
Roundtrip flight included
Chicago (CHI) to San Antonio (SAT)
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Frequently asked questions

Are there direct flights from Midway Airport to San Antonio Airport?
For direct flights from Midway Intl. Airport (MDW) to SAT, look up Southwest Airlines. This airline will be just the ticket if you like to travel from A to B with no fuss.
How long is the flight from MDW to San Antonio Airport?
If you're traveling from Midway Airport to San Antonio Intl. Airport (SAT), you can expect the flight to take around 4 hours and 56 minutes. If this sounds like more time than you anticipated, why not make the most of it? Read up on your destination, get some last-minute organizing done and have a nap before the adventure begins.
What is the flight distance from Chicago Airport to SAT?
Traveling 1,050 mi between Chicago Airport and Chicago Airport calls for a glass of vino and a few good movies. Sit back, relax and enjoy the journey.
What airlines fly from Chicago Airport to San Antonio Airport?
Want to fly direct from Midway Intl. Airport (MDW) to San Antonio Intl. Airport (SAT)? Today is your lucky day. Southwest Airlines offers up to 30 flights per month and is the top choice for many worldly wanderers.
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.

Flight information from Chicago to San Antonio

 

Traveling From
Midway Intl.
Traveling To
San Antonio Intl.
Shortest Flight Time
2 hours 40 mins
Earliest Departure Time
8:00AM CDT
Latest Departure Time
8:25PM CDT
Lowest Flight Price
$235

Route Info

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


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


Discover our best flights from Chicago MDW to San Antonio SAT. 

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 Chicago MDW to San Antonio SAT at the right price  

Airfares to San Antonio SAT from Chicago MDW currently cost between $235 and $276. 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 Chicago MDW to San Antonio SAT 

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 Chicago MDW to San Antonio SAT on Travelocity starting at $118. Prices and availability subject to change. Additional terms may apply. 

 

Get to San Antonio SAT from Chicago MDW quicker with direct flights. 

Get to San Antonio faster, without the hassle of changing planes and moving baggage, by booking a direct flight. Expect your direct flight to SAT from MDW to take around 2 hour(s) 40 min(s).  

 

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

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

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

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

 

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