Cheap Flight Tickets from Chicago (MDW) to San Antonio (SAT), Starting at $417

Good to Know: Cheapest and Fastest MDW - SAT Flights

Useful information for finding best airline tickets from Chicago Midway International to San Antonio International on your next trip.

Cheapest Round Trip Flight

$442

WN Southwest Airlines • nonstop • 4h 10m

Dec 11 – Dec 13

The cheapest round trip flight from Chicago to San Antonio (MDW-SAT-MDW) is currently $442

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Cheapest Direct Flight

$417

WN Southwest Airlines • nonstop • 4h 15m

Dec 03

The cheapest nonstop flight from Chicago to San Antonio (MDW-SAT) is currently $417

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Fastest Flight

4h 10m

The fastest nonstop flight from Chicago to San Antonio (MDW-SAT) takes 4h 10m

Top Airlines Flying from Chicago to San Antonio

Southwest Airlines-WN

Southwest Airlines

Delta Airline, DL

Delta Airlines

United Airlines, UA

United Airlines

American Airlines, AA

American Airlines

Latest Flight Deals from Chicago (MDW) to San Antonio (SAT)

Compare and book low fare round-trip air tickets from Chicago to San Antonio. Ideal for travelers with confirmed return itineraries.

Dec 11 - Dec 13, Economy
WN
Chicago → San Antonio
4h 10m
9:30 PM - 12:20 AM • nonstop
WN
Chicago → San Antonio
9h
6:35 AM - 12:15 PM • 1 stop
$442
Southwest Airlines
Dec 11 - Dec 13, Economy
WN
Chicago → San Antonio
10h 15m
12:55 PM - 7:10 PM • 1 stop
WN
Chicago → San Antonio
3h 55m
2:50 PM - 5:25 PM • nonstop
$447
Southwest Airlines
Dec 11 - Dec 13, Economy
WN
Chicago → San Antonio
9h 5m
10:15 AM - 4:00 PM • 1 stop
WN
Chicago → San Antonio
4h
9:15 AM - 11:55 AM • nonstop
$447
Southwest Airlines
Dec 11 - Dec 13, Economy
WN
Chicago → San Antonio
8h 20m
6:25 PM - 11:25 PM • 1 stop
WN
Chicago → San Antonio
4h
9:15 AM - 11:55 AM • nonstop
$447
Southwest Airlines
Dec 11 - Dec 13, Economy
WN
Chicago → San Antonio
10h
2:35 PM - 8:35 PM • 1 stop
WN
Chicago → San Antonio
3h 55m
2:50 PM - 5:25 PM • nonstop
$447
Southwest Airlines
Dec 11 - Dec 13, Economy
WN
Chicago → San Antonio
9h 10m
5:55 AM - 11:45 AM • 1 stop
WN
Chicago → San Antonio
3h 55m
2:50 PM - 5:25 PM • nonstop
$447
Southwest Airlines

Fly from Chicago to San Antonio with the Best Airfare Deals on FareLeaders

Looking for a cheap last-minute deal or the best round-trip flight from Chicago to San Antonio? Find the biggest savings on one-way and round-trip tickets right here.

FAQs on Chicago to San Antonio Flights

What are the airports in Chicago?
ORD,MDW
What’s the most popular airline flying from MDW to SAT?
The most popular airline flying from Chicago to San Antonio are
Can I fly from MDW to SAT non-stop?
Yes, you can fly MDW to SAT non-stop on
Which airlines fly nonstop between Chicago and San Antonio?
The non-stop flights between Chicago and San Antonio are .
What’s the earliest departure time from MDW to SAT Airport?
The earliest flight leaves MDW at 5:55 am and lands in SAT - San Antonio International
What are the airports in San Antonio?
SAT
Can I make changes to my Chicago to San Antonio flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from MDW to SAT?
Read the fare rules of the Chicago to San Antonio air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from Chicago and San Antonio?
operate flights between Chicago and San Antonio
How long does a flight from Chicago to San Antonio take?
It takes approximately 3 hour to fly non-stop from MDW to SAT, which is 1035.99 miles by air.
Which airlines provide the cheapest flights from Chicago (MDW) to San Antonio (SAT) ?
In the past couple of days, the cheapest tickets to SAT from MDW were found on WN : USD 447
Do I need a passport to fly between MDW and SAT?
No
What’s the latest departure time from MDW to SAT ?
The last flight leaves MDW at 9:30 pm

Chicago (MDW) to San Antonio (SAT): Airport Information

Origin Airport Chicago Midway International , Chicago, US
Destination Airport San Antonio International , San Antonio, US
Distance 1036 miles

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