Cheap Flight Tickets from Chicago (MDW) to San Antonio (SAT), Starting at $165

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

$530

WN Southwest Airlines • 1 stop • 6h 50m

Sep 02 – Sep 02

The cheapest round trip flight from Chicago to San Antonio (MDW-SAT-MDW) is currently $530

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Cheapest Direct Flight

$165

WN Southwest Airlines • nonstop • 4h

Sep 02

The cheapest nonstop flight from Chicago to San Antonio (MDW-SAT) is currently $165

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Fastest Flight

4h

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

Top Airlines Flying from Chicago to San Antonio

Southwest Airlines-WN

Southwest Airlines

Delta Airline, DL

Delta 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.

Sep 02 - Sep 02, Economy
WN
Chicago → San Antonio
6h 50m
6:00 AM - 10:10 AM • 1 stop
WN
Chicago → San Antonio
3h 55m
2:50 PM - 5:25 PM • nonstop
$530
Southwest Airlines
Sep 02 - Sep 02, Economy
WN
Chicago → San Antonio
6h 50m
6:00 AM - 10:10 AM • 1 stop
WN
Chicago → San Antonio
8h 45m
3:15 PM - 8:40 PM • 1 stop
$539
Southwest Airlines
Sep 01 - Sep 07, Economy
WN
Chicago → San Antonio
4h
10:10 AM - 12:50 PM • nonstop
WN
Chicago → San Antonio
3h 55m
5:00 AM - 7:35 AM • nonstop
$593
Southwest Airlines
Sep 01 - Sep 07, Economy
WN
Chicago → San Antonio
6h 40m
5:30 PM - 9:30 PM • 1 stop
WN
Chicago → San Antonio
3h 55m
2:15 PM - 4:50 PM • nonstop
$603
Southwest Airlines
Sep 02 - Sep 02, Economy
DL
Chicago → San Antonio
8h 25m
6:05 AM - 11:10 AM • 1 stop
DL
Chicago → San Antonio
10h 12m
5:45 PM - 11:57 PM • 1 stop
$674
Delta Airlines
Sep 02 - Sep 02, Economy
DL
Chicago → San Antonio
12h 13m
6:05 AM - 1:38 PM • 1 stop
DL
Chicago → San Antonio
10h 12m
5:45 PM - 11:57 PM • 1 stop
$674
Delta 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 6:00 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 DL : USD 674
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 8:30 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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