Cheap Flight Tickets from Chicago (MDW) to San Antonio (SAT), Starting at $336

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

$336

DL Delta Airlines • 1 stop • 18h 28m

Sep 21 – Oct 04

The cheapest round trip flight from Chicago to San Antonio (MDW-SAT-MDW) is currently $336

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Fastest Flight

9h 6m

The fastest nonstop flight from Chicago to San Antonio (MDW-SAT) takes 9h 6m

Top Airlines Flying from Chicago to San Antonio

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 21 - Oct 04, Economy
DL
Chicago → San Antonio
18h 28m
1:00 PM - 12:08 AM • 1 stop
DL
Chicago → San Antonio
12h 24m
5:15 AM - 12:59 PM • 1 stop
$336
Delta Airlines
Sep 21 - Oct 04, Economy
DL
Chicago → San Antonio
13h 34m
1:00 PM - 9:14 PM • 1 stop
DL
Chicago → San Antonio
12h 4m
5:15 AM - 12:39 PM • 1 stop
$355
Delta Airlines
Sep 21 - Oct 04, Economy
DL
Chicago → San Antonio
10h 58m
5:10 PM - 12:08 AM • 1 stop
DL
Chicago → San Antonio
12h 24m
5:15 AM - 12:59 PM • 1 stop
$355
Delta Airlines
Sep 21 - Oct 04, Economy
DL
Chicago → San Antonio
19h 5m
9:29 AM - 9:14 PM • 2 stops
DL
Chicago → San Antonio
12h 4m
5:15 AM - 12:39 PM • 1 stop
$379
Delta Airlines
Sep 21 - Oct 04, Economy
DL
Chicago → San Antonio
12h 2m
2:00 PM - 9:22 PM • 1 stop
DL
Chicago → San Antonio
12h
6:00 AM - 1:20 PM • 1 stop
$472
Delta Airlines
Sep 21 - Oct 04, Economy
DL
Chicago → San Antonio
9h 6m
1:00 PM - 6:46 PM • 1 stop
DL
Chicago → San Antonio
8h 39m
6:35 AM - 11:54 AM • 1 stop
$527
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?
NO
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 9:29 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 379
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 5:10 pm

Essential Information for Booking Flights from Chicago (MDW) - AI Insights

What's the cheapest airline from mdw to sat?
You can find affordable flights from Chicago Midway International Airport (mdw) to San Antonio International Airport (sat) on budget-friendly airlines. For a round-trip economy flight, consider Southwest Airlines (WN), which operates non-stop flights between the two airports. Booking in advance is recommended, as early reservations can lead to lower fares. Low Fares and Savings are available for travelers booking 34 days or more in advance.
What's the popular airline to fly from mdw to sat?
You can fly from Chicago Midway International Airport (mdw) to San Antonio International Airport (sat) on Southwest Airlines. For a round trip, you can expect budget-friendly flights with no stops. It's recommended to book your airfare at least 34 days in advance for the best savings.
What's the cheapest day of the week to fly from mdw to sat?
The cheapest day to fly from Chicago Midway International Airport (mdw) to San Antonio International Airport (sat) is Sunday. Flying on Sundays can result in budget-friendly flights, making it a great option for travelers looking for cheap airline tickets. For round-trip journeys, advance booking days like 34 can help secure the best airfares.
What's the cheapest month to fly from mdw to sat?
The cheapest month to fly from Chicago Midway International (mdw) to San Antonio International (sat) is November. Flying during this time can help you secure budget-friendly flights. Consider booking your round-trip tickets in advance, ideally 34 days prior to your departure date, for the best airfare deals.
Which airline/airlines fly from mdw to sat?
The airlines that fly from Chicago Midway International Airport (mdw) to San Antonio International Airport (sat) include Porter Airline, Volaris Airline, Southwest Airlines, Aeromexico, United Airlines, American Airlines, Delta Airlines, Allegiant, and Frontier Airlines. You can find the most up-to-date flight information on airline websites or through airfare comparison platforms like fareleaders.com. Low fares and budget-friendly flights are available for round-trip journeys from mid-December to July.
What is the cheapest airline to fly from Chicago Midway International Airport (mdw) to San Antonio International Airport (sat)?
Southwest Airlines (WN)
How far in advance can I book my flight for the best fares on airlines?
You can book your flight up to 34 days in advance for the best fares.
Can I find more affordable airfare options by flying with a specific airline or through an agency website?
Yes, you can find more affordable airfare options by flying with Southwest Airlines (WN) or using an agency website.
What is the average cost of a round-trip economy airfare from Milwaukee to San Antonio during July?
The average cost of a round-trip economy airfare from Milwaukee to San Antonio during July is not specified, but you can find more information on fares and discounts on our website.
Are there any discounts or promotions available for looking for flights on a specific date?
Yes, there are discounts and promotions available for booking flights on specific dates, such as Sundays in November.

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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