Cheap Flight Tickets from San Antonio (SAT) to Chicago (MDW), Starting at $364

Good to Know: Cheapest and Fastest SAT - MDW Flights

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

Cheapest Round Trip Flight

$374

WN Southwest Airlines • 1 stop • 10h 50m

Sep 24 – Sep 27

The cheapest round trip flight from San Antonio to Chicago (SAT-MDW-SAT) is currently $374

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Cheapest Direct Flight

$364

WN Southwest Airlines • nonstop • 3h 55m

Sep 24

The cheapest nonstop flight from San Antonio to Chicago (SAT-MDW) is currently $364

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Fastest Flight

3h 55m

The fastest nonstop flight from San Antonio to Chicago (SAT-MDW) takes 3h 55m

Top Airlines Flying from San Antonio to Chicago

Southwest Airlines-WN

Southwest Airlines

Delta Airline, DL

Delta Airlines

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

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

Sep 24 - Sep 27, Economy
WN
San Antonio → Chicago
10h 50m
12:05 PM - 6:55 PM • 1 stop
WN
San Antonio → Chicago
4h
8:40 PM - 11:20 PM • nonstop
$374
Southwest Airlines
Sep 24 - Sep 27, Economy
WN
San Antonio → Chicago
10h 25m
11:50 AM - 6:15 PM • 1 stop
WN
San Antonio → Chicago
17h 15m
6:05 AM - 4:40 PM • 1 stop
$383
Southwest Airlines
Sep 24 - Sep 27, Economy
WN
San Antonio → Chicago
10h 40m
6:40 AM - 1:20 PM • 1 stop
WN
San Antonio → Chicago
4h
10:20 AM - 1:00 PM • nonstop
$424
Southwest Airlines
Sep 24 - Sep 27, Economy
WN
San Antonio → Chicago
18h 35m
8:55 PM - 8:10 AM • 1 stop
WN
San Antonio → Chicago
4h
8:40 PM - 11:20 PM • nonstop
$424
Southwest Airlines
Sep 24 - Sep 27, Economy
WN
San Antonio → Chicago
17h 25m
9:30 AM - 8:15 PM • 1 stop
WN
San Antonio → Chicago
4h
8:40 PM - 11:20 PM • nonstop
$424
Southwest Airlines
Sep 24 - Sep 27, Economy
WN
San Antonio → Chicago
12h 20m
2:20 PM - 10:00 PM • 1 stop
WN
San Antonio → Chicago
4h
10:20 AM - 1:00 PM • nonstop
$424
Southwest Airlines

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

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

FAQs on San Antonio to Chicago Flights

What are the airports in San Antonio?
SAT
What’s the most popular airline flying from SAT to MDW?
The most popular airline flying from San Antonio to Chicago are
Can I fly from SAT to MDW non-stop?
Yes, you can fly SAT to MDW non-stop on
Which airlines fly nonstop between San Antonio and Chicago?
The non-stop flights between San Antonio and Chicago are .
What’s the earliest departure time from SAT to MDW Airport?
The earliest flight leaves SAT at 5:00 am and lands in MDW - Chicago Midway International
What are the airports in Chicago?
ORD,MDW
Can I make changes to my San Antonio to Chicago 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 SAT to MDW?
Read the fare rules of the San Antonio to Chicago 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 San Antonio and Chicago?
operate flights between San Antonio and Chicago
How long does a flight from San Antonio to Chicago take?
It takes approximately 3 hour to fly non-stop from SAT to MDW, which is 1035.99 miles by air.
Which airlines provide the cheapest flights from San Antonio (SAT) to Chicago (MDW) ?
In the past couple of days, the cheapest tickets to MDW from SAT were found on WN : USD 424
Do I need a passport to fly between SAT and MDW?
No
What’s the latest departure time from SAT to MDW ?
The last flight leaves SAT at 8:55 pm

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

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

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