Cheap Flight Tickets from San Antonio (SAT) to Chicago (MDW), Starting at $259

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

$263

WN Southwest Airlines • 1 stop • 9h

Oct 21 – Oct 28

The cheapest round trip flight from San Antonio to Chicago (SAT-MDW-SAT) is currently $263

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Cheapest Direct Flight

$259

WN Southwest Airlines • nonstop • 4h

Oct 21

The cheapest nonstop flight from San Antonio to Chicago (SAT-MDW) is currently $259

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Fastest Flight

3h 50m

The fastest nonstop flight from San Antonio to Chicago (SAT-MDW) takes 3h 50m

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.

Oct 21 - Oct 28, Economy
WN
San Antonio → Chicago
9h
11:15 AM - 4:55 PM • 1 stop
WN
San Antonio → Chicago
4h 10m
8:45 PM - 11:35 PM • nonstop
$263
Southwest Airlines
Oct 21 - Oct 28, Economy
WN
San Antonio → Chicago
4h
8:55 AM - 11:35 AM • nonstop
WN
San Antonio → Chicago
8h 55m
10:15 AM - 3:50 PM • 1 stop
$263
Southwest Airlines
Oct 21 - Oct 28, Economy
WN
San Antonio → Chicago
8h 45m
6:30 AM - 11:55 AM • 1 stop
WN
San Antonio → Chicago
4h 5m
10:10 AM - 12:55 PM • nonstop
$263
Southwest Airlines
Oct 21 - Oct 28, Economy
WN
San Antonio → Chicago
10h 5m
1:35 PM - 7:40 PM • 1 stop
WN
San Antonio → Chicago
4h 10m
8:45 PM - 11:35 PM • nonstop
$263
Southwest Airlines
Oct 21 - Oct 28, Economy
DL
San Antonio → Chicago
14h 12m
1:41 PM - 10:33 PM • 1 stop
DL
San Antonio → Chicago
10h 21m
9:29 AM - 3:50 PM • 1 stop
$1168
Delta Airlines
Oct 21 - Oct 28, Economy
DL
San Antonio → Chicago
10h 24m
11:36 AM - 6:00 PM • 1 stop
DL
San Antonio → Chicago
17h 7m
10:59 AM - 9:26 PM • 2 stops
$1239
Delta 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 6:25 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 DL : USD 1239
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 2:25 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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