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Cheap flights from Chicago Midway Airport to San Antonio from $143

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago Midway Airport to San Antonio

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
10:00 am - 12:55 pmMDW  Chicago Midway-SAT San Antonio
2h 55mnonstop
Southwest Logo
9:50 am - 12:20 pmSAT  San Antonio-MDW Chicago Midway
2h 30mnonstop
$337Southwest
Wed, Nov 11 - Wed, Nov 18
Southwest Logo
10:10 am - 12:55 pmMDW  Chicago Midway-SAT San Antonio
2h 45mnonstop
Southwest Logo
2:35 pm - 5:15 pmSAT  San Antonio-MDW Chicago Midway
2h 40mnonstop
$337Southwest
Tue, Oct 27 - Thu, Oct 29
Southwest Logo
6:20 pm - 9:10 pmMDW  Chicago Midway-SAT San Antonio
2h 50mnonstop
Southwest Logo
9:30 am - 12:10 pmSAT  San Antonio-MDW Chicago Midway
2h 40mnonstop
$337Southwest
Sat, Oct 24 - Sat, Oct 31
Southwest Logo
9:30 pm - 12:25 amMDW  Chicago Midway-SAT San Antonio
2h 55mnonstop
Southwest Logo
2:35 pm - 5:15 pmSAT  San Antonio-MDW Chicago Midway
2h 40mnonstop
$337Southwest
Mon, Nov 9 - Mon, Nov 16
Frontier Logo
8:47 pm - 11:00 amMDW  Chicago Midway-SAT San Antonio
14h 13m1 stop Orlando
Frontier Logo
11:55 am - 7:42 pmSAT  San Antonio-MDW Chicago Midway
7h 47m1 stop Orlando
$343Frontier
Fri, Feb 5 - Mon, Feb 8
Frontier Logo
8:42 pm - 11:11 amMDW  Chicago Midway-SAT San Antonio
14h 29m1 stop Orlando
Frontier Logo
12:06 pm - 7:47 pmSAT  San Antonio-MDW Chicago Midway
7h 41m1 stop Orlando
$345Frontier
Tue, Nov 24 - Mon, Nov 30
Frontier Logo
8:47 pm - 11:00 amMDW  Chicago Midway-SAT San Antonio
14h 13m1 stop Orlando
Frontier Logo
11:55 am - 7:42 pmSAT  San Antonio-MDW Chicago Midway
7h 47m1 stop Orlando
$355Frontier
Fri, Feb 5 - Mon, Feb 8
Delta Logo
6:00 am - 1:22 pmMDW  Chicago Midway-SAT San Antonio
7h 22m1 stop Atlanta Hartsfield-Jackson
Delta Logo
10:45 am - 4:25 pmSAT  San Antonio-MDW Chicago Midway
5h 40m1 stop Atlanta Hartsfield-Jackson
$357Delta
Wed, Jan 13 - Sat, Jan 16
Delta Logo
9:29 am - 3:50 pmMDW  Chicago Midway-SAT San Antonio
6h 21m1 stop Detroit Metropolitan Wayne County
Delta Logo
6:00 am - 11:47 amSAT  San Antonio-MDW Chicago Midway
5h 47m1 stop Minneapolis St Paul
$357Delta
Tue, Oct 27 - Sat, Oct 31
Delta Logo
12:49 pm - 7:48 pmMDW  Chicago Midway-SAT San Antonio
6h 59m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:00 pm - 10:33 pmSAT  San Antonio-MDW Chicago Midway
5h 33m1 stop Atlanta Hartsfield-Jackson
$357Delta
Tue, Oct 27 - Mon, Nov 2

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Frontier flights from Chicago Midway Airport to San Antonio

Our best Frontier deals on Chicago Midway Airport to San Antonio flight tickets
Frontier
Nov 24
MDW8:42 pmChicago Midway
14h 29m
1 stop
SAT11:11 amSan Antonio
Nov 30
SAT12:06 pmSan Antonio
7h 41m
1 stop
MDW7:47 pmChicago Midway
$345
Frontier
Feb 5
MDW8:47 pmChicago Midway
14h 13m
1 stop
SAT11:00 amSan Antonio
Feb 8
SAT11:55 amSan Antonio
7h 47m
1 stop
MDW7:42 pmChicago Midway
$355

Delta flights from Chicago Midway Airport to San Antonio

Our best Delta deals on Chicago Midway Airport to San Antonio flight tickets
Delta
Oct 26
MDW5:09 pmChicago Midway
7h 24m
1 stop
SAT12:33 amSan Antonio
Nov 2
SAT5:00 pmSan Antonio
5h 33m
1 stop
MDW10:33 pmChicago Midway
$357
Delta
Oct 29
MDW6:04 amChicago Midway
6h 31m
1 stop
SAT12:35 pmSan Antonio
Nov 2
SAT5:15 amSan Antonio
7h 32m
1 stop
MDW12:47 pmChicago Midway
$359
Delta
Oct 30
MDW6:04 amChicago Midway
6h 31m
1 stop
SAT12:35 pmSan Antonio
Nov 6
SAT5:15 amSan Antonio
7h 32m
1 stop
MDW12:47 pmChicago Midway
$383

momondo Fare Finder

 
Use the filters below to find and compare flights from Chicago Midway Airport to San Antonio that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoSan Antonio

MDW Chicago Midway - SAT San Antonio

MDWSAT

Chicago Midway

Wed 11/11

10:00 am-12:55 pm

Nonstop2h 55m

San Antonio

Wed 11/18

9:50 am-12:20 pm

Nonstop2h 30m

$337

ChicagoSan Antonio

MDW Chicago Midway - SAT San Antonio

MDWSAT

Chicago Midway

Tue 10/27

10:10 am-12:55 pm

Nonstop2h 45m

San Antonio

Thu 10/29

2:35 pm-5:15 pm

Nonstop2h 40m

$337

ChicagoSan Antonio

MDW Chicago Midway - SAT San Antonio

MDWSAT

Chicago Midway

Sat 10/24

6:20 pm-9:10 pm

Nonstop2h 50m

San Antonio

Sat 10/31

9:30 am-12:10 pm

Nonstop2h 40m

$337

ChicagoSan Antonio

MDW Chicago Midway - SAT San Antonio

MDWSAT

Chicago Midway

Mon 11/9

9:30 pm-12:25 am

Nonstop2h 55m

San Antonio

Mon 11/16

2:35 pm-5:15 pm

Nonstop2h 40m

$337

ChicagoSan Antonio

MDW Chicago Midway - SAT San Antonio

MDWSAT

Chicago Midway

Fri 2/5

8:47 pm-11:00 am

1 stop14h 13m

San Antonio

Mon 2/8

11:55 am-7:42 pm

1 stop7h 47m

$343

ChicagoSan Antonio

MDW Chicago Midway - SAT San Antonio

MDWSAT

Chicago Midway

Tue 11/24

8:42 pm-11:11 am

1 stop14h 29m

San Antonio

Mon 11/30

12:06 pm-7:47 pm

1 stop7h 41m

$345

ChicagoSan Antonio

MDW Chicago Midway - SAT San Antonio

MDWSAT

Chicago Midway

Fri 2/5

8:47 pm-11:00 am

1 stop14h 13m

San Antonio

Mon 2/8

11:55 am-7:42 pm

1 stop7h 47m

$355

ChicagoSan Antonio

MDW Chicago Midway - SAT San Antonio

MDWSAT

Chicago Midway

Wed 1/13

6:00 am-1:22 pm

1 stop7h 22m

San Antonio

Sat 1/16

10:45 am-4:25 pm

1 stop5h 40m

$357

ChicagoSan Antonio

MDW Chicago Midway - SAT San Antonio

MDWSAT

Chicago Midway

Tue 10/27

9:29 am-3:50 pm

1 stop6h 21m

San Antonio

Sat 10/31

6:00 am-11:47 am

1 stop5h 47m

$357

ChicagoSan Antonio

MDW Chicago Midway - SAT San Antonio

MDWSAT

Chicago Midway

Tue 10/27

12:49 pm-7:48 pm

1 stop6h 59m

San Antonio

Mon 11/2

5:00 pm-10:33 pm

1 stop5h 33m

$357

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to San Antonio from

How to get the cheapest flight ticket from Chicago Midway Airport to San Antonio

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Chicago Midway Airport and San Antonio?

Prices are currently typical for flights on this route.

Typical prices usually range from $188 to $397.
The lowest price recently found on this route was $337.

What is the cheapest month to fly to San Antonio?

If you aren’t able to travel during the month of October, then book flights to San Antonio from Chicago Midway Airport during January instead. Flights to San Antonio in January, while not as cheap as those in October, still average around $342.

What is the cheapest day to depart on your flight to San Antonio?

The cheapest day to depart on your flight to San Antonio is on a Thursday when prices can be found for as low as $389. This is often the case because there is less demand to fly during this day of the week. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to San Antonio on Sunday is $514.

What is the cheapest time of day to depart on your flight to San Antonio?

According to our data, the cheapest time of day to fly to San Antonio is in the afternoon. momondo users have found flights departing from Chicago Midway Airport to San Antonio in the afternoon for as low as $397. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights to San Antonio are more costly in the evening, with an average ticket price of $417. Departure times in the evening fall within the peak daily travel times, which is why tickets can be more expensive.

What is the cheapest Chicago Midway to San Antonio flight route?

Fly from Chicago Midway to San Antonio for the best Chicago Midway - San Antonio flight prices

What cabin class options are available on Chicago Midway Airport to San Antonio flights?

There is only 1 cabin class available to choose from on Chicago Midway Airport to San Antonio flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago Midway Airport to San Antonio flights?

No. A direct flight is the cheapest option for a flight between Chicago Midway Airport to San Antonio.

When to book flights from Chicago Midway Airport to San Antonio

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to San Antonio according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to San Antonio (MDW to SAT) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to San Antonio

Best Price Found

$143

Fastest flight time

2h 40m

Direct flights

Every day

Airports in San Antonio

1 airport
The best one-way flight to San Antonio from Chicago Midway Airport in the past 72 hours is $143. The best round-trip flight deal from Chicago Midway Airport to San Antonio found on momondo in the last 72 hours is $337.
The fastest flight from Chicago Midway Airport to San Antonio takes 2h 40m
Direct flights go from Chicago Midway Airport to San Antonio every day.
There is 1 airport in San Antonio. From Chicago Midway Airport there are direct flights to San Antonio (SAT).
Search flight deals

Frequently asked questions about flying from Chicago Midway Airport to San Antonio

  • How far is Chicago Midway to San Antonio by plane?

    The distance between Chicago Midway and San Antonio is about 1043.4 mi. Typically, this will take 2h 40m by plane in normal conditions.

  • When did momondo last update prices for flights from Chicago Midway Airport to San Antonio Airport?

    Prices for flights from Chicago Midway Airport to San Antonio Airport refresh daily.

  • How many operators does momondo search for flights from Chicago Midway Airport to San Antonio Airport?

  • How old do you have to be to fly from Chicago Midway Airport to San Antonio Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago Midway Airport to San Antonio Airport.

  • What documentation or ID do you need to fly to San Antonio Airport?

    The necessary travel and health documents for your San Antonio Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago Midway Airport to San Antonio?

  • What is the most popular airline from Chicago Midway Airport to San Antonio?

Best airlines flying from Chicago Midway Airport to San Antonio

Compare and see reviews for airlines that fly from Chicago Midway Airport to San Antonio with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $118Free CancellationRating
5.6
2,568 reviews
Search Frontier flights
SouthwestPriceFrom $277Free CancellationRating
8.0
4,202 reviews
Search Southwest flights

  • Southwest Flights From Chicago Midway Airport to San Antonio

    Southwest operates around 6 flights from Chicago Midway Airport to San Antonio every week. The average price of these flights found in the last 72 hours has been $443, but momondo users have found Southwest deals from Chicago Midway Airport to San Antonio from as low as $277 round-trip. Southwest has been scored 8.0/10 in 4,202 reviews.

Traveling to a place near San Antonio?

Book flights to San Antonio if you plan to visit one of these locations
New Braunfels
Kerrville
Pleasanton
Boerne
Schertz

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to San Antonio?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to San Antonio for you.

Can I find flights from Chicago to San Antonio with flexible booking policies on momondo?

momondo does allow users to show only those flights to San Antonio from Chicago which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Chicago to San Antonio?

Once you have performed a search for Chicago to San Antonio flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Chicago to San Antonio right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to San Antonio now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to San Antonio and let you know when they change.

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