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Cheap flights from Chicago Midway Airport to San Antonio from $53

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to San Antonio departing on 1/20. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago Midway Airport to San Antonio

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago Midway Airport to San Antonio that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago Midway Airport to San Antonio.

Cheap last minute flights

Planning a quick getaway from Chicago Midway Airport to San Antonio? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to San Antonio, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago Midway Airport to San Antonio

Find recent round-trip train or bus tickets from Chicago Midway Airport to San Antonio.

All round-trip flight deals to San Antonio

The cheapest plane tickets to San Antonio found on KAYAK recently.
12:43 pm - 7:45 pmMDW-SAT
31h 02m1 stop
7:10 pm - 9:55 amSAT-MDW
14h 45m1 stop
$118Frontier
Find Deal
Thu, Jan 9 - Sat, Jan 11
12:43 pm - 7:45 pmMDW-SAT
31h 02m1 stop
7:10 pm - 9:55 amSAT-MDW
14h 45m1 stop
$120Frontier
Find Deal
Thu, Jan 9 - Sat, Jan 11
6:48 pm - 10:09 amMDW-SAT
15h 21m2 stops
10:27 pm - 9:32 pmSAT-MDW
23h 05m1 stop
Fri, Dec 13 - Tue, Dec 17
9:20 am - 12:20 pmMDW-SAT
3h 00mnonstop
8:10 am - 10:40 amSAT-MDW
2h 30mnonstop
$345Southwest
Find Deal
Sat, Dec 14 - Mon, Dec 16
9:20 am - 12:20 pmMDW-SAT
3h 00mnonstop
4:15 pm - 10:35 pmSAT-MDW
6h 20m1 stop
$354Southwest
Find Deal
Sat, Dec 14 - Mon, Dec 16
6:00 am - 12:54 pmMDW-SAT
6h 54m1 stop
7:00 am - 11:59 amSAT-MDW
4h 59m1 stop
$366Delta
Find Deal
Sat, Jan 18 - Wed, Jan 22
1:26 pm - 9:57 pmMDW-SAT
8h 31m1 stop
6:20 am - 12:46 pmSAT-MDW
6h 26m1 stop
$371Delta
Find Deal
Tue, Jan 21 - Thu, Jan 23
7:50 pm - 9:00 amMDW-SAT
13h 10m1 stop
10:25 am - 8:45 amSAT-MDW
22h 20m2 stops
Tue, Dec 3 - Sat, Dec 7
7:50 pm - 9:00 amMDW-SAT
13h 10m1 stop
10:25 am - 8:45 amSAT-MDW
22h 20m3 stops
$695Volaris
Find Deal
Tue, Dec 3 - Sat, Dec 7
7:55 pm - 9:00 amMDW-SAT
13h 05m1 stop
10:25 am - 8:45 amSAT-MDW
22h 20m3 stops
$700Volaris
Find Deal
Mon, Dec 2 - Sun, Dec 8
11:33 am - 6:15 pmMDW-SAT
6h 42m1 stop
$53Frontier
Find Deal
Mon, Jan 20
11:33 am - 6:15 pmMDW-SAT
6h 42m1 stop
$55Frontier
Find Deal
Mon, Jan 20
10:58 am - 10:09 amMDW-SAT
23h 11m1 stop
Sun, Dec 8
8:50 am - 1:01 amMDW-SAT
16h 11m1 stop
Thu, Nov 28
10:10 am - 1:10 pmMDW-SAT
3h 00mnonstop
$174Southwest
Find Deal
Wed, Jan 1
1:15 pm - 5:35 pmMDW-SAT
4h 20m1 stop
$179Southwest
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Sat, Feb 15
1:26 pm - 9:57 pmMDW-SAT
8h 31m1 stop
$188Delta
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Wed, Jan 22
5:04 pm - 11:56 pmMDW-SAT
6h 52m1 stop
$213Delta
Find Deal
Thu, Dec 19
8:39 pm - 7:40 pmMDW-SAT
23h 01m2 stops
$318Volaris
Find Deal
Sat, Mar 29
8:39 pm - 7:40 pmMDW-SAT
23h 01m2 stops
$326Volaris
Find Deal
Sat, Mar 29
9:00 am - 10:55 amMDW-SAT
25h 55m1 stop
9:49 pm - 11:44 amSAT-MDW
13h 55m1 stop
$364Frontier
Find Deal
Sun, Nov 24 - Mon, Nov 25
7:00 am - 3:10 pmMDW-SAT
8h 10m1 stop
9:49 pm - 11:44 amSAT-MDW
13h 55m1 stop
$458Frontier
Find Deal
Fri, Nov 22 - Mon, Nov 25
7:55 pm - 9:00 amMDW-SAT
13h 05m1 stop
10:25 am - 8:45 amSAT-MDW
22h 20m2 stops
$604Volaris
Find Deal
Sun, Nov 24 - Tue, Nov 26
7:55 pm - 9:00 amMDW-SAT
13h 05m1 stop
10:25 am - 8:45 amSAT-MDW
22h 20m2 stops
$605Volaris
Find Deal
Sat, Nov 23 - Mon, Nov 25
7:55 pm - 10:56 amMDW-SAT
15h 01m2 stops
10:25 am - 8:45 amSAT-MDW
22h 20m2 stops
Sat, Nov 23 - Mon, Nov 25
9:21 am - 1:01 amMDW-SAT
15h 40m2 stops
10:25 am - 9:28 amSAT-MDW
23h 03m2 stops
Tue, Nov 26 - Sat, Nov 30
10:41 am - 5:16 pmMDW-SAT
6h 35m1 stop
8:00 am - 2:34 pmSAT-MDW
6h 34m1 stop
$832Delta
Find Deal
Sun, Nov 24 - Thu, Nov 28
3:19 pm - 10:24 pmMDW-SAT
7h 05m1 stop
5:30 am - 12:49 pmSAT-MDW
7h 19m1 stop
$959Delta
Find Deal
Tue, Nov 26 - Sun, Dec 1
7:50 pm - 10:45 pmMDW-SAT
2h 55mnonstop
7:30 am - 10:00 amSAT-MDW
2h 30mnonstop
$961Southwest
Find Deal
Tue, Nov 26 - Sat, Nov 30
8:55 pm - 11:50 pmMDW-SAT
2h 55mnonstop
1:45 pm - 7:00 pmSAT-MDW
5h 15m1 stop
$966Southwest
Find Deal
Sun, Nov 24 - Sun, Dec 1
9:20 am - 12:20 pmMDW-SAT
3h 00mnonstop
8:10 am - 10:40 amSAT-MDW
2h 30mnonstop
$345Southwest
Find Deal
Sat, Dec 14 - Mon, Dec 16
6:45 pm - 9:50 pmMDW-SAT
3h 05mnonstop
2:25 pm - 5:00 pmSAT-MDW
2h 35mnonstop
$348Southwest
Find Deal
Thu, Feb 6 - Sun, Feb 9
8:55 pm - 11:50 pmMDW-SAT
2h 55mnonstop
4:55 pm - 7:30 pmSAT-MDW
2h 35mnonstop
$378Southwest
Find Deal
Sun, Dec 15 - Thu, Dec 19
4:55 pm - 7:50 pmMDW-SAT
2h 55mnonstop
6:50 am - 9:25 amSAT-MDW
2h 35mnonstop
$393Southwest
Find Deal
Tue, Dec 24 - Fri, Jan 3
8:55 pm - 11:50 pmMDW-SAT
2h 55mnonstop
4:50 pm - 7:25 pmSAT-MDW
2h 35mnonstop
$399Southwest
Find Deal
Thu, Dec 19 - Sun, Dec 22
4:55 pm - 7:50 pmMDW-SAT
2h 55mnonstop
4:50 pm - 7:25 pmSAT-MDW
2h 35mnonstop
$408Southwest
Find Deal
Tue, Dec 24 - Fri, Dec 27
4:55 pm - 7:50 pmMDW-SAT
2h 55mnonstop
6:30 am - 9:00 amSAT-MDW
2h 30mnonstop
$418Southwest
Find Deal
Mon, Dec 16 - Fri, Jan 10
10:10 am - 1:10 pmMDW-SAT
3h 00mnonstop
5:45 am - 8:15 amSAT-MDW
2h 30mnonstop
$421Southwest
Find Deal
Tue, Dec 10 - Sat, Dec 14
4:55 pm - 7:50 pmMDW-SAT
2h 55mnonstop
8:10 am - 10:40 amSAT-MDW
2h 30mnonstop
$426Southwest
Find Deal
Thu, Dec 5 - Tue, Dec 10
7:15 pm - 10:05 pmMDW-SAT
2h 50mnonstop
6:35 am - 9:10 amSAT-MDW
2h 35mnonstop
$428Southwest
Find Deal
Wed, Apr 23 - Sun, Apr 27

Frontier flights from Chicago Midway Airport to San Antonio

Our best Frontier deals on Chicago Midway Airport to San Antonio flight tickets
Frontier
Jan 9
MDW12:43 pmChicago Midway
31h 02m
1 stop
SAT7:45 pmSan Antonio
Jan 11
SAT7:10 pmSan Antonio
14h 45m
1 stop
MDW9:55 amChicago Midway
Frontier
Jan 9
MDW12:43 pmChicago Midway
31h 02m
1 stop
SAT7:45 pmSan Antonio
Jan 11
SAT7:10 pmSan Antonio
14h 45m
1 stop
MDW9:55 amChicago Midway
Frontier
Dec 13
MDW7:00 amChicago Midway
11h 10m
1 stop
SAT6:10 pmSan Antonio
Dec 16
SAT7:10 pmSan Antonio
22h 44m
1 stop
MDW5:54 pmChicago Midway

Southwest flights from Chicago Midway Airport to San Antonio

Our best Southwest deals on Chicago Midway Airport to San Antonio flight tickets
Southwest
Dec 14
MDW9:20 amChicago Midway
3h 00m
SAT12:20 pmSan Antonio
Dec 16
SAT8:10 amSan Antonio
2h 30m
MDW10:40 amChicago Midway
Southwest
Dec 14
MDW9:20 amChicago Midway
3h 00m
SAT12:20 pmSan Antonio
Dec 16
SAT4:15 pmSan Antonio
6h 20m
1 stop
MDW10:35 pmChicago Midway
Southwest
Feb 6
MDW8:35 amChicago Midway
6h 00m
1 stop
SAT2:35 pmSan Antonio
Feb 9
SAT6:30 amSan Antonio
2h 30m
MDW9:00 amChicago Midway

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 cheapest month to fly to San Antonio?

If you aren’t able to travel during the month of February, 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 February, still average around $337.

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 Tuesday when prices can be found for as low as $370. 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 $439.

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 $290. 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 morning, with an average ticket price of $401. Departure times in the morning 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

How far in advance should I book a flight to San Antonio?

In general, most travelers find the cheapest time to book a flight to San Antonio is about 36 days prior to their departure date when tickets on average are $384. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to San Antonio from Chicago Midway Airport for as low as $275 on momondo.

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

There are 1 cabin classes available to choose from on Chicago Midway 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?

You could potentially save up to 69% on your flight if you consider stops on a Chicago Midway Airport to San Antonio flight.

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

$53

Fastest flight time

2h 50m

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 $53. The best round-trip flight deal from Chicago Midway Airport to San Antonio found on momondo in the last 72 hours is $118.
The fastest flight from Chicago Midway Airport to San Antonio takes 2h 50m
Direct flights go from Chicago Midway Airport to San Antonio every day.
There is 1 airport near San Antonio: San Antonio (SAT)

  • 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 50m 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
SouthwestPriceFrom $131Free CancellationRating
8.1
5,005 reviews
Search Southwest flights
FrontierPriceFrom $158Free CancellationRating
6.1
3,536 reviews
Search Frontier flights
DeltaPriceFrom $236Free CancellationRating
8.0
8,755 reviews
Search Delta flights
  • Southwest Flights From Chicago Midway Airport to San Antonio

    Southwest operates around 8 flights from Chicago Midway Airport to San Antonio every week. The average price of these flights found in the last 72 hours has been $393, but momondo users have found Southwest deals from Chicago Midway Airport to San Antonio from as low as $131 round-trip. Southwest has been scored 8.1/10 in 5,005 reviews.


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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