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Cheap flights from Chicago Midway Airport to San Antonio from $55

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 3/6. 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 from Chicago Midway Airport to San Antonio

The cheapest plane tickets from Chicago Midway Airport to San Antonio found on KAYAK recently.
7:05 am - 1:18 pmMDW-SAT
6h 13m1 stop
5:58 pm - 5:31 amSAT-MDW
11h 33m1 stop
$110Frontier
Find Deal
Tue, Feb 25 - Thu, Feb 27
12:45 pm - 7:37 pmMDW-SAT
6h 52m1 stop
5:28 pm - 5:31 amSAT-MDW
12h 03m1 stop
$114Frontier
Find Deal
Sat, Mar 8 - Mon, Mar 17
6:40 am - 1:18 pmMDW-SAT
6h 38m1 stop
8:37 pm - 7:35 pmSAT-MDW
22h 58m1 stop
$119Frontier
Find Deal
Thu, Mar 6 - Thu, Mar 13
8:25 am - 11:30 amMDW-SAT
3h 05mnonstop
6:30 am - 9:00 amSAT-MDW
2h 30mnonstop
$337Southwest
Find Deal
Wed, Feb 19 - Wed, Feb 26
8:25 am - 11:30 amMDW-SAT
3h 05mnonstop
6:15 am - 8:45 amSAT-MDW
2h 30mnonstop
$342Southwest
Find Deal
Wed, Mar 5 - Wed, Mar 12
8:25 am - 11:30 amMDW-SAT
3h 05mnonstop
9:05 am - 1:35 pmSAT-MDW
4h 30m1 stop
$347Southwest
Find Deal
Wed, Feb 19 - Wed, Feb 26
6:45 pm - 9:50 pmMDW-SAT
3h 05mnonstop
6:45 am - 9:20 amSAT-MDW
2h 35mnonstop
$352Southwest
Find Deal
Thu, Feb 20 - Sat, Feb 22
5:05 pm - 12:27 amMDW-SAT
7h 22m1 stop
5:25 am - 1:05 pmSAT-MDW
7h 40m1 stop
$367Delta
Find Deal
Mon, Feb 24 - Thu, Feb 27
5:05 pm - 12:27 amMDW-SAT
7h 22m1 stop
5:30 am - 11:59 amSAT-MDW
6h 29m1 stop
$407Delta
Find Deal
Mon, Feb 24 - Fri, Feb 28
10:57 am - 5:26 pmMDW-SAT
6h 29m1 stop
5:25 am - 1:05 pmSAT-MDW
7h 40m1 stop
$423Delta
Find Deal
Tue, Feb 11 - Tue, Feb 18
6:40 am - 1:18 pmMDW-SAT
6h 38m1 stop
$55Frontier
Find Deal
Thu, Mar 6
12:45 pm - 7:37 pmMDW-SAT
6h 52m1 stop
$59Frontier
Find Deal
Sat, Mar 8
8:44 pm - 4:58 pmMDW-SAT
20h 14m1 stop
$61Frontier
Find Deal
Thu, Feb 27
12:58 pm - 8:13 amMDW-SAT
19h 15m1 stop
$62Frontier
Find Deal
Sat, Apr 12
6:45 pm - 9:50 pmMDW-SAT
3h 05mnonstop
$174Southwest
Find Deal
Thu, Feb 20
5:15 pm - 8:15 pmMDW-SAT
3h 00mnonstop
$179Southwest
Find Deal
Sat, Feb 22
5:05 pm - 12:27 amMDW-SAT
7h 22m1 stop
$184Delta
Find Deal
Mon, Feb 24
5:05 pm - 12:27 amMDW-SAT
7h 22m1 stop
$189Delta
Find Deal
Wed, Feb 19
8:40 am - 10:03 amMDW-SAT
25h 23m3 stops
Mon, Mar 10
8:40 am - 10:03 amMDW-SAT
25h 23m3 stops
Mon, Mar 10
7:15 am - 12:02 pmMDW-SAT
28h 47m1 stop
2:18 pm - 12:17 amSAT-MDW
9h 59m1 stop
$225Frontier
Find Deal
Sun, Jan 26 - Sat, Feb 22
7:15 am - 12:02 pmMDW-SAT
28h 47m1 stop
1:02 pm - 12:17 amSAT-MDW
11h 15m1 stop
$287Frontier
Find Deal
Thu, Jan 23 - Thu, Jan 30
7:15 am - 12:02 pmMDW-SAT
28h 47m1 stop
7:10 pm - 10:02 amSAT-MDW
14h 52m1 stop
$320Frontier
Find Deal
Thu, Jan 23 - Sat, Jan 25
6:45 pm - 9:50 pmMDW-SAT
3h 05mnonstop
6:45 am - 9:20 amSAT-MDW
2h 35mnonstop
$687Southwest
Find Deal
Sun, Jan 26 - Sat, Feb 22
5:00 pm - 11:30 pmMDW-SAT
6h 30m1 stop
6:45 am - 9:20 amSAT-MDW
2h 35mnonstop
$697Southwest
Find Deal
Sun, Jan 26 - Sat, Feb 22
8:25 am - 11:30 amMDW-SAT
3h 05mnonstop
6:30 am - 9:00 amSAT-MDW
2h 30mnonstop
$950Southwest
Find Deal
Wed, Jan 22 - Thu, Jan 30
3:15 pm - 6:15 pmMDW-SAT
3h 00mnonstop
10:20 am - 4:55 pmSAT-MDW
6h 35m1 stop
$960Southwest
Find Deal
Wed, Jan 22 - Thu, Jan 30
5:07 pm - 12:27 amMDW-SAT
7h 20m1 stop
7:00 am - 11:59 amSAT-MDW
4h 59m1 stop
$970Delta
Find Deal
Sun, Jan 26 - Wed, Jan 29
5:05 pm - 11:21 pmMDW-SAT
6h 16m1 stop
5:30 am - 4:12 pmSAT-MDW
10h 42m2 stops
$1,085Delta
Find Deal
Sat, Jan 25 - Sat, Feb 1
5:07 pm - 12:27 amMDW-SAT
7h 20m1 stop
6:20 am - 6:14 pmSAT-MDW
11h 54m2 stops
$1,323Delta
Find Deal
Fri, Jan 24 - Mon, Jan 27
8:25 am - 11:30 amMDW-SAT
3h 05mnonstop
6:30 am - 9:00 amSAT-MDW
2h 30mnonstop
$337Southwest
Find Deal
Wed, Feb 19 - Wed, Feb 26
8:25 am - 11:30 amMDW-SAT
3h 05mnonstop
6:15 am - 8:45 amSAT-MDW
2h 30mnonstop
$342Southwest
Find Deal
Wed, Mar 5 - Wed, Mar 12
6:45 pm - 9:50 pmMDW-SAT
3h 05mnonstop
2:25 pm - 5:00 pmSAT-MDW
2h 35mnonstop
$347Southwest
Find Deal
Mon, Feb 24 - Wed, Feb 26
6:45 pm - 9:50 pmMDW-SAT
3h 05mnonstop
6:45 am - 9:20 amSAT-MDW
2h 35mnonstop
$352Southwest
Find Deal
Thu, Feb 20 - Sat, Feb 22
8:25 am - 11:30 amMDW-SAT
3h 05mnonstop
6:45 am - 9:20 amSAT-MDW
2h 35mnonstop
$357Southwest
Find Deal
Wed, Feb 19 - Sat, Feb 22
5:15 pm - 8:15 pmMDW-SAT
3h 00mnonstop
5:40 am - 8:10 amSAT-MDW
2h 30mnonstop
$387Southwest
Find Deal
Sat, Mar 1 - Mon, Mar 3
5:15 pm - 8:15 pmMDW-SAT
3h 00mnonstop
6:50 am - 9:25 amSAT-MDW
2h 35mnonstop
$392Southwest
Find Deal
Sat, Feb 22 - Thu, Feb 27
6:45 pm - 9:50 pmMDW-SAT
3h 05mnonstop
6:45 am - 9:20 amSAT-MDW
2h 35mnonstop
$397Southwest
Find Deal
Tue, Feb 18 - Sat, Feb 22
8:25 am - 11:30 amMDW-SAT
3h 05mnonstop
6:50 am - 9:25 amSAT-MDW
2h 35mnonstop
$403Southwest
Find Deal
Wed, Feb 12 - Sun, Feb 16
6:45 pm - 9:50 pmMDW-SAT
3h 05mnonstop
5:40 am - 8:10 amSAT-MDW
2h 30mnonstop
$405Southwest
Find Deal
Thu, Feb 6 - Mon, Feb 10

Frontier flights from Chicago Midway Airport to San Antonio

Our best Frontier deals on Chicago Midway Airport to San Antonio flight tickets
Frontier
Feb 25
MDW7:05 amChicago Midway
6h 13m
1 stop
SAT1:18 pmSan Antonio
Feb 27
SAT5:58 pmSan Antonio
11h 33m
1 stop
MDW5:31 amChicago Midway
Frontier
Mar 8
MDW12:45 pmChicago Midway
6h 52m
1 stop
SAT7:37 pmSan Antonio
Mar 17
SAT5:28 pmSan Antonio
12h 03m
1 stop
MDW5:31 amChicago Midway
Frontier
Mar 6
MDW6:40 amChicago Midway
6h 38m
1 stop
SAT1:18 pmSan Antonio
Mar 13
SAT8:37 pmSan Antonio
22h 58m
1 stop
MDW7:35 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
Feb 19
MDW8:25 amChicago Midway
3h 05m
SAT11:30 amSan Antonio
Feb 26
SAT6:30 amSan Antonio
2h 30m
MDW9:00 amChicago Midway
Southwest
Mar 5
MDW8:25 amChicago Midway
3h 05m
SAT11:30 amSan Antonio
Mar 12
SAT6:15 amSan Antonio
2h 30m
MDW8:45 amChicago Midway
Southwest
Feb 19
MDW8:25 amChicago Midway
3h 05m
SAT11:30 amSan Antonio
Feb 26
SAT9:05 amSan Antonio
4h 30m
1 stop
MDW1:35 pmChicago 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 August, then book flights to San Antonio from Chicago Midway Airport during July instead. Flights to San Antonio in July, while not as cheap as those in August, still average around $278.

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 $375. 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 $449.

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 $323. 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 $406. 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

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.

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

$55

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 $55. The best round-trip flight deal from Chicago Midway Airport to San Antonio found on momondo in the last 72 hours is $110.
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 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 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
SouthwestPriceFrom $131Free CancellationRating
8.1
4,662 reviews
Search Southwest flights
FrontierPriceFrom $158Free CancellationRating
6.0
3,443 reviews
Search Frontier flights
DeltaPriceFrom $339Free CancellationRating
8.0
8,521 reviews
Search Delta flights
  • Southwest Flights From Chicago Midway Airport to San Antonio

    Southwest operates around 15 flights from Chicago Midway Airport to San Antonio every week. The average price of these flights found in the last 72 hours has been $428, 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 4,662 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
Schertz
Boerne
Pleasanton

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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