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Cheap flights from Chicago to San Antonio from $75

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 to San Antonio departing on 9/12. 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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0 bags

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Find the cheapest flights from Chicago to San Antonio (CHI-SAT)

Cheap round-trip flights

Logo
10:42 am - 7:15 pmORD-SAT
8h 33m1 stop
Logo
7:17 pm - 10:52 amSAT-ORD
15h 35m1 stop
$210
Find Deal
Fri, Sep 12 - Sun, Sep 14
Frontier Logo
10:42 am - 7:34 pmORD-SAT
8h 52m1 stop
Frontier Logo
12:41 pm - 11:59 pmSAT-ORD
11h 18m1 stop
$211Frontier
Find Deal
Sun, Sep 7 - Fri, Sep 12
Spirit Airlines Logo
10:18 am - 10:27 pmORD-SAT
12h 09m1 stop
Spirit Airlines Logo
4:16 pm - 11:42 pmSAT-ORD
7h 26m1 stop
$215Spirit Airlines
Find Deal
Sun, Nov 9 - Wed, Nov 12
Frontier Logo
6:50 am - 7:41 pmORD-SAT
12h 51m1 stop
Frontier Logo
12:09 pm - 11:53 pmSAT-ORD
11h 44m1 stop
$216Frontier
Find Deal
Thu, Oct 23 - Sun, Oct 26
Logo
9:00 am - 8:52 pmORD-SAT
11h 52m1 stop
Logo
3:22 pm - 9:28 pmSAT-ORD
6h 06m1 stop
$219
Find Deal
Wed, Sep 24 - Sat, Sep 27
Spirit Airlines Logo
5:05 am - 3:11 pmORD-SAT
10h 06m1 stop
Spirit Airlines Logo
4:16 pm - 11:42 pmSAT-ORD
7h 26m1 stop
$243Spirit Airlines
Find Deal
Thu, Nov 6 - Sun, Nov 9
Southwest Logo
8:25 am - 11:10 amMDW-SAT
2h 45mnonstop
Southwest Logo
2:40 pm - 5:15 pmSAT-MDW
2h 35mnonstop
$277Southwest
Find Deal
Wed, Sep 17 - Wed, Sep 17
Southwest Logo
8:15 am - 11:05 amMDW-SAT
2h 50mnonstop
Southwest Logo
5:55 am - 8:30 amSAT-MDW
2h 35mnonstop
$287Southwest
Find Deal
Sat, Oct 25 - Tue, Oct 28
Delta Logo
5:04 pm - 12:20 amMDW-SAT
7h 16m1 stop
Delta Logo
6:25 am - 1:08 pmSAT-MDW
6h 43m1 stop
$297Delta
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Tue, Oct 21 - Tue, Oct 28
Delta Logo
6:00 am - 1:55 pmMDW-SAT
7h 55m1 stop
Delta Logo
12:15 pm - 5:35 pmSAT-MDW
5h 20m1 stop
$307Delta
Find Deal
Sat, Sep 20 - Tue, Sep 23

Frontier flights from Chicago to San Antonio

Our best Frontier deals on Chicago to San Antonio flight tickets
Frontier
Sep 7
ORD10:42 amChicago O'Hare Intl
8h 52m
1 stop
SAT7:34 pmSan Antonio
Sep 12
SAT12:41 pmSan Antonio
11h 18m
1 stop
ORD11:59 pmChicago O'Hare Intl
$211
Find similar
Frontier
Oct 23
ORD6:50 amChicago O'Hare Intl
12h 51m
1 stop
SAT7:41 pmSan Antonio
Oct 26
SAT12:09 pmSan Antonio
11h 44m
1 stop
ORD11:53 pmChicago O'Hare Intl
$216
Find similar
Frontier
Sep 21
ORD1:03 pmChicago O'Hare Intl
24h 13m
1 stop
SAT1:16 pmSan Antonio
Sep 28
SAT8:20 pmSan Antonio
13h 17m
1 stop
ORD9:37 amChicago O'Hare Intl
$225
Find similar

Southwest flights from Chicago to San Antonio

Our best Southwest deals on Chicago to San Antonio flight tickets
Southwest
Sep 17
MDW8:25 amChicago Midway
2h 45m
SAT11:10 amSan Antonio
Sep 17
SAT2:40 pmSan Antonio
2h 35m
MDW5:15 pmChicago Midway
$277
Find similar
Southwest
Oct 25
MDW8:15 amChicago Midway
2h 50m
SAT11:05 amSan Antonio
Oct 28
SAT5:55 amSan Antonio
2h 35m
MDW8:30 amChicago Midway
$287
Find similar
Southwest
Oct 25
MDW2:00 pmChicago Midway
2h 45m
SAT4:45 pmSan Antonio
Oct 28
SAT10:30 amSan Antonio
6h 30m
2 stops
MDW5:00 pmChicago Midway
$302
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to San Antonio that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated August 25, 2025.
Use the filters below to find and compare flights from Chicago to San Antonio that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSan Antonio

ORD - SAT

ORDSAT

Chicago O'Hare Intl

Fri 9/12

10:42 am-7:15 pm

1 stop8h 33m

San Antonio

Sun 9/14

7:17 pm-10:52 am

1 stop15h 35m

$210

ChicagoSan Antonio

ORD - SAT

ORDSAT

Chicago O'Hare Intl

Sun 9/7

10:42 am-7:34 pm

1 stop8h 52m

San Antonio

Fri 9/12

12:41 pm-11:59 pm

1 stop11h 18m

$211

ChicagoSan Antonio

ORD - SAT

ORDSAT

Chicago O'Hare Intl

Sun 11/9

10:18 am-10:27 pm

1 stop12h 09m

San Antonio

Wed 11/12

4:16 pm-11:42 pm

1 stop7h 26m

$215

ChicagoSan Antonio

ORD - SAT

ORDSAT

Chicago O'Hare Intl

Thu 10/23

6:50 am-7:41 pm

1 stop12h 51m

San Antonio

Sun 10/26

12:09 pm-11:53 pm

1 stop11h 44m

$216

ChicagoSan Antonio

ORD - SAT

ORDSAT

Chicago O'Hare Intl

Wed 9/24

9:00 am-8:52 pm

1 stop11h 52m

San Antonio

Sat 9/27

3:22 pm-9:28 pm

1 stop6h 06m

$219

ChicagoSan Antonio

ORD - SAT

ORDSAT

Chicago O'Hare Intl

Thu 11/6

5:05 am-3:11 pm

1 stop10h 06m

San Antonio

Sun 11/9

4:16 pm-11:42 pm

1 stop7h 26m

$243

ChicagoSan Antonio

MDW - SAT

MDWSAT

Chicago Midway

Wed 9/17

8:25 am-11:10 am

Nonstop2h 45m

San Antonio

Wed 9/17

2:40 pm-5:15 pm

Nonstop2h 35m

$277

ChicagoSan Antonio

MDW - SAT

MDWSAT

Chicago Midway

Sat 10/25

8:15 am-11:05 am

Nonstop2h 50m

San Antonio

Tue 10/28

5:55 am-8:30 am

Nonstop2h 35m

$287

ChicagoSan Antonio

MDW - SAT

MDWSAT

Chicago Midway

Tue 10/21

5:04 pm-12:20 am

1 stop7h 16m

San Antonio

Tue 10/28

6:25 am-1:08 pm

1 stop6h 43m

$297

ChicagoSan Antonio

MDW - SAT

MDWSAT

Chicago Midway

Sat 9/20

6:00 am-1:55 pm

1 stop7h 55m

San Antonio

Tue 9/23

12:15 pm-5:35 pm

1 stop5h 20m

$307

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to San Antonio from

How to get the cheapest flight ticket from Chicago 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 and San Antonio?

What is the cheapest month to fly to San Antonio?

If you aren’t able to travel during the month of September, then book flights to San Antonio from Chicago during August instead. Flights to San Antonio in August, while not as cheap as those in September, still average around $347.

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 Wednesday when prices can be found for as low as $394. 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 $448.

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 at noon. momondo users have found flights departing from Chicago to San Antonio at noon for as low as $376. 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 $428. 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 to San Antonio flight route?

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

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

You are more likely to see cheaper flights to San Antonio from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to San Antonio for around $401 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to San Antonio from Chicago for as low as $327 on momondo.

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

There are 4 cabin classes available to choose from on Chicago 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 to San Antonio flights?

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

How have Chicago to San Antonio flight prices changed over time?

As of August 2025, prices for Chicago to San Antonio flights are approximately 30% more expensive when compared to flights at the same time last year.

When to book flights from Chicago to San Antonio

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

Cheap Chicago to San Antonio (CHI to SAT) flight deals and tips

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

Best Price Found

$156

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 in the past 72 hours is $156. The best round-trip flight deal from Chicago to San Antonio found on momondo in the last 72 hours is $235.
The fastest flight from Chicago to San Antonio takes 2h 40m
Direct flights go from Chicago to San Antonio every day.
There is 1 airport near San Antonio: San Antonio (SAT)
Search flight deals

  • How far is Chicago to San Antonio by plane?

    The straight-line distance from Chicago to San Antonio is 1052.0 mi. A reasonable flight in good conditions will take 2h 40m.

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

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

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

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

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

    The travel and health documents you'll need for your trip to San Antonio Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at San Antonio Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

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

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

Best airlines flying from Chicago to San Antonio

Compare and see reviews for airlines that fly from Chicago to San Antonio with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $125Free CancellationRating
5.8
3,201 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $169Free CancellationRating
6.3
8,029 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $199Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $203Free CancellationRating
8.0
4,243 reviews
Search Southwest flights
United AirlinesPriceFrom $256Free CancellationRating
7.4
8,940 reviews
Search United Airlines flights

  • Southwest Flights From Chicago to San Antonio

    Southwest is one of the most popular airlines flying from Chicago to San Antonio, operating 7 flights/week on average for this route. A good Southwest flight deal for Chicago to San Antonio starts from $203 round-trip, up to an average price of $499. Our users have rated Southwest at 8.0/10.

  • United Airlines Flights From Chicago to San Antonio

    $256 is the best United Airlines flight deal from Chicago to San Antonio found on momondo over the last 72 hours. The average United Airlines ticket price found was closer to $472, however, with flight time and availability significantly affecting the price. United Airlines (7.4/10 from 8,940 user reviews) flies into San Antonio from Chicago 19 times in an average week so prices can vary.

Traveling to a place near San Antonio?

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

Why use momondo?

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

Finding the right flight to San Antonio from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to San Antonio quick and easy, saving you time and money.

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

Yes. All flights to San Antonio from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

Once all potential Chicago to San Antonio flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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 simply researching potential flights to San Antonio, momondo offers a useful price alert feature which will track prices for flights to San Antonio from Chicago and alert you when they change.

An easier way to manage your San Antonio trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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