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Cheap flights from Chicago to San Antonio from $71

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 2/27. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Spirit Airlines Logo
6:10 pm - 9:27 am
ORD
-
SAT
15h 17m
1 stop
Spirit Airlines Logo
10:22 am - 7:51 pm
SAT
-
ORD
9h 29m
1 stop
$278Spirit Airlines
Thu, Mar 26 - Tue, Mar 31
Multiple Airlines Logo
5:24 pm - 11:59 pm
ORD
-
SAT
30h 35m
2 stops
Multiple Airlines Logo
10:26 am - 7:11 pm
SAT
-
ORD
8h 45m
1 stop
$279Multiple Airlines
Fri, Feb 20 - Tue, Feb 24
Frontier Logo
6:00 am - 4:19 pm
MDW
-
SAT
10h 19m
1 stop
Frontier Logo
3:46 pm - 10:19 pm
SAT
-
MDW
6h 33m
1 stop
$279Frontier
Sun, Mar 1 - Fri, Mar 6
Spirit Airlines Logo
10:44 am - 11:59 pm
ORD
-
SAT
13h 15m
1 stop
Spirit Airlines Logo
6:00 am - 7:47 pm
SAT
-
ORD
13h 47m
1 stop
$280Spirit Airlines
Fri, Feb 20 - Sat, Feb 21
Multiple Airlines Logo
11:51 am - 9:30 am
ORD
-
SAT
21h 39m
2 stops
Multiple Airlines Logo
5:04 pm - 10:39 pm
SAT
-
ORD
29h 35m
1 stop
$281Multiple Airlines
Wed, Feb 25 - Fri, Feb 27
Frontier Logo
12:01 pm - 1:12 pm
ORD
-
SAT
25h 11m
1 stop
Frontier Logo
8:14 pm - 11:15 pm
SAT
-
ORD
27h 01m
1 stop
$282Frontier
Thu, Feb 19 - Sun, Feb 22
Multiple Airlines Logo
12:22 pm - 4:15 pm
MDW
-
SAT
27h 53m
1 stop
Multiple Airlines Logo
10:26 am - 10:29 pm
SAT
-
MDW
12h 03m
2 stops
$282Multiple Airlines
Thu, Feb 19 - Mon, Feb 23
Multiple Airlines Logo
6:36 pm - 9:27 am
ORD
-
SAT
14h 51m
1 stop
Multiple Airlines Logo
2:08 pm - 10:52 am
SAT
-
ORD
20h 44m
2 stops
$283Multiple Airlines
Wed, Mar 11 - Sun, Mar 15
Southwest Logo
5:55 am - 11:50 am
MDW
-
SAT
5h 55m
1 stop
Southwest Logo
2:45 pm - 5:15 pm
SAT
-
MDW
2h 30mnonstop
$287Southwest
Tue, Mar 3 - Tue, Mar 10
Southwest Logo
10:45 am - 1:35 pm
MDW
-
SAT
2h 50mnonstop
Southwest Logo
2:40 pm - 5:15 pm
SAT
-
MDW
2h 35mnonstop
$288Southwest
Sat, Apr 25 - Mon, Apr 27

Frontier flights from Chicago to San Antonio

Our best Frontier deals on Chicago to San Antonio flight tickets
Frontier
Mar 1
MDW6:00 amChicago Midway
10h 19m
1 stop
SAT4:19 pmSan Antonio
Mar 6
SAT3:46 pmSan Antonio
6h 33m
1 stop
MDW10:19 pmChicago Midway
$279
Frontier
Feb 20
ORD5:05 amChicago O'Hare Intl
11h 10m
1 stop
SAT4:15 pmSan Antonio
Feb 23
SAT1:57 pmSan Antonio
9h 18m
1 stop
ORD11:15 pmChicago O'Hare Intl
$282
Frontier
Mar 5
MDW5:16 pmChicago Midway
21h 35m
1 stop
SAT2:51 pmSan Antonio
Mar 8
SAT2:13 pmSan Antonio
22h 55m
1 stop
MDW1:08 pmChicago Midway
$283

Southwest flights from Chicago to San Antonio

Our best Southwest deals on Chicago to San Antonio flight tickets
Southwest
Mar 3
MDW5:55 amChicago Midway
5h 55m
1 stop
SAT11:50 amSan Antonio
Mar 10
SAT2:45 pmSan Antonio
2h 30m
MDW5:15 pmChicago Midway
$287
Southwest
Apr 25
MDW10:45 amChicago Midway
2h 50m
SAT1:35 pmSan Antonio
Apr 27
SAT2:40 pmSan Antonio
2h 35m
MDW5:15 pmChicago Midway
$288
Southwest
Apr 25
MDW12:55 pmChicago Midway
8h 35m
2 stops
SAT9:30 pmSan Antonio
Apr 27
SAT2:40 pmSan Antonio
2h 35m
MDW5:15 pmChicago Midway
$303

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 February 8, 2026.
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

Thu 3/26

6:10 pm-9:27 am

1 stop15h 17m

San Antonio

Tue 3/31

10:22 am-7:51 pm

1 stop9h 29m

$278

ChicagoSan Antonio

ORD - SAT

ORDSAT

Chicago O'Hare Intl

Fri 2/20

5:24 pm-11:59 pm

2 stops30h 35m

San Antonio

Tue 2/24

10:26 am-7:11 pm

1 stop8h 45m

$279

ChicagoSan Antonio

MDW - SAT

MDWSAT

Chicago Midway

Sun 3/1

6:00 am-4:19 pm

1 stop10h 19m

San Antonio

Fri 3/6

3:46 pm-10:19 pm

1 stop6h 33m

$279

ChicagoSan Antonio

ORD - SAT

ORDSAT

Chicago O'Hare Intl

Fri 2/20

10:44 am-11:59 pm

1 stop13h 15m

San Antonio

Sat 2/21

6:00 am-7:47 pm

1 stop13h 47m

$280

ChicagoSan Antonio

ORD - SAT

ORDSAT

Chicago O'Hare Intl

Wed 2/25

11:51 am-9:30 am

2 stops21h 39m

San Antonio

Fri 2/27

5:04 pm-10:39 pm

1 stop29h 35m

$281

ChicagoSan Antonio

ORD - SAT

ORDSAT

Chicago O'Hare Intl

Thu 2/19

12:01 pm-1:12 pm

1 stop25h 11m

San Antonio

Sun 2/22

8:14 pm-11:15 pm

1 stop27h 01m

$282

ChicagoSan Antonio

MDW - SAT

MDWSAT

Chicago Midway

Thu 2/19

12:22 pm-4:15 pm

1 stop27h 53m

San Antonio

Mon 2/23

10:26 am-10:29 pm

2 stops12h 03m

$282

ChicagoSan Antonio

ORD - SAT

ORDSAT

Chicago O'Hare Intl

Wed 3/11

6:36 pm-9:27 am

1 stop14h 51m

San Antonio

Sun 3/15

2:08 pm-10:52 am

2 stops20h 44m

$283

ChicagoSan Antonio

MDW - SAT

MDWSAT

Chicago Midway

Tue 3/3

5:55 am-11:50 am

1 stop5h 55m

San Antonio

Tue 3/10

2:45 pm-5:15 pm

Nonstop2h 30m

$287

ChicagoSan Antonio

MDW - SAT

MDWSAT

Chicago Midway

Sat 4/25

10:45 am-1:35 pm

Nonstop2h 50m

San Antonio

Mon 4/27

2:40 pm-5:15 pm

Nonstop2h 35m

$288

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 October, then book flights to San Antonio from Chicago during August instead. Flights to San Antonio in August, while not as cheap as those in October, 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 Tuesday when prices can be found for as low as $362. 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 $447.

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 $386. 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 afternoon, with an average ticket price of $397. Departure times in the afternoon 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 O'Hare Intl 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 $374 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 $231 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?

You could potentially save up to 31% on your flight if you consider stops on a Chicago to San Antonio flight.

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

As of February 2026, prices for Chicago to San Antonio flights are approximately 2% 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

$166

Fastest flight time

2h 35m

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 $166. The best round-trip flight deal from Chicago to San Antonio found on momondo in the last 72 hours is $325.
The fastest flight from Chicago to San Antonio takes 2h 35m
Direct flights go from Chicago to San Antonio every day.
There is 1 airport in San Antonio. From Chicago there are direct flights to 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 35m.

  • 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 $101Free CancellationRating
5.7
3,051 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $167Free CancellationRating
6.3
8,430 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $203Free CancellationRating
7.4
9,259 reviews
Search United Airlines flights
American AirlinesPriceFrom $207Free CancellationRating
7.2
11,258 reviews
Search American Airlines flights
SouthwestPriceFrom $256Free CancellationRating
8.0
4,282 reviews
Search Southwest flights

  • Southwest Flights From Chicago to San Antonio

    Southwest is one of the most popular airlines flying from Chicago to San Antonio, operating 3 flights/week on average for this route. A good Southwest flight deal for Chicago to San Antonio starts from $256 round-trip, up to an average price of $418. Our users have rated Southwest at 8.0/10.

  • United Airlines Flights From Chicago to San Antonio

    $203 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 $429, however, with flight time and availability significantly affecting the price. United Airlines (7.4/10 from 9,257 user reviews) flies into San Antonio from Chicago 9 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
Pleasanton
Schertz

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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