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Cheap flights from Chicago to San Antonio from $59

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 12/13. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
9:06 pm - 1:00 pmORD-SAT
15h 54m1 stop
Multiple Airlines Logo
12:03 pm - 12:12 amSAT-ORD
12h 09m2 stops
$159Multiple Airlines
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Wed, Dec 10 - Mon, Dec 15
Spirit Airlines Logo
9:06 pm - 1:00 pmORD-SAT
15h 54m1 stop
Spirit Airlines Logo
1:55 pm - 8:01 pmSAT-ORD
30h 06m1 stop
$160Spirit Airlines
Find Deal
Wed, Dec 10 - Mon, Dec 15
Spirit Airlines Logo
9:06 pm - 1:00 pmORD-SAT
15h 54m1 stop
Spirit Airlines Logo
7:00 am - 6:05 amSAT-ORD
23h 05m1 stop
$161Spirit Airlines
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Sat, Dec 6 - Wed, Dec 10
Frontier Logo
6:00 am - 4:08 pmORD-SAT
10h 08m1 stop
Frontier Logo
5:07 pm - 12:08 amSAT-ORD
7h 01m1 stop
$164Frontier
Find Deal
Mon, Nov 24 - Wed, Nov 26
Frontier Logo
12:29 pm - 6:44 pmORD-SAT
30h 15m2 stops
Frontier Logo
3:23 pm - 12:10 amSAT-ORD
8h 47m1 stop
$166Frontier
Find Deal
Sat, Nov 22 - Thu, Nov 27
Frontier Logo
8:15 am - 5:01 pmMDW-SAT
8h 46m1 stop
Frontier Logo
12:18 pm - 10:15 pmSAT-MDW
33h 57m2 stops
$166Frontier
Find Deal
Fri, Jan 2 - Mon, Jan 5
Spirit Airlines Logo
10:12 am - 6:32 pmORD-SAT
8h 20m1 stop
Spirit Airlines Logo
7:00 am - 8:09 pmSAT-ORD
13h 09m2 stops
$168Spirit Airlines
Find Deal
Wed, Dec 3 - Sat, Dec 6
Multiple Airlines Logo
9:06 pm - 6:59 pmORD-SAT
21h 53m1 stop
Multiple Airlines Logo
3:06 pm - 12:12 amSAT-ORD
9h 06m1 stop
$171Multiple Airlines
Find Deal
Tue, Dec 9 - Thu, Dec 11
Frontier Logo
6:05 pm - 2:28 pmORD-SAT
20h 23m1 stop
Frontier Logo
7:39 pm - 5:15 pmSAT-ORD
21h 36m1 stop
$177Frontier
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Wed, Nov 19 - Sun, Nov 23
Multiple Airlines Logo
8:00 am - 8:15 amORD-SAT
24h 15m2 stops
Multiple Airlines Logo
7:00 am - 12:13 amSAT-ORD
17h 13m1 stop
$178Multiple Airlines
Find Deal
Wed, Dec 3 - Sat, Dec 6

Frontier flights from Chicago to San Antonio

Our best Frontier deals on Chicago to San Antonio flight tickets
Frontier
Nov 24
ORD6:00 amChicago O'Hare Intl
10h 08m
1 stop
SAT4:08 pmSan Antonio
Nov 26
SAT5:07 pmSan Antonio
7h 01m
1 stop
ORD12:08 amChicago O'Hare Intl
$164
Find similar
Frontier
Nov 22
ORD12:29 pmChicago O'Hare Intl
30h 15m
2 stops
SAT6:44 pmSan Antonio
Nov 27
SAT3:23 pmSan Antonio
8h 47m
1 stop
ORD12:10 amChicago O'Hare Intl
$166
Find similar
Frontier
Feb 21
ORD6:00 pmChicago O'Hare Intl
20h 07m
2 stops
SAT2:07 pmSan Antonio
Feb 26
SAT10:13 amSan Antonio
8h 33m
1 stop
ORD6:46 pmChicago O'Hare Intl
$169
Find similar

Southwest flights from Chicago to San Antonio

Our best Southwest deals on Chicago to San Antonio flight tickets
Southwest
Dec 9
MDW4:55 pmChicago Midway
2h 55m
SAT7:50 pmSan Antonio
Dec 16
SAT6:40 amSan Antonio
2h 35m
MDW9:15 amChicago Midway
$317
Find similar
Southwest
Dec 3
MDW8:10 amChicago Midway
3h 00m
SAT11:10 amSan Antonio
Dec 6
SAT11:40 amSan Antonio
4h 55m
1 stop
MDW4:35 pmChicago Midway
$327
Find similar
Southwest
Dec 13
MDW9:25 amChicago Midway
3h 00m
SAT12:25 pmSan Antonio
Dec 18
SAT3:45 pmSan Antonio
2h 35m
MDW6:20 pmChicago Midway
$332
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 November 12, 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

Wed 12/10

9:06 pm-1:00 pm

1 stop15h 54m

San Antonio

Mon 12/15

12:03 pm-12:12 am

2 stops12h 09m

$159

ChicagoSan Antonio

ORD - SAT

ORDSAT

Chicago O'Hare Intl

Wed 12/10

9:06 pm-1:00 pm

1 stop15h 54m

San Antonio

Mon 12/15

1:55 pm-8:01 pm

1 stop30h 06m

$160

ChicagoSan Antonio

ORD - SAT

ORDSAT

Chicago O'Hare Intl

Sat 12/6

9:06 pm-1:00 pm

1 stop15h 54m

San Antonio

Wed 12/10

7:00 am-6:05 am

1 stop23h 05m

$161

ChicagoSan Antonio

ORD - SAT

ORDSAT

Chicago O'Hare Intl

Mon 11/24

6:00 am-4:08 pm

1 stop10h 08m

San Antonio

Wed 11/26

5:07 pm-12:08 am

1 stop7h 01m

$164

ChicagoSan Antonio

ORD - SAT

ORDSAT

Chicago O'Hare Intl

Sat 11/22

12:29 pm-6:44 pm

2 stops30h 15m

San Antonio

Thu 11/27

3:23 pm-12:10 am

1 stop8h 47m

$166

ChicagoSan Antonio

MDW - SAT

MDWSAT

Chicago Midway

Fri 1/2

8:15 am-5:01 pm

1 stop8h 46m

San Antonio

Mon 1/5

12:18 pm-10:15 pm

2 stops33h 57m

$166

ChicagoSan Antonio

ORD - SAT

ORDSAT

Chicago O'Hare Intl

Wed 12/3

10:12 am-6:32 pm

1 stop8h 20m

San Antonio

Sat 12/6

7:00 am-8:09 pm

2 stops13h 09m

$168

ChicagoSan Antonio

ORD - SAT

ORDSAT

Chicago O'Hare Intl

Tue 12/9

9:06 pm-6:59 pm

1 stop21h 53m

San Antonio

Thu 12/11

3:06 pm-12:12 am

1 stop9h 06m

$171

ChicagoSan Antonio

ORD - SAT

ORDSAT

Chicago O'Hare Intl

Wed 11/19

6:05 pm-2:28 pm

1 stop20h 23m

San Antonio

Sun 11/23

7:39 pm-5:15 pm

1 stop21h 36m

$177

ChicagoSan Antonio

ORD - SAT

ORDSAT

Chicago O'Hare Intl

Wed 12/3

8:00 am-8:15 am

2 stops24h 15m

San Antonio

Sat 12/6

7:00 am-12:13 am

1 stop17h 13m

$178

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 $392. 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 $453.

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 morning, with an average ticket price of $425. 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 $396 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 $307 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 25% 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 November 2025, prices for Chicago to San Antonio flights are approximately 14% cheaper 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

$158

Fastest flight time

2h 55m

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 $158. The best round-trip flight deal from Chicago to San Antonio found on momondo in the last 72 hours is $333.
The fastest flight from Chicago to San Antonio takes 2h 55m
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 55m.

  • 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
3,114 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $172Free CancellationRating
6.3
8,139 reviews
Search Spirit Airlines flights
SouthwestPriceFrom $203Free CancellationRating
8.0
4,235 reviews
Search Southwest flights
United AirlinesPriceFrom $212Free CancellationRating
7.4
9,016 reviews
Search United Airlines flights
American AirlinesPriceFrom $214Free CancellationRating
7.2
11,051 reviews
Search American Airlines flights

  • Southwest Flights From Chicago to San Antonio

    Southwest is one of the most popular airlines flying from Chicago to San Antonio, operating 16 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 $507. Our users have rated Southwest at 8.0/10.

  • United Airlines Flights From Chicago to San Antonio

    $212 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 $448, however, with flight time and availability significantly affecting the price. United Airlines (7.4/10 from 9,016 user reviews) flies into San Antonio from Chicago 17 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
Boerne
Kerrville
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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