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Cheap flights from Chicago to San Antonio from $67

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 9/4. 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

American Airlines Logo
2:42 pm - 5:38 pmORD-SAT
2h 56mnonstop
American Airlines Logo
6:00 am - 8:55 amSAT-ORD
2h 55mnonstop
$133American Airlines
Find Deal
Tue, Aug 5 - Sat, Aug 9
Southwest Logo
5:10 pm - 7:50 pmMDW-SAT
2h 40mnonstop
Southwest Logo
2:40 pm - 5:15 pmSAT-MDW
2h 35mnonstop
$133Southwest
Find Deal
Wed, Sep 24 - Wed, Oct 1
American Airlines Logo
2:57 pm - 5:41 pmORD-SAT
2h 44mnonstop
American Airlines Logo
6:00 am - 8:55 amSAT-ORD
2h 55mnonstop
$134American Airlines
Find Deal
Thu, Aug 7 - Tue, Aug 26
Southwest Logo
5:10 pm - 7:50 pmMDW-SAT
2h 40mnonstop
Southwest Logo
1:10 pm - 8:25 pmSAT-MDW
7h 15m1 stop
$143Southwest
Find Deal
Wed, Sep 24 - Wed, Oct 1
United Airlines Logo
7:55 pm - 10:59 pmORD-SAT
3h 04mnonstop
United Airlines Logo
6:48 am - 9:47 amSAT-ORD
2h 59mnonstop
$160United Airlines
Find Deal
Thu, Aug 28 - Tue, Sep 2
United Airlines Logo
8:55 am - 12:01 pmORD-SAT
3h 06mnonstop
United Airlines Logo
1:05 pm - 4:00 pmSAT-ORD
2h 55mnonstop
$161United Airlines
Find Deal
Wed, Sep 24 - Wed, Oct 1
Spirit Airlines Logo
7:05 am - 7:23 pmORD-SAT
12h 18m1 stop
Spirit Airlines Logo
8:30 pm - 6:11 amSAT-ORD
9h 41m1 stop
$179Spirit Airlines
Find Deal
Wed, Sep 3 - Thu, Sep 4
Spirit Airlines Logo
7:08 am - 6:36 pmORD-SAT
11h 28m1 stop
Spirit Airlines Logo
5:38 pm - 9:30 pmSAT-ORD
27h 52m1 stop
$181Spirit Airlines
Find Deal
Tue, Aug 5 - Thu, Aug 7
Frontier Logo
7:20 am - 3:14 pmORD-SAT
7h 54m1 stop
Frontier Logo
2:54 pm - 11:53 pmSAT-ORD
8h 59m1 stop
$184Frontier
Find Deal
Sat, Nov 1 - Sun, Nov 2
Frontier Logo
7:00 am - 6:02 pmORD-SAT
11h 02m1 stop
Frontier Logo
5:38 pm - 12:22 amSAT-ORD
6h 44m1 stop
$187Frontier
Find Deal
Tue, Jul 22 - Fri, Jul 25

Spirit Airlines flights from Chicago to San Antonio

Our best Spirit Airlines deals on Chicago to San Antonio flight tickets
Spirit Airlines
Sep 3
ORD7:05 amChicago O'Hare Intl
12h 18m
1 stop
SAT7:23 pmSan Antonio
Sep 4
SAT8:30 pmSan Antonio
9h 41m
1 stop
ORD6:11 amChicago O'Hare Intl
Spirit Airlines
Aug 5
ORD7:08 amChicago O'Hare Intl
11h 28m
1 stop
SAT6:36 pmSan Antonio
Aug 7
SAT5:38 pmSan Antonio
27h 52m
1 stop
ORD9:30 pmChicago O'Hare Intl
Spirit Airlines
Aug 8
ORD7:08 amChicago O'Hare Intl
11h 28m
1 stop
SAT6:36 pmSan Antonio
Aug 10
SAT5:38 pmSan Antonio
27h 52m
1 stop
ORD9:30 pmChicago O'Hare Intl

Southwest flights from Chicago to San Antonio

Our best Southwest deals on Chicago to San Antonio flight tickets
Southwest
Sep 24
MDW5:10 pmChicago Midway
2h 40m
SAT7:50 pmSan Antonio
Oct 1
SAT2:40 pmSan Antonio
2h 35m
MDW5:15 pmChicago Midway
Southwest
Sep 24
MDW5:10 pmChicago Midway
2h 40m
SAT7:50 pmSan Antonio
Oct 1
SAT1:10 pmSan Antonio
7h 15m
1 stop
MDW8:25 pmChicago Midway
Southwest
Aug 7
MDW7:40 amChicago Midway
2h 40m
SAT10:20 amSan Antonio
Aug 26
SAT2:40 pmSan Antonio
2h 35m
MDW5:15 pmChicago Midway

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 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 $342.

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 $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 Monday as prices are generally higher than usual. According to our data, the average ticket price to San Antonio on Monday is $458.

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 $387. 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 $413 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 $347 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.

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

As of July 2025, prices for Chicago to San Antonio flights are approximately 46% 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

$67

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 $67. The best round-trip flight deal from Chicago to San Antonio found on momondo in the last 72 hours is $133.
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)

  • 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
5.9
3,268 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $132Free CancellationRating
6.3
8,060 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $201Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $232Free CancellationRating
8.0
4,253 reviews
Search Southwest flights
United AirlinesPriceFrom $297Free CancellationRating
7.4
8,843 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 15 flights/week on average for this route. A good Southwest flight deal for Chicago to San Antonio starts from $232 round-trip, up to an average price of $501. Our users have rated Southwest at 8.0/10.

  • United Airlines Flights From Chicago to San Antonio

    $297 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 $476, however, with flight time and availability significantly affecting the price. United Airlines (7.4/10 from 8,843 user reviews) flies into San Antonio from Chicago 29 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.


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1 adult
Mon 7/14
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