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Cheap flights from Chicago to San Antonio from $41

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 4/8. 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

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago to San Antonio that have been recently found on momondo from popular airlines, departing in the coming months.
6:45 am - 1:17 pmORD-SAT
6h 32m1 stop
2:18 pm - 12:15 amSAT-ORD
9h 57m1 stop
$95Frontier
Find Deal
Tue, Apr 8 - Tue, Apr 15
6:45 am - 1:17 pmORD-SAT
6h 32m1 stop
8:02 pm - 5:01 amSAT-ORD
8h 59m1 stop
$100Frontier
Find Deal
Sat, Apr 5 - Sat, Apr 12
6:45 am - 1:17 pmORD-SAT
6h 32m1 stop
9:35 pm - 6:33 amSAT-ORD
8h 58m1 stop
Sat, Apr 5 - Tue, Apr 8
6:00 am - 11:14 amORD-SAT
5h 14m1 stop
8:28 pm - 5:11 amSAT-ORD
8h 43m1 stop
Tue, May 20 - Sat, May 24
9:16 am - 12:44 amORD-SAT
15h 28m2 stops
8:19 pm - 4:45 amSAT-ORD
32h 26m3 stops
$159Spirit Airlines
Find Deal
Wed, Mar 5 - Mon, Mar 10
6:00 am - 11:14 amORD-SAT
5h 14m1 stop
12:09 pm - 10:28 pmSAT-ORD
10h 19m1 stop
$163Spirit Airlines
Find Deal
Thu, May 29 - Tue, Jun 3
12:28 pm - 3:17 pmORD-SAT
2h 49mnonstop
5:00 am - 1:06 pmSAT-ORD
8h 06m1 stop
$314American Airlines
Find Deal
Tue, Apr 8 - Tue, Apr 15
10:07 am - 1:12 pmORD-SAT
3h 05mnonstop
6:00 am - 2:01 pmSAT-ORD
8h 01m1 stop
$315American Airlines
Find Deal
Thu, Mar 6 - Tue, Mar 11
8:15 am - 11:15 amMDW-SAT
3h 00mnonstop
5:05 pm - 7:40 pmSAT-MDW
2h 35mnonstop
$347Southwest
Find Deal
Thu, Mar 13 - Thu, Mar 13
8:25 am - 11:25 amMDW-SAT
3h 00mnonstop
11:40 am - 3:35 pmSAT-MDW
3h 55m1 stop
$353Southwest
Find Deal
Tue, Apr 1 - Mon, Apr 28

Frontier flights from Chicago to San Antonio

Our best Frontier deals on Chicago to San Antonio flight tickets
Frontier
Apr 8
ORD6:45 amChicago O'Hare Intl
6h 32m
1 stop
SAT1:17 pmSan Antonio
Apr 15
SAT2:18 pmSan Antonio
9h 57m
1 stop
ORD12:15 amChicago O'Hare Intl
Frontier
Apr 5
ORD6:45 amChicago O'Hare Intl
6h 32m
1 stop
SAT1:17 pmSan Antonio
Apr 12
SAT8:02 pmSan Antonio
8h 59m
1 stop
ORD5:01 amChicago O'Hare Intl
Frontier
Apr 8
MDW6:45 amChicago Midway
7h 09m
1 stop
SAT1:54 pmSan Antonio
Apr 15
SAT2:44 pmSan Antonio
9h 37m
1 stop
MDW12:21 amChicago Midway

Spirit Airlines flights from Chicago to San Antonio

Our best Spirit Airlines deals on Chicago to San Antonio flight tickets
Spirit Airlines
Mar 5
ORD9:16 amChicago O'Hare Intl
15h 28m
2 stops
SAT12:44 amSan Antonio
Mar 10
SAT8:19 pmSan Antonio
32h 26m
3 stops
ORD4:45 amChicago O'Hare Intl
Spirit Airlines
May 29
ORD6:00 amChicago O'Hare Intl
5h 14m
1 stop
SAT11:14 amSan Antonio
Jun 3
SAT12:09 pmSan Antonio
10h 19m
1 stop
ORD10:28 pmChicago O'Hare Intl
Spirit Airlines
Mar 5
ORD9:16 amChicago O'Hare Intl
15h 28m
2 stops
SAT12:44 amSan Antonio
Mar 10
SAT7:00 amSan Antonio
25h 21m
2 stops
ORD8:21 amChicago O'Hare Intl

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 $355.

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 $393. 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 $462.

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 to San Antonio in the afternoon for as low as $368. 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 at noon, with an average ticket price of $501. Departure times at noon 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 18 weeks ahead of your departure date. In general, you can expect to find flights to San Antonio for around $415 when searching 18 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 $319 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 February 2025, prices for Chicago to San Antonio flights are approximately 92% 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

$41

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 $41. The best round-trip flight deal from Chicago to San Antonio found on momondo in the last 72 hours is $95.
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 45m.

  • 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
Spirit AirlinesPriceFrom $101Free CancellationRating
6.3
8,015 reviews
Search Spirit Airlines flights
FrontierPriceFrom $120Free CancellationRating
6.0
3,354 reviews
Search Frontier flights
SouthwestPriceFrom $138Free CancellationRating
8.1
4,401 reviews
Search Southwest flights
American AirlinesPriceFrom $199Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $266Free CancellationRating
7.4
8,759 reviews
Search United Airlines flights
DeltaPriceFrom $339Free CancellationRating
8.0
8,212 reviews
Search Delta flights
  • Southwest Flights From Chicago to San Antonio

    Southwest is one of the most popular airlines flying from Chicago to San Antonio, operating 10 flights/week on average for this route. A good Southwest flight deal for Chicago to San Antonio starts from $138 round-trip, up to an average price of $430. Our users have rated Southwest at 8.1/10.

  • United Airlines Flights From Chicago to San Antonio

    $266 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 $479, however, with flight time and availability significantly affecting the price. United Airlines (7.4/10 from 8,759 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
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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