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Cheap flights from Chicago to San Antonio from $55

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 4/15. 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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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.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago to San Antonio.

Cheap last minute flights

Planning a quick getaway from Chicago to San Antonio? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to San Antonio, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago to San Antonio

Find recent round-trip train or bus tickets from Chicago to San Antonio.

All round-trip flight deals from Chicago to San Antonio

The cheapest plane tickets from Chicago to San Antonio found on KAYAK recently.
7:05 am - 1:18 pmMDW-SAT
6h 13m1 stop
5:58 pm - 5:31 amSAT-MDW
11h 33m1 stop
$110Frontier
Find Deal
Tue, Feb 25 - Thu, Feb 27
6:36 pm - 7:35 pmORD-SAT
24h 59m1 stop
7:10 pm - 9:52 amSAT-ORD
14h 42m1 stop
$114Frontier
Find Deal
Thu, Feb 6 - Sat, Feb 8
7:18 pm - 8:00 pmORD-SAT
24h 42m1 stop
10:58 am - 12:07 amSAT-ORD
13h 09m1 stop
Wed, Mar 5 - Wed, Mar 12
6:36 pm - 7:35 pmORD-SAT
24h 59m1 stop
8:21 pm - 11:32 pmSAT-ORD
27h 11m1 stop
Thu, Feb 6 - Mon, Feb 10
10:47 pm - 3:12 pmORD-SAT
16h 25m1 stop
4:07 pm - 12:30 pmSAT-ORD
20h 23m2 stops
$187Spirit Airlines
Find Deal
Fri, Jan 31 - Wed, Feb 5
10:47 pm - 3:12 pmORD-SAT
16h 25m1 stop
7:00 am - 4:10 pmSAT-ORD
9h 10m1 stop
$189Spirit Airlines
Find Deal
Fri, Jan 31 - Mon, Feb 3
8:25 am - 11:30 amMDW-SAT
3h 05mnonstop
6:30 am - 9:00 amSAT-MDW
2h 30mnonstop
$337Southwest
Find Deal
Wed, Feb 19 - Wed, Feb 26
8:25 am - 11:30 amMDW-SAT
3h 05mnonstop
6:15 am - 8:45 amSAT-MDW
2h 30mnonstop
$342Southwest
Find Deal
Wed, Mar 5 - Wed, Mar 12
5:05 pm - 12:27 amMDW-SAT
7h 22m1 stop
5:25 am - 1:05 pmSAT-MDW
7h 40m1 stop
$367Delta
Find Deal
Mon, Feb 24 - Thu, Feb 27
5:05 pm - 12:27 amMDW-SAT
7h 22m1 stop
5:30 am - 11:59 amSAT-MDW
6h 29m1 stop
$407Delta
Find Deal
Mon, Feb 24 - Fri, Feb 28
6:45 am - 1:17 pmORD-SAT
6h 32m1 stop
$55Frontier
Find Deal
Tue, Apr 15
6:40 am - 1:18 pmMDW-SAT
6h 38m1 stop
$55Frontier
Find Deal
Thu, Mar 6
10:47 pm - 3:12 pmORD-SAT
16h 25m1 stop
$69Spirit Airlines
Find Deal
Fri, Jan 31
12:25 pm - 8:59 pmORD-SAT
8h 34m1 stop
$78Spirit Airlines
Find Deal
Sun, Feb 2
6:45 pm - 9:50 pmMDW-SAT
3h 05mnonstop
$174Southwest
Find Deal
Thu, Feb 20
7:55 pm - 11:10 pmORD-SAT
3h 15mnonstop
$179United Airlines
Find Deal
Wed, Feb 19
5:15 pm - 8:15 pmMDW-SAT
3h 00mnonstop
$179Southwest
Find Deal
Sat, Feb 22
10:07 am - 1:12 pmORD-SAT
3h 05mnonstop
$213American Airlines
Find Deal
Thu, Mar 6
8:08 pm - 11:22 pmORD-SAT
3h 14mnonstop
$214United Airlines
Find Deal
Fri, Mar 14
2:45 pm - 5:40 pmORD-SAT
2h 55mnonstop
$244American Airlines
Find Deal
Fri, May 23
7:15 am - 12:02 pmMDW-SAT
28h 47m1 stop
2:18 pm - 12:17 amSAT-MDW
9h 59m1 stop
$225Frontier
Find Deal
Sun, Jan 26 - Sat, Feb 22
7:15 am - 12:02 pmMDW-SAT
28h 47m1 stop
1:02 pm - 12:17 amSAT-MDW
11h 15m1 stop
$287Frontier
Find Deal
Thu, Jan 23 - Thu, Jan 30
10:47 pm - 12:57 pmORD-SAT
14h 10m1 stop
8:00 am - 4:10 pmSAT-ORD
8h 10m1 stop
$307Spirit Airlines
Find Deal
Thu, Jan 23 - Sat, Jan 25
12:25 pm - 8:59 pmORD-SAT
8h 34m1 stop
8:21 pm - 11:32 pmSAT-ORD
27h 11m1 stop
$313Spirit Airlines
Find Deal
Fri, Jan 24 - Mon, Jan 27
6:45 pm - 9:50 pmMDW-SAT
3h 05mnonstop
6:45 am - 9:20 amSAT-MDW
2h 35mnonstop
$687Southwest
Find Deal
Sun, Jan 26 - Sat, Feb 22
5:00 pm - 11:30 pmMDW-SAT
6h 30m1 stop
6:45 am - 9:20 amSAT-MDW
2h 35mnonstop
$697Southwest
Find Deal
Sun, Jan 26 - Sat, Feb 22
8:45 pm - 11:51 pmORD-SAT
3h 06mnonstop
6:03 am - 8:49 amSAT-ORD
2h 46mnonstop
$727American Airlines
Find Deal
Sun, Jan 26 - Sat, Feb 22
8:05 am - 3:44 pmORD-SAT
7h 39m1 stop
6:03 am - 8:49 amSAT-ORD
2h 46mnonstop
$737American Airlines
Find Deal
Sun, Jan 26 - Sat, Feb 22
9:15 am - 12:29 pmORD-SAT
3h 14mnonstop
4:50 pm - 11:28 amSAT-ORD
18h 38m1 stop
$830United Airlines
Find Deal
Wed, Jan 22 - Mon, Jan 27
8:03 pm - 11:15 pmORD-SAT
3h 12mnonstop
8:49 am - 7:31 pmSAT-ORD
10h 42m1 stop
$870United Airlines
Find Deal
Wed, Jan 22 - Thu, Jan 30
10:00 am - 1:00 pmORD-SAT
3h 00mnonstop
6:03 am - 8:49 amSAT-ORD
2h 46mnonstop
$317American Airlines
Find Deal
Mon, Feb 17 - Thu, Feb 20
8:25 am - 11:30 amMDW-SAT
3h 05mnonstop
6:30 am - 9:00 amSAT-MDW
2h 30mnonstop
$337Southwest
Find Deal
Wed, Feb 19 - Wed, Feb 26
8:50 pm - 11:50 pmORD-SAT
3h 00mnonstop
1:52 pm - 4:38 pmSAT-ORD
2h 46mnonstop
$342American Airlines
Find Deal
Wed, Mar 5 - Wed, Mar 12
8:25 am - 11:30 amMDW-SAT
3h 05mnonstop
6:15 am - 8:45 amSAT-MDW
2h 30mnonstop
$342Southwest
Find Deal
Wed, Mar 5 - Wed, Mar 12
8:49 pm - 11:52 pmORD-SAT
3h 03mnonstop
2:01 pm - 4:48 pmSAT-ORD
2h 47mnonstop
$347American Airlines
Find Deal
Thu, Feb 20 - Thu, Feb 27
6:45 pm - 9:50 pmMDW-SAT
3h 05mnonstop
2:25 pm - 5:00 pmSAT-MDW
2h 35mnonstop
$347Southwest
Find Deal
Mon, Feb 24 - Wed, Feb 26
10:07 am - 1:12 pmORD-SAT
3h 05mnonstop
6:04 am - 8:49 amSAT-ORD
2h 45mnonstop
$349American Airlines
Find Deal
Thu, Mar 6 - Thu, Mar 13
8:00 pm - 11:15 pmORD-SAT
3h 15mnonstop
7:00 am - 9:51 amSAT-ORD
2h 51mnonstop
$352United Airlines
Find Deal
Sat, Feb 15 - Thu, Feb 20
9:05 am - 12:21 pmORD-SAT
3h 16mnonstop
7:00 am - 9:51 amSAT-ORD
2h 51mnonstop
$398United Airlines
Find Deal
Sun, Feb 16 - Thu, Feb 20
8:00 pm - 11:15 pmORD-SAT
3h 15mnonstop
7:00 am - 9:51 amSAT-ORD
2h 51mnonstop
$403United Airlines
Find Deal
Sat, Feb 15 - Sun, Feb 16

Southwest flights from Chicago to San Antonio

Our best Southwest deals on Chicago to San Antonio flight tickets
Southwest
Feb 19
MDW8:25 amChicago Midway
3h 05m
SAT11:30 amSan Antonio
Feb 26
SAT6:30 amSan Antonio
2h 30m
MDW9:00 amChicago Midway
Southwest
Mar 5
MDW8:25 amChicago Midway
3h 05m
SAT11:30 amSan Antonio
Mar 12
SAT6:15 amSan Antonio
2h 30m
MDW8:45 amChicago Midway
Southwest
Feb 19
MDW8:25 amChicago Midway
3h 05m
SAT11:30 amSan Antonio
Feb 26
SAT9:05 amSan Antonio
4h 30m
1 stop
MDW1:35 pmChicago Midway

Spirit Airlines flights from Chicago to San Antonio

Our best Spirit Airlines deals on Chicago to San Antonio flight tickets
Spirit Airlines
Jan 31
ORD10:47 pmChicago O'Hare Intl
16h 25m
1 stop
SAT3:12 pmSan Antonio
Feb 5
SAT4:07 pmSan Antonio
20h 23m
2 stops
ORD12:30 pmChicago O'Hare Intl
Spirit Airlines
Jan 31
ORD10:47 pmChicago O'Hare Intl
16h 25m
1 stop
SAT3:12 pmSan Antonio
Feb 3
SAT7:00 amSan Antonio
9h 10m
1 stop
ORD4:10 pmChicago O'Hare Intl
Spirit Airlines
Jan 31
ORD10:47 pmChicago O'Hare Intl
16h 25m
1 stop
SAT3:12 pmSan Antonio
Feb 3
SAT8:21 pmSan Antonio
23h 52m
1 stop
ORD8:13 pmChicago 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 $354.

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 $375. 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 $449.

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 $323. 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 $406. 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 18 weeks ahead of your departure date. In general, you can expect to find flights to San Antonio for around $406 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 $318 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 January 2025, prices for Chicago to San Antonio flights are approximately 45% 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

$55

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 $55. The best round-trip flight deal from Chicago to San Antonio found on momondo in the last 72 hours is $110.
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)

  • Is flying the fastest way to get from Chicago to San Antonio?

    Based on just travel duration our users have found a flight from Chicago to San Antonio to be the fastest option to their destination at just 2h 40m. If travel time is less of a concern you may want to look into booking some alternative forms of transportation like a train from Chicago to San Antonio or a bus from Chicago to San Antonio.

  • Is flying the cheapest way to get from Chicago to San Antonio?

    The cheapest way is to get a flight from Chicago to San Antonio, which can be as cheap as $110. A train from Chicago to San Antonio is more expensive than a flight, with prices starting at $258. A bus from Chicago to San Antonio is also an option, with an average price of $480.

  • 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.

  • What is the carbon footprint of flying from Chicago to San Antonio?

    Flying from Chicago to San Antonio has a carbon footprint of about 1,010lb. Flight search results on momondo can be sorted by their carbon footprint. Taking the train instead of flying would reduce your CO2 emissions by around 78%. By bus, this journey’s emissions can be cut to 142lb. This would result in a 87% smaller carbon footprint vs. flying.

  • 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 $94Free CancellationRating
6.3
8,116 reviews
Search Spirit Airlines flights
FrontierPriceFrom $126Free CancellationRating
6.0
3,443 reviews
Search Frontier flights
SouthwestPriceFrom $131Free CancellationRating
8.1
4,662 reviews
Search Southwest flights
American AirlinesPriceFrom $195Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $259Free CancellationRating
7.4
8,984 reviews
Search United Airlines flights
DeltaPriceFrom $339Free CancellationRating
8.0
8,521 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 15 flights/week on average for this route. A good Southwest flight deal for Chicago to San Antonio starts from $131 round-trip, up to an average price of $428. Our users have rated Southwest at 8.1/10.

  • United Airlines Flights From Chicago to San Antonio

    $259 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 $474, however, with flight time and availability significantly affecting the price. United Airlines (7.4/10 from 8,985 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
Schertz
Boerne
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.


Choose the best way to get from Chicago to San Antonio

Buses

21h 45m
$240 one-way$480 round-trip
Nonstop · from $480

Distance to downtown

FT35.9 mi
142lb CO2

86% less than flights

Find Buses

Chicago to San Antonio Buses

Trains

32h 24m
$129 one-way$258 round-trip
Nonstop · from $258

Distance to downtown

UT61.0 mi
226lb CO2

78% less than flights

Find Trains

Chicago to San Antonio Trains

Flights

2h 45m
$55 one-way$110 round-trip

No transfers

Distance to downtown

SAT7.6 mi

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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