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Cheap flights from San Antonio to Chicago from $111

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from San Antonio to Chicago departing on 11/2. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from San Antonio to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
10:24 pm - 6:37 pm-
20h 13m
Frontier Logo
1:21 pm - 11:44 am-
22h 23m
$267Frontier
Wed, Sep 2 - Wed, Sep 9
Frontier Logo
8:20 pm - 7:31 pm-
23h 11m
Frontier Logo
8:55 pm - 11:44 am-
14h 49m
$267Frontier
Tue, Sep 22 - Thu, Sep 24
Frontier Logo
12:16 pm - 10:01 am-
21h 45m
Frontier Logo
11:06 am - 10:12 am-
23h 06m
$267Frontier
Tue, Oct 20 - Tue, Oct 27
American Airlines Logo
5:59 am - 9:06 am-
3h 07mnonstop
American Airlines Logo
3:19 pm - 6:16 pm-
2h 57mnonstop
$298American Airlines
Sat, Sep 5 - Sun, Sep 6
American Airlines Logo
1:33 pm - 4:39 pm-
3h 06mnonstop
American Airlines Logo
10:05 am - 12:53 pm-
2h 48mnonstop
$298American Airlines
Sat, Sep 5 - Sun, Sep 6
American Airlines Logo
1:33 pm - 4:39 pm-
3h 06mnonstop
American Airlines Logo
10:05 am - 12:53 pm-
2h 48mnonstop
$300American Airlines
Sat, Sep 5 - Sun, Sep 6
United Airlines Logo
5:27 pm - 8:27 pm-
3h 00mnonstop
United Airlines Logo
1:30 pm - 4:31 pm-
3h 01mnonstop
$310United Airlines
Thu, Sep 3 - Sat, Sep 5
United Airlines Logo
5:30 pm - 8:30 pm-
3h 00mnonstop
United Airlines Logo
8:45 am - 11:52 am-
3h 07mnonstop
$310United Airlines
Sat, Sep 5 - Sat, Sep 12
Multiple Airlines Logo
9:25 am - 6:23 pm-
32h 58m
Multiple Airlines Logo
6:30 am - 7:25 pm-
12h 55m
$323Multiple Airlines
Thu, Sep 10 - Mon, Sep 14
Multiple Airlines Logo
9:55 am - 7:53 am-
45h 58m
Multiple Airlines Logo
6:30 am - 7:25 pm-
12h 55m
$325Multiple Airlines
Sun, Sep 6 - Wed, Sep 9

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Frontier flights from San Antonio to Chicago O'Hare Intl Airport

Our best Frontier deals on San Antonio to Chicago O'Hare Intl Airport flight tickets
Frontier
Sep 2
SAT10:24 pmSan Antonio
20h 13m
1 stop
ORD6:37 pmChicago O'Hare Intl
Sep 9
ORD1:21 pmChicago O'Hare Intl
22h 23m
1 stop
SAT11:44 amSan Antonio
$267
Frontier
Sep 3
SAT10:24 pmSan Antonio
20h 38m
1 stop
ORD7:02 pmChicago O'Hare Intl
Sep 8
ORD5:29 pmChicago O'Hare Intl
15h 38m
1 stop
SAT9:07 amSan Antonio
$271
Frontier
Sep 3
SAT10:24 pmSan Antonio
20h 38m
1 stop
ORD7:02 pmChicago O'Hare Intl
Sep 5
ORD2:41 pmChicago O'Hare Intl
28h 50m
1 stop
SAT7:31 pmSan Antonio
$272

American Airlines flights from San Antonio to Chicago O'Hare Intl Airport

Our best American Airlines deals on San Antonio to Chicago O'Hare Intl Airport flight tickets
American Airlines
Sep 5
SAT1:33 pmSan Antonio
3h 06m
ORD4:39 pmChicago O'Hare Intl
Sep 6
ORD10:05 amChicago O'Hare Intl
2h 48m
SAT12:53 pmSan Antonio
$298
American Airlines
Sep 5
SAT1:43 pmSan Antonio
4h 46m
1 stop
ORD6:29 pmChicago O'Hare Intl
Sep 6
ORD3:19 pmChicago O'Hare Intl
2h 57m
SAT6:16 pmSan Antonio
$307
American Airlines
Sep 5
SAT9:27 amSan Antonio
6h 28m
1 stop
ORD3:55 pmChicago O'Hare Intl
Sep 7
ORD10:00 pmChicago O'Hare Intl
2h 48m
SAT12:48 amSan Antonio
$320

momondo Fare Finder

 
Customize your flight search to find flights from San Antonio to Chicago O'Hare Intl Airport 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 August 5, 2026.
Use the filters below to find and compare flights from San Antonio to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

San AntonioChicago

SAT - ORD

SATORD

San Antonio

Wed 9/2

10:24 pm-6:37 pm

1 stop20h 13m

Chicago O'Hare Intl

Wed 9/9

1:21 pm-11:44 am

1 stop22h 23m

$267

San AntonioChicago

SAT - ORD

SATORD

San Antonio

Tue 9/22

8:20 pm-7:31 pm

2 stops23h 11m

Chicago O'Hare Intl

Thu 9/24

8:55 pm-11:44 am

1 stop14h 49m

$267

San AntonioChicago

SAT - ORD

SATORD

San Antonio

Tue 10/20

12:16 pm-10:01 am

1 stop21h 45m

Chicago O'Hare Intl

Tue 10/27

11:06 am-10:12 am

1 stop23h 06m

$267

San AntonioChicago

SAT - ORD

SATORD

San Antonio

Sat 9/5

5:59 am-9:06 am

Nonstop3h 07m

Chicago O'Hare Intl

Sun 9/6

3:19 pm-6:16 pm

Nonstop2h 57m

$298
Quickest round-trip

San AntonioChicago

SAT - ORD

SATORD

San Antonio

Sat 9/5

1:33 pm-4:39 pm

Nonstop3h 06m

Chicago O'Hare Intl

Sun 9/6

10:05 am-12:53 pm

Nonstop2h 48m

$298

San AntonioChicago

SAT - ORD

SATORD

San Antonio

Sat 9/5

1:33 pm-4:39 pm

Nonstop3h 06m

Chicago O'Hare Intl

Sun 9/6

10:05 am-12:53 pm

Nonstop2h 48m

$300

San AntonioChicago

SAT - ORD

SATORD

San Antonio

Thu 9/3

5:27 pm-8:27 pm

Nonstop3h 00m

Chicago O'Hare Intl

Sat 9/5

1:30 pm-4:31 pm

Nonstop3h 01m

$310

San AntonioChicago

SAT - ORD

SATORD

San Antonio

Sat 9/5

5:30 pm-8:30 pm

Nonstop3h 00m

Chicago O'Hare Intl

Sat 9/12

8:45 am-11:52 am

Nonstop3h 07m

$310

San AntonioChicago

SAT - ORD

SATORD

San Antonio

Thu 9/10

9:25 am-6:23 pm

2 stops32h 58m

Chicago O'Hare Intl

Mon 9/14

6:30 am-7:25 pm

1 stop12h 55m

$323

San AntonioChicago

SAT - ORD

SATORD

San Antonio

Sun 9/6

9:55 am-7:53 am

2 stops45h 58m

Chicago O'Hare Intl

Wed 9/9

6:30 am-7:25 pm

1 stop12h 55m

$325

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 Chicago from

How to get the cheapest flight ticket from San Antonio to Chicago O'Hare Intl Airport

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 San Antonio and Chicago O'Hare Intl Airport?

Prices are currently typical for flights on this route.

Typical prices usually range from $235 to $408.
The lowest price recently found on this route was $267.

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of August is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from San Antonio averaging around $356.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Thursday when prices can be found for as low as $482. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from San Antonio because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $840.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from San Antonio in the morning is the least expensive time of day to depart. momondo users have found prices as low as $487 when looking at flights departing in the morning. Try not to purchase tickets at noon because they tend to be around $848. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest San Antonio to Chicago O'Hare Intl flight route?

Fly from San Antonio to Chicago O'Hare Intl for the best San Antonio - Chicago O'Hare Intl flight prices

How far in advance should I book a flight from San Antonio to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from San Antonio when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $398 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from San Antonio for as low as $345 on momondo.

What cabin class options are available on San Antonio to Chicago O'Hare Intl Airport flights?

There are 4 cabin classes available to choose from on San Antonio to Chicago O'Hare Intl Airport 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 San Antonio to Chicago O'Hare Intl Airport flights?

You could potentially save up to 1% on your flight if you consider stops on a San Antonio to Chicago O'Hare Intl Airport flight.

How have San Antonio to Chicago O'Hare Intl Airport flight prices changed over time?

As of August 2026, prices for San Antonio to Chicago O'Hare Intl Airport flights are approximately 1% cheaper when compared to flights at the same time last year.

When to book flights from San Antonio to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from San Antonio to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap San Antonio to Chicago O'Hare Intl Airport (SAT to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from San Antonio to Chicago O'Hare Intl Airport

Best Price Found

$249

Fastest flight time

2h 56m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from San Antonio in the past 72 hours is $249. The best round-trip flight deal from San Antonio to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $388.
The fastest flight from San Antonio to Chicago O'Hare Intl Airport takes 2h 56m
Direct flights go from San Antonio to Chicago O'Hare Intl Airport every day.
Search flight deals

Frequently asked questions about flying from San Antonio to Chicago O'Hare Intl Airport

  • How far is San Antonio to Chicago O'Hare Intl by plane?

    San Antonio and Chicago O'Hare Intl are 1048.8 mi apart from one another. A reasonable flight in good conditions will take 2h 56m.

  • When did momondo last update prices for flights from San Antonio Airport to Chicago O'Hare Intl Airport?

    Prices for flights from San Antonio Airport to Chicago O'Hare Intl Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from San Antonio Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from San Antonio Airport to Chicago O'Hare Intl Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from San Antonio Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The necessary travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from San Antonio to Chicago O'Hare Intl Airport?

  • What is the most popular airline from San Antonio to Chicago O'Hare Intl Airport?

Best airlines flying from San Antonio to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from San Antonio to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $96Free CancellationRating
5.6
2,733 reviews
Search Frontier flights
American AirlinesPriceFrom $257Free CancellationRating
7.1
11,849 reviews
Search American Airlines flights
United AirlinesPriceFrom $287Free CancellationRating
7.4
10,061 reviews
Search United Airlines flights

  • United Airlines Flights From San Antonio to Chicago O'Hare Intl Airport

    United Airlines operates around 18 flights from San Antonio to Chicago O'Hare Intl Airport every week. The average price of these flights found in the last 72 hours has been $438, but momondo users have found United Airlines deals from San Antonio to Chicago O'Hare Intl Airport from as low as $287 round-trip. United Airlines has been scored 7.4/10 in 10,061 reviews.

  • American Airlines Flights From San Antonio to Chicago O'Hare Intl Airport

    The best American Airlines deal for San Antonio to Chicago O'Hare Intl Airport flight tickets found on momondo in the last 72 hours was $257, round-trip. It should be noted that an average American Airlines flight deal for this route in this time was higher, at $399 round-trip. American Airlines operates 4 flights out of San Antonio into Chicago O'Hare Intl Airport in an average week, so prices vary by time and availability. 11,849 American Airlines reviews by users on momondo have scored the airline at 7.1/10.

Traveling to a place near Chicago?

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Why use momondo?

Why should I use momondo to find a flight deal from San Antonio to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from San Antonio to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from San Antonio to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from San Antonio which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from San Antonio to Chicago?

Once all potential San Antonio to Chicago 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 San Antonio to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track prices for San Antonio to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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