Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from San Antonio to Chicago from $141

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 5/22. 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

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from San Antonio to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
8:59 pm - 11:05 pm
SAT
-
ORD
26h 06m
2 stops
Frontier Logo
9:48 pm - 6:56 pm
ORD
-
SAT
21h 08m
1 stop
$297Frontier
Tue, Aug 11 - Tue, Aug 18
Frontier Logo
8:59 pm - 5:28 am
SAT
-
ORD
8h 29m
1 stop
Frontier Logo
9:57 pm - 6:54 pm
ORD
-
SAT
20h 57m
1 stop
$300Frontier
Wed, Jul 22 - Mon, Jul 27
Frontier Logo
7:54 pm - 8:32 pm
SAT
-
ORD
24h 38m
1 stop
Frontier Logo
9:37 pm - 6:59 pm
ORD
-
SAT
21h 22m
1 stop
$302Frontier
Sat, May 23 - Mon, May 25
Frontier Logo
8:56 pm - 5:07 am
SAT
-
ORD
8h 11m
1 stop
Frontier Logo
9:48 pm - 6:56 pm
ORD
-
SAT
21h 08m
1 stop
$304Frontier
Sat, Jun 27 - Wed, Jul 1
American Airlines Logo
6:24 pm - 9:29 pm
SAT
-
ORD
3h 05mnonstop
American Airlines Logo
10:00 am - 12:50 pm
ORD
-
SAT
2h 50mnonstop
$305American Airlines
Wed, Jun 24 - Wed, Jul 15
American Airlines Logo
1:28 pm - 4:27 pm
SAT
-
ORD
2h 59mnonstop
American Airlines Logo
9:10 pm - 12:01 am
ORD
-
SAT
2h 51mnonstop
$307American Airlines
Thu, May 28 - Wed, Jun 3
American Airlines Logo
8:13 am - 11:05 am
SAT
-
ORD
2h 52mnonstop
American Airlines Logo
8:25 pm - 11:21 pm
ORD
-
SAT
2h 56mnonstop
$309American Airlines
Mon, Sep 21 - Thu, Sep 24
American Airlines Logo
1:28 pm - 4:27 pm
SAT
-
ORD
2h 59mnonstop
American Airlines Logo
7:00 pm - 9:55 pm
ORD
-
SAT
2h 55mnonstop
$310American Airlines
Thu, May 28 - Mon, Jun 1
American Airlines Logo
6:27 pm - 9:44 pm
SAT
-
ORD
3h 17mnonstop
American Airlines Logo
7:00 pm - 9:55 pm
ORD
-
SAT
2h 55mnonstop
$311American Airlines
Thu, May 28 - Mon, Jun 1
Frontier Logo
7:51 pm - 8:53 pm
SAT
-
ORD
25h 02m
1 stop
Frontier Logo
9:48 pm - 6:56 pm
ORD
-
SAT
21h 08m
1 stop
$312Frontier
Thu, Aug 20 - Mon, Aug 24

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

Our best Delta deals on San Antonio to Chicago O'Hare Intl Airport flight tickets
Delta
Jun 24
SAT5:15 amSan Antonio
7h 49m
1 stop
ORD1:04 pmChicago O'Hare Intl
Jul 14
ORD8:03 amChicago O'Hare Intl
5h 29m
1 stop
SAT1:32 pmSan Antonio
$325
Delta
Jun 6
SAT5:25 amSan Antonio
8h 06m
1 stop
ORD1:31 pmChicago O'Hare Intl
Jun 8
ORD2:07 pmChicago O'Hare Intl
8h 14m
1 stop
SAT10:21 pmSan Antonio
$339
Delta
Jun 6
SAT10:42 amSan Antonio
7h 59m
1 stop
ORD6:41 pmChicago O'Hare Intl
Jun 8
ORD2:07 pmChicago O'Hare Intl
8h 14m
1 stop
SAT10:21 pmSan Antonio
$351

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
Aug 11
SAT8:59 pmSan Antonio
26h 06m
2 stops
ORD11:05 pmChicago O'Hare Intl
Aug 18
ORD9:48 pmChicago O'Hare Intl
21h 08m
1 stop
SAT6:56 pmSan Antonio
$297
Frontier
Jul 22
SAT8:59 pmSan Antonio
8h 29m
1 stop
ORD5:28 amChicago O'Hare Intl
Jul 27
ORD9:57 pmChicago O'Hare Intl
20h 57m
1 stop
SAT6:54 pmSan Antonio
$300
Frontier
May 23
SAT7:54 pmSan Antonio
24h 38m
1 stop
ORD8:32 pmChicago O'Hare Intl
May 25
ORD9:37 pmChicago O'Hare Intl
21h 22m
1 stop
SAT6:59 pmSan Antonio
$302

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 May 10, 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

Tue 8/11

8:59 pm-11:05 pm

2 stops26h 06m

Chicago O'Hare Intl

Tue 8/18

9:48 pm-6:56 pm

1 stop21h 08m

$297

San AntonioChicago

SAT - ORD

SATORD

San Antonio

Wed 7/22

8:59 pm-5:28 am

1 stop8h 29m

Chicago O'Hare Intl

Mon 7/27

9:57 pm-6:54 pm

1 stop20h 57m

$300

San AntonioChicago

SAT - ORD

SATORD

San Antonio

Sat 5/23

7:54 pm-8:32 pm

1 stop24h 38m

Chicago O'Hare Intl

Mon 5/25

9:37 pm-6:59 pm

1 stop21h 22m

$302

San AntonioChicago

SAT - ORD

SATORD

San Antonio

Sat 6/27

8:56 pm-5:07 am

1 stop8h 11m

Chicago O'Hare Intl

Wed 7/1

9:48 pm-6:56 pm

1 stop21h 08m

$304

San AntonioChicago

SAT - ORD

SATORD

San Antonio

Wed 6/24

6:24 pm-9:29 pm

Nonstop3h 05m

Chicago O'Hare Intl

Wed 7/15

10:00 am-12:50 pm

Nonstop2h 50m

$305

San AntonioChicago

SAT - ORD

SATORD

San Antonio

Thu 5/28

1:28 pm-4:27 pm

Nonstop2h 59m

Chicago O'Hare Intl

Wed 6/3

9:10 pm-12:01 am

Nonstop2h 51m

$307
Quickest round-trip

San AntonioChicago

SAT - ORD

SATORD

San Antonio

Mon 9/21

8:13 am-11:05 am

Nonstop2h 52m

Chicago O'Hare Intl

Thu 9/24

8:25 pm-11:21 pm

Nonstop2h 56m

$309

San AntonioChicago

SAT - ORD

SATORD

San Antonio

Thu 5/28

1:28 pm-4:27 pm

Nonstop2h 59m

Chicago O'Hare Intl

Mon 6/1

7:00 pm-9:55 pm

Nonstop2h 55m

$310

San AntonioChicago

SAT - ORD

SATORD

San Antonio

Thu 5/28

6:27 pm-9:44 pm

Nonstop3h 17m

Chicago O'Hare Intl

Mon 6/1

7:00 pm-9:55 pm

Nonstop2h 55m

$311

San AntonioChicago

SAT - ORD

SATORD

San Antonio

Thu 8/20

7:51 pm-8:53 pm

1 stop25h 02m

Chicago O'Hare Intl

Mon 8/24

9:48 pm-6:56 pm

1 stop21h 08m

$312

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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?

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 $336.

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 $457. 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 $809.

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 $494 when looking at flights departing in the morning. Try not to purchase tickets at noon because they tend to be around $841. 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 $386 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 $309 on momondo.

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

As of May 2026, prices for San Antonio to Chicago O'Hare Intl Airport flights are approximately 40% more expensive 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

$267

Fastest flight time

2h 50m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from San Antonio in the past 72 hours is $267. The best round-trip flight deal from San Antonio to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $402.
The fastest flight from San Antonio to Chicago O'Hare Intl Airport takes 2h 50m
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 50m.

  • 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
2,955 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $98Free CancellationRating
6.3
8,635 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $217Free CancellationRating
7.1
11,668 reviews
Search American Airlines flights
United AirlinesPriceFrom $261Free CancellationRating
7.4
9,695 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 $431, but momondo users have found United Airlines deals from San Antonio to Chicago O'Hare Intl Airport from as low as $261 round-trip. United Airlines has been scored 7.4/10 in 9,695 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 $217, round-trip. It should be noted that an average American Airlines flight deal for this route in this time was higher, at $377 round-trip. American Airlines operates 20 flights out of San Antonio into Chicago O'Hare Intl Airport in an average week, so prices vary by time and availability. 11,668 American Airlines reviews by users on momondo have scored the airline at 7.1/10.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
South Haven
Schaumburg
Rockford
Merrillville
Gurnee
Rosemont
Naperville
New Buffalo
Orland Park
Oak Brook
Kenosha
Joliet
Aurora
Racine
Janesville
Hammond
Evanston
Elgin
Tinley Park

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.

An easier way to manage your Chicago O'Hare Intl Airport 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.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Tue 6/9
Tue 6/16
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago