San Antonio

$128+ Cheap flights from Chicago (CHI) to San Antonio (SAT)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/30. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SAT
Jul 5 — Jul 121
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to San Antonio with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Chicago to San Antonio are usually found in September or August, booked 71 days in advance, depart on a Wednesday or Tuesday and return on a Thursday

Cheap flight deals from Chicago to San Antonio

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to San Antonio (SAT). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated June 30, 2025.

Round-trip from

$181
(Priceline)

One-way from

$128
(Delta)

Popular in

March

Cheapest in

September

Average price

$427

Good round-trip deal

$337 or less

Good one-way deal

$188 or less
From Chicago (CHI) to San Antonio
One-way flight from Chicago (CHI) to San Antonio
Highest demand for flights based on searches. 5% potential increase in price ($24 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Average for round-trip flights in June 2025
Price to beat on a round-trip flight from Chicago (CHI) to San Antonio.
Price to beat on a one-way flight from Chicago (CHI) to San Antonio.

Find flight deals from Chicago to San Antonio

Cheapest flights from Chicago to San Antonio
Explore the most affordable flight options available from Chicago to San Antonio. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 30, 2025.

This Priceline deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/157:00 amORD - SAT
1 stop11h 02mMultiple Airlines
Tue 7/227:52 pmSAT - ORD
1 stop10h 11mMultiple Airlines
Deal found 6/29$181
This FlightHub deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/297:08 amORD - SAT
1 stop11h 28mSpirit Airlines
Sun 8/105:38 pmSAT - ORD
1 stop27h 52mSpirit Airlines
Deal found 6/28$182
This FlightHub deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/45:04 pmMDW - SAT
1 stop23h 26mFrontier
Mon 9/85:35 pmSAT - MDW
1 stop5h 45mFrontier
Deal found 6/29$191
This Frontier deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/285:01 amORD - SAT
1 stop11h 51mFrontier
Mon 8/45:38 pmSAT - ORD
1 stop6h 44mFrontier
Deal found 6/30$205
This American Airlines deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/32:55 pmORD - SAT
Nonstop2h 54mAmerican Airlines
Mon 9/87:00 amSAT - ORD
Nonstop2h 53mAmerican Airlines
Deal found 6/28$235
This Southwest deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/29:45 pmMDW - SAT
Nonstop2h 40mSouthwest
Mon 8/46:30 pmSAT - MDW
Nonstop2h 40mSouthwest
Deal found 6/28$235
This Delta deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/149:31 amMDW - SAT
1 stop6h 10mDelta
Thu 8/215:15 amSAT - MDW
1 stop6h 33mDelta
Deal found 6/30$255

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago to San Antonio 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, Cheapflights users made 2,558,603 searches. Data last updated June 30, 2025.
Use the filters below to find and compare flights from Chicago to San Antonio that are best for you.

Fly from

Chicago

Fly to

San Antonio

Route

Depart

Return

Price

ChicagoSan Antonio

ORD - SAT

ORDSAT

Chicago O'Hare Intl

Tue 7/15

7:00 am-6:02 pm

1 stop11h 02m

San Antonio

Tue 7/22

7:52 pm-6:03 am

1 stop10h 11m

$181

ChicagoSan Antonio

ORD - SAT

ORDSAT

Chicago O'Hare Intl

Tue 7/29

7:08 am-6:36 pm

1 stop11h 28m

San Antonio

Sun 8/10

5:38 pm-9:30 pm

1 stop27h 52m

$182

ChicagoSan Antonio

MDW - SAT

MDWSAT

Chicago Midway

Thu 9/4

5:04 pm-4:30 pm

1 stop23h 26m

San Antonio

Mon 9/8

5:35 pm-11:20 pm

1 stop5h 45m

$191

ChicagoSan Antonio

ORD - SAT

ORDSAT

Chicago O'Hare Intl

Mon 7/28

5:01 am-4:52 pm

1 stop11h 51m

San Antonio

Mon 8/4

5:38 pm-12:22 am

1 stop6h 44m

$205

ChicagoSan Antonio

ORD - SAT

ORDSAT

Chicago O'Hare Intl

Wed 9/3

2:55 pm-5:49 pm

Nonstop2h 54m

San Antonio

Mon 9/8

7:00 am-9:53 am

Nonstop2h 53m

$235

ChicagoSan Antonio

MDW - SAT

MDWSAT

Chicago Midway

Sat 8/2

9:45 pm-12:25 am

Nonstop2h 40m

San Antonio

Mon 8/4

6:30 pm-9:10 pm

Nonstop2h 40m

$235

ChicagoSan Antonio

MDW - SAT

MDWSAT

Chicago Midway

Thu 8/14

12:43 pm-7:30 pm

1 stop6h 47m

San Antonio

Thu 8/21

11:27 am-6:37 pm

1 stop7h 10m

$255

ChicagoSan Antonio

ORD - SAT

ORDSAT

Chicago O'Hare Intl

Sat 9/20

6:00 am-7:22 pm

2 stops13h 22m

$128

ChicagoSan Antonio

MDW - SAT

MDWSAT

Chicago Midway

Wed 7/30

6:00 am-11:19 am

1 stop5h 19m

$128

ChicagoSan Antonio

ORD - SAT

ORDSAT

Chicago O'Hare Intl

Wed 9/17

1:30 pm-10:00 pm

2 stops8h 30m

$133

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/30

Showing 1-10 of 18 results
1
2

The best insider tips for Chicago to San Antonio flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago to San Antonio trip
Airports
ORD

Expect long walks between terminals at ORD; plan extra time for navigating this busy airport.

Read more about ORDby Ramsey Qubein
MDW

Use the 'L' train for a quick, cost-effective way to reach MDW from downtown Chicago in under 30 minutes.

Read more about MDWby Ramsey Qubein
SAT

For a quick ride to downtown San Antonio, use rideshare services from SAT, taking about 15 minutes.

Read more about SATby Ramsey Qubein
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD, MDW and SAT

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more

Best time to book a flight from Chicago to San Antonio

Have a flexible travel schedule? Discover the best time to fly to San Antonio from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to San Antonio

How far ahead should I book a flight from Chicago to San Antonio?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to San Antonio. Price data was last updated on June 27, 2025.

Booking 71 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to San Antonio. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Chicago to San Antonio?

Currently, August is the cheapest month in which you can book a flight from Chicago to San Antonio (average of $295). Flying from Chicago to San Antonio in March is currently the most expensive (average of $376). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to SAT?

Find hourly flight availability from Chicago to San Antonio. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 30, 2025.

It’s typically best to fly out from Chicago to San Antonio at noon. Doing so could potentially save you 10% on the flight price compared to flying in the morning, which is usually more expensive.

What is the cheapest day to fly from Chicago to San Antonio?

Use this chart to determine the cheapest time to fly round-trip from Chicago to San Antonio. Price data was last updated on June 29, 2025.

Travelers seeking maximum savings on their Chicago to San Antonio flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to San Antonio

Explore weekly flight availability from Chicago to San Antonio. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 30, 2025.

The most flights from CHI to SAT are scheduled on a Monday (33 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (3 on average).

How much does it cost to fly round-trip from Chicago to San Antonio?

Reviews of airlines servicing San Antonio

Get insights into the airlines that provide service to San Antonio. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to San Antonio. Reviews last updated June 30, 2025.
Read reviews from past customers who have flown Southwest, Delta, and United Airlines from Chicago to San Antonio. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Food

7.0

Overall

8.0

Comfort

8.0

Entertainment

7.6

Crew

8.6

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Food

7.0

Overall

8.0

Comfort

8.0

Entertainment

7.6

Crew

8.6

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
8.0
Very good

Food

7.0

Overall

8.0

Comfort

8.0

Entertainment

7.6

Crew

8.6

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Food

7.0

Overall

8.0

Comfort

8.0

Entertainment

7.6

Crew

8.6

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Food

7.0

Overall

8.0

Comfort

8.0

Entertainment

7.6

Crew

8.6

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Food

7.0

Overall

8.0

Comfort

8.0

Entertainment

7.6

Crew

8.6

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

Find useful and relevant information for your journey from Chicago to San Antonio. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly into for flights to San Antonio from Chicago?

    San Antonio (SAT) is the airport you will fly into if you book a flight from Chicago to San Antonio. You should not have trouble finding flights to San Antonio from Chicago; the airport handles an average of 18 inbound flights from Chicago per day. You should also have plenty of airline options to choose from since 5 airlines have flights to the San Antonio airport from Chicago. It is only a 7.6 mi journey from San Antonio (SAT) to San Antonio’s city center.

  • What are the cheapest airlines flying from Chicago to San Antonio round-trip?

    Cheapflights users have booked flights from Chicago to San Antonio round-trip from $182. Other airlines that can offer you cheap pricing are Frontier, from $191, and American Airlines, from $235. Spirit Airlines is priced at 54% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest airlines to fly from Chicago to San Antonio one-way?

    One-way options have recently been found by users for as low as $128 on Delta. Other airlines that offer cheap prices include Spirit Airlines from $130 and Southwest from $133 one-way.

  • What are the most reliable airlines from Chicago to San Antonio?

    Consider United Airlines (83%), Air Canada (79%) or SkyWest Airlines (76%) when booking your flight. These represent the most reliable airlines when flying from Chicago to San Antonio.

  • What are the cheapest flights from Chicago to San Antonio?

    Looking at all options, your cheapest flight can be booked for $148. While the most popular route (Chicago O'Hare Intl - San Antonio) can be booked for $146 on average our data indicates $438 when flying from Chicago to San Antonio.

  • Can I find deals for flights from Chicago to San Antonio that include hotel bookings?

    Yes. In addition to deals on Chicago to San Antonio flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to San Antonio?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to San Antonio.

  • Can I find deals for business class flights from Chicago to San Antonio?

    Yes. Cheapflights offers flight deals from Chicago to San Antonio by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to San Antonio?

    Currently, August is the cheapest month in which you can book a flight from Chicago to San Antonio (average of $295). Flying from Chicago to San Antonio in March is currently the most expensive (average of $376). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
New Braunfels

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to San Antonio

See prices for flight routes from nearby airports that may be better suited for you.

Top 5 airlines flying from Chicago to San Antonio

Discover the top 5 airlines that operate flights from Chicago to San Antonio. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$125Average$217FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$132Average$257FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$199Average$404FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$232Average$499FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$297Average$472FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.