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$103+ 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 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SAT
Dec 23 — Dec 301
Mon 12/23
Mon 12/30
1 adult, Economy
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The best prices from Chicago to San Antonio are usually found in September or August, booked 71 days in advance, depart on a Tuesday or Wednesday and return on a Tuesday

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 December 18, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$291
(Mytrip)

One-way from

$103
(FlightHub)

Popular in

November

Cheapest in

September

Average price

$428
Provider with most accurate pricing for Chicago (CHI)-San Antonio flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-San Antonio flights.
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From Chicago (CHI) to San Antonio
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One-way flight from Chicago (CHI) to San Antonio
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High demand for flights, 7% potential price rise
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Best time to find cheap flights, 0% potential price drop
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Average for round-trip flights in December 2024
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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 December 18, 2024.

This Mytrip deal was found by Cheapflights users on 12/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/319:35 pmORD - SAT
2 stops25h 51mSpirit Airlines
Tue 1/77:37 pmSAT - ORD
1 stop15h 27mSpirit Airlines
Deal found 12/17$291
This Booking.com deal was found by Cheapflights users on 12/17. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/246:55 amORD - SAT
1 stop14h 32mFrontier
Tue 12/3110:27 pmSAT - ORD
1 stop25h 19mFrontier
Deal found 12/17$298
This Booking.com deal was found by Cheapflights users on 12/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/319:54 pmORD - SAT
1 stop15h 18mMultiple Airlines
Sat 1/42:06 pmSAT - ORD
1 stop8h 38mMultiple Airlines
Deal found 12/16$358
This American Airlines deal was found by Cheapflights users on 12/17. 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.
Tue 12/318:40 pmORD - SAT
Nonstop3h 19mAmerican Airlines
Tue 1/76:43 amSAT - ORD
1 stop7h 32mAmerican Airlines
Deal found 12/17$368
This FlightHub deal was found by Cheapflights users on 12/17. 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.
Mon 12/236:49 pmMDW - SAT
1 stop21h 35mFrontier
Fri 1/101:02 pmSAT - MDW
1 stop11h 11mFrontier
Deal found 12/17$408
This Southwest deal was found by Cheapflights users on 12/17. 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.
Tue 12/244:35 pmORD - SAT
1 stop5h 15mSouthwest
Tue 12/311:50 pmSAT - ORD
2 stops9h 15mSouthwest
Deal found 12/17$471
This Southwest deal was found by Cheapflights users on 12/16. 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.
Tue 12/316:40 amMDW - SAT
1 stop7h 05mSouthwest
Sat 1/412:10 pmSAT - MDW
1 stop4h 10mSouthwest
Deal found 12/16$489
This United Airlines deal was found by Cheapflights users on 12/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/236:00 amORD - SAT
1 stop7h 21mUnited Airlines
Tue 12/242:00 pmSAT - ORD
Nonstop2h 51mUnited Airlines
Deal found 12/16$670
This Delta deal was found by Cheapflights users on 12/17. 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.
Tue 12/243:18 pmORD - SAT
1 stop8h 38mDelta
Sat 12/287:10 amSAT - ORD
1 stop7h 00mDelta
Deal found 12/17$679
This Delta deal was found by Cheapflights users on 12/17. 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.
Tue 12/249:30 amMDW - SAT
1 stop5h 54mDelta
Fri 12/2711:08 amSAT - MDW
1 stop5h 09mDelta
Deal found 12/17$679

Find flights from Chicago to San Antonio within your budget

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 December 18, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoSan Antonio

ORD - SAT

ORDSAT

Chicago O'Hare Intl

Tue 12/31

9:35 pm-11:26 pm

2 stops25h 51m

San Antonio

Tue 1/7

7:37 pm-11:04 am

1 stop15h 27m

$291

ChicagoSan Antonio

MDW - SAT

MDWSAT

Chicago Midway

Fri 1/31

3:37 pm-6:15 pm

1 stop26h 38m

San Antonio

Fri 2/7

1:02 pm-12:17 am

1 stop11h 15m

$295

ChicagoSan Antonio

ORD - SAT

ORDSAT

Chicago O'Hare Intl

Tue 2/4

8:00 am-6:43 pm

1 stop10h 43m

San Antonio

Fri 3/7

3:56 pm-6:54 pm

1 stop26h 58m

$306

ChicagoSan Antonio

ORD - SAT

ORDSAT

Chicago O'Hare Intl

Fri 2/14

7:18 pm-7:14 pm

1 stop23h 56m

San Antonio

Mon 2/17

5:38 pm-5:00 am

1 stop11h 22m

$308

ChicagoSan Antonio

ORD - SAT

ORDSAT

Chicago O'Hare Intl

Sat 1/18

10:15 am-1:13 pm

Nonstop2h 58m

San Antonio

Wed 1/22

6:31 am-3:26 pm

1 stop8h 55m

$335

ChicagoSan Antonio

ORD - SAT

ORDSAT

Chicago O'Hare Intl

Fri 1/17

8:03 pm-11:15 pm

Nonstop3h 12m

San Antonio

Sat 1/18

7:00 am-9:51 am

Nonstop2h 51m

$349

ChicagoSan Antonio

MDW - SAT

MDWSAT

Chicago Midway

Fri 1/31

6:40 am-4:33 am

3 stops21h 53m

San Antonio

Fri 2/7

5:15 am-1:05 pm

1 stop7h 50m

$349

ChicagoSan Antonio

MDW - SAT

MDWSAT

Chicago Midway

Fri 2/28

7:05 pm-10:10 pm

Nonstop3h 05m

San Antonio

Mon 3/3

5:40 am-8:10 am

Nonstop2h 30m

$350

ChicagoSan Antonio

MDW - SAT

MDWSAT

Chicago Midway

Tue 2/4

6:00 am-12:54 pm

1 stop6h 54m

San Antonio

Fri 2/7

5:15 am-1:05 pm

1 stop7h 50m

$368

ChicagoSan Antonio

ORD - SAT

ORDSAT

Chicago O'Hare Intl

Tue 2/4

7:00 am-7:35 pm

2 stops12h 35m

San Antonio

Fri 2/7

6:35 am-10:45 am

1 stop4h 10m

$369

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/18

Showing 1-10 of 24 results
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Compare providers for flights from Chicago to San Antonio

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to San Antonio in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-San Antonio flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-San Antonio flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-San Antonio flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-San Antonio flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-San Antonio flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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.

Travel insights for flights from Chicago to San Antonio

Get recent, data-driven insights about flights from Chicago to San Antonio including ideal travel times, pricing trends, and more.

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 December 13, 2024.

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 December 18, 2024.

It’s typically best to fly out from Chicago to San Antonio in the afternoon. Doing so could potentially save you 21% 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 October 20, 2024.

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

Rainfall in San Antonio by month

Plan your trip to San Antonio by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in San Antonio ranges from 1.6 - 3.7 inches per month. May is typically the wettest month, when rainfall can reach 3.7 in. December is typically the driest time to visit San Antonio when rainfall is around 1.6 in.

Temperature in San Antonio by month

Plan your trip to San Antonio by taking into account the average temperature totals by month.

If weather is an important factor for your trip to San Antonio, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 51.8 F).

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 December 18, 2024.
Get a feel of what it's like to fly with Spirit Airlines, Alaska Airlines and Southwest from Chicago to San Antonio by reading reviews from past customers. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,848 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Southwest
8.1
Very good
4,848 reviews
Southwest
8.1
Very good
4,848 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Alaska Airlines
8.0
Very good
9,554 reviews
Southwest
8.1
Very good
4,848 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Delta
8.0
Very good
8,604 reviews
Southwest
8.1
Very good
4,848 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

United Airlines
7.4
Good
9,055 reviews
Southwest
8.1
Very good
4,848 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,848 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

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 8 inbound flights from Chicago per day. You should also have plenty of airline options to choose from since 6 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 $291. Other airlines that can offer you cheap pricing are Frontier, from $295, and American Airlines, from $335. Spirit Airlines is priced at 25% 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 $103 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $111 and American Airlines from $158 one-way.

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

    Consider SkyWest Airlines (100%), Envoy Air (100%) or Lufthansa (100%) 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 $178. While the most popular route (Chicago O'Hare Intl - San Antonio) can be booked for $147 on average our data indicates $465 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.

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Alternative routes for Chicago to San Antonio

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Chicago to San Antonio

Discover the top 6 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 December 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$93Average$219FlexibilityNo cancel feeOn-time65%
FrontierCheapest$118Average$212FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$131Average$428FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$190Average$381FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$258Average$473FlexibilityNo cancel feeOn-time69%
DeltaCheapest$339Average$419FlexibilityNo cancel feeOn-timeN/A
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