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$119+ 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 6/20. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SAT
may. 6 — may. 131
mar. 5/6
mar. 5/13
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to San Antonio are usually found in August or September, 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 mayo 1, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$216
(Cheapflightsfares)

One-way from

$119
(Priceline)

Popular in

March

Cheapest in

August

Average price

$367

Good round-trip deal

$317 or less

Good one-way deal

$173 or less
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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Highest demand for flights based on searches. 5% potential increase in price ($25 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in May 2025
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Price to beat on a round-trip flight from Chicago (CHI) to San Antonio.
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Price to beat on a one-way flight from Chicago (CHI) to San Antonio.
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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 mayo 1, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/236:59 pmORD - SAT
1 stop18h 43mSpirit Airlines
dom. 5/252:55 pmSAT - ORD
1 stop8h 34mSpirit Airlines
Deal found 4/30$216
This Booking.com deal was found by Cheapflights users on 4/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 5/2112:41 pmORD - SAT
1 stop10h 10mMultiple Airlines
sáb. 5/247:36 pmSAT - ORD
1 stop28h 16mMultiple Airlines
Deal found 4/29$217
This Frontier deal was found by Cheapflights users on 4/30. 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.
dom. 6/16:00 amORD - SAT
1 stop12h 50mFrontier
vie. 6/65:38 pmSAT - ORD
1 stop6h 21mFrontier
Deal found 4/30$218
This Booking.com deal was found by Cheapflights users on 4/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/299:12 pmMDW - SAT
1 stop12h 35mFrontier
jue. 6/53:56 pmSAT - MDW
1 stop23h 00mFrontier
Deal found 4/30$228
This American Airlines deal was found by Cheapflights users on 4/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 5/2110:30 amORD - SAT
Nonstop2h 47mAmerican Airlines
sáb. 5/246:15 amSAT - ORD
Nonstop2h 55mAmerican Airlines
Deal found 4/29$297
This United Airlines deal was found by Cheapflights users on 4/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 6/37:10 amORD - SAT
1 stop5h 54mUnited Airlines
mié. 6/182:10 pmSAT - ORD
Nonstop2h 58mUnited Airlines
Deal found 4/30$303
This Southwest deal was found by Cheapflights users on 4/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/228:40 pmMDW - SAT
Nonstop2h 50mSouthwest
mié. 10/295:55 amSAT - MDW
Nonstop2h 35mSouthwest
Deal found 4/29$307
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 7/1911:20 amORD - SAT
1 stop5h 46mDelta
mié. 7/3011:25 amSAT - ORD
1 stop5h 08mDelta
Deal found 4/29$317
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 7/1912:38 pmMDW - SAT
1 stop7h 41mDelta
sáb. 8/26:30 amSAT - MDW
1 stop5h 23mDelta
Deal found 4/29$317
This Southwest deal was found by Cheapflights users on 4/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 5/317:30 amORD - SAT
2 stops7h 20mSouthwest
mar. 6/38:30 amSAT - ORD
1 stop5h 30mSouthwest
Deal found 4/30$347

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 mayo 1, 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

vie. 5/23

6:59 pm-1:42 pm

1 stop18h 43m

San Antonio

dom. 5/25

2:55 pm-11:29 pm

1 stop8h 34m

$216

ChicagoSan Antonio

ORD - SAT

ORDSAT

Chicago O'Hare Intl

mié. 5/21

12:41 pm-10:51 pm

1 stop10h 10m

San Antonio

sáb. 5/24

7:36 pm-11:52 pm

1 stop28h 16m

$217

ChicagoSan Antonio

ORD - SAT

ORDSAT

Chicago O'Hare Intl

dom. 6/1

6:00 am-6:50 pm

1 stop12h 50m

San Antonio

vie. 6/6

5:38 pm-11:59 pm

1 stop6h 21m

$218

ChicagoSan Antonio

MDW - SAT

MDWSAT

Chicago Midway

jue. 5/29

9:12 pm-9:47 am

1 stop12h 35m

San Antonio

jue. 6/5

3:56 pm-2:56 pm

1 stop23h 00m

$228

ChicagoSan Antonio

ORD - SAT

ORDSAT

Chicago O'Hare Intl

mié. 5/21

10:30 am-1:17 pm

Nonstop2h 47m

San Antonio

sáb. 5/24

6:15 am-9:10 am

Nonstop2h 55m

$297

ChicagoSan Antonio

ORD - SAT

ORDSAT

Chicago O'Hare Intl

mar. 6/3

7:10 am-1:04 pm

1 stop5h 54m

San Antonio

mié. 6/18

2:10 pm-5:08 pm

Nonstop2h 58m

$303

ChicagoSan Antonio

MDW - SAT

MDWSAT

Chicago Midway

mié. 10/22

8:40 pm-11:30 pm

Nonstop2h 50m

San Antonio

mié. 10/29

5:55 am-8:30 am

Nonstop2h 35m

$307

ChicagoSan Antonio

ORD - SAT

ORDSAT

Chicago O'Hare Intl

sáb. 7/19

11:20 am-5:06 pm

1 stop5h 46m

San Antonio

mié. 7/30

11:25 am-4:33 pm

1 stop5h 08m

$317

ChicagoSan Antonio

MDW - SAT

MDWSAT

Chicago Midway

sáb. 7/19

12:38 pm-8:19 pm

1 stop7h 41m

San Antonio

sáb. 8/2

6:30 am-11:53 am

1 stop5h 23m

$317

ChicagoSan Antonio

ORD - SAT

ORDSAT

Chicago O'Hare Intl

sáb. 5/31

7:30 am-2:50 pm

2 stops7h 20m

San Antonio

mar. 6/3

8:30 am-2:00 pm

1 stop5h 30m

$347

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 23 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 May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapOairPrice Accuracy3 starsTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*3 stars

*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 CheapOair to be most consistent on Cheapflights vs. CheapOair Users can find the same prices on Chicago-San Antonio flight deals on Cheapflights vs. CheapOair >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 CheapOair the most. CheapOair 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.

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 April 25, 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 mayo 1, 2025.

It’s typically best to fly out from Chicago to San Antonio in the afternoon. 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 March 30, 2025.

Travelers seeking maximum savings on their Chicago to San Antonio flight should consider departing on Tuesday at noon 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 mayo 1, 2025.

The most flights from CHI to SAT are scheduled on a Thursday (28 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (10 on average).

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 mayo 1, 2025.
Get a feel of what it's like to fly with Alaska Airlines, Southwest and Delta 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.
Alaska Airlines
8.0
Very good
9,968 reviews

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
9,968 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,294 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,934 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 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 $216. Other airlines that can offer you cheap pricing are Frontier, from $218, and American Airlines, from $297. Spirit Airlines is priced at 46% 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 $119 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $119 and Sun Country Air from $130 one-way.

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

    Consider United Airlines (83%), ANA (81%) or Air Canada (81%) 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 $108. While the most popular route (Chicago O'Hare Intl - San Antonio) can be booked for $153 on average our data indicates $490 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

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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 mayo 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$101Average$251FlexibilityNo cancel feeOn-time65%
FrontierCheapest$125Average$210FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$221Average$506FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$248Average$405FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$325Average$481FlexibilityNo cancel feeOn-time69%
DeltaCheapest$339Average$368FlexibilityNo cancel feeOn-timeN/A

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