Cheap Flights from Chicago (CHI) to San Antonio (SAT)

View AU$179 flight on Sat, 18 Oct. 2025Opens in a new window

Popular airlines from Chicago to San Antonio, TX (SAT-San Antonio Intl.)

  • Plan, book, fly with confidence

  • trending down icon

    Be in the know

    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon

    Book smarter

    Save up to 35% on select hotels after you book a flight*
  • payments icon

    Earn twice

    Earn your airline miles on top of our rewards
    Sign in

Cheap Flights from Chicago (CHI) to San Antonio (SAT)

Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Mon, 4 Aug. - Fri, 8 Aug.
ORD
Chicago
SAT
San Antonio
AU$1,242 Return, found 5 days ago
AU$1,242
Return
found 5 days ago
Select Delta flight, departing Mon, 4 Aug. from Chicago to San Antonio, returning Fri, 8 Aug., priced at AU$1,242 found 5 days ago
American Airlines
Mon, 4 Aug. - Fri, 8 Aug.
ORD
Chicago
SAT
San Antonio
AU$1,317 Return, found 5 days ago
AU$1,317
Return
found 5 days ago
Select American Airlines flight, departing Mon, 4 Aug. from Chicago to San Antonio, returning Fri, 8 Aug., priced at AU$1,317 found 5 days ago
United
Mon, 4 Aug. - Fri, 8 Aug.
ORD
Chicago
SAT
San Antonio
AU$1,317 Return, found 5 days ago
AU$1,317
Return
found 5 days ago
Select United flight, departing Mon, 4 Aug. from Chicago to San Antonio, returning Fri, 8 Aug., priced at AU$1,317 found 5 days ago
American Airlines
Mon, 4 Aug. - Fri, 8 Aug.
ORD
Chicago
SAT
San Antonio
AU$1,324 Return, found 5 days ago
AU$1,324
Return
found 5 days ago
Select American Airlines flight, departing Mon, 4 Aug. from Chicago to San Antonio, returning Fri, 8 Aug., priced at AU$1,324 found 5 days ago
United
Mon, 4 Aug. - Fri, 8 Aug.
ORD
Chicago
SAT
San Antonio
AU$1,331 Return, found 5 days ago
AU$1,331
Return
found 5 days ago
Select United flight, departing Mon, 4 Aug. from Chicago to San Antonio, returning Fri, 8 Aug., priced at AU$1,331 found 5 days ago
United
Mon, 4 Aug. - Fri, 8 Aug.
ORD
Chicago
SAT
San Antonio
AU$1,333 Return, found 5 days ago
AU$1,333
Return
found 5 days ago
Select United flight, departing Mon, 4 Aug. from Chicago to San Antonio, returning Fri, 8 Aug., priced at AU$1,333 found 5 days ago
American Airlines
Mon, 4 Aug. - Fri, 8 Aug.
ORD
Chicago
SAT
San Antonio
AU$1,339 Return, found 5 days ago
AU$1,339
Return
found 5 days ago
Select American Airlines flight, departing Mon, 4 Aug. from Chicago to San Antonio, returning Fri, 8 Aug., priced at AU$1,339 found 5 days ago
United
Mon, 4 Aug. - Fri, 8 Aug.
ORD
Chicago
SAT
San Antonio
AU$1,339 Return, found 5 days ago
AU$1,339
Return
found 5 days ago
Select United flight, departing Mon, 4 Aug. from Chicago to San Antonio, returning Fri, 8 Aug., priced at AU$1,339 found 5 days ago
United
Mon, 4 Aug. - Fri, 8 Aug.
ORD
Chicago
SAT
San Antonio
AU$1,341 Return, found 5 days ago
AU$1,341
Return
found 5 days ago
Select United flight, departing Mon, 4 Aug. from Chicago to San Antonio, returning Fri, 8 Aug., priced at AU$1,341 found 5 days ago
Alaska Airlines
Mon, 4 Aug. - Fri, 8 Aug.
ORD
Chicago
SAT
San Antonio
AU$1,760 Return, found 5 days ago
AU$1,760
Return
found 5 days ago
Select Alaska Airlines flight, departing Mon, 4 Aug. from Chicago to San Antonio, returning Fri, 8 Aug., priced at AU$1,760 found 5 days ago

Find the cheapest month to fly from Chicago (CHI) to San Antonio (SAT)

September is typically the cheapest month to fly

From AU$165 - AU$638 per traveller.

Graph displaying average flight prices per month

Flight from Chicago to San Antonio route information
Origin airport
O'Hare Intl.
Destination airport
San Antonio Intl.
Return price
AU$1,242
Distance
1668 km

CHI to SAT Flights

Ready to get away? Use Expedia.com.au to book cheap flights from Illinois to San Antonio AU$1,242, and have leftover money to spare on adventures and activities while you’re in town. We have the world’s largest selection of flights, not to mention lower airfares than you’ll find anywhere else on the Internet.

Our user-friendly tools make it easier than ever to book CHI to SAT flights, even if you’re hoping to hop aboard one of the last-minute flights leaving today. So whether you seek a spontaneous trip to this city’s hottest attractions, or prefer to plan out every detail of your adventure ahead of time, Expedia.com.au is here to help you find exactly what you are interested in.

If you’re on the hunt for cheap flights to San Antonio from Illinois, you need not look any further. We make it simple for you to compare different airline carriers or choose the one that appeals to you most. We work with dozens of airlines in order to offer you incredible deals on business and personal travel. Start by searching through our selection of plane tickets today, and you’ll be in the sky before you know it.

Frequently asked questions

How much is a flight from Chicago, IL (CHI-All Airports) to San Antonio Airport?
Round-trip flights between Chicago, IL (CHI-All Airports) and San Antonio Intl. Airport (SAT) start from AU$1,242. This is based on fares listed within the last 7 days on Expedia for flights departing within the next year — book ASAP so you don't miss out. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Chicago, IL (CHI-All Airports) to San Antonio Airport?
The majority of flights can be cancelled online, but whether you are charged a fee all comes down to your airline. If you do need to cancel your escape, follow the instructions in the Customer Service Portal.
How do I find cheap flights from Chicago, IL (CHI-All Airports) to San Antonio Intl. Airport (SAT) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for Chicago, IL (CHI-All Airports) to San Antonio Intl. Airport (SAT) flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Chicago, IL (CHI-All Airports) to San Antonio Intl. Airport (SAT)?
The flight distance between Chicago, IL (CHI-All Airports) (CHI) and San Antonio Airport (SAT) is 1 650 kilometres. Squeeze in a nap or read a good book and the journey will fly by.
Which airlines fly direct from Chicago, IL (CHI-All Airports) to San Antonio Airport?
There are several airlines that fly straight from Chicago, IL (CHI-All Airports) to San Antonio Airport. United Airlines (UA) is a popular choice, offering 91 flights a month. Like more options? Check out what's available with Southwest Airlines (WN). This carrier offers 60 monthly flights between these airports.
Are Chicago, IL (CHI-All Airports) to San Antonio Airport flight tickets cheaper when they're purchased at the last minute?
Flight prices are always on the move, so not always. While last-minute deals between Chicago, IL (CHI-All Airports) and San Antonio Intl. Airport (SAT) are of course possible, it's also a good idea to keep an eye on prices well before you fly. In fact, some airlines publish their prices up to a year before the departure date. Expedia is constantly updating the best bargains around, so check back often and be ready to pounce when the fares dip.

Explore a world of travel with Expedia

Chicago Airports

Chicago

*Available to Expedia members.