Cheap flight deals from Chicago to San Antonio Starting at AED 178

We've found these cheap flights for you. You can book one-way or round-trip flight tickets.

  • Round-trip
  • One way

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

When is the cheapest time to fly from Chicago to San Antonio?

We monitor flight fares to help you find the best deals effortlessly

Cheapest flights
From price
Search
  • 23 30

  • Apr

    30 6
  • 6 13
  • 13 20
  • 20 27

  • May

    27 4
  • 4 11
  • 11 18
  • 18 25

  • Jun

    25 1
  • 1 8
  • 8 15
Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

  • When are flight tickets from Chicago (CHI) to San Antonio (SAT) the cheapest?

    Airlines adjust prices for flights from Chicago to San Antonio based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from Chicago (CHI) to San Antonio (SAT) cost?

    According to Trip.com's data, the lowest price is around AED 1,582.

  • How long does it take to fly from Chicago (CHI) to San Antonio (SAT)?

    It takes about 3 hours 1 minute to fly from Chicago (CHI) to San Antonio (SAT).

  • What is the transportation method from the main airport to downtown in San Antonio?

    • The distance from San Antonio International Airport to downtown is about 12 km, by taxi about 30 minutes.

  • What are the most popular airlines that fly from Chicago (CHI) to San Antonio (SAT)?

  • What's the most popular airline for non-stop flights from Chicago (CHI) to San Antonio (SAT)?

    Southwest Airlines operates 2 non-stop flights from Chicago (CHI) to San Antonio (SAT).

  • How many airports are there in San Antonio (SAT)?

    There are 2 airport(s) near San Antonio (SAT): San Antonio International Airport and Kelly Field Annex/Lackland Air Force Base.

How to find a cheap flight from Chicago to San Antonio

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Chicago to San Antonio. Book your flights at the right time and save more.
1
Being flexible with your dates to get the cheapest Chicago to San Antonio ticket.
Tap "Date" on flight search bar to scan through the calender for Chicago to San Antonio airfare over next 6 months in 2025. If you would like to fly in next 3 months, it seems the cheapest date is on Thu, Apr 17 at AED 392 for one-way flights.
2
Compare cheap Chicago to San Antonio flight deals from over hundreds of airlines.
Our extensive search allows you to compare prices from over 500 airlines to choose the cheapest flight tickets from Chicago to San Antonio. The cheapest airline operating is Southwest Airlines.
3
Set up a Price Alert
By setting up a Price Alert for your Chicago to San Antonio route, you can easily track the price of your airline tickets from without manually checking every day.
4
Don't miss cheap Chicago to San Antonio flight deals and promo codes.
You can always get the latest deals through Trip.com Deals and Promo Codes for cheap flights. If registering a free membership, you can receive more deals for your flights.
5
Book early or wait unitl the last minute.
It's always better to book early. Flight tickets tend to be the cheapest when they are first released, normally about a year before the departure date. So, check online as soon as the flights you want become available. If you miss the cheapest time, you can still find lower-priced tickets as the flight date approaches.
6
Search for flights on the go.
To get the best flight booking experience on the go, download Trip.com and search for cheap flight tickets from Chicago to San Antonio to get exclusive deals for you.

Flight Info | Chicago to San Antonio

Cheapest one-way flight price AED 177
Cheapest return ticket price AED 557
Off-season for travel March
Peak season for travel December
Flight distance 1,681.81 km
Average flight time 3 hours 1 minute
Popular airline United Airlines

More Travel Options

  • Top Routes from Chicago
  • Top Routes to San Antonio
  • Trending Airlines