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Cheap Flights from Chicago to San Antonio, TX, United States - CHI to SAT

Popular flights from Chicago to San Antonio

We’ve got the inside scoop on finding the best time to fly for the best price. Not sure when to travel for your next vacation? Find details below on when-to-fly and when-to-buy.

Alaska Airlines
Departure Date Return Date Lowest Price
May 20, 2016 May 23, 2016 $801
American Airlines
Departure Date Return Date Lowest Price
May 21, 2016 May 28, 2016 $271
May 28, 2016 Jun 1, 2016 $271
Jun 11, 2016 Jun 14, 2016 $271
Aug 31, 2016 Sep 4, 2016 $271
United Airlines
Departure Date Return Date Lowest Price
May 21, 2016 May 28, 2016 $271
May 25, 2016 Jun 8, 2016 $271
Jun 1, 2016 Jun 4, 2016 $271
Jun 1, 2016 Jun 7, 2016 $271
Jun 1, 2016 Jun 8, 2016 $271

How Much Does it Cost to Fly from Chicago to San Antonio (CHI to SAT)?

We have collected flight cost data from across the web for travel from Chicago to San Antonio, and have found the average flight price for this trip to be $288.

When Can I Buy the Cheapest Flight from Chicago to San Antonio (CHI to SAT)?

Airlines can adjust prices for plane tickets from Chicago to San Antonio based on the day and time that you decide to book your flight. We have collected data from all airlines, and have discovered that the best days to book flights are Tuesdays, Wednesdays, and Saturdays. Read our article to find more information about the best time to buy airline tickets.

How far in advance should you book flights from Chicago to San Antonio

The chart below shows up-to-date information regarding how far in advance a flight from Chicago to San Antonio should be booked.

Non Stop versus 1-Stop
Advanced PurchaseNon StopOne Stop
< 7 days $328 $366
7-14 days $279 $286
14-21 days $271 $279
21-30 days $271 $278
30-60 days $271 $279
60-90 days $310 $318
90+ days $271 $278

Cheapest Day To Fly from Chicago to San Antonio

The chart below shows up-to-date information regarding the cheapest days to fly from Chicago to San Antonio.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$296 $291 $271 $279 $291 $271 $311

Lowest Fares Chart By Month from Chicago to San Antonio

The chart below shows the lowest fare by month when flying from Chicago to San Antonio.

Month Origin Destination Carrier Depart Date Return Date Stops Price
May Chicago San Antonio American 5/21/16 5/28/16 0 $271
June Chicago San Antonio American 6/11/16 6/14/16 0 $271
July Chicago San Antonio American 7/6/16 7/13/16 0 $311
August Chicago San Antonio American 8/31/16 9/4/16 0 $271
September Chicago San Antonio American 9/24/16 10/1/16 0 $271
October Chicago San Antonio American 10/1/16 10/5/16 0 $271
November Chicago San Antonio American 11/2/16 11/6/16 0 $312
December Chicago San Antonio American 12/9/16 12/11/16 0 $353

Cheapest Weekend Non-Stop Flights for the Next 30 Days from Chicago to San Antonio

If you're ready to take a trip in the next 30 days and want to fly on the weekend, you might be wondering which weekend is the cheapest to fly. The chart below shows up-to-date data regarding weekend flight prices from Chicago to San Antonio.

Next 30 Days

SunMonTueWedThuFriSat
8 9 10 11 12 13 14
$359
15 16 17 18 19 20 21
$359 $279
22 23 24 25 26 27 28
$279 $291
29 30 31 1 2 3 4
$291 $278
5 6 7 8 9 10 11
$278 $271
12 13 14 15 16 17 18
$271

Non-Stop vs Connecting Flights from Chicago to San Antonio (CHI to SAT)

Your Chicago to San Antonio flight can be significantly cheaper by choosing a multi-stop airline ticket. Although these connecting flights sacrifice some convenience, on average, travelers save 20%-60% when they choose to fly multi-stop versus a direct flight.

The average price for connecting flights from Chicago to San Antonio is $461.

The average price for non-stop flights from Chicago to San Antonio is $271.

The chart below shows up to date information regarding non-stop flights from Chicago to San Antonio.

Nonstop Flight Details from Chicago to San Antonio
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 5 5 5 3 3 2 4 07:09 20:15
United 5 3 3 3 3 3 2 08:55 20:15

Round Trip vs One Way Flights from Chicago to San Antonio (CHI to SAT)

We have found that there is often no price difference between buying a round trip flight versus a one way flight. Increased flexibility is the main benefit when it comes to buying a one way flight from Chicago to San Antonio. However, booking a round trip flight can be a simpler process. You can compare round trip and one way flights by using our flight comparison.

The average price for one way flights from Chicago to San Antonio is $208.

The average price for round trip flights from Chicago to San Antonio is $456.

Chicago to San Antonio Flight Questions

Below are some common questions that asked about this flight route:

Question: How long is a direct flight from Chicago to San Antonio?
Answer: The average Chicago to San Antonio flight time is 2 hours and 55 minutes.
Question: How many miles are there between Chicago and San Antonio?
Answer: The distance from Chicago to San Antonio is 1041 miles.
Question: How common are direct flights from Chicago to San Antonio?
Answer: There are 39 direct flights from Chicago to San Antonio.
Question: What is the most popular airline for non-stop flights from Chicago to San Antonio?
Answer: United Airlines provides 51% of the non-stop flights between Chicago and San Antonio.
Question: What are the most popular connecting cities when flying from Chicago to San Antonio?
Answer: Atlanta, GA

Airlines Flying from Chicago to San Antonio (CHI to SAT)

Below are the different airlines that fly from Chicago to San Antonio with the average price of their plane tickets. Just remember that different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Below is the full flight schedule summary of the next 30 days for flights from Chicago to San Antonio.

Chicago to San Antonio
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American - X X X X X X X
American CLT X X X X X X X
Delta SLC X X X X X X X
Frontier DEN X X X X
United - X X X X X X X
United IAH X X X X X X X
Southwest - X X X X X X X
Southwest HOU X X X X X X X

Airports for Your Route

These pages contain information about the major airports in Chicago and San Antonio, so you can feel comfortable knowing how to get around whether you are about to take off or you just landed.

Cheap Domestic Flights from Chicago - CHI

FlightsAirlineLowest Price
Chicago to Dallas - Ft Worth American, Alaska, Frontier, Spirit, United $87
Chicago to Austin American, Alaska, Frontier, United $128
Chicago to Houston American, Spirit, United $127
Chicago to New York American, Alaska, JetBlue, Spirit, United $94
Chicago to Las Vegas American, Alaska, Frontier, Spirit, United, Virgin America $107
Chicago to Los Angeles American, Alaska, Frontier, Spirit, United, Virgin America $122
Chicago to Orlando American, JetBlue, Frontier, Spirit, United $137
Chicago to Denver American, Alaska, Frontier, Spirit, United $81
Chicago to Phoenix American, Alaska, Frontier, Spirit, United $168
Chicago to Atlanta American, Spirit, United $71
Chicago to San Francisco American, Alaska, Frontier, United, Virgin America $147

Cheap Domestic Flights to San Antonio - SAT

Cheap Flights from Chicago to San Antonio, TX, United States, from $271 Round trip from CHI to SAT