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

Popular flights from San Antonio to Chicago

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
Jun 2, 2016 Jun 13, 2016 $724
American Airlines
Departure Date Return Date Lowest Price
May 17, 2016 May 21, 2016 $277
May 17, 2016 May 21, 2016 $277
Jun 1, 2016 Jun 8, 2016 $277
Jun 7, 2016 Jun 14, 2016 $277
United Airlines
Departure Date Return Date Lowest Price
May 17, 2016 May 21, 2016 $277
May 17, 2016 May 21, 2016 $277
Jun 1, 2016 Jun 8, 2016 $277
Jun 7, 2016 Jun 14, 2016 $277

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

We have collected flight cost data from across the web for travel from San Antonio to Chicago, and have found the average flight price for this trip to be $289.

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

Airlines can adjust prices for plane tickets from San Antonio to Chicago 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 San Antonio to Chicago

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

Non Stop versus 1-Stop
Advanced PurchaseNon StopOne Stop
< 7 days $600 $527
7-14 days $323 $316
14-21 days $277 $284
21-30 days $277 $284
30-60 days $277 $284
60-90 days $311 $318
90+ days $277 $284

Cheapest Day To Fly from San Antonio to Chicago

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

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$282 $277 $277 $282 $319 $285 $307

Lowest Fares Chart By Month from San Antonio to Chicago

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

Month Origin Destination Carrier Depart Date Return Date Stops Price
May San Antonio Chicago American 5/17/16 5/21/16 0 $277
June San Antonio Chicago American 6/1/16 6/8/16 0 $277
July San Antonio Chicago American 7/3/16 7/6/16 0 $311
August San Antonio Chicago American 8/23/16 8/29/16 0 $282
September San Antonio Chicago American 9/8/16 9/13/16 0 $282
October San Antonio Chicago American 10/18/16 10/25/16 0 $277
November San Antonio Chicago American 11/1/16 11/2/16 0 $277
December San Antonio Chicago American 12/25/16 12/31/16 0 $353

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

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 San Antonio to Chicago.

Next 30 Days

SunMonTueWedThuFriSat
1 2 3 4 5 6 7
$797
8 9 10 11 12 13 14
$797 $380
15 16 17 18 19 20 21
$380 $323
22 23 24 25 26 27 28
$323 $311
29 30 31 1 2 3 4
$311 $323
5 6 7 8 9 10 11
$323

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

Your San Antonio to Chicago 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 San Antonio to Chicago is $437.

The average price for non-stop flights from San Antonio to Chicago is $290.

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

Nonstop Flight Details from San Antonio to Chicago
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 5 5 5 3 3 3 4 07:59 17:30
United 3 3 3 3 3 3 3 05:55 16:30

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

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 San Antonio to Chicago. 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 San Antonio to Chicago is $235.

The average price for round trip flights from San Antonio to Chicago is $437.

San Antonio to Chicago Flight Questions

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

Question: How long is a direct flight from San Antonio to Chicago?
Answer: The average San Antonio to Chicago flight time is 2 hours and 48 minutes.
Question: How many miles are there between San Antonio and Chicago?
Answer: The distance from San Antonio to Chicago is 1041 miles.
Question: How common are direct flights from San Antonio to Chicago?
Answer: There are 40 direct flights from San Antonio to Chicago.
Question: What is the most popular airline for non-stop flights from San Antonio to Chicago?
Answer: United Airlines provides 52% of the non-stop flights between San Antonio and Chicago.
Question: What are the most popular connecting cities when flying from San Antonio to Chicago?
Answer: Atlanta, GA

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

Below are the different airlines that fly from San Antonio to Chicago 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 San Antonio to Chicago.

San Antonio to Chicago
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 MSP X X X 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 San Antonio and Chicago, 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 San Antonio - SAT

FlightsAirlineLowest Price
San Antonio to Milwaukee American, Frontier, United $308
San Antonio to Atlanta American, Alaska, Frontier, United $88

Cheap Domestic Flights to Chicago - CHI

FlightsAirlineLowest Price
Houston to Chicago American, Alaska, Spirit, United $116
Austin to Chicago American, Alaska, Frontier, United $128
Killeen to Chicago American, Alaska, United $452
Laredo to Chicago American, Alaska, United $354
San Angelo to Chicago American, Alaska Check Dates
Waco to Chicago American, Alaska, United $333
Corpus Christi to Chicago American, United $408
College Station to Chicago American, Alaska, United $452
Houston to New York American, Alaska, JetBlue, United $282
Houston to Atlanta American, Alaska, Frontier, Spirit, United $88
Houston to Milwaukee American, United $346
Houston to Detroit American, Alaska, Spirit, United $217
Houston to Dallas - Ft Worth American, Alaska, United $172
Houston to Indianapolis American, United $288
Austin to Milwaukee American, Alaska, United $282
Austin to New York American, Alaska, JetBlue, United $194
Houston to Minneapolis - St Paul American, Alaska, Spirit, United $177
Houston to Los Angeles American, Alaska, Frontier, Spirit, United $177
Houston to Washington American, Alaska, JetBlue, United $213
Houston to South Bend United $317
Houston to Madison American, Alaska, United $240
Houston to Grand Rapids American, Alaska, United $360
Houston to St Louis American, Alaska, United $278
Houston to Denver American, Alaska, Frontier, Spirit, United $88
Austin to Atlanta American, Alaska, Frontier, United $98
Houston to Las Vegas American, Alaska, Frontier, Spirit, United $90

Cheap International Flights to Chicago - CHI

FlightsAirlineLowest Price
Nuevo Laredo to Chicago American, AeroMexico, United Check Dates
Houston to Toronto American, Air Canada, Alaska, JetBlue, Frontier, United, WestJet $432
Cheap Flights from San Antonio to Chicago, IL, United States, from $277 Round trip from SAT to CHI