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Flights from San Antonio to Chicago
Cheap flight deals from San Antonio to Chicago
We've found these cheap flights for you. You can book one-way or round-trip flight tickets.
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Round-trip
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One way
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Cheapest nonstopSAT 06:022h 50mNonstopORD 08:52San Antonio - Chicago | Thu, Apr 17 | American AirlinesORD 20:523h 6mNonstopSAT 23:58Chicago - San Antonio | Fri, Apr 18 | American AirlinesAED 821 AED 93312% OFF12% OFFAED 933 AED 821
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SAT 07:002h 55mNonstopORD 09:55San Antonio - Chicago | Tue, May 13 | United AirlinesORD 19:483h 11mNonstopSAT 22:59Chicago - San Antonio | Wed, May 14 | United AirlinesAED 830 AED 93311% OFF11% OFFAED 933 AED 830
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SAT 15:178h 28m1 stopsORD 23:45San Antonio - Chicago | Mon, May 12 | Frontier AirlinesMDW 13:196h 59m1 stopsSAT 20:18Chicago - San Antonio | Fri, May 16 | Frontier AirlinesAED 441 AED 93353% OFF53% OFFAED 933 AED 441
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SAT 13:4315h 27m1 stopsORD 05:10San Antonio - Chicago | Sun, May 11 | Frontier AirlinesMDW 13:196h 59m1 stopsSAT 20:18Chicago - San Antonio | Mon, May 19 | Frontier AirlinesAED 56040% OFFAED 933 AED 560
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SAT 19:5927h 40m1 stopsORD 23:39San Antonio - Chicago | Sun, Apr 27 | Frontier AirlinesMDW 13:196h 59m1 stopsSAT 20:18Chicago - San Antonio | Fri, May 2 | Frontier AirlinesAED 60735% OFFAED 933 AED 607
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SAT 15:228h 19m1 stopsORD 23:41San Antonio - Chicago | Mon, May 5 | Frontier AirlinesMDW 13:1929h 14m1 stopsSAT 18:33Chicago - San Antonio | Fri, May 9 | Frontier AirlinesAED 61334% OFFAED 933 AED 613
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SAT 15:228h 19m1 stopsORD 23:41San Antonio - Chicago | Mon, May 19 | Frontier AirlinesMDW 06:258h 56m1 stopsSAT 15:21Chicago - San Antonio | Thu, May 22 | Frontier AirlinesAED 62933% OFFAED 933 AED 629
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SAT 14:189h 57m1 stopsORD 00:15San Antonio - Chicago | Thu, Apr 17 | Frontier AirlinesMDW 17:1015h 3m1 stopsSAT 08:13Chicago - San Antonio | Sat, Apr 19 | Frontier AirlinesAED 70325% OFFAED 933 AED 703
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SAT 20:3628h 1m1 stopsORD 00:37San Antonio - Chicago | Sun, Apr 20 | Frontier AirlinesORD 16:3026h 29m1 stopsSAT 18:59Chicago - San Antonio | Thu, Apr 24 | Frontier AirlinesAED 72922% OFFAED 933 AED 729
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SAT 13:4325h 5m1 stopsMDW 14:48San Antonio - Chicago | Thu, May 1 | Frontier AirlinesORD 16:1517h 37m1 stopsSAT 09:52Chicago - San Antonio | Sat, May 3 | Frontier AirlinesAED 73521% OFFAED 933 AED 735
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SAT 12:3310h 12m1 stopsORD 22:45San Antonio - Chicago | Sat, Apr 19 | American AirlinesMDW 14:408h 17m1 stopsSAT 22:57Chicago - San Antonio | Sat, Apr 26 | Frontier AirlinesAED 74121% OFFAED 933 AED 741
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SAT 20:028h 59m1 stopsORD 05:01San Antonio - Chicago | Sat, Apr 19 | Frontier AirlinesORD 16:3026h 29m1 stopsSAT 18:59Chicago - San Antonio | Sat, Apr 26 | Frontier AirlinesAED 75319% OFFAED 933 AED 753
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SAT 13:0017h 25m1 stopsCHI Invalid DateSan Antonio - Chicago | Sat, Apr 19 | Normal AirlineCHI 15:006hNonstopSAT 16:00Chicago - San Antonio | Mon, Apr 21 | Normal AirlineFind More FlightsFind More Flights
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Cheapest nonstopSAT 06:022h 50mNonstopORD 08:52San Antonio - Chicago | Tue, Apr 22 | American AirlinesAED 387 AED 44814% OFF14% OFFAED 448 AED 387
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SAT 06:022h 50mNonstopORD 08:52San Antonio - Chicago | Thu, Apr 17 | American AirlinesAED 399 AED 44811% OFF11% OFFAED 448 AED 399
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SAT 13:3715h 37m1 stopsORD 05:14San Antonio - Chicago | Mon, Apr 28 | Frontier AirlinesAED 339 AED 44824% OFF24% OFFAED 448 AED 339
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SAT 18:2214h 13m1 stopsORD 08:35San Antonio - Chicago | Mon, Apr 28 | American AirlinesAED 35122% OFFAED 448 AED 351
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SAT 12:1911h 3m1 stopsMDW 23:22San Antonio - Chicago | Mon, Jun 9 | Frontier AirlinesAED 35720% OFFAED 448 AED 357
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SAT 20:3127h 1m1 stopsORD 23:32San Antonio - Chicago | Fri, May 16 | Frontier AirlinesAED 36519% OFFAED 448 AED 365
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SAT 15:228h 19m1 stopsORD 23:41San Antonio - Chicago | Mon, May 5 | Frontier AirlinesAED 37317% OFFAED 448 AED 373
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SAT 15:228h 19m1 stopsORD 23:41San Antonio - Chicago | Fri, May 9 | Frontier AirlinesAED 37516% OFFAED 448 AED 375
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SAT 12:279h 47m1 stopsMDW 22:14San Antonio - Chicago | Fri, May 23 | Frontier AirlinesAED 37516% OFFAED 448 AED 375
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SAT 05:306h 33m1 stopsMDW 12:03San Antonio - Chicago | Wed, Apr 30 | Delta Air LinesAED 37816% OFFAED 448 AED 378
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SAT 19:5512h 40m1 stopsORD 08:35San Antonio - Chicago | Mon, Apr 28 | Southwest AirlinesAED 38215% OFFAED 448 AED 382
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SAT 13:4315h 27m1 stopsORD 05:10San Antonio - Chicago | Fri, May 2 | Frontier AirlinesAED 38315% OFFAED 448 AED 383
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SAT 13:0017h 25m1 stopsCHI Invalid DateSan Antonio - Chicago | Sat, Apr 19 | Normal AirlineFind More FlightsFind More Flights
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Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
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Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Frequently Asked Questions
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When are flight tickets from San Antonio (SAT) to Chicago (CHI) the cheapest?
Airlines adjust prices for flights from San Antonio to Chicago 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 San Antonio (SAT) to Chicago (CHI) cost?
According to Trip.com's data, the lowest price is around AED 1,527. -
How long does it take to fly from San Antonio (SAT) to Chicago (CHI)?
It takes about 3 hours 3 minutes to fly from San Antonio (SAT) to Chicago (CHI). -
What are the most popular airlines that fly from San Antonio (SAT) to Chicago (CHI)?
Airlines with flights from San Antonio (SAT) to Chicago (CHI): Emirates, Qatar Airways, United Airlines, Alaska Airlines, Gulf Air, Aer Lingus, Air Canada, All Nippon Airways, Southwest Airlines, American Airlines, Royal Jordanian, British Airways and Lufthansa. -
How many airports are there in Chicago (CHI)?
There are 3 airport(s) near Chicago (CHI): Midway International Airport, O'Hare International Airport and Chicago Rockford International Airport.
How to find a cheap flight from San Antonio to Chicago
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 San Antonio to Chicago. Book your flights at the right time and save more.
Being flexible with your dates to get the cheapest San Antonio to Chicago ticket.
Tap "Date" on flight search bar to scan through the calender for San Antonio to Chicago airfare over next 6 months in 2025. If you would like to fly in next 3 months, it seems the cheapest date is on Tue, Apr 22 at AED 387 for one-way flights.
Compare cheap San Antonio to Chicago 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 San Antonio to Chicago. The cheapest airline operating is American Airlines.
Set up a Price Alert
By setting up a Price Alert for your San Antonio to Chicago route, you can easily track the price of your airline tickets from without manually checking every day.
Don't miss cheap San Antonio to Chicago 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.
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.
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 San Antonio to Chicago to get exclusive deals for you.
Flight Info | San Antonio to Chicago
Cheapest one-way flight price | AED 339 |
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Cheapest return ticket price | AED 821 |
Off-season for travel | March |
Peak season for travel | June |
Flight distance | 1,681.81 km |
Average flight time | 3 hours 3 minutes |
Popular airline | Delta Air Lines |
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