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Incredible Deals

Save up to 50% on select flights with Priceline

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Save an average of $240 per person when bundling your flight and hotel together with Priceline

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Price Drop Deals Near You

San Antonio

30% Price Drop

Aug 1

ORD

4 days

Aug 5

SAT

$298

now only

^$210

Rond Trip

San Antonio

23% Price Drop

Jul 25

ORD

4 days

Jul 29

SAT

$298

now only

^$229

Rond Trip

San Antonio

18% Price Drop

Jul 10

ORD

5 days

Jul 15

SAT

$298

now only

^$243

Rond Trip

Stops

Nonstop
from $259
Up to 1 stop
$204

Airlines

Alaska Airlines
$484
American Airlines
$259
Delta Air Lines
$254
Frontier Airlines
$301
Hawaiian Airlines
$484
Southwest Airlines
$323
Spirit Airlines
$204
United Airlines
$259

Cabin Class

Economy
$204

Departure Airports

Chicago Midway Airport
$254
Chicago O Hare Airport
$204

Arrival Airports

San Antonio International Airport
$204

Layover Airports

Charlotte Douglas International Airport
$351
Dallas Fort Worth International Airport
$296
Denver International Airport
$301
Detroit Metropolitan Airport
$254
Fort Lauderdale Hollywood International Airport
$236
George Bush Intercontinental Houston Airport
$269
Harry Reid International Airport
$204
Hartsfield Jackson Atlanta International Airport
$254
Minneapolis-St Paul International/Wold-Chamberlain Airport
$254
Orlando International Airport
$204
Seattle Tacoma International Airport
$484

Best Price. GUARANTEED.

Exclusively for Priceline Members
Tired of searching? Book now!
We'll refund the difference if you find a lower price.

BUNDLE & SAVE

Book a flight & hotel together for extra savings.

On average save $240 per traveler

Spirit Airlines

07/31/25

7:08am

ORD

11h 28m

LAS

07/31/25

6:36pm

SAT

Spirit Airlines

08/02/25

7:45am

SAT

9h 12m

MCO

08/02/25

4:57pm

ORD

^$204

Spirit Airlines

07/16/25

10:00am

ORD

9h 22m

MCO

07/16/25

7:22pm

SAT

Spirit Airlines

07/21/25

7:45am

SAT

10h 13m

MCO

07/21/25

5:58pm

ORD

^$218

Spirit Airlines

07/22/25

10:00am

ORD

9h 22m

MCO

07/22/25

7:22pm

SAT

Spirit Airlines

07/29/25

7:45am

SAT

7h 46m

MCO

07/29/25

3:31pm

ORD

^$218

Spirit Airlines

08/09/25

10:00am

ORD

9h 22m

MCO

08/09/25

7:22pm

SAT

Spirit Airlines

08/16/25

4:29pm

SAT

7h 30m

FLL

08/16/25

11:59pm

ORD

^$236

Delta Air Lines

07/30/25

5:05pm

MDW

7h 9m

ATL

07/31/25

12:14am

SAT

Delta Air Lines

08/06/25

5:20am

SAT

7h 9m

DTW

08/06/25

12:29pm

MDW

^$254

Delta Air Lines

08/05/25

11:05am

ORD

6h 3m

MSP

08/05/25

5:08pm

SAT

Delta Air Lines

08/12/25

5:10am

SAT

7h 35m

DTW

08/12/25

12:45pm

ORD

^$254

Delta Air Lines

08/09/25

6:15pm

ORD

5h 59m

ATL

08/10/25

12:14am

SAT

Delta Air Lines

08/16/25

5:25am

SAT

6h 52m

ATL

08/16/25

12:17pm

ORD

^$254

Delta Air Lines

07/29/25

9:24am

MDW

7h 48m

MSP

07/29/25

5:12pm

SAT

Delta Air Lines

08/05/25

11:25am

SAT

7h 15m

DTW

08/05/25

6:40pm

MDW

^$254

United Airlines

07/31/25

8:45am

ORD

Direct

07/31/25

11:45am

SAT

United Airlines

08/02/25

12:55pm

SAT

2h 58m

Direct

08/02/25

3:53pm

ORD

^$259

American Airlines

07/31/25

9:45am

ORD

2h 50m

Direct

07/31/25

12:35pm

SAT

American Airlines

08/02/25

6:28pm

SAT

2h 57m

Direct

08/02/25

9:25pm

ORD

^$259

United Airlines

07/31/25

8:45am

ORD

Direct

07/31/25

11:45am

SAT

United Airlines

08/02/25

7:05pm

SAT

5h 10m

IAH

08/03/25

12:15am

ORD

^$269

American Airlines

07/31/25

8:53pm

ORD

3h 4m

Direct

07/31/25

11:57pm

SAT

American Airlines

08/02/25

6:12pm

SAT

4h 40m

DFW

08/02/25

10:52pm

ORD

^$296

Frontier Airlines

07/24/25

9:12pm

MDW

12h 18m

MCO

07/25/25

9:30am

SAT

Frontier Airlines

07/27/25

8:14pm

SAT

15h 27m

DEN

07/28/25

11:41am

MDW

^$301

American Airlines

08/09/25

9:55am

ORD

2h 47m

Direct

08/09/25

12:42pm

SAT

American Airlines

08/16/25

6:00am

SAT

2h 55m

Direct

08/16/25

8:55am

ORD

^$314

United Airlines

08/05/25

7:40pm

ORD

2h 58m

Direct

08/05/25

10:38pm

SAT

United Airlines

08/12/25

6:45am

SAT

2h 59m

Direct

08/12/25

9:44am

ORD

^$314

Southwest Airlines

07/31/25

11:25am

ORD

11h 40m

MCO

07/31/25

11:05pm

SAT

Southwest Airlines

08/02/25

5:20am

SAT

17h 45m

DEN

08/02/25

11:05pm

ORD

^$323

United Airlines

07/30/25

8:45am

ORD

Direct

07/30/25

11:45am

SAT

United Airlines

08/06/25

5:56pm

SAT

6h 19m

IAH

08/07/25

12:15am

ORD

^$324

United Airlines

08/05/25

7:40pm

ORD

2h 58m

Direct

08/05/25

10:38pm

SAT

United Airlines

08/12/25

1:43pm

SAT

7h 27m

DEN

08/12/25

9:10pm

ORD

^$324

United Airlines

07/30/25

1:04pm

ORD

7h 53m

DEN

07/30/25

8:57pm

SAT

United Airlines

08/06/25

7:05pm

SAT

5h 10m

IAH

08/07/25

12:15am

ORD

^$334

American Airlines

07/30/25

10:39am

ORD

7h 2m

DFW

07/30/25

5:41pm

SAT

American Airlines

08/06/25

3:00pm

SAT

2h 54m

Direct

08/06/25

5:54pm

ORD

^$351

American Airlines

08/09/25

9:55am

ORD

2h 47m

Direct

08/09/25

12:42pm

SAT

American Airlines

08/16/25

2:17pm

SAT

7h 8m

CLT

08/16/25

9:25pm

ORD

^$351

American Airlines

08/05/25

9:45am

ORD

2h 50m

Direct

08/05/25

12:35pm

SAT

American Airlines

08/12/25

6:00am

SAT

7h 37m

DFW

08/12/25

1:37pm

ORD

^$351

Spirit Airlines

08/10/25

10:00am

ORD

9h 22m

MCO

08/10/25

7:22pm

SAT

Spirit Airlines

08/17/25

9:11pm

SAT

7h 39m

LAS

08/18/25

4:50am

ORD

^$360

Southwest Airlines

07/24/25

8:00am

MDW

2h 45m

Direct

07/24/25

10:45am

SAT

Southwest Airlines

07/27/25

11:45am

SAT

20h 10m

ATL

07/28/25

7:55am

MDW

^$372

Southwest Airlines

07/24/25

6:40am

MDW

15h 45m

DEN

07/24/25

10:25pm

SAT

Southwest Airlines

07/27/25

11:45am

SAT

22h 5m

ATL

07/28/25

9:50am

MDW

^$374

American Airlines

08/06/25

12:36pm

ORD

8h 34m

CLT

08/06/25

9:10pm

SAT

American Airlines

08/11/25

6:00am

SAT

2h 55m

Direct

08/11/25

8:55am

ORD

^$376

Delta Air Lines

08/01/25

1:46pm

MDW

7h 39m

MSP

08/01/25

9:25pm

SAT

Delta Air Lines

08/08/25

11:25am

SAT

7h 15m

DTW

08/08/25

6:40pm

MDW

^$378

American Airlines

08/05/25

9:17am

ORD

5h 34m

CLT

08/05/25

2:51pm

SAT

American Airlines

08/12/25

11:16am

SAT

4h 34m

DFW

08/12/25

3:50pm

ORD

^$388

Alaska Airlines

08/13/25

6:00am

ORD

12h 37m

SEA

08/13/25

6:37pm

SAT

Alaska Airlines

08/17/25

7:37pm

SAT

10h 3m

SEA

08/18/25

5:40am

ORD

^$484

Hawaiian Airlines

08/12/25

8:42pm

ORD

21h 55m

SEA

08/13/25

6:37pm

SAT

Hawaiian Airlines

08/15/25

7:37pm

SAT

10h 3m

SEA

08/16/25

5:40am

ORD

^$484

Top Deals on flights from Chicago to San Antonio

Chicago, US (CHI) - San Antonio, US (SAT)

Spirit Airlines

Jul 23

7:08am

ORD

11h 28m

LAS

Jul 23

6:36pm

SAT

as low as

$94

Chicago, US (CHI) - San Antonio, US (SAT)

American Airlines

Sep 3

2:55pm

ORD

2h 54m

Direct

Sep 3

5:49pm

SAT

as low as

$98

Chicago, US (CHI) - San Antonio, US (SAT)

Delta Air Lines

Sep 3

7:05am

ORD

7h 21m

ATL

Sep 3

2:26pm

SAT

as low as

$108

Chicago, US (CHI) - San Antonio, US (SAT)

Delta Air Lines

Sep 2

6:17pm

MDW

5h 17m

DTW

Sep 2

11:34pm

SAT

as low as

$108

Chicago, US (CHI) - San Antonio, US (SAT)

Spirit Airlines

Aug 17

6:30am

ORD

9h 23m

MCO

Aug 17

3:53pm

SAT

as low as

$109

Chicago, US (CHI) - San Antonio, US (SAT)

American Airlines

Sep 3

3:08pm

ORD

7h 52m

DFW

Sep 3

11:00pm

SAT

as low as

$126

Chicago, US (CHI) - San Antonio, US (SAT)

Spirit Airlines

Jul 20

5:40pm

ORD

6h 54m

FLL

Jul 21

12:34am

SAT

as low as

$129

Chicago, US (CHI) - San Antonio, US (SAT)

Jul 31

6:23pm

ORD

15h 24m

MSP

Aug 1

9:47am

SAT

as low as

$132

Chicago, US (CHI) - San Antonio, US (SAT)

United Airlines

Sep 3

8:55am

ORD

3h 6m

Direct

Sep 3

12:01pm

SAT

as low as

$138

Chicago, US (CHI) - San Antonio, US (SAT)

Frontier Airlines

Sep 22

6:00am

ORD

DEN

Sep 22

2:00pm

SAT

as low as

$148

Chicago, US (CHI) - San Antonio, US (SAT)

United Airlines

Sep 3

3:58pm

ORD

5h 19m

IAH

Sep 3

9:17pm

SAT

as low as

$148

Chicago, US (CHI) - San Antonio, US (SAT)

Southwest Airlines

Jul 31

11:25am

ORD

11h 40m

MCO

Jul 31

11:05pm

SAT

as low as

$157

Flights to San Antonio

Flights
North America
United States
Texas
San Antonio

Flight Deals from Chicago to San Antonio from $94

Stops

Airlines

Cabin Class

Departure Airports

Arrival Airports

Layover Airports

Best Price. GUARANTEED.

Top Deals on flights from Chicago to San Antonio

Flights to San Antonio