$353 Business Class Flight Deals from Chicago to San Antonio

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Stops

Nonstop
from $555
Up to 1 stop
$592
Up to 2 stops
$1382

Airlines

Alaska Airlines
$1382
American Airlines
$555
Hawaiian Airlines
$1467

Cabin Class

First
$555

Departure Airports

Chicago O Hare Airport
$555

Arrival Airports

San Antonio International Airport
$555

Layover Airports

Charlotte Douglas International Airport
$592
Dallas Fort Worth International Airport
$592
Portland International Airport
$1382
Seattle Tacoma International Airport
$1382

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

American Airlines

07/23/25

8:53pm

ORD

3h 4m

Direct

07/23/25

11:57pm

SAT

American Airlines

07/30/25

6:28pm

SAT

2h 57m

Direct

07/30/25

9:25pm

ORD

^$555

American Airlines

07/23/25

2:42pm

ORD

2h 56m

Direct

07/23/25

5:38pm

SAT

American Airlines

07/30/25

6:28pm

SAT

2h 57m

Direct

07/30/25

9:25pm

ORD

^$555

American Airlines

07/23/25

8:53pm

ORD

3h 4m

Direct

07/23/25

11:57pm

SAT

American Airlines

07/30/25

1:25pm

SAT

2h 59m

Direct

07/30/25

4:24pm

ORD

^$555

American Airlines

07/23/25

9:45am

ORD

2h 50m

Direct

07/23/25

12:35pm

SAT

American Airlines

07/30/25

6:28pm

SAT

2h 57m

Direct

07/30/25

9:25pm

ORD

^$555

American Airlines

07/23/25

9:45am

ORD

2h 50m

Direct

07/23/25

12:35pm

SAT

American Airlines

07/30/25

1:25pm

SAT

2h 59m

Direct

07/30/25

4:24pm

ORD

^$555

American Airlines

07/23/25

2:42pm

ORD

2h 56m

Direct

07/23/25

5:38pm

SAT

American Airlines

07/30/25

1:25pm

SAT

2h 59m

Direct

07/30/25

4:24pm

ORD

^$555

American Airlines

07/23/25

8:53pm

ORD

3h 4m

Direct

07/23/25

11:57pm

SAT

American Airlines

07/30/25

11:40am

SAT

5h 57m

CLT

07/30/25

5:37pm

ORD

^$592

American Airlines

07/23/25

9:45am

ORD

2h 50m

Direct

07/23/25

12:35pm

SAT

American Airlines

07/30/25

11:40am

SAT

5h 57m

CLT

07/30/25

5:37pm

ORD

^$592

American Airlines

07/23/25

8:53pm

ORD

3h 4m

Direct

07/23/25

11:57pm

SAT

American Airlines

07/30/25

11:40am

SAT

7h 36m

CLT

07/30/25

7:16pm

ORD

^$592

American Airlines

07/23/25

9:45am

ORD

2h 50m

Direct

07/23/25

12:35pm

SAT

American Airlines

07/30/25

7:35pm

SAT

5h 24m

DFW

07/31/25

12:59am

ORD

^$592

American Airlines

07/23/25

9:45am

ORD

2h 50m

Direct

07/23/25

12:35pm

SAT

American Airlines

07/30/25

2:13pm

SAT

7h 18m

CLT

07/30/25

9:31pm

ORD

^$592

American Airlines

07/23/25

2:42pm

ORD

2h 56m

Direct

07/23/25

5:38pm

SAT

American Airlines

07/30/25

7:35pm

SAT

5h 24m

DFW

07/31/25

12:59am

ORD

^$592

American Airlines

07/23/25

8:53pm

ORD

3h 4m

Direct

07/23/25

11:57pm

SAT

American Airlines

07/30/25

8:21pm

SAT

4h 38m

DFW

07/31/25

12:59am

ORD

^$592

American Airlines

07/23/25

2:42pm

ORD

2h 56m

Direct

07/23/25

5:38pm

SAT

American Airlines

07/30/25

8:21pm

SAT

4h 38m

DFW

07/31/25

12:59am

ORD

^$592

American Airlines

07/23/25

2:42pm

ORD

2h 56m

Direct

07/23/25

5:38pm

SAT

American Airlines

07/30/25

2:13pm

SAT

7h 18m

CLT

07/30/25

9:31pm

ORD

^$592

American Airlines

07/23/25

9:45am

ORD

2h 50m

Direct

07/23/25

12:35pm

SAT

American Airlines

07/30/25

8:21pm

SAT

4h 38m

DFW

07/31/25

12:59am

ORD

^$592

American Airlines

07/23/25

2:42pm

ORD

2h 56m

Direct

07/23/25

5:38pm

SAT

American Airlines

07/30/25

11:40am

SAT

5h 57m

CLT

07/30/25

5:37pm

ORD

^$592

American Airlines

07/23/25

8:53pm

ORD

3h 4m

Direct

07/23/25

11:57pm

SAT

American Airlines

07/30/25

7:35pm

SAT

5h 24m

DFW

07/31/25

12:59am

ORD

^$592

Alaska Airlines

07/23/25

2:03pm

ORD

15h 37m

PDX

SEA

07/24/25

5:40am

SAT

Alaska Airlines

07/30/25

7:00am

SAT

16h 59m

SEA

07/30/25

11:59pm

ORD

^$1382

Alaska Airlines

07/23/25

6:00am

ORD

12h 37m

SEA

07/23/25

6:37pm

SAT

Alaska Airlines

07/30/25

7:00am

SAT

16h 59m

SEA

07/30/25

11:59pm

ORD

^$1427

Alaska Airlines

07/23/25

8:00am

ORD

10h 37m

SEA

07/23/25

6:37pm

SAT

Alaska Airlines

07/30/25

7:00am

SAT

16h 59m

SEA

07/30/25

11:59pm

ORD

^$1427

Alaska Airlines

07/23/25

1:03pm

ORD

16h 37m

SEA

07/24/25

5:40am

SAT

Alaska Airlines

07/30/25

7:00am

SAT

16h 59m

SEA

07/30/25

11:59pm

ORD

^$1427

Alaska Airlines

07/23/25

2:03pm

ORD

15h 37m

PDX

SEA

07/24/25

5:40am

SAT

Alaska Airlines

07/30/25

7:37pm

SAT

10h 3m

SEA

07/31/25

5:40am

ORD

^$1427

Alaska Airlines

07/23/25

2:03pm

ORD

15h 37m

PDX

SEA

07/24/25

5:40am

SAT

Alaska Airlines

07/30/25

7:00am

SAT

15h 30m

SEA

07/30/25

10:30pm

ORD

^$1427

Hawaiian Airlines

07/23/25

8:00am

ORD

10h 37m

SEA

07/23/25

6:37pm

SAT

Alaska Airlines

07/30/25

7:00am

SAT

16h 59m

SEA

07/30/25

11:59pm

ORD

^$1467

Hawaiian Airlines

07/23/25

6:00am

ORD

12h 37m

SEA

07/23/25

6:37pm

SAT

Alaska Airlines

07/30/25

7:00am

SAT

16h 59m

SEA

07/30/25

11:59pm

ORD

^$1467

Alaska Airlines

07/23/25

2:03pm

ORD

15h 37m

PDX

SEA

07/24/25

5:40am

SAT

Alaska Airlines

07/30/25

7:00am

SAT

12h 42m

SEA

07/30/25

7:42pm

ORD

^$1472

Alaska Airlines

07/23/25

2:03pm

ORD

15h 37m

PDX

SEA

07/24/25

5:40am

SAT

Alaska Airlines

07/30/25

7:00am

SAT

9h 59m

SEA

07/30/25

4:59pm

ORD

^$1472

Alaska Airlines

07/23/25

2:03pm

ORD

15h 37m

PDX

SEA

07/24/25

5:40am

SAT

Alaska Airlines

07/30/25

7:37pm

SAT

16h 30m

SEA

07/31/25

12:07pm

ORD

^$1472

Hawaiian Airlines

07/23/25

6:00am

ORD

12h 37m

SEA

07/23/25

6:37pm

SAT

Alaska Airlines

07/30/25

7:37pm

SAT

10h 3m

SEA

07/31/25

5:40am

ORD

^$1512

Top Deals on flights Business Class from Chicago to San Antonio

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

American Airlines

Jul 25

9:45am

ORD

2h 50m

Direct

Jul 25

12:35pm

SAT

as low as

^$353

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

American Airlines

Jul 25

2:42pm

ORD

2h 56m

Direct

Jul 25

5:38pm

SAT

as low as

^$353

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

American Airlines

Jul 25

5:08pm

ORD

6h 3m

DFW

Jul 25

11:11pm

SAT

as low as

^$363

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

American Airlines

Jul 25

7:05am

ORD

6h 18m

CLT

Jul 25

1:23pm

SAT

as low as

^$363

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

American Airlines

Jul 25

5:15am

ORD

8h 8m

CLT

Jul 25

1:23pm

SAT

as low as

^$363

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

American Airlines

Jul 25

3:52pm

ORD

7h 19m

DFW

Jul 25

11:11pm

SAT

as low as

^$388

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

American Airlines

Jul 25

6:13am

ORD

8h 15m

LAX

Jul 25

2:28pm

SAT

as low as

^$676

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

Alaska Airlines

Jul 25

6:00am

ORD

12h 37m

SEA

Jul 25

6:37pm

SAT

as low as

^$752

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

Alaska Airlines

Jul 25

5:55pm

ORD

11h 45m

SEA

Jul 26

5:40am

SAT

as low as

^$752

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

Hawaiian Airlines

Jul 25

5:55pm

ORD

11h 45m

SEA

Jul 26

5:40am

SAT

as low as

^$752

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

Hawaiian Airlines

Jul 25

8:00am

ORD

10h 37m

SEA

Jul 25

6:37pm

SAT

as low as

^$752

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

American Airlines

Jul 25

3:49pm

ORD

8h 6m

PHX

Jul 25

11:55pm

SAT

as low as

^$924

Frequently Asked Questions

What are all possible destination arrival airports?

The possible destination arrival airport is San Antonio International Airport.

What is the time difference between Chicago and San Antonio?

Chicago is in the Central Time Zone (CT), and San Antonio is also in Central Time. Therefore, there is no time difference between the two locations.

Is there a direct flight from Chicago to San Antonio?

Yes, there is a direct flight from Chicago O'Hare Airport to San Antonio International Airport with American Airlines priced at $555. The flight has no layovers and a flight time of 3 hours 4 minutes.

Are there convenient layover flights from Chicago to San Antonio?

Yes, there are convenient layover flights from Chicago to San Antonio. Alaska Airlines offers a 1 stop flight for $1427 with a layover in Seattle for 12 hours 37 minutes, and Hawaiian Airlines offers a 1 stop flight for $1467 with a layover in Seattle for 10 hours 37 minutes.

What are the most convenient layover airports for the flight?

For your journey, the most convenient layover airports are Seattle Tacoma International Airport, Portland International Airport, and San Francisco International Airport. These airports are commonly used by airlines like Alaska and Hawaiian Airlines for connecting flights.

What is the cheapest and fastest flight from Chicago to San Antonio?

The cheapest and fastest flight is with American Airlines, costing $555. The fastest flight takes 2 hours 50 minutes with no layovers. The cheapest option takes 3 hours 4 minutes, also non-stop.

Flights to San Antonio

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Cabin Class

➔ Business Class Flights From San Antonio To Chicago

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Business Class Flight Deals from Chicago to San Antonio from $353

Stops

Airlines

Cabin Class

Departure Airports

Arrival Airports

Layover Airports

Best Price. GUARANTEED.

Top Deals on flights Business Class from Chicago to San Antonio

Frequently Asked Questions

Flights to San Antonio