$257 Business Class Flight Deals from San Antonio to Chicago

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Stops

Nonstop
from $514
Up to 1 stop
$549

Airlines

Alaska Airlines
$1327
American Airlines
$514

Cabin Class

First
$514

Departure Airports

San Antonio International Airport
$514

Arrival Airports

Chicago O Hare Airport
$514

Layover Airports

Charlotte Douglas International Airport
$549
Dallas Fort Worth International Airport
$549
Seattle Tacoma International Airport
$1327

Best Price. GUARANTEED.

Exclusively for Priceline Members
Tired of searching? Book now!
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BUNDLE & SAVE

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On average save $240 per traveler

American Airlines

07/29/25

6:00am

SAT

2h 53m

Direct

07/29/25

8:53am

ORD

American Airlines

08/05/25

2:42pm

ORD

2h 56m

Direct

08/05/25

5:38pm

SAT

^$514

American Airlines

07/29/25

6:28pm

SAT

2h 57m

Direct

07/29/25

9:25pm

ORD

American Airlines

08/05/25

2:42pm

ORD

2h 56m

Direct

08/05/25

5:38pm

SAT

^$514

American Airlines

07/29/25

6:28pm

SAT

2h 57m

Direct

07/29/25

9:25pm

ORD

American Airlines

08/05/25

9:45am

ORD

2h 50m

Direct

08/05/25

12:35pm

SAT

^$514

American Airlines

07/29/25

1:25pm

SAT

2h 59m

Direct

07/29/25

4:24pm

ORD

American Airlines

08/05/25

2:42pm

ORD

2h 56m

Direct

08/05/25

5:38pm

SAT

^$514

American Airlines

07/29/25

6:00am

SAT

2h 53m

Direct

07/29/25

8:53am

ORD

American Airlines

08/05/25

9:45am

ORD

2h 50m

Direct

08/05/25

12:35pm

SAT

^$514

American Airlines

07/29/25

1:25pm

SAT

2h 59m

Direct

07/29/25

4:24pm

ORD

American Airlines

08/05/25

9:45am

ORD

2h 50m

Direct

08/05/25

12:35pm

SAT

^$514

American Airlines

07/29/25

1:25pm

SAT

2h 59m

Direct

07/29/25

4:24pm

ORD

American Airlines

08/05/25

5:15am

ORD

5h 29m

CLT

08/05/25

10:44am

SAT

^$549

American Airlines

07/29/25

5:00am

SAT

4h 50m

DFW

07/29/25

9:50am

ORD

American Airlines

08/05/25

9:45am

ORD

2h 50m

Direct

08/05/25

12:35pm

SAT

^$549

American Airlines

07/29/25

7:35pm

SAT

5h 24m

DFW

07/30/25

12:59am

ORD

American Airlines

08/05/25

2:42pm

ORD

2h 56m

Direct

08/05/25

5:38pm

SAT

^$549

American Airlines

07/29/25

7:35pm

SAT

5h 24m

DFW

07/30/25

12:59am

ORD

American Airlines

08/05/25

9:45am

ORD

2h 50m

Direct

08/05/25

12:35pm

SAT

^$549

American Airlines

07/29/25

6:00am

SAT

2h 53m

Direct

07/29/25

8:53am

ORD

American Airlines

08/05/25

9:17am

ORD

5h 34m

CLT

08/05/25

2:51pm

SAT

^$549

American Airlines

07/29/25

6:00am

SAT

2h 53m

Direct

07/29/25

8:53am

ORD

American Airlines

08/05/25

5:15am

ORD

5h 29m

CLT

08/05/25

10:44am

SAT

^$549

American Airlines

07/29/25

5:20pm

SAT

6h 26m

DFW

07/29/25

11:46pm

ORD

American Airlines

08/05/25

9:45am

ORD

2h 50m

Direct

08/05/25

12:35pm

SAT

^$549

American Airlines

07/29/25

6:28pm

SAT

2h 57m

Direct

07/29/25

9:25pm

ORD

American Airlines

08/05/25

5:15am

ORD

5h 29m

CLT

08/05/25

10:44am

SAT

^$549

American Airlines

07/29/25

8:21pm

SAT

4h 38m

DFW

07/30/25

12:59am

ORD

American Airlines

08/05/25

2:42pm

ORD

2h 56m

Direct

08/05/25

5:38pm

SAT

^$549

American Airlines

07/29/25

1:25pm

SAT

2h 59m

Direct

07/29/25

4:24pm

ORD

American Airlines

08/05/25

9:17am

ORD

5h 34m

CLT

08/05/25

2:51pm

SAT

^$549

American Airlines

07/29/25

11:40am

SAT

5h 57m

CLT

07/29/25

5:37pm

ORD

American Airlines

08/05/25

9:45am

ORD

2h 50m

Direct

08/05/25

12:35pm

SAT

^$549

American Airlines

07/29/25

5:00am

SAT

4h 50m

DFW

07/29/25

9:50am

ORD

American Airlines

08/05/25

2:42pm

ORD

2h 56m

Direct

08/05/25

5:38pm

SAT

^$549

American Airlines

07/29/25

6:28pm

SAT

2h 57m

Direct

07/29/25

9:25pm

ORD

American Airlines

08/05/25

9:17am

ORD

5h 34m

CLT

08/05/25

2:51pm

SAT

^$549

American Airlines

07/29/25

6:12pm

SAT

5h 34m

DFW

07/29/25

11:46pm

ORD

American Airlines

08/05/25

2:42pm

ORD

2h 56m

Direct

08/05/25

5:38pm

SAT

^$549

American Airlines

07/29/25

3:42pm

SAT

5h 49m

CLT

07/29/25

9:31pm

ORD

American Airlines

08/05/25

9:45am

ORD

2h 50m

Direct

08/05/25

12:35pm

SAT

^$549

American Airlines

07/29/25

6:12pm

SAT

5h 34m

DFW

07/29/25

11:46pm

ORD

American Airlines

08/05/25

9:45am

ORD

2h 50m

Direct

08/05/25

12:35pm

SAT

^$549

American Airlines

07/29/25

6:00am

SAT

2h 53m

Direct

07/29/25

8:53am

ORD

American Airlines

08/05/25

8:53pm

ORD

3h 4m

Direct

08/05/25

11:57pm

SAT

^$635

American Airlines

07/29/25

6:28pm

SAT

2h 57m

Direct

07/29/25

9:25pm

ORD

American Airlines

08/05/25

8:53pm

ORD

3h 4m

Direct

08/05/25

11:57pm

SAT

^$635

Alaska Airlines

07/29/25

7:00am

SAT

16h 59m

SEA

07/29/25

11:59pm

ORD

Alaska Airlines

08/05/25

5:54pm

ORD

11h 46m

SEA

08/06/25

5:40am

SAT

^$1327

Alaska Airlines

07/29/25

7:00am

SAT

16h 59m

SEA

07/29/25

11:59pm

ORD

Alaska Airlines

08/05/25

3:09pm

ORD

14h 31m

SEA

08/06/25

5:40am

SAT

^$1327

Alaska Airlines

07/29/25

7:00am

SAT

15h 30m

SEA

07/29/25

10:30pm

ORD

Alaska Airlines

08/05/25

1:03pm

ORD

16h 37m

SEA

08/06/25

5:40am

SAT

^$1327

Alaska Airlines

07/29/25

7:00am

SAT

16h 59m

SEA

07/29/25

11:59pm

ORD

Alaska Airlines

08/05/25

1:03pm

ORD

16h 37m

SEA

08/06/25

5:40am

SAT

^$1327

Alaska Airlines

07/29/25

7:00am

SAT

15h 30m

SEA

07/29/25

10:30pm

ORD

Alaska Airlines

08/05/25

10:00am

ORD

19h 40m

SEA

08/06/25

5:40am

SAT

^$1327

Alaska Airlines

07/29/25

7:00am

SAT

16h 59m

SEA

07/29/25

11:59pm

ORD

Alaska Airlines

08/05/25

8:42pm

ORD

21h 55m

SEA

08/06/25

6:37pm

SAT

^$1327

Top Deals on flights Business Class from San Antonio to Chicago

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

American Airlines

Jul 29

1:25pm

SAT

2h 59m

Direct

Jul 29

4:24pm

ORD

as low as

^$257

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

American Airlines

Jul 29

6:00am

SAT

2h 53m

Direct

Jul 29

8:53am

ORD

as low as

^$257

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

American Airlines

Jul 29

6:28pm

SAT

2h 57m

Direct

Jul 29

9:25pm

ORD

as low as

^$257

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

American Airlines

Jul 29

3:42pm

SAT

5h 49m

CLT

Jul 29

9:31pm

ORD

as low as

^$292

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

American Airlines

Jul 29

11:40am

SAT

5h 57m

CLT

Jul 29

5:37pm

ORD

as low as

^$292

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

American Airlines

Jul 29

6:12pm

SAT

4h 40m

DFW

Jul 29

10:52pm

ORD

as low as

^$292

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

American Airlines

Jul 29

7:35pm

SAT

5h 24m

DFW

Jul 30

12:59am

ORD

as low as

^$292

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

American Airlines

Jul 29

6:12pm

SAT

5h 34m

DFW

Jul 29

11:46pm

ORD

as low as

^$292

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

American Airlines

Jul 29

11:40am

SAT

7h 36m

CLT

Jul 29

7:16pm

ORD

as low as

^$292

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

Alaska Airlines

Jul 29

7:37pm

SAT

10h 3m

SEA

Jul 30

5:40am

ORD

as low as

^$666

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

Alaska Airlines

Jul 29

7:00am

SAT

16h 59m

SEA

Jul 29

11:59pm

ORD

as low as

^$671

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

Alaska Airlines

Jul 29

7:00am

SAT

15h 30m

SEA

Jul 29

10:30pm

ORD

as low as

^$671

Frequently Asked Questions

Are there convenient layover flights from San Antonio to Chicago?

Yes, convenient one-stop flights are available from San Antonio to Chicago. Airlines include American Airlines at $549 (layover in Charlotte, 5h 57m), Alaska Airlines at $1327 (layover in Seattle, 15h 30m), and Hawaiian Airlines at $1417 (layover in Seattle, 9h 57m).

What are the most convenient layover airports for the flight?

The most convenient layover airports for your flight are Charlotte Douglas International Airport, Seattle Tacoma International Airport, and others serviced by American Airlines and Alaska Airlines.

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

The cheapest and fastest flight is with American Airlines, priced at $514, a non-stop flight taking 2 hours 53 minutes.

What are all possible destination arrival airports?

The possible destination arrival airport is Chicago O'Hare Airport.

What is the time difference between San Antonio and Chicago flights?

The flight from San Antonio to Chicago, lasting 2 hours 53 minutes, does not account for the time zone difference, which is typically one hour, with Chicago being one hour ahead of San Antonio.

Is there a direct flight from San Antonio to Chicago?

Yes, there is a direct flight from San Antonio International Airport to Chicago O'Hare Airport with American Airlines at a price of $514. The flight is non-stop with a duration of 2 hours and 53 minutes.

Flights to Chicago

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Business Class Flight Deals from San Antonio to Chicago from $257

Stops

Airlines

Cabin Class

Departure Airports

Arrival Airports

Layover Airports

Best Price. GUARANTEED.

Top Deals on flights Business Class from San Antonio to Chicago

Frequently Asked Questions

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