Important: This destination may have COVID-19 travel restrictions in place, including specific restrictions for lodging. Check any national, local, and health advisories for this destination before you book.

Cheap flights from Chicago (CHI) to San Antonio (SAT)

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Lowest round trip fares by airline from Chicago and San Antonio

Cheapest prices ($91 One Way, $181 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Mon, Oct 4
ORD
Chicago
SAT
San Antonio
$91
American Airlines
Mon, Oct 4
ORD
Chicago
SAT
San Antonio
$91
United
Fri, Oct 8
ORD
Chicago
SAT
San Antonio
$98
American Airlines
Tue, Oct 12
MDW
Chicago
SAT
San Antonio
$100
Delta
Fri, Oct 8
ORD
Chicago
SAT
San Antonio
$100
Delta
Mon, Sep 20 - Tue, Oct 5
ORD
Chicago
SAT
San Antonio
$181
United
Fri, Oct 8 - Sun, Oct 10
ORD
Chicago
SAT
San Antonio
$183
United
Sun, Sep 19 - Sat, Oct 2
ORD
Chicago
SAT
San Antonio
$189
American Airlines
Sat, Sep 25 - Tue, Oct 5
ORD
Chicago
SAT
San Antonio
$190
United
Mon, Sep 20 - Mon, Oct 4
ORD
Chicago
SAT
San Antonio
$192
American Airlines

Great Deals On Cheap Hotels in San Antonio

Days Inn by Wyndham San Antonio Alamo/Riverwalk

Days Inn by Wyndham San Antonio Alamo/Riverwalk

2 out of 5
902 E Houston St, San Antonio, TX
The price is $69 per night from Jun 28 to Jun 28
Located in Downtown San Antonio, this hotel is within a 10-minute walk of Alamo, Henry B. Gonzalez Convention Center, and River Walk. San Antonio Majestic Theater ...
Days Inn by Wyndham San Antonio Alamo/Riverwalk
Red Roof Inn PLUS+ San Antonio Downtown - Riverwalk

Red Roof Inn PLUS+ San Antonio Downtown - Riverwalk

2.5 out of 5
1011 E Houston St, San Antonio, TX
The price is $99 per night from Jun 21 to Jun 21
Located in Downtown San Antonio, this hotel is within a 10-minute walk of Alamo and Henry B. Gonzalez Convention Center. River Walk and San Antonio Majestic ...
3.3/5 (7 reviews)
"It's just ok for the price they charge. I've stayed in better places for cheaper. The room was clean but the lamps was sideways and broken on the wall. Just don't understand that if you charge for parking, you should also offer security to watch vehicles on your property."

Reviewed on Sep 2, 2020

Red Roof Inn PLUS+ San Antonio Downtown - Riverwalk
Super 8 by Wyndham Universal City

Super 8 by Wyndham Universal City

2 out of 5
200 Palisades Dr, Universal City, TX
The price is $44 per night from Jul 5 to Jul 5
Situated in Universal City, this hotel is 1.5 mi (2.5 km) from Olympia Hills Golf Course and 2.9 mi (4.7 km) from Joint Base San Antonio. Methodist Hospital ...
2.9/5 (7 reviews)
"The bed was unbearably hard. You would not want to shower without shower shoes, because the tub was extremely dirty and the plastic encasing in the tub was cracked. Although, I had reserved the room for 4 days, I immediately checked out at the crack of dawn."

Reviewed on Jul 21, 2020

Super 8 by Wyndham Universal City
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Flights Review

Jan 6, 2019

Better WiFi

A verified traveler
Chicago to San Antonio · United
Dec 26, 2018

No the seats were very uncomfortable.

A verified traveler
Chicago to San Antonio · American Airlines
Aug 2, 2018

It would be nice to be able to switch flight times if availability is there.

A verified traveler
Chicago to San Antonio · United

Fly From Chicago to San Antonio

Origin Chicago
Destination San Antonio
Number of Daily Flights 20
Earliest Flight Departure Date Jun 27
Latest Flight Departure Date Jun 28
Popular Airlines American Airlines

Cheap flights from Chicago to San Antonio

The Chicago O’Hare International (ORD) Airport is located on the northwest side of the city. If you are coming from The Loop or the downtown area, you can choose to take the CTA or the Metra Rail. The Pace Suburban bus brings people in from the suburbs. Typical flight times are two-and-a-half hours to San Antonio International (SAT) Airport. Ride the eight miles to the downtown area in the convenient GO shuttle. You can also arrange for a taxi, shuttle or rental car.

Attractions and Tips

The Alamo is one of the main attractions in San Antonio. It was here that a relatively small amount of men held off the Mexican army for 13 days. Guided tours are available if you want to learn more about the history of The Alamo. The San Fernando Cathedral, as well as the San Antonio Missions National Historical Park, is also worth seeing during your visit. The three hundred acres of the Brackenridge Park also calls to visitors with shaded walkways and various gardens. The San Antonio Zoo and the Witte Museum are both close by.

For a break in milder temperatures, consider visiting sometime between November and April. Interestingly, this is also not considered a peak season for visitors. In the summer, visitors flood into the city, with the hot and humid weather conditions pushing temperatures up to the mid-90s.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.