Picture yourself taking a break from day-to-day life in Chicago? Southwest Airlines is ready to wing you away from the Windy City. Southwest has flights from Chicago O’Hare International Airport to San Antonio International Airport at prices that’ll make a big Texas adventure even more enticing. If you have a wide travel window, explore our Low Fare Calendar to find the lowest fares inside your travel dates. Make the most of your reservation with package deals on flights, hotels, rental cars, and more from Southwest Vacations®.
See for yourself why San Antonio should be on your list of places to visit.
Chicago (O'Hare), IL to San Antonio, TX
departing on 3/27
one-way starting at*$131
*Restrictions and exclusions apply. Seats and dates are limited. Select markets. 23 travel days available.
|Chicago O'Hare International Airport (ORD)
|San Antonio International Airport (SAT)
†Weekly flights based on DOT published scheduled average flights Monday through Sunday between 3/1/2024 and 3/31/2024. Note: route may not operate every day of the week.
On the banks of its eponymous river, San Antonio combines traditional Spanish and Mexican style with modern-day amenities, making it a comfortable and unique destination. The first thing you’ll want to do is check out the famed River Walk. Stroll along the San Antonio River, stop for a meal, and do some shopping—window or otherwise. Or you could take it all in by taking a boat ride to enjoy unforgettable views of the River Walk and other nearby attractions.
San Antonio is a must-visit for history buffs. Remember the Alamo? Well, it’s in San Antonio. A popular part of American history, this fortress was the site of the Battle of the Alamo in 1836; today it’s a museum and a church. There’s even more to explore at San Antonio Missions National Historic Park. It’s home to four of the five Spanish missions in San Antonio: Mission Concepción, Mission San Jose, Mission San Juan, and Mission Espada. You’ll also find the Espada Aqueduct there. Built in 1745, it was used to irrigate 3,500 acres of land.
Nature enthusiasts will have plenty to choose from in San Antonio. Take a tour at Natural Bridge Caverns and discover the amazing underground formations and cavities. Then seek your fortune by panning for gems. Brackenridge Park has walking paths that wind around the San Antonio River with beautiful views in a truly tranquil environment. Take your time enjoying the park by packing a picnic and keep an eye out for the resident ducks. Visit the Japanese Tea Garden, wander along tree-lined walkways, cross stone bridges, and take photos of the koi ponds and 60-foot waterfall.
When your day is over, San Antonio has plenty of nightlife options. The Spanish influence on the city is also prevalent in the local cuisine with spicy, Tex-Mex style tacos, enchiladas, and stews. Or, if you’re looking for less heat, there are plenty of options for Texas barbecue. Don’t forget the vibrant music scene. From rock and blues to country and western, you’ll find a live music venue that’s to your liking.
Pack your bags—San Antonio is ready to satisfy your wanderlust.
One child over 14 days and under two (2) years of age, not occupying a seat, may be carried free of charge when traveling with an adult (12 years of age or older). Learn more.
Customers flying with a pet are subject to a pet fare. To learn more about traveling with your furry friend, explore the Southwest® pet policy.
Minors under the age of 18 are not permitted to fly unaccompanied on international flights or any itinerary that includes an international flight. Learn more.
At Southwest, we know it takes more than great deals on San Antonio airfares and convenient scheduling options to make your trip memorable. So from booking to boarding, we offer services and features designed to make your travel from Chicago (O'Hare) to San Antonio the best it can be. Learn more about the Southwest® travel experience before you book your flight from Chicago O'Hare International Airport to San Antonio International Airport.
Flying with Southwest is simple and fun, no matter which of our dozens of exciting destinations you choose. When you search for your next flight to San Antonio, know that you won’t be surprised at checkout. Low fares and no hidden fees. That's Transfarency®. And as always, two bags fly free®1. Want the latest news, information, and promotional offers from Southwest? Sign up to receive email from us. Book your flight today and know that you'll earn Rapid Rewards® points when you fly.
1First and second checked bags. Weight and size limits apply.
2Fare difference may apply.
3Failure to cancel a reservation at least 10 minutes prior to departure may result in forfeited Travel Funds.
4Flight credits unexpired on or created on or after July 28, 2022, do not expire and will show an expiration date until our systems are updated. See full details here.
5Where available. Available only on WiFi-enabled aircraft. Limited-time offer.
6Due to licensing restrictions, on WiFi-enabled international flights, free live TV and iHeartRadio may not be available for the full duration of flight.
7Internet access for $8 per device from takeoff to landing. Price is subject to change. May not be available for the full duration of flight. In order to provide a top-notch Internet experience, we prohibit access to certain high-bandwidth applications and websites. We also prohibit access to certain obscene or offensive content.