$102 Cheap Flights from Chicago (ORD) to San Antonio (SAT)

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to San Antonio International Airport (SAT)

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Cheap Flights from Chicago to San Antonio (ORD-SAT)

Prices were available within the past 7 days and start at $102 for one-way flights and $203 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Spirit Airlines
Spirit Airlines
Spirit Airlines
Spirit Airlines
Spirit Airlines
American Airlines
United
Frontier Airlines
Delta

Find the cheapest month to fly from Chicago (ORD) to San Antonio (SAT)

September is typically the cheapest month to fly

From $95 - $195 per traveler.

Graph displaying average flight prices per month

Alternative airports near San Antonio

Prices were available within the past 7 days. Prices and availability are subject to change.

Flights from Chicago (ORD) to San Antonio (SAT)
Origin airport
O'Hare Intl.
Destination airport
San Antonio Intl.
Airlines serving
Alaska Airlines, American Airlines, Delta, Frontier Airlines, Southwest Airlines, Spirit Airlines, United
Roundtrip price
$203
Distance
1042 mi
Average flight time
4 hours 20 mins

Chicago to San Antonio Flights

The cheapest times to fly from Chicago to San Antonio

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to San Antonio are during the month of September. You can find some of the cheapest flights from Chicago to San Antonio with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to San Antonio

Sunday is one of the best days to book for cheap flights from Chicago to San Antonio: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to San Antonio

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to San Antonio in 2025. You can also book with separate airlines for your outbound and return journeys, from $102 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to San Antonio flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to San Antonio airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to San Antonio Intl. Airport (SAT) cost?
You'll find cheap return flights from O'Hare Intl. Airport (ORD) to San Antonio Intl. Airport (SAT) starting from $235. Snag a seat and take off on your trip. This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a American Airlines flight leaving ORD on August 19 2025 and touching down at SAT. The price was last updated on July 23 2025 and has not changed since.
What is the cheapest month to fly from ORD to SAT?
The cheapest flights from ORD to SAT are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from O'Hare Intl. Airport (ORD) to San Antonio Intl. Airport (SAT)?
When flying out of O'Hare Intl. Airport (ORD), you can board a direct flight to San Antonio Intl. Airport (SAT) with United Airlines.
What is the cheapest airline that flies from ORD to SAT?
With fares starting at $118 for a one-way journey from ORD to SAT, United is currently the cheapest airline flying this route. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from ORD on October 11 2025. Prices were last updated on July 23 2025 and have not changed since.
How many flights per day from O'Hare Intl. Airport (ORD) to San Antonio Intl. Airport (SAT)?
Each day on average, 3 nonstop flights operate from O'Hare Intl. Airport (ORD) to San Antonio Intl. Airport (SAT). Select the departure time that best fits your schedule.
What are the most popular departure times for flights from O'Hare Intl. Airport (ORD) to San Antonio Intl. Airport (SAT)?
Flights between ORD and SAT are busiest at 8 PM. If you want a more relaxed atmosphere and potentially cheaper prices, look for a time when demand is lower.
What day of the week has the most flights from ORD to SAT?
If you depart on a Friday, you'll get the biggest range of choices for flights from O'Hare Intl. Airport (ORD) to San Antonio Intl. Airport (SAT).
What is the earliest flight from O'Hare Intl. Airport (ORD) to San Antonio Intl. Airport (SAT)?
Hop on the earliest flight at around 9:15AM UTC-6, leaving from O'Hare Intl. Airport (ORD). You'll be flying for roughly 3h 14m, reaching San Antonio Intl. Airport (SAT) at approximately 12:29PM UTC-6.
How long does it take to fly from O'Hare Intl. Airport (ORD) to San Antonio Intl. Airport (SAT)?
Flights from ORD to SAT have an average travel time of 3 hours and 10 minutes. The total distance between the two airports is 1,050 mi.
What airline has the least delays from ORD to SAT?
With 82% of journeys usually arriving as scheduled, United Airlines has the best on-time performance for direct flights from O'Hare Intl. Airport (ORD) to San Antonio Intl. Airport (SAT). To monitor your flight status and get notified about any changes, simply head to the Expedia App.
What is the best time to fly from O'Hare Intl. Airport (ORD) to San Antonio Intl. Airport (SAT)?
Select a flight from O'Hare Intl. Airport (ORD) to San Antonio Intl. Airport (SAT) that leaves before 3 PM to reduce the likelihood of delays and cancellations. Later departures have a 22% higher chance of being canceled, on average.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for San Antonio from O'Hare Intl. Airport (ORD)?
Check out your flight options from O'Hare Intl. Airport (ORD) to San Antonio Intl. Airport (SAT). This is the only San Antonio airport you can fly into if you're taking a direct flight.
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to San Antonio Intl. Airport (SAT) last-minute?
Holding off until just before your trip to book a ticket from ORD to SAT generally means paying more. While it's possible to find some last-minute deals, there's no guarantee. Keep your travel plans flexible to maximize your chances of snagging a bargain.
Is it cheaper to book an ORD to SAT flight and hotel package?
Securing an ORD to SAT flight and hotel package tends to be cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels in one place. Pick from our extensive range of stays and then add car rentals, activities and flights to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to San Antonio Intl. Airport (SAT)?
In most cases, you can cancel or modify your ORD to SAT flight. However, there may be additional charges, especially if you made your booking over 24 hours ago. Double-check your itinerary for the airline's guidelines and fees on flight changes, or if you'd like more details, head to our Customer Service portal.

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