$55 Cheap Flights from San Antonio (SAT) to Chicago (ORD)

View $55 flight on Mon, Dec 8, 2025Opens in a new window

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

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

Prices were available within the past 7 days and start at $55 for one-way flights and $110 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Mon, Dec 8 - Mon, Dec 15
SAT
San Antonio
ORD
Chicago
$110 Roundtrip, found 2 hours ago
$110
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Mon, Dec 8 from San Antonio to Chicago, returning Mon, Dec 15, priced at $110 found 2 hours ago
Frontier Airlines
Thu, Jan 15 - Fri, Jan 23
SAT
San Antonio
ORD
Chicago
$124 Roundtrip, just found
$124
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Jan 15 from San Antonio to Chicago, returning Fri, Jan 23, priced at $124 just found
Frontier Airlines
Sun, Jan 18 - Mon, Jan 26
SAT
San Antonio
ORD
Chicago
$128 Roundtrip, just found
$128
Roundtrip
just found
Select Frontier Airlines flight, departing Sun, Jan 18 from San Antonio to Chicago, returning Mon, Jan 26, priced at $128 just found
Frontier Airlines
Thu, Jan 15 - Fri, Jan 23
SAT
San Antonio
ORD
Chicago
$134 Roundtrip, just found
$134
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Jan 15 from San Antonio to Chicago, returning Fri, Jan 23, priced at $134 just found
Frontier Airlines
Mon, Dec 8 - Wed, Dec 10
SAT
San Antonio
ORD
Chicago
$136 Roundtrip, found 13 hours ago
$136
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Mon, Dec 8 from San Antonio to Chicago, returning Wed, Dec 10, priced at $136 found 13 hours ago
Frontier Airlines
Fri, Jan 9 - Sun, Jan 18
SAT
San Antonio
ORD
Chicago
$138 Roundtrip, found 21 hours ago
$138
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Fri, Jan 9 from San Antonio to Chicago, returning Sun, Jan 18, priced at $138 found 21 hours ago
Spirit Airlines
Thu, Jan 8 - Thu, Jan 15
SAT
San Antonio
ORD
Chicago
$156 Roundtrip, found 2 hours ago
$156
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Thu, Jan 8 from San Antonio to Chicago, returning Thu, Jan 15, priced at $156 found 2 hours ago
American Airlines
Sat, Feb 14 - Tue, Feb 17
SAT
San Antonio
ORD
Chicago
$203 Roundtrip, just found
$203
Roundtrip
just found
Select American Airlines flight, departing Sat, Feb 14 from San Antonio to Chicago, returning Tue, Feb 17, priced at $203 just found
Southwest Airlines
Tue, Jan 6 - Wed, Jan 14
SAT
San Antonio
ORD
Chicago
$311 Roundtrip, just found
$311
Roundtrip
just found
Select Southwest Airlines flight, departing Tue, Jan 6 from San Antonio to Chicago, returning Wed, Jan 14, priced at $311 just found
United
Mon, Nov 24 - Thu, Nov 27
SAT
San Antonio
ORD
Chicago
$317 Roundtrip, just found
$317
Roundtrip
just found
Select United flight, departing Mon, Nov 24 from San Antonio to Chicago, returning Thu, Nov 27, priced at $317 just found

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

March is typically the cheapest month to fly

From $126 - $437 per traveler.

Alternative airports near Chicago

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

Select flight to Midway Intl. MDW. Closest option available. Average driving time to city center is 16 minutes. Flights from $330
MDW
Midway Intl.
Closest
Average driving time to city center16 min
Flights from $330

Frequently asked questions

How much does a flight from San Antonio Intl. Airport (SAT) to O'Hare Intl. Airport (ORD) cost?
Get a cheap one-way flight from $55 or cheap return flight from $110 from San Antonio Intl. Airport (SAT) to O'Hare Intl. Airport (ORD) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from San Antonio Intl. Airport (SAT) to O'Hare Intl. Airport (ORD)?
The cheapest month to fly from SAT to ORD is December, when demand is low. Off-peak season is often when airlines offer better prices between these airports.
Which airlines fly direct from San Antonio Intl. Airport (SAT) to O'Hare Intl. Airport (ORD)?
You can fly straight from San Antonio Intl. Airport (SAT) to O'Hare Intl. Airport (ORD) on a United Airlines flight.
What is the cheapest airline that flies from San Antonio Intl. Airport (SAT) to O'Hare Intl. Airport (ORD)?
The cheapest airline to offer flights between San Antonio Intl. Airport (SAT) and O'Hare Intl. Airport (ORD) can vary based on when you plan to fly. American Airlines and United Airlines are just some good options offering well-priced fares. Use Expedia's filters to compare airlines in one place and find the right SAT to ORD flight that fits your budget.
How many flights per day from San Antonio Intl. Airport (SAT) to O'Hare Intl. Airport (ORD)?
Each day, an average of 3 direct flights take off from San Antonio Intl. Airport (SAT) to O'Hare Intl. Airport (ORD). Pick the departure time that fits your schedule best.
What are the most popular departure times for flights from San Antonio Intl. Airport (SAT) to O'Hare Intl. Airport (ORD)?
More people fly between SAT and ORD at 7 AM than at any other time of day. Rather skip the crowds? Consider flying outside peak hours and you could save on your fare as well.
What day of the week has the most flights from SAT to ORD?
Friday offers the most flights from San Antonio Intl. Airport (SAT) to O'Hare Intl. Airport (ORD). Consider traveling on this day and you'll have a greater chance of finding a schedule that works for you.
What is the earliest flight from San Antonio Intl. Airport (SAT) to O'Hare Intl. Airport (ORD)?
The earliest flight leaving San Antonio Intl. Airport (SAT) is at around 6:00AM UTC-6. Board this flight and you'll land at O'Hare Intl. Airport (ORD) at approximately 8:51AM UTC-6. The total flight duration is 2h 51m.
How long does it take to fly from San Antonio Intl. Airport (SAT) to O'Hare Intl. Airport (ORD)?
It takes roughly 2 hours and 51 minutes to fly the 1,050 mi from SAT to ORD.
What airline has the least delays from SAT to ORD?
Consider traveling with Alaska Airlines if you'd like to fly straight from San Antonio Intl. Airport (SAT) to O'Hare Intl. Airport (ORD) without any interruptions. This airline has the strongest track record for punctuality, with an on-time performance of 100%. Want to be notified if anything changes? You can keep an eye on your flight status using the Expedia App.
What is the best time to fly from San Antonio Intl. Airport (SAT) to O'Hare Intl. Airport (ORD)?
To arrive at O'Hare Intl. Airport (ORD) on schedule, book a flight that leaves San Antonio Intl. Airport (SAT) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this hour.**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 Chicago from San Antonio Intl. Airport (SAT)?
You can arrive at O'Hare Intl. Airport (ORD) or Midway Intl. Airport (MDW) when traveling to Chicago on a direct flight from San Antonio Intl. Airport (SAT).
Is it cheaper to buy a plane ticket from San Antonio Intl. Airport (SAT) to O'Hare Intl. Airport (ORD) last-minute?
Last-minute bookings from SAT to ORD are generally more expensive. To lock in the best prices, start looking for flights well in advance. That being said, if you're flexible with your travel dates, it's possible to find a cheap fare right before your trip.
Is it cheaper to book a SAT to ORD flight and hotel package?
Booking a SAT to ORD flight and hotel package is generally cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your trip in one place. Choose from our impressive range of accommodations 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 San Antonio Intl. Airport (SAT) to O'Hare Intl. Airport (ORD)?
Typically, it's possible to cancel or reschedule your SAT to ORD flight. However, if it's been more than 24 hours since booking, additional fees may apply. Check your airline's policies in your itinerary to see what changes are allowed and if any costs are involved. You'll also find more information on our Customer Service portal.

Travel information

Origin airport
San Antonio Intl.
Destination airport
O'Hare Intl.
Airlines serving
Alaska Airlines, American Airlines, Delta, Frontier Airlines, Hawaiian Airlines, Southwest Airlines, Spirit Airlines, United
Roundtrip price
$110
Distance
1042 mi
Average flight time
3 hours 29 mins

Book with confidence

San Antonio to Chicago Flights

The cheapest times to fly from San Antonio to Chicago

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 San Antonio to Chicago are during the month of December. You can find some of the cheapest flights from San Antonio to Chicago with Expedia's search tool and vast selection of airlines.

 

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

Sunday is one of the best days to book for cheap flights from San Antonio to Chicago: 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 San Antonio to Chicago

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 San Antonio to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $55 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 San Antonio to Chicago 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 San Antonio to Chicago 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.

 

San Antonio to Chicago Flights

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