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£112 Cheap Flights from San Antonio (SAT) to Chicago (ORD)

View £112 flight on Thu, 10 Sept 2026Opens in a new window

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

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

Prices were available within the past 7 days and start at £112 for one-way flights and £521 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Alaska Airlines
Mon, 14 Sept - Mon, 21 Sept
SAT
San Antonio
ORD
Chicago
£521 Return, found 2 days ago
£521
Return
found 2 days ago
Select Alaska Airlines flight, departing Mon, 14 Sept from San Antonio to Chicago, returning Mon, 21 Sept, priced at £521 found 2 days ago
Alaska Airlines
Wed, 16 Sept - Wed, 23 Sept
SAT
San Antonio
ORD
Chicago
£536 Return, found 2 days ago
£536
Return
found 2 days ago
Select Alaska Airlines flight, departing Wed, 16 Sept from San Antonio to Chicago, returning Wed, 23 Sept, priced at £536 found 2 days ago
Alaska Airlines
Tue, 29 Sept - Thu, 1 Oct
SAT
San Antonio
ORD
Chicago
£566 Return, found 2 days ago
£566
Return
found 2 days ago
Select Alaska Airlines flight, departing Tue, 29 Sept from San Antonio to Chicago, returning Thu, 1 Oct, priced at £566 found 2 days ago
Alaska Airlines
Thu, 10 Sept - Thu, 17 Sept
SAT
San Antonio
ORD
Chicago
£578 Return, found 2 days ago
£578
Return
found 2 days ago
Select Alaska Airlines flight, departing Thu, 10 Sept from San Antonio to Chicago, returning Thu, 17 Sept, priced at £578 found 2 days ago
Alaska Airlines
Sun, 13 Sept - Sun, 20 Sept
SAT
San Antonio
ORD
Chicago
£585 Return, found 2 days ago
£585
Return
found 2 days ago
Select Alaska Airlines flight, departing Sun, 13 Sept from San Antonio to Chicago, returning Sun, 20 Sept, priced at £585 found 2 days ago
Alaska Airlines
Tue, 27 Oct - Fri, 30 Oct
SAT
San Antonio
ORD
Chicago
£603 Return, found 1 day ago
£603
Return
found 1 day ago
Select Alaska Airlines flight, departing Tue, 27 Oct from San Antonio to Chicago, returning Fri, 30 Oct, priced at £603 found 1 day ago
Alaska Airlines
Sun, 13 Sept - Sun, 20 Sept
SAT
San Antonio
ORD
Chicago
£608 Return, found 4 days ago
£608
Return
found 4 days ago
Select Alaska Airlines flight, departing Sun, 13 Sept from San Antonio to Chicago, returning Sun, 20 Sept, priced at £608 found 4 days ago
Alaska Airlines
Fri, 11 Sept - Fri, 18 Sept
SAT
San Antonio
ORD
Chicago
£622 Return, found 2 days ago
£622
Return
found 2 days ago
Select Alaska Airlines flight, departing Fri, 11 Sept from San Antonio to Chicago, returning Fri, 18 Sept, priced at £622 found 2 days ago
Alaska Airlines
Mon, 28 Sept - Thu, 1 Oct
SAT
San Antonio
ORD
Chicago
£646 Return, found 2 days ago
£646
Return
found 2 days ago
Select Alaska Airlines flight, departing Mon, 28 Sept from San Antonio to Chicago, returning Thu, 1 Oct, priced at £646 found 2 days ago
Alaska Airlines
Wed, 16 Sept - Wed, 23 Sept
SAT
San Antonio
ORD
Chicago
£661 Return, found 2 days ago
£661
Return
found 2 days ago
Select Alaska Airlines flight, departing Wed, 16 Sept from San Antonio to Chicago, returning Wed, 23 Sept, priced at £661 found 2 days ago

Alternative airports near Chicago

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

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city centre is 23 minutes. Flights from £808
ORD
O'Hare Intl.
Cheapest
Average driving time to city centre23 min
Flights from £808

Frequently asked questions

How much does a flight from San Antonio, TX (SAT-San Antonio Intl.) to Chicago, IL (ORD-O'Hare Intl.) cost?
You can find one-way and return flights from SAT to ORD with Expedia. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see our cheapest fares first, and use the Price Tracking tool to receive alerts when SAT to ORD ticket fares go up or down.
What is the cheapest month to fly from San Antonio, TX (SAT-San Antonio Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The cheapest months to fly from SAT to ORD are typically during off-peak season when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you are able to. Use the calendar view in your search to see which months have low fares on this route.
Which airlines fly direct from San Antonio, TX (SAT) to Chicago, IL (ORD)?
Enter SAT to ORD and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
How do I find cheap flights from San Antonio, TX (SAT) to Chicago, IL (ORD)?
To find a cheap flight from San Antonio, TX (SAT) to Chicago, IL (ORD), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best time to fly from San Antonio, TX (SAT-San Antonio Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
What is the earliest flight from San Antonio, TX (SAT-San Antonio Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The earliest flight from San Antonio, TX (SAT-San Antonio Intl.) to Chicago, IL (ORD-O'Hare Intl.) typically departs around 5:00 AM. This service is offered by American Airlines. This is a seasonal service active in February. An early departure like this can help you make the most of your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
How long does it take to fly from San Antonio, TX (SAT-San Antonio Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
A direct flight from San Antonio, TX (SAT-San Antonio Intl.) to Chicago, IL (ORD-O'Hare Intl.) typically takes around 3 hours. This route covers a distance of approximately 1,679 kilometres (1,043 miles). If you opt for a flight with one stop, your journey will usually take longer, averaging around 7 hours 18 minutes. Flights with two or more stops generally take about 7 hours 48 minutes. Keep in mind that actual flight times can vary due to factors like wind patterns and air traffic, so it's always a good idea to allow for some extra time when planning your trip.
Can you fly business or first class from San Antonio, TX (SAT) to Chicago, IL (ORD)?
Select the "Business class" and "First class" filters when looking for San Antonio, TX (SAT) to Chicago, IL (ORD) flights on Expedia. This is the easiest way to compare prices, routes and flight times for your trip.
How do I earn miles on a San Antonio, TX (SAT-San Antonio Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight with Expedia?
It's easy to earn miles on a San Antonio, TX (SAT-San Antonio Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Chicago, IL (ORD) from San Antonio, TX (SAT)?
If you're planning to travel to Chicago from San Antonio Intl. (SAT), you can fly directly into O'Hare Intl. (ORD). Some flights may connect through major hubs like Seattle - Tacoma Intl. (SEA), Dallas-Fort Worth Intl. (DFW), or Love Field (DAL) before reaching Chicago. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from San Antonio, TX (SAT-San Antonio Intl.) to Chicago, IL (ORD-O'Hare Intl.) at the last minute?
Typically, booking a last minute flight from San Antonio, TX (SAT-San Antonio Intl.) to Chicago, IL (ORD-O'Hare Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a San Antonio, TX (SAT-San Antonio Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight and hotel package?
Securing a San Antonio, TX (SAT-San Antonio Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from San Antonio, TX (SAT) to Chicago, IL (ORD)?
If you booked your San Antonio, TX (SAT) to Chicago, IL (ORD) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
San Antonio Intl.
Destination airport
O'Hare Intl.
Airlines serving
Alaska Airlines
Return price
£521
Distance
1668 km
Average flight time
3 hours 20 mins

Book with confidence

Compare flights from San Antonio to Chicago easily and book with confidence

For travelling on business or for pleasure, Expedia makes it easy to book your flights from San Antonio to Chicago. Operating between them flights per day, 20 airlines cover the route. And fly direct, getting you to O'Hare Intl. in just hours. If you have a preferred carrier, use our advanced search tool to find the right flight from San Antonio Intl. to O'Hare Intl..  

To make things even better, in the advanced search, you can also choose to fly economy, premium economy, business or first class, select your maximum number of stops, and pick your preferred departure and arrival time. You can also opt for refundable and direct flights. 

Grab a great deal on your flight from San Antonio Intl. (SAT) to O'Hare Intl. (ORD)

The easiest way to view the best deals on flights from San Antonio to Chicago today is to enter your travel dates and hit search. From here, you can sort your results by price to see the cheapest flights first. Right now, return flights from San Antonio Intl. to O'Hare Intl. start at just £521 and range up to £661.  

To find an even better deal, try  

  • being flexible on your dates – midweek flights can be cheaper
  • looking for other airports near San Antonio and Chicago
  • booking your flight during September, the cheapest month on this route
  • varying your flight times – early morning and late at night are sometimes cheaper 

Why you should book your San Antonio to Chicago flight with Expedia!

We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from San Antonio Intl. to O'Hare Intl. for a budget break or a business trip with a bit of pleasure thrown in, we make it easy to secure the seat that’s right for you.  

Thanks to our supersized inventory that offers great choice all in one place, you know you’ll get a great deal with Expedia. Especially if you bundle your flight together with your hotel, you will unlock amazing savings. For added peace of mind, you can choose flexible bookings or filter to find refundable options, so you won’t pay a fee to change your flight.  

Compare flights from San Antonio to Chicago easily and book with confidence

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*Available to Expedia members.