$124 Cheap American Airlines flights San Antonio (SAT) to Chicago (ORD)

Make use of the “Price (lowest to highest)” filter on Expedia to look for cheap American Airlines return flights from $207 from SAT to ORD. Affordable one-way options from $124 are available as well.**These prices were available on Expedia within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Look for one-way or return flights to Chicago in January or February. You could find cheaper fares with American Airlines during these off-peak months.

Search for cheap American Airlines flights from San Antonio Intl. Airport (SAT) to O’Hare Intl. Airport (ORD) one to three months ahead of your departure date. Travelers who book domestic flights 34 to 86 days in advance can save 25% compared to those who book just 6 to 12 days ahead. Regardless of fare class and journey, the best day to book a domestic flight is usually Sunday and the most expensive is typically Monday. Passengers who book on a Sunday can save 6% on average compared to those who book their travel on a Monday.**Ideal booking window recommendation is based on average round-trip ticket prices for January through November for 2024. Best day of the week to book recommendation is based on average round-trip ticket prices for January through October 2024. All data sourced from ARC’s global airline sales database.

You can easily fly from San Antonio Intl. Airport (SAT) to O’Hare Intl. Airport (ORD) on one of American Airlines’s 11 direct weekly flights. Make use of our “Nonstop” and “Airline” filters to find the American Airlines flight that’ll take you to ORD at a time that suits you.

Take off from San Antonio Intl. Airport (SAT) for O’Hare Intl. Airport (ORD) on a nonstop American Airlines flight, and you’ll be in the air for around 2h 51m.

If flexibility is what you’re after, Thursday offers the most choice for American Airlines flights from San Antonio Intl. Airport (SAT) to O’Hare Intl. Airport (ORD). You can select from 2 different departures.

The first American Airlines flight from SAT to ORD departs at 6:00AM UTC-6, touching down at 8:51AM UTC-6. If you’d like to jet off later, the last American Airlines flight leaves SAT at 1:50PM UTC-6 and lands at ORD at 4:42PM UTC-6. Flying before noon is often a smart option as morning and mid-morning flights are 20% less likely to be canceled.**Most reliable time of the day recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.

American Airlines flights from San Antonio Intl. Airport (SAT) to Chicago land at O’Hare Intl. Airport (ORD) and Midway Intl. Airport (MDW). The primary Chicago gateway served by this airline is ORD. It’s always worth considering flights arriving at nearby airports on Expedia as they may have cheaper tickets.

You’ll likely be seated on a Boeing 737-800 or an Embraer 175 when flying American Airlines from San Antonio Intl. Airport (SAT) to O’Hare Intl. Airport (ORD). However, keep in mind that a different aircraft may be assigned depending on operational factors.

It’s generally possible to modify or cancel your flight, although there may be a charge if you booked more than 24 hours ago. Want to keep your options open? Use Expedia’s “No cancel fee” and “Changes included” filters to find flights that won’t penalize you if you need to revise your plans. To make modifications, head to “Trips,” select your flight and click on “Manage Booking” for more details.