Cheap flights from Austin to Chicago from $86

The month of January is, on average, the cheapest month to fly to Chicago from Austin, with most prices found around $208. If you’re not able to fly to Chicago in January, then September is your next best option. Flight prices from Austin to Chicago during September average around $239.

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $344. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Austin to Chicago for around $631.

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Austin to Chicago during this time can be as low as $232. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $497.

Fly from Austin Bergstrom to Chicago O'Hare Intl for the best Austin Bergstrom - Chicago flight prices

You are more likely to see cheaper flights to Chicago from Austin when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $277 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Austin for as low as $235 on momondo.

There are 4 cabin classes available to choose from on Austin Bergstrom to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

No. A direct flight is the cheapest option for a flight between Austin to Chicago.

As of February 2026, prices for Austin to Chicago flights are approximately 35% cheaper when compared to flights at the same time last year.

Frontier, Southwest, and United Airlines are the most popular carriers operating from Austin Bergstrom to Chicago

American Airlines, United Airlines and Frontier are the top three most popular airlines that fly to Chicago from Austin according to our data. American Airlines is the first choice among our users, with 44% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 5 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

Denver (DEN) was the most common stop: 86% of momondo users choosing 1-stop flights on this route connected there.

Flights via Fort Lauderdale (FLL) offer the lowest average round-trip price of $176.

Flights connecting via Denver (DEN) have the shortest average one-way travel time: 5h 41m.

Denver (DEN) has the shortest average layover time for this route: 2h 25m.

33 flights are operational daily from Austin to Chicago as of February 2026. The most popular departure time for this route is 1:00PM, with 50% of flights per day taking off at noon.

As of February 2026, there are 231 flights per week flying from Austin to Chicago. The most common day of the week flights depart is Fri, with 19% of flights taking off on this day.