Cheap flights from Austin to Chicago from $138

The month of January is, on average, the cheapest month to fly to Chicago from Austin, with most prices found around $214. If you’re not able to fly to Chicago in January, then February is your next best option. Flight prices from Austin to Chicago during February average around $291.

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $382. 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 $584.

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 $264. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $500.

Fly from Austin Bergstrom to Chicago Midway 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 $335 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 $288 on momondo.

There are 4 cabin classes available to choose from on Austin 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 November 2026, prices for Austin to Chicago flights are approximately 19% cheaper when compared to flights at the same time last year.

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

American Airlines, United Airlines and Southwest 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 40% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 6 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

20 flights are operational daily from Austin to Chicago as of November 2026. The most popular departure time for this route is 7:00AM, with 51% of flights per day taking off in the afternoon.

As of November 2026, there are 141 flights per week flying from Austin to Chicago. The most common day of the week flights depart is Wed, with 26% of flights taking off on this day.