Cheap flights from Alabama to Chicago from $40

The month of October is, on average, the cheapest month to fly to Chicago from Alabama, with most prices found around $78. If you’re not able to fly to Chicago in October, then September is your next best option. Flight prices from Alabama to Chicago during September average around $116.

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $424. 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 Alabama to Chicago for around $650.

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Alabama to Chicago during this time can be as low as $438. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $591.

Fly from Birmingham to Chicago Midway for the best Alabama - Chicago flight prices

You are more likely to see cheaper flights to Chicago from Alabama when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $367 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Alabama for as low as $299 on momondo.

Frontier, Southwest, and Delta are the most popular carriers operating from Alabama to Chicago

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Chicago from Alabama according to our data. American Airlines is the first choice among our users, with 48% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

150 flights are operational daily from Alabama to Chicago as of May 2026. The most popular departure time for this route is 11:00AM, with 61% of flights per day taking off at noon.

As of May 2026, there are 1,053 flights per week flying from Alabama to Chicago. The most common day of the week flights depart is Mon, with 17% of flights taking off on this day.