Cheap flights from Little Rock to Chicago from $99

The month of January is, on average, the cheapest month to fly to Chicago from Little Rock, with most prices found around $256. If you’re not able to fly to Chicago in January, then September is your next best option. Flight prices from Little Rock to Chicago during September average around $270.

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $461. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Little Rock to Chicago for around $696.

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Little Rock to Chicago during this time can be as low as $514. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $1,018.

Fly from Little Rock to Chicago O'Hare Intl for the best Little Rock - Chicago flight prices

You are more likely to see cheaper flights to Chicago from Little Rock when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $300 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Little Rock for as low as $197 on momondo.

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

You could potentially save up to 43% on your flight if you consider stops on a Little Rock to Chicago flight.

As of April 2026, prices for Little Rock to Chicago flights are approximately 31% more expensive when compared to flights at the same time last year.

Southwest and Delta are the most popular carriers operating from Little Rock to Chicago

American Airlines, United Airlines and Southwest are the top three most popular airlines that fly to Chicago from Little Rock according to our data. American Airlines is the first choice among our users, with 70% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 3 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

As of April 2026, 13 flights take off from Little Rock and land in Chicago each day. The most common flight departure time for this route is 4:00PM, with 64% of daily flights taking off in the afternoon.

The number of flights available between Little Rock and Chicago is 91 per week as of April 2026. The most frequent departure day is Sat, with 22% of weekly flights leaving on this day.