Cheap flights from Dallas/Fort Worth Airport to Chicago from $106

The month of January is, on average, the cheapest month to fly to Chicago from Dallas/Fort Worth Airport, with most prices found around $198. If you’re not able to fly to Chicago in January, then February is your next best option. Flight prices from Dallas/Fort Worth Airport to Chicago during February average around $209.

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $327. 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 Dallas/Fort Worth Airport to Chicago for around $546.

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Dallas/Fort Worth Airport to Chicago during this time can be as low as $329. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $443.

Fly from Dallas/Fort Worth to Chicago Midway for the best Dallas/Fort Worth - Chicago flight prices

You are more likely to see cheaper flights to Chicago from Dallas/Fort Worth Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $301 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Dallas/Fort Worth Airport for as low as $218 on momondo.

There are 4 cabin classes available to choose from on Dallas/Fort Worth Airport 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 Dallas/Fort Worth Airport to Chicago.

As of November 2026, prices for Dallas/Fort Worth Airport to Chicago flights are approximately 5% more expensive when compared to flights at the same time last year.

Frontier, Delta, and United Airlines are the most popular carriers operating from Dallas/Fort Worth to Chicago

Frontier, American Airlines and United Airlines are the top three most popular airlines that fly to Chicago from Dallas/Fort Worth Airport according to our data. Frontier 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 7 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

Historically, on average around 16% of flights between Dallas and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 150 minutes.

Generally, flights departing in the morning tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

Tuesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Sunday has historically seen more delays on average compared to the rest of the week.

According to our data, United Airlines have had the least number of delays on this route over the last 12 months; with about 11% of their flights experiencing any sort of delay.

The number of flights available between Dallas/Fort Worth Airport and Chicago is 64 per day as of November 2026. The most frequent departure time is 5:00PM, with 43% of daily flights leaving in the afternoon.

As of November 2026, there are 454 flights per week flying from Dallas/Fort Worth Airport to Chicago. The most common day of the week flights depart is Mon, with 19% of flights taking off on this day.