Cheap flights from Chicago to Dallas from $66

The cheapest month to fly to Dallas/Fort Worth Airport from Chicago is in October. Flight prices, which tend to average around $164, are often lower during this time because this is during the off-season. If you’re not able to fly to Dallas/Fort Worth Airport in October, then September is your next best option. Flight prices from Chicago to Dallas/Fort Worth Airport during September average around $190.

On average, the least expensive day to fly to Dallas/Fort Worth Airport from Chicago is on a Friday. momondo users have found tickets for Friday departures for as low as $244. However, this price may fluctuate depending on the airline, the season, and holidays. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to Dallas/Fort Worth Airport for around $483.

Flying to Dallas/Fort Worth Airport from Chicago in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $271 when looking at flights departing in the afternoon. If you have a flexible travel schedule, then try to avoid flying at noon when prices are $350 on average. Flights to Dallas/Fort Worth Airport from Chicago at noon are generally more expensive because this time of day is more convenient for travelers’ schedules.

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

You are more likely to see cheaper flights to Dallas/Fort Worth Airport from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Dallas/Fort Worth Airport for around $254 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Dallas/Fort Worth Airport from Chicago for as low as $181 on momondo.

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

As of May 2026, prices for Chicago to Dallas/Fort Worth Airport flights are approximately 81% more expensive when compared to flights at the same time last year.

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

Frontier, United Airlines and American Airlines are the top three most popular airlines that fly to Dallas/Fort Worth Airport from Chicago according to our data. Frontier is the first choice among our users, with 36% of people opting to fly with this airline when traveling to Dallas/Fort Worth Airport. Keep in mind that there are 7 different airlines that fly to Dallas/Fort Worth Airport on a routine basis, so you have a few additional options to choose from.

Historically, on average around 22% of flights between Chicago and Dallas have experienced a delay on any given week. The average delay length over the past 12 months has been 158 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 18% of their flights experiencing any sort of delay.

As of May 2026, 78 flights take off from Chicago and land in Dallas/Fort Worth Airport each day. The most common flight departure time for this route is 3:00PM, with 36% of daily flights taking off in the afternoon.

As of May 2026, 546 flights take off from Chicago and land in Dallas/Fort Worth Airport each week. The most common flight departure day for this route is Sat, with 15% of weekly flights taking off on this day.