Cheap flights from Chicago Midway Airport to Dallas from $86

The cheapest month to fly to Dallas/Fort Worth Airport from Chicago Midway Airport is in October. Flight prices, which tend to average around $168, 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 February is your next best option. Flight prices from Chicago Midway Airport to Dallas/Fort Worth Airport during February average around $169.

On average, the least expensive day to fly to Dallas/Fort Worth Airport from Chicago Midway Airport is on a Friday. momondo users have found tickets for Friday departures for as low as $257. 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 Midway Airport to Dallas/Fort Worth Airport for around $493.

Flying to Dallas/Fort Worth Airport from Chicago Midway Airport in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $284 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 $390 on average. Flights to Dallas/Fort Worth Airport from Chicago Midway Airport 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 Midway - Dallas/Fort Worth flight prices

You are more likely to see cheaper flights to Dallas/Fort Worth Airport from Chicago Midway Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Dallas/Fort Worth Airport for around $245 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 Midway Airport for as low as $114 on momondo.

There are 2 cabin classes available to choose from on Chicago Midway Airport 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.

Historically, on average around 19% 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 170 minutes.

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

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

According to our data, Frontier 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.

1 flights are operational daily from Chicago Midway Airport to Dallas/Fort Worth Airport as of June 2026. The most popular departure time for this route is 4:00PM, with 100% of flights per day taking off in the afternoon.

As of June 2026, 9 flights take off from Chicago Midway Airport and land in Dallas/Fort Worth Airport each week. The most common flight departure day for this route is Mon, with 22% of weekly flights taking off on this day.