Cheap flights from Chicago Midway Airport to Dallas from $103

If you are unable to visit Dallas during the month of October, then departing from Chicago Midway Airport during the month January is also very affordable. Most momondo users find prices during this month for around $213.

On average, the least expensive day to fly to Dallas from Chicago Midway Airport is on a Friday. momondo users have found tickets for Friday departures for as low as $272. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Monday is the most expensive day to depart from Chicago Midway Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $494.

Flying to Dallas from Chicago Midway Airport in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $295 when looking at flights departing in the afternoon. At noon is when there is more demand to fly to Dallas, so prices are often more expensive at around $408 per ticket.

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

You are more likely to see cheaper flights to Dallas from Chicago Midway Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Dallas for around $261 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Dallas 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 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 20% 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 171 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. Saturday 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 20% of their flights experiencing any sort of delay.

As of August 2026, there are 5 flights per day flying from Chicago Midway Airport to Dallas. The most common time of day flights depart is 6:00PM, with 33% of flights taking off in the afternoon.

39 flights are operational weekly from Chicago Midway Airport to Dallas as of August 2026. The most popular departure day for this route is Mon, with 28% of flights per week taking off on this day.