Cheap flights from Chicago Midway Airport to Washington, D.C. from $83

The month of October is, on average, the cheapest month to fly to Washington, D.C. from Chicago Midway Airport, with most prices found around $264. If you’re not able to fly to Washington, D.C. in October, then September is your next best option. Flight prices from Chicago Midway Airport to Washington, D.C. during September average around $276.

On average, the least expensive day to fly to Washington, D.C. from Chicago Midway Airport is on a Friday. momondo users have found tickets for Friday departures for as low as $380. However, this price may fluctuate depending on the airline, the season, and holidays. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Chicago Midway Airport to Washington, D.C. for around $547.

In the morning is the cheapest time of day to fly from Chicago Midway Airport to Washington, D.C. when you can find flight prices for as low as $400. Flying to Washington, D.C. in the morning is an ideal time because this is during off-peak travel hours. Try not to purchase tickets at noon because they tend to be around $705. Of course, these prices can vary depending on the time of year and what airport you fly to.

Fly from Chicago Midway to Baltimore/Washington for the best Chicago Midway - Washington, D.C. flight prices

There is only 1 cabin class available to choose from on Chicago Midway Airport to Washington, D.C. 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 2% on your flight if you consider stops on a Chicago Midway Airport to Washington, D.C. flight.

Historically, on average around 23% of flights between Chicago and Washington, D.C. have experienced a delay on any given week. The average delay length over the past 12 months has been 116 minutes.

Generally, flights departing at night 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. Thursday has historically seen more delays on average compared to the rest of the week.

According to our data, Southwest have had the least number of delays on this route over the last 12 months; with about 23% of their flights experiencing any sort of delay.

14 flights are operational daily from Chicago Midway Airport to Washington, D.C. as of August 2026. The most popular departure time for this route is 8:00AM, with 48% of flights per day taking off at noon.

The number of flights available between Chicago Midway Airport and Washington, D.C. is 99 per week as of August 2026. The most frequent departure day is Mon, with 21% of weekly flights leaving on this day.