Cheap flights from Chicago to Washington, D.C. from £72

The cheapest month to fly to Washington, D.C. from Chicago is in August. Flight prices, which tend to average around £123, are often lower during this time because this is during the off-season. If you don’t want to visit Washington, D.C. in August, then you should wait until September to fly from Chicago, when ticket prices are also cheap, with an average price of £136.

On average, the least expensive day to fly to Washington, D.C. from Chicago is on a Monday. momondo users have found tickets for Monday departures for as low as £362. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Tuesday is the most expensive day to depart from Chicago because it is more convenient for both business and leisure travellers. As a result, prices tend to be around £908.

In the morning is the cheapest time of day to fly from Chicago to Washington, D.C. when you can find flight prices for as low as £303. Flying to Washington, D.C. in the morning is an ideal time because this is during off-peak travel hours. Flights to Washington, D.C. are more costly at midday, with an average ticket price of £911. Departure times at midday fall within the peak daily travel times, which is why tickets can be more expensive.

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

You are more likely to see cheaper flights to Washington, D.C. from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Washington, D.C. for around £246 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Washington, D.C. from Chicago for as low as £206 on momondo.

There are 2 cabin classes available to choose from on Chicago 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 58% on your flight if you consider stops on a Chicago to Washington, D.C. flight.

As of March 2026, prices for Chicago to Washington, D.C. flights are approximately 30% cheaper when compared to flights at the same time last year.

Historically, on average around 22% 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 128 minutes.

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

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

According to our data, Southwest have had the fewest delays on this route over the last 12 months, with about 20% of their flights experiencing any sort of delay.

The number of flights available between Chicago and Washington, D.C. is 71 per day as of March 2026. The most frequent departure time is 18:00, with 34% of daily flights leaving at midday.

As of March 2026, there are 499 flights per week flying from Chicago to Washington, D.C.. The most common day of the week flights depart is Mon, with 18% of flights taking off on this day.