Cheap flights from Chicago to Washington, D.C. from £73

The cheapest month to fly to Washington, D.C. from Chicago is in October. Flight prices, which tend to average around £214, are often lower during this time because this is during the off-season. If you don’t want to visit Washington, D.C. in October, then you should wait until May to fly from Chicago, when ticket prices are also cheap, with an average price of £228.

On average, the least expensive day to fly to Washington, D.C. from Chicago is on a Friday. momondo users have found tickets for Friday departures for as low as £230. 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 £885.

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 £246. 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 £888. Departure times at midday fall within the peak daily travel times, which is why tickets can be more expensive.

Fly from Chicago Midway to Baltimore/Washington 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 £248 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 £184 on momondo.

You could potentially save up to 47% on your flight if you consider stops on a Chicago to Washington, D.C. flight.

As of May 2026, prices for Chicago to Washington, D.C. flights are approximately 107% more expensive 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.

Saturday is statistically the day of the week that experiences the fewest delays on this flight route. Friday 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 99 per day as of May 2026. The most frequent departure time is 11:00, with 38% of daily flights leaving at midday.

As of May 2026, there are 699 flights per week flying from Chicago to Washington, D.C.. The most common day of the week flights depart is Fri, with 17% of flights taking off on this day.