Cheap flights from Chicago to Washington, D.C. from $99

In general, August is the cheapest month to fly from Chicago to Washington, D.C. Dulles Intl Airport. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $229. If you aren’t able to travel to Washington, D.C. Dulles Intl Airport during the month of August, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $238.

Our data shows that Friday is the least expensive day to fly to Washington, D.C. Dulles Intl Airport. Tickets to fly out on this day can be as low as $590. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to Washington, D.C. Dulles Intl Airport for around $914.

Flying to Washington, D.C. Dulles Intl Airport from Chicago in the morning is the least expensive time of day to depart. momondo users have found prices as low as $524 when looking at flights departing in the morning. If you have a flexible travel schedule, then try to avoid flying at noon when prices are $982 on average. Flights to Washington, D.C. Dulles Intl Airport from Chicago at noon are generally more expensive because this time of day is more convenient for travelers’ schedules.

Fly from Chicago O'Hare Intl to Washington, D.C. Dulles Intl for the best Chicago - Washington, D.C. Dulles Intl flight prices

You are more likely to see cheaper flights to Washington, D.C. Dulles Intl Airport from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Washington, D.C. Dulles Intl Airport for around $327 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Washington, D.C. Dulles Intl Airport from Chicago for as low as $273 on momondo.

There are 4 cabin classes available to choose from on Chicago to Washington, D.C. Dulles Intl 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 22% on your flight if you consider stops on a Chicago to Washington, D.C. Dulles Intl Airport flight.

As of March 2026, prices for Chicago to Washington, D.C. Dulles Intl Airport flights are approximately 58% cheaper when compared to flights at the same time last year.

Historically, on average around 18% 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 127 minutes.

Generally, flights departing in the morning 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. Sunday has historically seen more delays on average compared to the rest of the week.

According to our data, United Airlines 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.

As of March 2026, there are 3 flights per day flying from Chicago to Washington, D.C. Dulles Intl Airport. The most common time of day flights depart is 5:00PM, with 58% of flights taking off in the afternoon.

As of March 2026, 25 flights take off from Chicago and land in Washington, D.C. Dulles Intl Airport each week. The most common flight departure day for this route is Sat, with 100% of weekly flights taking off on this day.