Cheap flights from Chicago to Washington, D.C. from $89

The month of October is, on average, the cheapest month to fly to Washington, D.C. Reagan-National Airport from Chicago, with most prices found around $299. If you aren’t able to travel to Washington, D.C. Reagan-National Airport during the month of October, then flying in August is also cheap. Prices for this month can be found on momondo for an average of $301.

The cheapest day to depart from Chicago to Washington, D.C. Reagan-National Airport is on a Saturday. Travelers who choose to depart for Washington, D.C. Reagan-National Airport on a Saturday will often find tickets for as low as $312. Flights from Chicago to Washington, D.C. Reagan-National Airport on a Monday will generally be more expensive and average around $486. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

Our data shows that the cheapest Chicago to Washington, D.C. Reagan-National Airport flights are usually those with departure times in the morning. Our users have found flights to Washington, D.C. Reagan-National Airport in the morning for as low as $367. In contrast, the most expensive time of day to depart to Washington, D.C. Reagan-National Airport is in the afternoon when prices are around $451.

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

You are more likely to see cheaper flights to Washington, D.C. Reagan-National Airport from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Washington, D.C. Reagan-National Airport for around $372 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Washington, D.C. Reagan-National Airport from Chicago for as low as $266 on momondo.

There are 4 cabin classes available to choose from on Chicago to Washington, D.C. Reagan-National Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

No. A direct flight is the cheapest option for a flight between Chicago to Washington, D.C. Reagan-National Airport.

As of August 2026, prices for Chicago to Washington, D.C. Reagan-National Airport flights are approximately 38% cheaper when compared to flights at the same time last year.

Southwest, Delta, and United Airlines are the most popular carriers operating from Chicago to Washington, D.C. Reagan-National

United Airlines, American Airlines and Southwest are the top three most popular airlines that fly to Washington, D.C. Reagan-National Airport from Chicago according to our data. United Airlines is the first choice among our users, with 57% of people opting to fly with this airline when traveling to Washington, D.C. Reagan-National Airport. Keep in mind that there are 5 different airlines that fly to Washington, D.C. Reagan-National Airport on a routine basis, so you have a few additional options to choose from.

Historically, on average around 24% 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 132 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. Friday 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 23% of their flights experiencing any sort of delay.

Denver (DEN) was the most common stop: 67% of momondo users choosing 1-stop flights on this route connected there.

Flights via Denver (DEN) offer the lowest average round-trip price of $174.

Flights connecting via Boston (BOS) have the shortest average one-way travel time: 5h 44m.

Boston (BOS) has the shortest average layover time for this route: 1h 18m.

As of August 2026, 45 flights take off from Chicago and land in Washington, D.C. Reagan-National Airport each day. The most common flight departure time for this route is 5:00PM, with 41% of daily flights taking off at noon.

As of August 2026, there are 317 flights per week flying from Chicago to Washington, D.C. Reagan-National Airport. The most common day of the week flights depart is Fri, with 20% of flights taking off on this day.