Cheap flights from Washington, D.C. to Chicago from $91

The month of December is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Washington, D.C. averaging around $326.

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Saturday when prices can be found for as low as $420. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday is the most expensive day to depart from Washington, D.C. because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $552.

Flying to Chicago O'Hare Intl Airport from Washington, D.C. in the evening is the least expensive time of day to depart. momondo users have found prices as low as $443 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $485. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Washington, D.C. when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $410 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Washington, D.C. for as low as $302 on momondo.

There are 4 cabin classes available to choose from on Washington, D.C. to Chicago O'Hare Intl 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 Washington, D.C. to Chicago O'Hare Intl Airport.

As of October 2026, prices for Washington, D.C. to Chicago O'Hare Intl Airport flights are approximately 46% cheaper when compared to flights at the same time last year.

Frontier, United Airlines, and Delta are the most popular carriers operating from Washington, D.C. to Chicago O'Hare Intl

United Airlines, American Airlines and Frontier are the top three most popular airlines that fly to Chicago O'Hare Intl Airport from Washington, D.C. according to our data. United Airlines is the first choice among our users, with 65% of people opting to fly with this airline when traveling to Chicago O'Hare Intl Airport. Keep in mind that there are 3 different airlines that fly to Chicago O'Hare Intl Airport on a routine basis, so you have a few additional options to choose from.

81 flights are operational daily from Washington, D.C. to Chicago O'Hare Intl Airport as of October 2026. The most popular departure time for this route is 5:00PM, with 45% of flights per day taking off at noon.

The number of flights available between Washington, D.C. and Chicago O'Hare Intl Airport is 569 per week as of October 2026. The most frequent departure day is Sun, with 20% of weekly flights leaving on this day.