Flying from Washington DC to Chicago? Find the best deals here

The perfect flight is just a click away. Find the best tickets on offer for a trip from Washington DC to Chicago. We've analyzed the flight database and found that the cheapest prices for the connection start at $92. Flights on Wednesdays are up to 33 % cheaper than other days of the week.

Save money with one-stop flights

Flights with stopovers can be up to $19 cheaper than direct flights. The most affordable prices for connections with stopovers start at $92 and for direct flights at $111. An analysis of our database shows that 65 % of idealo users opt for stopover flights, whereas only 27 % prefer direct flights. For stopover connections flights with stops in Detroit or Atlanta are very popular. The fastest stopover flight lands in Detroit and has a flight time of 3 hours and 20 minutes. This flight takes only one hour and 25 minutes longer than a direct flight. Whether you are looking for a stopover or a direct flight – let us help you get the best deal on offer.