Favorite airline: United Airlines
The majority of passengers on the route Washington-DC – Chicago prefer to fly with United Airlines.
United Airlines
57 %
Delta
29 %
American Airlines
14 %
Tip: book 11 days before departure
The best time to buy tickets is 11 days before the flight. Pay only $254.00.
11 days before departure
Favourite connection: via Charlottesville
The most popular route is via Charlottesville and is booked by 67 % of all travelers.
Route
bookings
1 stopover Charlottesville, VA
16h 40min, from $389
67 %
1 stopover Charlotte Douglas International Airport, NC
05h 54min, from $697
33 %
Round trip from $389.00
For the best flight deal, book the outbound flight on 05/22/2020 and return flight on 05/29/2020.

$389
Cheap
$286
Expensive
$668

Flights from Washington to Chicago

With between 30 and 40 flights a day, the flight route from Washington (WAS) to Chicago (CHI) is always full of travlers of many different kinds. The direct flight takes about 2 hours, covering a distance of 699 miles. Non-stop flights are provided by American Airlines, United Airlines and Southwest.

...

Cheap flights from Washington to Chicago

The cheapest way of getting to Chicago would be to book as early as possible. Be sure to compare prices online first to secure the best deal.

...

Destination Chicago

Passengers have a few options when it comes to the Chicago airports - Chicago Midway International Airport (MDW), O'Hare International Airport (ORD), West Chicago Du Page (DPA) etc. O' Hare is quite popular with with passengers, owed in part by the efficiency of its ground transpot system. One can get downtown using the local trains (CTA) or by road using the Interstate highways I-90, I-190. and I-294.

...