Compare cheap outbound and return flights from Washington-DC (WAS) to Chicago (CHI)and find the best offer from numerous airlines and travel agencies.
Cheapest roundtrip flight
from€324
Fastest flight
non-stop flights
907x / week
Flight distance
958 km
Time difference
Airports in Washington-DC
Dulles International Airport, DCIAD
Ronald Reagan National Airport, VADCA
Airports in Chicago
O'Hare International Airport, ILORD
Midway International Airport, ILMDW
Rockford, ILRFD
Most popular airlines
United Airlines
American Airlines
Southwest Airlines
Flight schedule from Washington-DC (WAS) to Chicago (CHI)
Select a travel date in the flight schedule for the route from Washington-DC (WAS) to Chicago (CHI) and compare affordable flight deals.
offers
Active filtersnone
Matching outbound flights71 of 71
fromto
dep.arr.
durationstopovers
September 6 – 12, 2026
September 13 – 19, 2026
September 20 – 26, 2026
DCAMDW
nonstop
DCAMDW
nonstop
IADORD
nonstop
IADORD
nonstop
IADORD
nonstop
IADORD
nonstop
DCAORD
nonstop
DCAORD
nonstop
DCAORD
1 stopover
DCAMDW
nonstop
DCAORD
nonstop
DCAORD
nonstop
DCAMDW
nonstop
IADORD
nonstop
DCAORD
nonstop
Tips and tricks to help you find cheap flights from Washington DC to Chicago
Favorite airline: United Airlines
United Airlines is the most popular airline for flights from Washington-DC to Chicago.
United Airlines
61 %
Delta
13 %
American Airlines
11 %
Cheapest weekday: Friday
Cheap flights on this route are operated on Friday.
Direct flights are the cheapest connection
Flights with a stopover are on average $24.00 more expensive than direct flights.
non stop flight
1 stop
02h 16min
03h 50min
$158
$182
The favorite connection is non-stop
Flights from Washington-DC to Chicago are most often booked as a direct flight.
Route
bookings
Direct flights
02h 16min, from $158
70 %
1 stopover Boston Logan International Airport, MA
05h 18min, from $1,843
8 %
1 stopover Detroit Metropolitan Wayne County Airport, MI
03h 50min, from $182
7 %
Useful information about the flight from Washington DC to Chicago
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.
Important flight information
Frequently Asked Questions (FAQ)
How long is the flight from Washington-DC to Chicago?
A nonstop flight from Washington-DC to Chicago typically takes around 2 hours 5 minutes. This makes the nonstop service the fastest and most convenient way to travel between Washington-DC and Chicago. It is worth checking flight times when searching, as they can vary by airline and travel date.
Are there nonstop flights from Washington-DC to Chicago?
Yes, there are nonstop flights from Washington-DC to Chicago, averaging around 129 to 130 flights per day, operated by, among others, United Airlines, American Airlines and Southwest. If you want to fly without a layover, it is worth filtering specifically for nonstop flights when searching.
Which airlines fly from Washington-DC to Chicago?
Direct flights from Washington-DC to Chicago are operated by, among others, United Airlines, American Airlines and Southwest. These flights take you to Chicago nonstop, making them especially practical for short trips or weekend getaways. It is still worth comparing departure times and airline policies, as baggage rules and fees can vary.
On which days are there nonstop flights from Washington-DC to Chicago?
Nonstop flights from Washington-DC to Chicago operate daily. The schedule may vary by season, so it is worth comparing several travel dates. If your preferred day does not have a nonstop flight, nearby departure days or short connecting flights may be a good alternative.
How many flights are there per day from Washington-DC to Chicago?
From Washington-DC to Chicago, there are on average around 129 to 130 flights per day. This usually means you have a good choice of departure times. If you are flexible, you can easily compare times, prices, and airlines.
How many flights per week are there from Washington-DC to Chicago?
From Washington-DC to Chicago, there are around 904 to 905 flights per week. This means you usually have connections available on several days and at various times. Beyond the price, it is worth comparing flight duration, airline, and any potential additional fees.
When does the first flight from Washington-DC to Chicago depart?
The earliest nonstop flight from Washington-DC to Chicago usually departs at 6:00 AM. The exact departure time may vary by day of the week and airline. Early flights are especially useful if you want to make the most of your arrival day in Chicago.
When does the last flight from Washington-DC to Chicago depart?
The last nonstop flight from Washington-DC to Chicago usually departs at 10:29 PM. Late flights can be convenient if you want to travel after work or in the evening. Do check whether it is a nonstop flight, as a connecting itinerary could push the arrival time significantly later.
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