| Outbound | Return | Airlines | Shop | Baggage | Price | ||
|---|---|---|---|---|---|---|---|
| Best option Washington-DC Chicago | Outbound 10/10/25 direct UA1793 02h 14min | Return 11/04/25 direct UA2306 01h 52min |  United Airlines |  | $190 | ||
| Washington-DC Chicago | Outbound 11/16/25 direct UA1738 02h 08min | Return 11/18/25 direct UA1023 01h 49min | United Airlines |  | ? | $192 | |
| Washington-DC Chicago | Outbound 11/16/25 direct UA1775 02h 16min | Return 11/18/25 direct UA2677 02h 03min | United Airlines |  | ? | $202 | |
| Washington-DC Chicago | Outbound 11/03/25 direct AA1200 02h 14min | Return 11/12/25 direct AA0444 01h 49min |  American Airlines |  | ? | $259 | |
| Washington-DC Chicago | Outbound 11/16/25 1 Stopover (MSP) SY0226, SY0261 05h 18min | Return 11/18/25 1 Stopover (CLT) AA1876, AA5549 05h 15min |  Sun Country Airlines | | ? | $259 | |
| Washington-DC Chicago | Outbound 11/03/25 direct AA1944 02h 13min | Return 11/12/25 direct AA1187 01h 49min | American Airlines | | ? | $275 | |
| Washington-DC Chicago | Outbound 11/03/25 direct AA1187 02h 20min | Return 11/12/25 direct AA0603 02h 09min | American Airlines | | ? | $278 | |
| Washington-DC Chicago | Outbound 11/03/25 direct UA2201 01h 57min | Return 11/12/25 direct UA2306 01h 52min | United Airlines | | $291 | ||
| Washington-DC Chicago | Outbound 10/10/25 1 Stopover (GSO) AA5330, AA4144 05h 03min | Return 11/04/25 direct AA0603 02h 09min | American Airlines | | ? | $337 | |
| Washington-DC Chicago | Outbound 11/03/25 direct AA1187 02h 20min | Return 11/12/25 direct AA0603 02h 09min | American Airlines |  | ? | $352 |
Stops
- Direct flight
Airline
- American Airlines
- United Airlines
- Sun Country Airlines
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
Flight information: Washington-DC - Chicago
| Roundtrip from | $189.38 |
|---|---|
| Flight duration | min. 02:01 / max. 10:50 |
| Return flight duration | min. 01:35/ max. 09:21 |
| Distance | 958 km |
| Flights per week | 313 |
| Departure airport | Airport Washington-DC (WAS) |
| Arrival airport | Airport Chicago-IL, all airports (CHI) |
| Destination country | Flights to United States |
Alternative routes to United States
- Flight Washington-DC - Miami from $200
- Flight Washington-DC - Orlando from $93
- Flight Washington-DC - New York from $120
- Flight Washington-DC - Los Angeles from $271
- Flight Washington-DC - San Francisco from $256
- Flight Washington-DC - Las Vegas from $170
- Flight Washington-DC - Denver from $219
- Flight Washington-DC - New Orleans from $277
- Flight Washington-DC - Charleston from $602
- Flight Washington-DC - Boston from $159
Alternative flights to Chicago
- Flight New York - Chicago from $100
- Flight Boston - Chicago from $156
- Flight Atlanta - Chicago from $86
- Flight Denver - Chicago from $170
- Flight Tampa - Chicago from $112
- Flight San Francisco - Chicago from $244
- Flight Phoenix - Sky Harbor - Chicago from $727
- Flight Dallas - Chicago from $108
- Flight Nashville - Chicago from $121
- Flight Birmingham-Alabama - Chicago from $259
Flight destinations with a similar price
- Flight Chicago - Vienna from $390
- Flight Chicago - London from $413
- Flight Chicago - Toronto from $140
- Flight Chicago - Santiago de Chile from $615
- Flight Chicago - San Jose, Costa Rica from $305
- Flight Chicago - Havana from $419
- Flight Chicago - Berlin from $427
- Flight Chicago - Frankfurt from $456
- Flight Chicago - Hannover from $442
- Flight Chicago - Dusseldorf from $454
Flight destinations with a similar price
- Flight Washington-DC - Miami from $200
- Flight Washington-DC - Atlanta from $193
- Flight Washington-DC - Dallas from $208