| Outbound | Return | Airlines | Shop | Baggage | Price | ||
|---|---|---|---|---|---|---|---|
| Washington-DC Chicago | Outbound 10/20/25 1 Stopover (ATL) F94707, F91595 10h 30min | Return 11/13/25 1 Stopover (MCO) F92792, F94812 12h 33min |  Frontier Airlines |  | $187 | ||
| 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 09/04/25 direct AA1200 02h 22min | Return 09/28/25 direct AA0523 01h 53min |  American Airlines |  | ? | $197 | |
| Washington-DC Chicago | Outbound 10/20/25 1 Stopover (ATL) F94707, F91595 10h 30min | Return 11/13/25 1 Stopover (MCO) F92792, F94812 12h 33min | Frontier Airlines |  | $198 | ||
| 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 09/04/25 direct UA0654 02h 16min | Return 09/28/25 direct UA1097 02h 01min | United Airlines | | $224 | ||
| Washington-DC Chicago | Outbound 09/04/25 1 Stopover (JFK) B60254, B60905 07h 10min | Return 09/28/25 direct AA0523 01h 53min |  JetBlue Airways | | ? | $230 | |
| Washington-DC Chicago | Outbound 11/09/25 1 Stopover (JFK) B61888, B62105 09h 09min | Return 12/03/25 1 Stopover (JFK) B62106, B62587 05h 42min | JetBlue Airways |  | ? | $240 | |
| Washington-DC Chicago | Outbound 08/23/25 1 Stopover (DEN) WN3041, WN1195 07h 05min | Return 08/30/25 1 Stopover (DEN) WN3686, WN1869 08h 00min |  Southwest Airlines | | ? | $253 |
Stops
- Direct flight
Airline
- American Airlines
- United Airlines
- Frontier Airlines
- JetBlue Airways
- 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 | $186.77 |
|---|---|
| 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 $182
- Flight Washington-DC - Orlando from $93
- Flight Washington-DC - New York from $116
- Flight Washington-DC - Los Angeles from $212
- Flight Washington-DC - San Francisco from $239
- Flight Washington-DC - Las Vegas from $170
- Flight Washington-DC - Denver from $206
- Flight Washington-DC - New Orleans from $224
- Flight Washington-DC - Charleston from $259
- Flight Washington-DC - Boston from $127
Alternative flights to Chicago
- Flight New York - Chicago from $93
- Flight Los Angeles - Chicago from $103
- Flight Las Vegas - Chicago from $143
- Flight Boston - Chicago from $93
- Flight Atlanta - Chicago from $36
- Flight Denver - Chicago from $169
- Flight Fort Myers - Chicago from $141
- Flight Tampa - Chicago from $162
- Flight San Francisco - Chicago from $201
- Flight Philadelphia - Chicago from $162
Flight destinations with a similar price
- Flight Chicago - Vienna from $390
- Flight Chicago - Toronto from $122
- Flight Chicago - Santiago de Chile from $587
- Flight Chicago - London from $413
- Flight Chicago - San Jose, Costa Rica from $294
- Flight Chicago - Havana from $390
- Flight Chicago - Berlin from $425
- 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 $182
- Flight Washington-DC - Las Vegas from $170
- Flight Washington-DC - Tampa from $181
- Flight Washington-DC - Columbus from $180
- Flight Washington-DC - Toronto from $201