Outbound | Return | Airlines | Shop | Baggage | Price | ||
---|---|---|---|---|---|---|---|
Washington DC Chicago Midway | Outbound 06/07/25 direct WN2144 02h 05min | Return 06/23/25 1 Stopover (CMH) WN2074, WN0204 06h 10min | | ![]() | ? | $216 found 2 days ago | |
Best option Washington DC Chicago Midway | Outbound 06/08/25 direct WN2295 01h 55min | Return 06/29/25 direct WN3809 01h 40min | | ![]() | ? | $234 | |
Washington DC Chicago Midway | Outbound 06/18/25 1 Stopover (ATL) DL0410, DL1063 04h 54min | Return 07/15/25 1 Stopover (DTW) DL3501, DL2073 03h 53min | | ![]() | ? | $222 | |
Washington DC Chicago Midway | Outbound 04/29/25 direct WN0321 02h 00min | Return 05/08/25 direct WN4345 01h 50min | | ![]() | ? | $274 | |
Washington DC Chicago Midway | Outbound 06/07/25 3 Stopovers (DEN, LAX, ATL) F90689, F94345, F94316, F92779 30h 18min | Return 06/23/25 1 Stopover (SAV) G41169, AA5023 12h 07min | | ![]() | ? | $432 found 2 days ago | |
Washington DC Chicago Midway | Outbound 04/29/25 1 Stopover (IAH) UA0382, F93282 27h 28min | Return 05/08/25 2 Stopovers (ATL, DEN) F92292, F93293, F90690 26h 29min | | ![]() | ? | $485 | |
Washington DC Chicago Midway | Outbound 06/08/25 1 Stopover (DFW) AA2243, F91888 09h 29min | Return 06/29/25 2 Stopovers (ATL, DEN) F92144, F93293, F90688 25h 02min | | ![]() | ? | $514 | |
Washington DC Chicago Midway | Outbound 06/08/25 3 Stopovers (DEN, MEX, GDL) Y40685, Y40761, Y40142, Y41840 37h 16min | Return 06/12/25 1 Stopover (YTZ, YYZ) PD2394, UA8649 25h 33min | | ![]() | ? | $832 | |
Washington DC Chicago Midway | Outbound 06/20/25 2 Stopovers (DEN, ATL) F90689, F93294, F92779 30h 55min | Return 07/19/25 2 Stopovers (ATL, DEN) F92292, F93293, F90690 26h 15min | | ![]() | ? | $850 |
Stops
- Direct flight
Airline
- Southwest Airlines
- Frontier Airlines
- American Airlines
- United Airlines
- Delta Air Lines
Tips and tricks to help you find cheap flights from Washington DC to Chicago Midway
Favorite airline: Frontier Airlines
65 % of flights from Washington DC to Chicago Midway are booked with Frontier Airlines.

Frontier Airlines
65 %

Delta
35 %
Favourite connection: via Denver
On this route, flights with a stopover in Denver are the most popular.
Route
bookings
1 stopover Denver International Airport, CO
09h 54min, from $ 413
65 %
1 stopover Detroit Metropolitan Wayne County Airport, MI
03h 50min, from $ 182
29 %
1 stopover Hartsfield-Jackson Atlanta International Airport, GA
06h 19min, from $ 566
6 %
Important flight information
Flight information: Washington DC - Chicago Midway
Roundtrip from | $ 215,43 |
---|---|
Flight duration | min. 02:05 / max. 10:20 |
Return flight duration | min. 01:35/ max. 06:15 |
Distance | 965 km |
Flights per week | 82 |
Departure airport | Airport Washington DC - Ronald Reagan National Airport, VA (DCA) |
Arrival airport | Airport Chicago Midway International Airport, IL (MDW) |
Destination country | Flights to United States |
Alternative routes to United States
- Flight Washington DC - Miami from $ 181
- Flight Washington DC - Orlando from $ 134
- Flight Washington DC - Fort Lauderdale from $ 144
- Flight Washington DC - Chicago O'Hare from $ 217
- Flight Washington DC - New Orleans from $ 243
- Flight Washington DC - San Francisco from $ 167
- Flight Washington DC - Boston from $ 116
- Flight Washington DC - Los Angeles from $ 185
- Flight Washington DC - Atlanta from $ 169
- Flight Washington DC - New York from $ 84
Alternative flights to Chicago Midway
- Flight San Francisco - Chicago Midway from $ 167
- Flight Boston - Chicago Midway from $ 172
- Flight Los Angeles - Chicago Midway from $ 185
- Flight Tampa - Chicago Midway from $ 235
- Flight Newark - Chicago Midway from $ 112
- Flight Minneapolis - Chicago Midway from $ 229
- Flight Orlando - Chicago Midway from $ 197
- Flight Atlanta - Chicago Midway from $ 75
Flight destinations with a similar price
- Flight Washington DC - Chicago O'Hare from $ 217
- Flight Washington DC - Fort Myers from $ 210
- Flight Washington DC - Detroit from $ 211
- Flight Washington DC - Sarasota-Bradenton from $ 216
- Flight Washington DC - Charlotte from $ 211
- Flight Washington DC - Milwaukee from $ 235
- Flight Washington DC - Portland-Oregon from $ 210
- Flight Washington DC - San Antonio from $ 210
- Flight Washington DC - Tampa from $ 228