Flights from Washington DC to Chicago Midway

Our cheapest offers for flights from Washington DC to Chicago Midway

Here you can compare cheap flights from Washington DC (DCA) to Chicago Midway (MDW) for one-way or return trips. The following offers were searched for and found on idealo during the last few days. Or start your own flight search to Chicago Midway. Prices and availability may change at any time.

Outbound Return Airlines Shop Baggage Price
Best option
Washington DC
Chicago Midway
Outbound
07/02/25
direct
WN0958
02h 05min
Return
07/25/25
direct
WN3812
01h 50min
Southwest Airlines ?
$202
Washington DC
Chicago Midway
Outbound
06/07/25
direct
WN2144
02h 05min
Return
06/23/25
1 Stopover (CMH)
WN2074, WN0204
06h 10min
Southwest Airlines ?
$216
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
Delta Air Lines ?
$222
Washington DC
Chicago Midway
Outbound
06/08/25
direct
WN2295
01h 55min
Return
06/29/25
direct
WN3809
01h 40min
Southwest Airlines ?
$234
Washington DC
Chicago Midway
Outbound
07/02/25
1 Stopover (DFW)
AA1839, F92882
11h 18min
Return
07/25/25
2 Stopovers (ATL, DEN)
F92292, F93293, F90686
52h 44min
American Airlines, Frontier Airlines ?
$379
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
Frontier Airlines ?
$432
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
American Airlines, Frontier Airlines ?
$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
Volaris ?
$832
Prices based on recent searches, subject to last-minute changes
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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 $ 201,29
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
Alternative flights to Chicago Midway
Flight destinations with a similar price