
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $209 (Southwest) |
One-way from | $96 (Southwest) |
Popular in | November |
Cheapest in | July |
Average price | $309 |
Good round-trip deal | $309 or less |
Good one-way deal | $170 or less |
Fly from
Fly to
Route
Depart
Return
Washington, D.C.Chicago
DCA - MDW
DCAMDW
Washington, D.C. Reagan-National
Tue 5/19
9:55 am-10:55 am
Nonstop2h 00m
Chicago Midway
Wed 5/27
1:55 pm-6:40 pm
1 stop3h 45m
Washington, D.C.Chicago
DCA - MDW
DCAMDW
Washington, D.C. Reagan-National
Tue 5/12
7:00 pm-8:05 pm
Nonstop2h 05m
Chicago Midway
Thu 5/14
5:00 pm-7:55 pm
Nonstop1h 55m
Washington, D.C.Chicago
DCA - MDW
DCAMDW
Washington, D.C. Reagan-National
Wed 4/1
9:15 pm-10:20 pm
Nonstop2h 05m
Chicago Midway
Mon 4/6
5:35 am-8:25 am
Nonstop1h 50m
Washington, D.C.Chicago
DCA - MDW
DCAMDW
Washington, D.C. Reagan-National
Wed 4/15
9:05 am-3:45 pm
2 stops7h 40m
Chicago Midway
Wed 7/15
11:25 am-6:55 pm
1 stop6h 30m
Washington, D.C.Chicago
DCA - MDW
DCAMDW
Washington, D.C. Reagan-National
Fri 4/17
9:35 pm-10:35 pm
Nonstop2h 00m
Chicago Midway
Mon 4/20
8:05 pm-10:55 pm
Nonstop1h 50m
Washington, D.C.Chicago
DCA - MDW
DCAMDW
Washington, D.C. Reagan-National
Thu 5/28
2:45 pm-5:50 pm
1 stop4h 05m
Chicago Midway
Tue 6/2
1:55 pm-6:40 pm
1 stop3h 45m
Washington, D.C.Chicago
DCA - MDW
DCAMDW
Washington, D.C. Reagan-National
Thu 4/9
6:00 am-8:53 am
1 stop3h 53m
Chicago Midway
Mon 4/13
5:21 pm-11:41 pm
1 stop5h 20m
Washington, D.C.Chicago
DCA - MDW
DCAMDW
Washington, D.C. Reagan-National
Sat 4/4
6:05 am-7:15 am
Nonstop2h 10m
Chicago Midway
Sat 4/11
2:15 pm-8:55 pm
1 stop5h 40m
Washington, D.C.Chicago
DCA - MDW
DCAMDW
Washington, D.C. Reagan-National
Sat 5/9
12:15 pm-2:45 pm
1 stop3h 30m
Chicago Midway
Sun 5/10
5:00 pm-7:55 pm
Nonstop1h 55m
Washington, D.C.Chicago
DCA - MDW
DCAMDW
Washington, D.C. Reagan-National
Wed 4/29
2:40 pm-9:45 pm
2 stops8h 05m
Chicago Midway
Sun 5/3
7:45 am-3:10 pm
1 stop6h 25m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
To ensure you get the cheapest price possible for a flight from Washington, D.C. Reagan-National Airport to Chicago Midway Airport, you should look to book at least 74 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
Currently, November is the cheapest month in which you can book a flight from Washington, D.C. Reagan-National Airport to Chicago Midway Airport (average of $98). Flying from Washington, D.C. Reagan-National Airport to Chicago Midway Airport in December is currently the most expensive (average of $284). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
One of the essential ways to save on airfare from Washington, D.C. Reagan-National Airport to Chicago Midway Airport is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 13% on airfare.
Travelers seeking maximum savings on their Washington, D.C. Reagan-National Airport to Chicago Midway Airport flight should consider departing on Wednesday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Overall
Boarding
Entertainment
Food
Comfort
Crew
Reviews
Anonymous,Mar 2026
KOA - HNL
Overall
Boarding
Entertainment
Food
Comfort
Crew
Reviews
Anonymous,Mar 2026
KOA - HNL
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$187 | Average$311 | FlexibilityNo cancel fee | On-time63% |