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Flights from Washington to Chicago – Direct & connecting routes

Non-stop airlines Connecting flights Show map Price search

DCA to MDW flights and routes map DCA to MDW – All flight route options from Ronald Reagan Washington National, District of Columbia, USA to Chicago Midway International, Illinois, USA. These flights are operated by 3 airlines. Fly non-stop with Southwest Airlines or choose from 4 different transit flights. The shortest flight time is 2 hours and 5 minutes. See the full flight schedule and time table, including departure times, airlines and stopover details to find the best option for you.

From
To
USA DCA Ronald Reagan Washington National Washington, DC, USA
USA MDW Chicago Midway , IL, USA
DCA
Ronald Reagan Washington National
USAWashington, DC, USA
Chicago Midway
USAChicago, IL, USA
MDW
1 direct route found »
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5 routes with 1 stop found »
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Non-stop route options:

Duration

Southwest Airlines
Non-stop with Southwest Airlines. 5-7 flights per day.

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2h 05m

Southwest Airlines
Non-stop with Southwest Airlines.
2h 05m
5-7 flights per day.
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1 stop route options with the same airline:

Duration

Via Detroit DTW
1 stop with Delta Air Lines. 2 flights per day.

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3h 48m

Via Detroit DTW
1 stop with Delta Air Lines.
3h 48m
2 flights per day.
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Via Columbus CMH
1 stop with Southwest Airlines. 0-1 flights per day.

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5h 05m

Via Columbus CMH
1 stop with Southwest Airlines.
5h 05m
0-1 flights per day.
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Via Saint Louis STL
1 stop with Southwest Airlines. 2-3 flights per day.

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5h 05m

Via Saint Louis STL
1 stop with Southwest Airlines.
5h 05m
2-3 flights per day.
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Via Nashville BNA
1 stop with Southwest Airlines. 2-5 flights per day.

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5h 40m

Via Nashville BNA
1 stop with Southwest Airlines.
5h 40m
2-5 flights per day.
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1 stop route options with codeshare or different airlines:

Duration

Via Detroit DTW With American Airlines & Delta Air Lines 0-1 flights per day.
Begins in 6/8

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5h 54m

Begins in 6/8
Via Detroit DTW
5h 54m
With American Airlines & Delta Air Lines 0-1 flights per day.
Begins in 6/8
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Washington to Chicago flights

With over 106 flights every week and 5 different airlines you have a wide range of options. You can fly non-stop to Chicago (MDW) from Washington (DCA) with Southwest Airlines but if a stopover option suits you better you can choose to fly via Detroit, Columbus or any other of the 4 alternatives with connectiing airports.

Tip! You can also fly to Chicago from Washington Dulles International (IAD).

Washington to Chicago with Southwest Airlines

You can fly non-stop every weekday with flights departing from 6:00 am to 9:00 pm. You can also catch a transit flight via Saint Louis or Columbus.

With Delta Air Lines

If you fly from Washington with Delta Air Lines you will do a stopover in Detroit, DTW before reaching Chicago. This flight trip will take 3 hours and 48 minutes and you can fly every weekday with departures between 6:00 am and 2:00 pm. Delta Air Lines is a member of SkyTeam.

Distance & flight times: Reagan National to Midway International Airport

The shortest flight time between DCA and MDW is 2 hours and 5 minutes.

ViaTotal flight timeLayover timeDistance
Direct2h 5m-602 miles (969 km)
DTW Detroit3h 48m46m636 miles (1023 km)
CMH Columbus5h 5m2h 45m607 miles (977 km)
STL Saint Louis5h 5m45m973 miles (1566 km)
BNA Nashville5h 40m2h 25m961 miles (1546 km)
The flight times and layover times in the table above are approximate and may vary depending on flight number, aircraft, airline, weather, and time of day.DCA-MDW flight routesWashington to Chicago flight routes illustrated on a map.
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Washington - Chicago route map and flight paths
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You can fly non-stop from Washington (DCA) to Chicago (MDW) with Southwest Airlines. The flight takes approximately 2 hours and 5 minutes. If you travel with a connecting flight instead, for example via Detroit, the total flight time will be 3 hours and 48 minutes.

If you're interested in direct flights, Southwest Airlines is available. For flights with stopovers, Delta Air Lines and Southwest Airlines is also an option.

The flight time between Ronald Reagan Washington National (DCA) and Chicago Midway International (MDW) is approximately 2 hours and 5 minutes. The distance between the two airports is 636 miles (or 1023 kilometers).

Yes, you can fly non-stop to MDW from DCA with Southwest Airlines.

A codeshare agreement means that cooperating airlines are able to sell seats on each other’s flights. This means that you are able to travel to more destinations than your airline of choice normally offers. Codeshare flights are also beneficial because of the seamless transits you can get with connecting flights from the same airline. The downside of choosing a codeshare flight can be that you in some cases can’t upgrade codeshare flights or use elite benefits.

A connecting or transit flight means that you reach your final destination through two or more flights – in other words a non-direct flight. You will change to a new aircraft after your first flight, this may include moving to another terminal at the airport aswell. The time required to transfer passengers and luggage between flights is called Minimum Connecting Time (MCT) and are always taken into account here on Flightroutes.com.

If you bought your whole flight on a single ticket, the airline will book you on the next available connecting flight.

With connecting flights, checked in luggage is most commonly forwarded to your final destination when buying a single ticket for both flights.

If you miss your connecting flight due to circumstances outside your control such as your first flight being delayed, you should turn to your airline who will provide you with a seat on the next available flight. This is usually done free of charge, and only applies if you purchased your trip as one ticket. If the next connecting flight is the following day, the airline usually provides accommodation and meals.
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