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Cheap flights from Chicago Midway Airport to Washington, D.C. from $96

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Washington, D.C. departing on 4/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago Midway Airport to Washington, D.C.

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
1:05 pm - 3:55 pm
MDW
-
DCA
1h 50mnonstop
Southwest Logo
3:40 pm - 4:50 pm
DCA
-
MDW
2h 10mnonstop
$194Southwest
Sat, May 9 - Tue, May 12
Southwest Logo
4:35 pm - 7:20 pm
MDW
-
DCA
1h 45mnonstop
Southwest Logo
3:35 pm - 4:50 pm
DCA
-
MDW
2h 15mnonstop
$197Southwest
Tue, Mar 17 - Wed, Mar 18
Southwest Logo
11:00 am - 1:50 pm
MDW
-
DCA
1h 50mnonstop
Southwest Logo
7:00 pm - 8:05 pm
DCA
-
MDW
2h 05mnonstop
$200Southwest
Sat, Apr 25 - Tue, Apr 28
Southwest Logo
6:35 pm - 9:30 pm
MDW
-
DCA
1h 55mnonstop
Southwest Logo
11:55 am - 6:15 pm
DCA
-
MDW
7h 20m
1 stop
$204Southwest
Sat, May 9 - Tue, May 12
Southwest Logo
7:45 am - 2:55 pm
MDW
-
DCA
6h 10m
1 stop
Southwest Logo
3:35 pm - 4:50 pm
DCA
-
MDW
2h 15mnonstop
$207Southwest
Tue, Mar 17 - Wed, Mar 18
Southwest Logo
1:05 pm - 3:55 pm
MDW
-
DCA
1h 50mnonstop
Southwest Logo
9:05 am - 3:45 pm
DCA
-
MDW
7h 40m
2 stops
$209Southwest
Sat, May 9 - Tue, May 12
Southwest Logo
11:00 am - 1:50 pm
MDW
-
DCA
1h 50mnonstop
Southwest Logo
3:55 pm - 9:45 pm
DCA
-
MDW
6h 50m
1 stop
$210Southwest
Sat, Apr 25 - Tue, Apr 28
Southwest Logo
5:30 am - 8:25 am
MDW
-
DCA
1h 55mnonstop
Southwest Logo
9:05 am - 3:45 pm
DCA
-
MDW
7h 40m
2 stops
$212Southwest
Wed, Apr 1 - Wed, Apr 8
Southwest Logo
6:05 am - 8:55 am
MDW
-
DCA
1h 50mnonstop
Southwest Logo
9:55 am - 10:55 am
DCA
-
MDW
2h 00mnonstop
$214Southwest
Tue, Apr 28 - Wed, Apr 29
Southwest Logo
9:15 am - 8:55 pm
MDW
-
DCA
10h 40m
2 stops
Southwest Logo
11:45 am - 12:45 pm
DCA
-
MDW
2h 00mnonstop
$215Southwest
Sat, Apr 25 - Tue, Apr 28

Southwest flights from Chicago Midway Airport to Washington, D.C. Reagan-National Airport

Our best Southwest deals on Chicago Midway Airport to Washington, D.C. Reagan-National Airport flight tickets
Southwest
May 9
MDW1:05 pmChicago Midway
1h 50m
DCA3:55 pmWashington, D.C. Reagan-National
May 12
DCA3:40 pmWashington, D.C. Reagan-National
2h 10m
MDW4:50 pmChicago Midway
$194
Southwest
Mar 17
MDW4:35 pmChicago Midway
1h 45m
DCA7:20 pmWashington, D.C. Reagan-National
Mar 18
DCA3:35 pmWashington, D.C. Reagan-National
2h 15m
MDW4:50 pmChicago Midway
$197
Southwest
Apr 25
MDW11:00 amChicago Midway
1h 50m
DCA1:50 pmWashington, D.C. Reagan-National
Apr 28
DCA7:00 pmWashington, D.C. Reagan-National
2h 05m
MDW8:05 pmChicago Midway
$200

Delta flights from Chicago Midway Airport to Washington, D.C. Reagan-National Airport

Our best Delta deals on Chicago Midway Airport to Washington, D.C. Reagan-National Airport flight tickets
Delta
Mar 17
MDW1:10 pmChicago Midway
4h 49m
1 stop
DCA6:59 pmWashington, D.C. Reagan-National
Mar 18
DCA6:00 amWashington, D.C. Reagan-National
3h 53m
1 stop
MDW8:53 amChicago Midway
$217
Delta
Mar 14
MDW6:34 pmChicago Midway
3h 17m
1 stop
DCA10:51 pmWashington, D.C. Reagan-National
Mar 17
DCA6:00 amWashington, D.C. Reagan-National
3h 53m
1 stop
MDW8:53 amChicago Midway
$241
Delta
Apr 15
MDW5:21 pmChicago Midway
5h 20m
1 stop
DCA11:41 pmWashington, D.C. Reagan-National
Apr 17
DCA6:00 amWashington, D.C. Reagan-National
3h 47m
1 stop
MDW8:47 amChicago Midway
$263

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Washington, D.C. Reagan-National Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated February 22, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Washington, D.C. Reagan-National Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Sat 5/9

1:05 pm-3:55 pm

Nonstop1h 50m

Washington, D.C. Reagan-National

Tue 5/12

3:40 pm-4:50 pm

Nonstop2h 10m

$194

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Tue 3/17

4:35 pm-7:20 pm

Nonstop1h 45m

Washington, D.C. Reagan-National

Wed 3/18

3:35 pm-4:50 pm

Nonstop2h 15m

$197

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Sat 4/25

11:00 am-1:50 pm

Nonstop1h 50m

Washington, D.C. Reagan-National

Tue 4/28

7:00 pm-8:05 pm

Nonstop2h 05m

$200

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Sat 5/9

6:35 pm-9:30 pm

Nonstop1h 55m

Washington, D.C. Reagan-National

Tue 5/12

11:55 am-6:15 pm

1 stop7h 20m

$204

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Tue 3/17

7:45 am-2:55 pm

1 stop6h 10m

Washington, D.C. Reagan-National

Wed 3/18

3:35 pm-4:50 pm

Nonstop2h 15m

$207

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Sat 5/9

1:05 pm-3:55 pm

Nonstop1h 50m

Washington, D.C. Reagan-National

Tue 5/12

9:05 am-3:45 pm

2 stops7h 40m

$209

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Sat 4/25

11:00 am-1:50 pm

Nonstop1h 50m

Washington, D.C. Reagan-National

Tue 4/28

3:55 pm-9:45 pm

1 stop6h 50m

$210

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Wed 4/1

5:30 am-8:25 am

Nonstop1h 55m

Washington, D.C. Reagan-National

Wed 4/8

9:05 am-3:45 pm

2 stops7h 40m

$212

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Tue 4/28

6:05 am-8:55 am

Nonstop1h 50m

Washington, D.C. Reagan-National

Wed 4/29

9:55 am-10:55 am

Nonstop2h 00m

$214

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Sat 4/25

9:15 am-8:55 pm

2 stops10h 40m

Washington, D.C. Reagan-National

Tue 4/28

11:45 am-12:45 pm

Nonstop2h 00m

$215

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Washington, D.C. from

How to get the cheapest flight ticket from Chicago Midway Airport to Washington, D.C. Reagan-National Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Washington, D.C. Reagan-National Airport?

The month of September is, on average, the cheapest month to fly to Washington, D.C. Reagan-National Airport from Chicago Midway Airport, with most prices found around $193. If you aren’t able to travel to Washington, D.C. Reagan-National Airport during the month of September, then flying in June is also cheap. Prices for this month can be found on momondo for an average of $194.

What is the cheapest day to depart on your flight to Washington, D.C. Reagan-National Airport?

The cheapest day to depart from Chicago Midway Airport to Washington, D.C. Reagan-National Airport is on a Thursday. Travelers who choose to depart for Washington, D.C. Reagan-National Airport on a Thursday will often find tickets for as low as $295. Flights from Chicago Midway Airport to Washington, D.C. Reagan-National Airport on a Monday will generally be more expensive and average around $390. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Washington, D.C. Reagan-National Airport?

Our data shows that the cheapest Chicago Midway Airport to Washington, D.C. Reagan-National Airport flights are usually those with departure times at noon. Our users have found flights to Washington, D.C. Reagan-National Airport at noon for as low as $308. In contrast, the most expensive time of day to depart to Washington, D.C. Reagan-National Airport is in the afternoon when prices are around $344.

What is the cheapest Chicago Midway to Washington, D.C. Reagan-National flight route?

Fly from Chicago Midway to Washington, D.C. Reagan-National for the best Chicago Midway - Washington, D.C. Reagan-National flight prices

What cabin class options are available on Chicago Midway to Washington, D.C. Reagan-National flights?

There is only 1 cabin class available to choose from on Chicago Midway to Washington, D.C. Reagan-National flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

When to book flights from Chicago Midway Airport to Washington, D.C. Reagan-National Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Washington, D.C. Reagan-National Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Washington, D.C. Reagan-National Airport (MDW to DCA) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Washington, D.C. Reagan-National Airport

Best Price Found

$157

Fastest flight time

1h 45m

Direct flights

Every day
The best one-way flight to Washington, D.C. Reagan-National Airport from Chicago Midway Airport in the past 72 hours is $157. The best round-trip flight deal from Chicago Midway Airport to Washington, D.C. Reagan-National Airport found on momondo in the last 72 hours is $309.
The fastest flight from Chicago Midway Airport to Washington, D.C. Reagan-National Airport takes 1h 45m
Direct flights go from Chicago Midway Airport to Washington, D.C. Reagan-National Airport every day.
Search flight deals

  • How far is Chicago Midway to Washington, D.C. Reagan-National by plane?

    Chicago Midway and Washington, D.C. Reagan-National are 598.5 mi apart from one another. Typically, this will take 1h 45m by plane in normal conditions.

  • When did momondo last update prices for flights from Chicago Midway Airport to Washington, D.C. Reagan-National Airport?

    Prices for flights from Chicago Midway Airport to Washington, D.C. Reagan-National Airport are updated daily.

  • How many operators does momondo search for flights from Chicago Midway Airport to Washington, D.C. Reagan-National Airport?

  • How old do you have to be to fly from Chicago Midway Airport to Washington, D.C. Reagan-National Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago Midway Airport to Washington, D.C. Reagan-National Airport.

  • What documentation or ID do you need to fly to Washington, D.C. Reagan-National Airport?

    The travel and health documents you'll need for your trip to Washington, D.C. Reagan-National Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Washington, D.C. Reagan-National Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago Midway Airport to Washington, D.C. Reagan-National Airport?

  • What is the most popular airline from Chicago Midway Airport to Washington, D.C. Reagan-National Airport?

Best airlines flying from Chicago Midway Airport to Washington, D.C. Reagan-National Airport

Compare and see reviews for airlines that fly from Chicago Midway Airport to Washington, D.C. Reagan-National Airport with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $197Free CancellationRating
8.0
4,299 reviews
Search Southwest flights

  • Southwest Flights From Chicago Midway Airport to Washington, D.C. Reagan-National Airport

    The lowest priced Southwest flight from Chicago Midway Airport to Washington, D.C. Reagan-National Airport from the last 72 hours was $197. Generally, Southwest has 21 flights on this route every week with an average price of $315. Southwest is rated 8.0/10 by our users.

Traveling to a place near Washington, D.C.?

Book flights to Washington, D.C. if you plan to visit one of these locations
Alexandria
National Harbor
Gettysburg
Arlington
Waldorf
Woodbridge
Colonial Beach
Laurel
Silver Spring
Tysons
Towson
Fredericksburg
Gaithersburg
Rockville
Manassas
Springfield
Fairfax
Bethesda
Linthicum Heights
College Park

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Washington, D.C.?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Washington, D.C. for you.

Can I find flights from Chicago to Washington, D.C. with flexible booking policies on momondo?

momondo does allow users to show only those flights to Washington, D.C. from Chicago which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Chicago to Washington, D.C.?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Washington, D.C. from Chicago.

I’m not ready to book a flight from Chicago to Washington, D.C. right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Chicago to Washington, D.C. flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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