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Cheap flights from Chicago Midway Airport to Washington, D.C. from $99

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 8/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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
2:05 pm - 4:55 pm
MDW
-
DCA
1h 50mnonstop
Southwest Logo
2:55 pm - 3:55 pm
DCA
-
MDW
2h 00mnonstop
$211Southwest
Thu, Sep 3 - Sun, Sep 6
Delta Logo
4:39 pm - 11:48 pm
MDW
-
DCA
6h 09m
1 stop
Delta Logo
9:39 am - 12:39 pm
DCA
-
MDW
4h 00m
1 stop
$218Delta
Sat, Aug 8 - Sat, Aug 15
Southwest Logo
5:50 pm - 10:55 pm
MDW
-
DCA
4h 05m
1 stop
Southwest Logo
6:15 pm - 7:20 pm
DCA
-
MDW
2h 05mnonstop
$221Southwest
Thu, Sep 3 - Sun, Sep 6
Southwest Logo
8:15 am - 3:50 pm
MDW
-
DCA
6h 35m
2 stops
Southwest Logo
9:00 pm - 10:05 pm
DCA
-
MDW
2h 05mnonstop
$226Southwest
Thu, Sep 3 - Sun, Sep 6
Southwest Logo
8:50 am - 3:50 pm
MDW
-
DCA
6h 00m
2 stops
Southwest Logo
7:25 am - 8:20 am
DCA
-
MDW
1h 55mnonstop
$231Southwest
Tue, Aug 11 - Thu, Aug 13
Southwest Logo
8:15 am - 3:50 pm
MDW
-
DCA
6h 35m
2 stops
Southwest Logo
3:05 pm - 7:40 pm
DCA
-
MDW
5h 35m
1 stop
$236Southwest
Thu, Sep 3 - Sun, Sep 6
Southwest Logo
2:05 pm - 4:55 pm
MDW
-
DCA
1h 50mnonstop
Southwest Logo
7:25 am - 8:20 am
DCA
-
MDW
1h 55mnonstop
$237Southwest
Mon, Aug 31 - Thu, Sep 3
Delta Logo
4:39 pm - 11:48 pm
MDW
-
DCA
6h 09m
1 stop
Delta Logo
9:39 am - 12:39 pm
DCA
-
MDW
4h 00m
1 stop
$238Delta
Sat, Aug 8 - Sat, Aug 15
Southwest Logo
7:55 am - 3:00 pm
MDW
-
DCA
6h 05m
2 stops
Southwest Logo
1:00 pm - 5:50 pm
DCA
-
MDW
5h 50m
2 stops
$241Southwest
Sat, Aug 22 - Mon, Aug 24
Southwest Logo
8:15 am - 3:50 pm
MDW
-
DCA
6h 35m
2 stops
Southwest Logo
7:25 am - 2:20 pm
DCA
-
MDW
7h 55m
1 stop
$242Southwest
Thu, Aug 6 - Sat, Aug 8

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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
Sep 3
MDW2:05 pmChicago Midway
1h 50m
DCA4:55 pmWashington, D.C. Reagan-National
Sep 6
DCA2:55 pmWashington, D.C. Reagan-National
2h 00m
MDW3:55 pmChicago Midway
$211
Southwest
Sep 3
MDW5:50 pmChicago Midway
4h 05m
1 stop
DCA10:55 pmWashington, D.C. Reagan-National
Sep 6
DCA6:15 pmWashington, D.C. Reagan-National
2h 05m
MDW7:20 pmChicago Midway
$221
Southwest
Sep 3
MDW8:15 amChicago Midway
6h 35m
2 stops
DCA3:50 pmWashington, D.C. Reagan-National
Sep 6
DCA9:00 pmWashington, D.C. Reagan-National
2h 05m
MDW10:05 pmChicago Midway
$226

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
Aug 8
MDW4:39 pmChicago Midway
6h 09m
1 stop
DCA11:48 pmWashington, D.C. Reagan-National
Aug 15
DCA9:39 amWashington, D.C. Reagan-National
4h 00m
1 stop
MDW12:39 pmChicago Midway
$238
Delta
Aug 8
MDW4:39 pmChicago Midway
6h 09m
1 stop
DCA11:48 pmWashington, D.C. Reagan-National
Aug 15
DCA6:10 amWashington, D.C. Reagan-National
4h 07m
1 stop
MDW9:17 amChicago Midway
$248
Delta
Sep 3
MDW10:54 amChicago Midway
7h 40m
1 stop
DCA7:34 pmWashington, D.C. Reagan-National
Sep 5
DCA6:30 pmWashington, D.C. Reagan-National
5h 06m
1 stop
MDW10:36 pmChicago Midway
$257

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 July 19, 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

Cheapest round-trip

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Thu 9/3

2:05 pm-4:55 pm

Nonstop1h 50m

Washington, D.C. Reagan-National

Sun 9/6

2:55 pm-3:55 pm

Nonstop2h 00m

$211

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Sat 8/8

4:39 pm-11:48 pm

1 stop6h 09m

Washington, D.C. Reagan-National

Sat 8/15

9:39 am-12:39 pm

1 stop4h 00m

$218

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Thu 9/3

5:50 pm-10:55 pm

1 stop4h 05m

Washington, D.C. Reagan-National

Sun 9/6

6:15 pm-7:20 pm

Nonstop2h 05m

$221

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Thu 9/3

8:15 am-3:50 pm

2 stops6h 35m

Washington, D.C. Reagan-National

Sun 9/6

9:00 pm-10:05 pm

Nonstop2h 05m

$226

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Tue 8/11

8:50 am-3:50 pm

2 stops6h 00m

Washington, D.C. Reagan-National

Thu 8/13

7:25 am-8:20 am

Nonstop1h 55m

$231

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Thu 9/3

8:15 am-3:50 pm

2 stops6h 35m

Washington, D.C. Reagan-National

Sun 9/6

3:05 pm-7:40 pm

1 stop5h 35m

$236
Quickest round-trip

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Mon 8/31

2:05 pm-4:55 pm

Nonstop1h 50m

Washington, D.C. Reagan-National

Thu 9/3

7:25 am-8:20 am

Nonstop1h 55m

$237

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Sat 8/8

4:39 pm-11:48 pm

1 stop6h 09m

Washington, D.C. Reagan-National

Sat 8/15

9:39 am-12:39 pm

1 stop4h 00m

$238

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Sat 8/22

7:55 am-3:00 pm

2 stops6h 05m

Washington, D.C. Reagan-National

Mon 8/24

1:00 pm-5:50 pm

2 stops5h 50m

$241

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Thu 8/6

8:15 am-3:50 pm

2 stops6h 35m

Washington, D.C. Reagan-National

Sat 8/8

7:25 am-2:20 pm

1 stop7h 55m

$242

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 typical price of a round-trip flight between Chicago Midway Airport and Washington, D.C. Reagan-National Airport?

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 $197. If you aren’t able to travel to Washington, D.C. Reagan-National Airport during the month of September, then flying in August is also cheap. Prices for this month can be found on momondo for an average of $289.

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 Saturday. Travelers who choose to depart for Washington, D.C. Reagan-National Airport on a Saturday will often find tickets for as low as $311. Flights from Chicago Midway Airport to Washington, D.C. Reagan-National Airport on a Monday will generally be more expensive and average around $487. 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 in the morning. Our users have found flights to Washington, D.C. Reagan-National Airport in the morning for as low as $365. 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 $440.

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 Airport to Washington, D.C. Reagan-National Airport flights?

There is only 1 cabin class available to choose from on Chicago Midway Airport to Washington, D.C. Reagan-National Airport 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

$179

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 $179. 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 $268.
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

Frequently asked questions about flying from Chicago Midway Airport to Washington, D.C. Reagan-National Airport

  • 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 $198Free CancellationRating
8.0
4,242 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 $198. Generally, Southwest has 32 flights on this route every week with an average price of $368. 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
Arlington
Gettysburg
Waldorf
Laurel
Woodbridge
Fredericksburg
Gaithersburg
Linthicum Heights
Rockville
Towson
Manassas
Silver Spring
Colonial Beach
Springfield
Tysons
Fairfax
Bethesda
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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