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Cheap flights from Chicago Midway Airport to Washington, D.C. from $75

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 10/30. 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.
Frontier Logo
12:30 pm - 4:59 pmMDW-DCA
27h 29m1 stop
Frontier Logo
8:00 am - 11:30 amDCA-MDW
28h 30m1 stop
$144Frontier
Find Deal
Thu, Oct 30 - Sun, Nov 2
Frontier Logo
12:30 pm - 9:59 pmMDW-DCA
8h 29m1 stop
Frontier Logo
8:15 am - 11:30 amDCA-MDW
28h 15m1 stop
$145Frontier
Find Deal
Fri, Nov 7 - Sun, Nov 9
Frontier Logo
12:30 pm - 9:59 pmMDW-DCA
8h 29m1 stop
Frontier Logo
2:00 pm - 12:30 pmDCA-MDW
23h 30m1 stop
$156Frontier
Find Deal
Fri, Oct 31 - Sat, Nov 1
Southwest Logo
10:40 am - 1:30 pmMDW-DCA
1h 50mnonstop
Southwest Logo
8:45 pm - 9:55 pmDCA-MDW
2h 10mnonstop
$237Southwest
Find Deal
Sat, Nov 15 - Wed, Nov 19
Delta Logo
10:47 am - 5:26 pmMDW-DCA
5h 39m1 stop
Delta Logo
7:59 am - 11:55 amDCA-MDW
4h 56m1 stop
$243Delta
Find Deal
Thu, Nov 27 - Wed, Dec 3
Southwest Logo
6:25 am - 1:55 pmMDW-DCA
6h 30m1 stop
Southwest Logo
6:55 pm - 8:00 pmDCA-MDW
2h 05mnonstop
$247Southwest
Find Deal
Sat, Nov 15 - Wed, Nov 19
Southwest Logo
1:15 pm - 4:05 pmMDW-DCA
1h 50mnonstop
Southwest Logo
11:35 am - 12:40 pmDCA-MDW
2h 05mnonstop
$248Southwest
Find Deal
Thu, Nov 27 - Thu, Dec 4
Southwest Logo
4:05 pm - 9:55 pmMDW-DCA
4h 50m1 stop
Southwest Logo
9:35 pm - 10:35 pmDCA-MDW
2h 00mnonstop
$249Southwest
Find Deal
Sat, Nov 22 - Mon, Nov 24
Delta Logo
5:59 pm - 10:56 pmMDW-DCA
3h 57m1 stop
Delta Logo
6:00 am - 8:50 amDCA-MDW
3h 50m1 stop
$256Delta
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Fri, Feb 20 - Mon, Feb 23
Delta Logo
6:00 am - 11:39 amMDW-DCA
4h 39m1 stop
Delta Logo
12:39 pm - 4:39 pmDCA-MDW
5h 00m1 stop
$257Delta
Find Deal
Tue, Nov 11 - Wed, Nov 12

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

Our best Frontier deals on Chicago Midway Airport to Washington, D.C. Reagan-National Airport flight tickets
Frontier
Oct 30
MDW12:30 pmChicago Midway
27h 29m
1 stop
DCA4:59 pmWashington, D.C. Reagan-National
Nov 2
DCA8:00 amWashington, D.C. Reagan-National
28h 30m
1 stop
MDW11:30 amChicago Midway
$144
Find similar
Frontier
Nov 7
MDW12:30 pmChicago Midway
8h 29m
1 stop
DCA9:59 pmWashington, D.C. Reagan-National
Nov 9
DCA8:15 amWashington, D.C. Reagan-National
28h 15m
1 stop
MDW11:30 amChicago Midway
$145
Find similar
Frontier
Oct 31
MDW12:30 pmChicago Midway
8h 29m
1 stop
DCA9:59 pmWashington, D.C. Reagan-National
Nov 1
DCA2:00 pmWashington, D.C. Reagan-National
23h 30m
1 stop
MDW12:30 pmChicago Midway
$156
Find similar

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
Nov 15
MDW10:40 amChicago Midway
1h 50m
DCA1:30 pmWashington, D.C. Reagan-National
Nov 19
DCA8:45 pmWashington, D.C. Reagan-National
2h 10m
MDW9:55 pmChicago Midway
$237
Find similar
Southwest
Nov 15
MDW6:25 amChicago Midway
6h 30m
1 stop
DCA1:55 pmWashington, D.C. Reagan-National
Nov 19
DCA6:55 pmWashington, D.C. Reagan-National
2h 05m
MDW8:00 pmChicago Midway
$247
Find similar
Southwest
Nov 27
MDW1:15 pmChicago Midway
1h 50m
DCA4:05 pmWashington, D.C. Reagan-National
Dec 4
DCA11:35 amWashington, D.C. Reagan-National
2h 05m
MDW12:40 pmChicago Midway
$248
Find similar

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 October 19, 2025.
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

Thu 10/30

12:30 pm-4:59 pm

1 stop27h 29m

Washington, D.C. Reagan-National

Sun 11/2

8:00 am-11:30 am

1 stop28h 30m

$144

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Fri 11/7

12:30 pm-9:59 pm

1 stop8h 29m

Washington, D.C. Reagan-National

Sun 11/9

8:15 am-11:30 am

1 stop28h 15m

$145

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Fri 10/31

12:30 pm-9:59 pm

1 stop8h 29m

Washington, D.C. Reagan-National

Sat 11/1

2:00 pm-12:30 pm

1 stop23h 30m

$156

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Sat 11/15

10:40 am-1:30 pm

Nonstop1h 50m

Washington, D.C. Reagan-National

Wed 11/19

8:45 pm-9:55 pm

Nonstop2h 10m

$237

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Thu 11/27

10:47 am-5:26 pm

1 stop5h 39m

Washington, D.C. Reagan-National

Wed 12/3

7:59 am-11:55 am

1 stop4h 56m

$243

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Sat 11/15

6:25 am-1:55 pm

1 stop6h 30m

Washington, D.C. Reagan-National

Wed 11/19

6:55 pm-8:00 pm

Nonstop2h 05m

$247

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Thu 11/27

1:15 pm-4:05 pm

Nonstop1h 50m

Washington, D.C. Reagan-National

Thu 12/4

11:35 am-12:40 pm

Nonstop2h 05m

$248

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Sat 11/22

4:05 pm-9:55 pm

1 stop4h 50m

Washington, D.C. Reagan-National

Mon 11/24

9:35 pm-10:35 pm

Nonstop2h 00m

$249

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Fri 2/20

5:59 pm-10:56 pm

1 stop3h 57m

Washington, D.C. Reagan-National

Mon 2/23

6:00 am-8:50 am

1 stop3h 50m

$256

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Tue 11/11

6:00 am-11:39 am

1 stop4h 39m

Washington, D.C. Reagan-National

Wed 11/12

12:39 pm-4:39 pm

1 stop5h 00m

$257

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 $286. Flights from Chicago Midway Airport to Washington, D.C. Reagan-National Airport on a Sunday will generally be more expensive and average around $358. 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 $297. 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 $324.

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

$158

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 $158. 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 $263.
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 $191Free CancellationRating
8.0
4,241 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 $191. Generally, Southwest has 29 flights on this route every week with an average price of $303. 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
Woodbridge
Waldorf
Tysons
Laurel
Colonial Beach
Silver Spring
Fredericksburg
Towson
Rockville
Manassas
Reston
Fairfax
Gaithersburg
Glen Burnie
Springfield
Linthicum Heights

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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