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Cheap flights from Chicago Midway Airport to Washington, D.C. from $106

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 10/1. 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

Frontier Logo
3:48 pm - 9:59 pmMDW-DCA
29h 11m1 stop
Frontier Logo
1:00 pm - 3:53 pmDCA-MDW
27h 53m1 stop
$175Frontier
Find Deal
Fri, Sep 19 - Sun, Sep 21
Frontier Logo
12:30 pm - 9:59 pmMDW-DCA
8h 29m1 stop
Frontier Logo
8:00 am - 11:30 amDCA-MDW
28h 30m1 stop
$176Frontier
Find Deal
Thu, Oct 30 - Sun, Nov 2
Frontier Logo
3:48 pm - 4:59 pmMDW-DCA
24h 11m1 stop
Frontier Logo
7:00 am - 3:53 pmDCA-MDW
9h 53m1 stop
$177Frontier
Find Deal
Fri, Sep 19 - Mon, Sep 22
Southwest Logo
8:15 pm - 11:10 pmMDW-DCA
1h 55mnonstop
Southwest Logo
11:45 am - 12:50 pmDCA-MDW
2h 05mnonstop
$211Southwest
Find Deal
Tue, Sep 30 - Tue, Oct 7
Southwest Logo
5:30 am - 8:20 amMDW-DCA
1h 50mnonstop
Southwest Logo
6:05 am - 7:00 amDCA-MDW
1h 55mnonstop
$218Southwest
Find Deal
Mon, Sep 29 - Wed, Oct 1
Southwest Logo
11:25 am - 4:10 pmMDW-DCA
3h 45m1 stop
Southwest Logo
6:55 pm - 8:00 pmDCA-MDW
2h 05mnonstop
$220Southwest
Find Deal
Wed, Nov 5 - Wed, Nov 12
Southwest Logo
12:20 pm - 3:10 pmMDW-DCA
1h 50mnonstop
Southwest Logo
9:25 am - 10:25 amDCA-MDW
2h 00mnonstop
$221Southwest
Find Deal
Tue, Oct 14 - Thu, Oct 16
Delta Logo
6:00 am - 12:40 pmMDW-DCA
5h 40m1 stop
Delta Logo
6:00 am - 9:48 amDCA-MDW
4h 48m1 stop
$238Delta
Find Deal
Wed, Oct 1 - Sat, Oct 4
Delta Logo
1:08 pm - 6:59 pmMDW-DCA
4h 51m1 stop
Delta Logo
6:00 am - 8:40 amDCA-MDW
3h 40m1 stop
$245Delta
Find Deal
Thu, Oct 2 - Thu, Oct 9
Delta Logo
9:35 am - 4:00 pmMDW-DCA
5h 25m1 stop
Delta Logo
6:19 am - 8:40 amDCA-MDW
3h 21m1 stop
$254Delta
Find Deal
Fri, Oct 31 - Wed, Nov 5

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
Sep 19
MDW3:48 pmChicago Midway
29h 11m
1 stop
DCA9:59 pmWashington, D.C. Reagan-National
Sep 21
DCA1:00 pmWashington, D.C. Reagan-National
27h 53m
1 stop
MDW3:53 pmChicago Midway
$175
Find similar
Frontier
Oct 30
MDW12:30 pmChicago Midway
8h 29m
1 stop
DCA9:59 pmWashington, D.C. Reagan-National
Nov 2
DCA8:00 amWashington, D.C. Reagan-National
28h 30m
1 stop
MDW11:30 amChicago Midway
$176
Find similar
Frontier
Sep 19
MDW3:48 pmChicago Midway
24h 11m
1 stop
DCA4:59 pmWashington, D.C. Reagan-National
Sep 22
DCA7:00 amWashington, D.C. Reagan-National
9h 53m
1 stop
MDW3:53 pmChicago Midway
$177
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
Sep 30
MDW8:15 pmChicago Midway
1h 55m
DCA11:10 pmWashington, D.C. Reagan-National
Oct 7
DCA11:45 amWashington, D.C. Reagan-National
2h 05m
MDW12:50 pmChicago Midway
$211
Find similar
Southwest
Sep 29
MDW5:30 amChicago Midway
1h 50m
DCA8:20 amWashington, D.C. Reagan-National
Oct 1
DCA6:05 amWashington, D.C. Reagan-National
1h 55m
MDW7:00 amChicago Midway
$218
Find similar
Southwest
Nov 5
MDW11:25 amChicago Midway
3h 45m
1 stop
DCA4:10 pmWashington, D.C. Reagan-National
Nov 12
DCA6:55 pmWashington, D.C. Reagan-National
2h 05m
MDW8:00 pmChicago Midway
$220
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 September 4, 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

Fri 9/19

3:48 pm-9:59 pm

1 stop29h 11m

Washington, D.C. Reagan-National

Sun 9/21

1:00 pm-3:53 pm

1 stop27h 53m

$175

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Thu 10/30

12:30 pm-9:59 pm

1 stop8h 29m

Washington, D.C. Reagan-National

Sun 11/2

8:00 am-11:30 am

1 stop28h 30m

$176

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Fri 9/19

3:48 pm-4:59 pm

1 stop24h 11m

Washington, D.C. Reagan-National

Mon 9/22

7:00 am-3:53 pm

1 stop9h 53m

$177

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Tue 9/30

8:15 pm-11:10 pm

Nonstop1h 55m

Washington, D.C. Reagan-National

Tue 10/7

11:45 am-12:50 pm

Nonstop2h 05m

$211

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Mon 9/29

5:30 am-8:20 am

Nonstop1h 50m

Washington, D.C. Reagan-National

Wed 10/1

6:05 am-7:00 am

Nonstop1h 55m

$218

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Wed 11/5

11:25 am-4:10 pm

1 stop3h 45m

Washington, D.C. Reagan-National

Wed 11/12

6:55 pm-8:00 pm

Nonstop2h 05m

$220

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Tue 10/14

12:20 pm-3:10 pm

Nonstop1h 50m

Washington, D.C. Reagan-National

Thu 10/16

9:25 am-10:25 am

Nonstop2h 00m

$221

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Wed 10/1

6:00 am-12:40 pm

1 stop5h 40m

Washington, D.C. Reagan-National

Sat 10/4

6:00 am-9:48 am

1 stop4h 48m

$238

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Thu 10/2

1:08 pm-6:59 pm

1 stop4h 51m

Washington, D.C. Reagan-National

Thu 10/9

6:00 am-8:40 am

1 stop3h 40m

$245

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Fri 10/31

9:35 am-4:00 pm

1 stop5h 25m

Washington, D.C. Reagan-National

Wed 11/5

6:19 am-8:40 am

1 stop3h 21m

$254

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 June is, on average, the cheapest month to fly to Washington, D.C. Reagan-National Airport from Chicago Midway Airport, with most prices found around $194. If you aren’t able to travel to Washington, D.C. Reagan-National Airport during the month of June, then flying in February is also cheap. Prices for this month can be found on momondo for an average of $214.

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 $272. Flights from Chicago Midway Airport to Washington, D.C. Reagan-National Airport on a Sunday will generally be more expensive and average around $360. 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 evening. Our users have found flights to Washington, D.C. Reagan-National Airport in the evening for as low as $279. 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 $315.

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

$114

Fastest flight time

1h 40m

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 $114. 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 $217.
The fastest flight from Chicago Midway Airport to Washington, D.C. Reagan-National Airport takes 1h 40m
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 $178Free 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 $178. Generally, Southwest has 30 flights on this route every week with an average price of $302. 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
Gettysburg
National Harbor
Arlington
Woodbridge
Waldorf
Tysons
Laurel
Silver Spring
Colonial Beach
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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