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Cheap flights from Chicago Midway Airport to Washington, D.C. from $104

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 8/19. 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

Discover deals from 900+ travel sites with momondo.

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
8:50 am - 3:50 pm
MDW
-
DCA
6h 00m
2 stops
Southwest Logo
1:20 pm - 4:40 pm
DCA
-
MDW
4h 20m
1 stop
$236Southwest
Wed, Aug 5 - Sat, Aug 8
Southwest Logo
5:05 pm - 7:55 pm
MDW
-
DCA
1h 50mnonstop
Southwest Logo
6:10 am - 7:10 am
DCA
-
MDW
2h 00mnonstop
$237Southwest
Sat, Jul 25 - Sat, Aug 1
Delta Logo
9:19 am - 4:34 pm
MDW
-
DCA
6h 15m
1 stop
Delta Logo
6:00 am - 10:05 am
DCA
-
MDW
5h 05m
1 stop
$238Delta
Sat, Jul 25 - Tue, Jul 28
Delta Logo
6:42 pm - 11:26 pm
MDW
-
IAD
3h 44m
1 stop
Delta Logo
11:06 am - 3:38 pm
IAD
-
MDW
5h 32m
1 stop
$238Delta
Sat, Aug 8 - Sat, Aug 15
Frontier Logo
6:05 am - 12:24 pm
MDW
-
BWI
5h 19m
1 stop
Frontier Logo
6:28 pm - 10:47 pm
BWI
-
MDW
5h 19m
1 stop
$239Frontier
Thu, Aug 20 - Mon, Aug 24
Southwest Logo
12:00 pm - 2:50 pm
MDW
-
DCA
1h 50mnonstop
Southwest Logo
1:00 pm - 5:50 pm
DCA
-
MDW
5h 50m
2 stops
$239Southwest
Thu, Aug 20 - Mon, Aug 24
Frontier Logo
12:11 pm - 10:55 pm
MDW
-
IAD
9h 44m
1 stop
Frontier Logo
6:49 am - 11:07 am
IAD
-
MDW
5h 18m
1 stop
$240Frontier
Sat, Jul 25 - Sat, Aug 1
Southwest Logo
9:00 am - 11:55 am
MDW
-
BWI
1h 55mnonstop
Southwest Logo
5:20 pm - 6:15 pm
BWI
-
MDW
1h 55mnonstop
$240Southwest
Thu, Aug 20 - Mon, Aug 24
Frontier Logo
6:05 am - 12:24 pm
MDW
-
BWI
5h 19m
1 stop
Frontier Logo
6:28 pm - 10:47 pm
BWI
-
MDW
5h 19m
1 stop
$241Frontier
Thu, Aug 20 - Mon, Aug 24
Delta Logo
1:25 pm - 6:45 pm
MDW
-
DCA
4h 20m
1 stop
Delta Logo
6:30 pm - 10:36 pm
DCA
-
MDW
5h 06m
1 stop
$243Delta
Thu, Aug 20 - Mon, Aug 24

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

Our best Delta deals on Chicago Midway Airport to Washington, D.C. flight tickets
Delta
Aug 8
MDW6:42 pmChicago Midway
3h 44m
1 stop
IAD11:26 pmWashington, D.C. Dulles Intl
Aug 15
IAD11:06 amWashington, D.C. Dulles Intl
5h 32m
1 stop
MDW3:38 pmChicago Midway
$238
Delta
Aug 20
MDW6:42 pmChicago Midway
3h 44m
1 stop
IAD11:26 pmWashington, D.C. Dulles Intl
Aug 24
IAD5:47 pmWashington, D.C. Dulles Intl
5h 49m
1 stop
MDW10:36 pmChicago Midway
$243
Delta
Sep 24
MDW10:48 amChicago Midway
6h 33m
1 stop
IAD6:21 pmWashington, D.C. Dulles Intl
Sep 26
IAD6:09 pmWashington, D.C. Dulles Intl
5h 36m
1 stop
MDW10:45 pmChicago Midway
$248

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

Our best Frontier deals on Chicago Midway Airport to Washington, D.C. flight tickets
Frontier
Aug 20
MDW6:05 amChicago Midway
5h 19m
1 stop
BWI12:24 pmBaltimore/Washington
Aug 24
BWI6:28 pmBaltimore/Washington
5h 19m
1 stop
MDW10:47 pmChicago Midway
$239
Frontier
Jul 25
MDW12:11 pmChicago Midway
9h 44m
1 stop
IAD10:55 pmWashington, D.C. Dulles Intl
Aug 1
IAD6:49 amWashington, D.C. Dulles Intl
5h 18m
1 stop
MDW11:07 amChicago Midway
$240
Frontier
Aug 20
MDW11:50 amChicago Midway
10h 02m
1 stop
IAD10:52 pmWashington, D.C. Dulles Intl
Aug 24
IAD6:20 amWashington, D.C. Dulles Intl
5h 35m
1 stop
MDW10:55 amChicago Midway
$241

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Washington, D.C. 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 1, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Washington, D.C. that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Wed 8/5

8:50 am-3:50 pm

2 stops6h 00m

Washington, D.C. Reagan-National

Sat 8/8

1:20 pm-4:40 pm

1 stop4h 20m

$236
Quickest round-trip

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Sat 7/25

5:05 pm-7:55 pm

Nonstop1h 50m

Washington, D.C. Reagan-National

Sat 8/1

6:10 am-7:10 am

Nonstop2h 00m

$237

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Sat 7/25

9:19 am-4:34 pm

1 stop6h 15m

Washington, D.C. Reagan-National

Tue 7/28

6:00 am-10:05 am

1 stop5h 05m

$238

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Sat 8/8

6:42 pm-11:26 pm

1 stop3h 44m

Washington, D.C. Dulles Intl

Sat 8/15

11:06 am-3:38 pm

1 stop5h 32m

$238

ChicagoBaltimore

MDW - BWI

MDWBWI

Chicago Midway

Thu 8/20

6:05 am-12:24 pm

1 stop5h 19m

Baltimore/Washington

Mon 8/24

6:28 pm-10:47 pm

1 stop5h 19m

$239

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Thu 8/20

12:00 pm-2:50 pm

Nonstop1h 50m

Washington, D.C. Reagan-National

Mon 8/24

1:00 pm-5:50 pm

2 stops5h 50m

$239

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Sat 7/25

12:11 pm-10:55 pm

1 stop9h 44m

Washington, D.C. Dulles Intl

Sat 8/1

6:49 am-11:07 am

1 stop5h 18m

$240

ChicagoBaltimore

MDW - BWI

MDWBWI

Chicago Midway

Thu 8/20

9:00 am-11:55 am

Nonstop1h 55m

Baltimore/Washington

Mon 8/24

5:20 pm-6:15 pm

Nonstop1h 55m

$240

ChicagoBaltimore

MDW - BWI

MDWBWI

Chicago Midway

Thu 8/20

6:05 am-12:24 pm

1 stop5h 19m

Baltimore/Washington

Mon 8/24

6:28 pm-10:47 pm

1 stop5h 19m

$241

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Thu 8/20

1:25 pm-6:45 pm

1 stop4h 20m

Washington, D.C. Reagan-National

Mon 8/24

6:30 pm-10:36 pm

1 stop5h 06m

$243

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.

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.?

What is the cheapest month to fly to Washington, D.C.?

The month of November is, on average, the cheapest month to fly to Washington, D.C. from Chicago Midway Airport, with most prices found around $61. If you’re not able to fly to Washington, D.C. in November, then September is your next best option. Flight prices from Chicago Midway Airport to Washington, D.C. during September average around $76.

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

On average, the least expensive day to fly to Washington, D.C. from Chicago Midway Airport is on a Friday. momondo users have found tickets for Friday departures for as low as $371. However, this price may fluctuate depending on the airline, the season, and holidays. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Chicago Midway Airport to Washington, D.C. for around $558.

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

In the morning is the cheapest time of day to fly from Chicago Midway Airport to Washington, D.C. when you can find flight prices for as low as $391. Flying to Washington, D.C. in the morning is an ideal time because this is during off-peak travel hours. Try not to purchase tickets at noon because they tend to be around $735. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

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

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

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

Can stopping save me money on Chicago Midway Airport to Washington, D.C. flights?

You could potentially save up to 2% on your flight if you consider stops on a Chicago Midway Airport to Washington, D.C. flight.

How have Chicago Midway Airport to Washington, D.C. flight prices changed over time?

As of July 2026, prices for Chicago Midway Airport to Washington, D.C. flights are approximately 34% more expensive when compared to flights at the same time last year.

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

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Washington, D.C. 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. (MDW to WAS) flight deals and tips

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

Best Price Found

$168

Fastest flight time

1h 45m

Direct flights

Every day

Airports in Washington, D.C.

2 airports
The best one-way flight to Washington, D.C. from Chicago Midway Airport in the past 72 hours is $168. The best round-trip flight deal from Chicago Midway Airport to Washington, D.C. found on momondo in the last 72 hours is $278.
The fastest flight from Chicago Midway Airport to Washington, D.C. takes 1h 45m
Direct flights go from Chicago Midway Airport to Washington, D.C. every day.
There are 2 airports in Washington, D.C.. From Chicago Midway Airport there are direct flights to Washington, D.C. Reagan-National (DCA), Baltimore/Washington (BWI).
Search flight deals

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

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

    Chicago Midway and Washington, D.C. are 597.2 mi apart from one another. In terms of flight time, this usually takes a little over 1h 45m.

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

    Prices for flights from Chicago Midway Airport to Washington, D.C. are refreshed on a daily basis.

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

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago Midway Airport to Washington, D.C..

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

    The necessary travel and health documents for your Washington, D.C. trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking 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.?

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

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

Compare and see reviews for airlines that fly from Chicago Midway Airport to Washington, D.C. with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $90Free CancellationRating
5.6
2,850 reviews
Search Frontier flights
SouthwestPriceFrom $177Free CancellationRating
7.9
4,247 reviews
Search Southwest flights

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

    Southwest operates around 31 flights from Chicago Midway Airport to Washington, D.C. every week. The average price of these flights found in the last 72 hours has been $342, but momondo users have found Southwest deals from Chicago Midway Airport to Washington, D.C. from as low as $177 round-trip. Southwest has been scored 7.9/10 in 4,247 reviews.

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
Colonial Beach
Towson
Manassas
Silver Spring
Tysons
Springfield
Bethesda
Fairfax
Glen Burnie

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.?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Washington, D.C..

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

If you are simply researching potential flights to Washington, D.C., momondo offers a useful price alert feature which will track prices for flights to Washington, D.C. from Chicago and alert you when they change.

An easier way to manage your Washington, D.C. trip

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Find better results for your trip to the United States

Fly into one of these airports located in Washington, D.C.

Airports listed have a maximum distance of 22.4 mi from Washington, D.C.
Washington, D.C. Reagan-National Airport
Washington, D.C. Dulles Intl Airport