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Reagan-National

$89+ Cheap flights from Midway (MDW) to Reagan-National (DCA)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/24. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — DCA
Aug 29 — Sep 51
Sat 8/29
Sat 9/5
1 adult, Economy
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Cheap flight deals from Midway to Reagan-National

Cheapest flights from Midway to Reagan-National
Explore the most affordable flight options available from Midway to Reagan-National. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 30, 2026.

This Southwest deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/202:05 pm
MDW
-
DCA
Nonstop1h 50m
Southwest
Mon 8/2412:15 pm
DCA
-
MDW
1 stop4h 10m
Southwest
Deal found 7/29$187
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/271:25 pm
MDW
-
DCA
1 stop4h 20m
Delta
Tue 9/16:10 am
DCA
-
MDW
1 stop4h 07m
Delta
Deal found 7/29$197
This Southwest deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/316:05 am
MDW
-
DCA
2 stops8h 35m
Southwest
Tue 11/32:40 pm
DCA
-
MDW
1 stop4h 05m
Southwest
Deal found 7/25$198
This Southwest deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/98:50 am
MDW
-
DCA
2 stops6h 00m
Southwest
Wed 9/166:00 am
DCA
-
MDW
2 stops7h 05m
Southwest
Deal found 7/27$207
This Delta deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/55:45 pm
MDW
-
DCA
1 stop4h 14m
Delta
Sun 9/66:10 am
DCA
-
MDW
1 stop4h 07m
Delta
Deal found 7/25$212
This Southwest deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/75:45 am
MDW
-
DCA
Nonstop1h 45m
Southwest
Tue 9/86:05 am
DCA
-
MDW
Nonstop1h 55m
Southwest
Deal found 7/27$216
This Southwest deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/75:45 am
MDW
-
DCA
Nonstop1h 45m
Southwest
Fri 9/111:00 pm
DCA
-
MDW
Nonstop1h 55m
Southwest
Deal found 7/27$221
This Southwest deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/88:25 am
MDW
-
DCA
Nonstop2h 00m
Southwest
Tue 9/159:00 pm
DCA
-
MDW
Nonstop2h 10m
Southwest
Deal found 7/25$230

Find flight deals from Midway to Reagan-National

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Reagan-National (DCA). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated July 30, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$187
(Southwest)

One-way from

$89
(Southwest)

Popular in

January

Cheapest in

September

Average price

$509

Good round-trip deal

$268 or less

Good one-way deal

$139 or less
Provider with most accurate pricing for Chicago Midway-Washington, D.C. Reagan-National flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-Washington, D.C. Reagan-National flights.
Search Deals
From Chicago Midway to Washington, D.C. Reagan-National
Search Deals
One-way flight from Chicago Midway to Washington, D.C. Reagan-National
Search Deals
Highest demand for flights based on searches. 28% potential increase in price ($162 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($22 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals
Price to beat on a round-trip flight from Chicago Midway to Washington, D.C. Reagan-National.
Search Deals
Price to beat on a one-way flight from Chicago Midway to Washington, D.C. Reagan-National.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Reagan-National 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, Cheapflights users made 2,558,603 searches. Data last updated July 30, 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 8/20

2:05 pm-4:55 pm

Nonstop1h 50m

Washington, D.C. Reagan-National

Mon 8/24

1:00 pm-5:50 pm

2 stops5h 50m

$192

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Mon 8/24

6:42 pm-10:59 pm

1 stop3h 17m

Washington, D.C. Reagan-National

Tue 8/25

9:39 am-12:39 pm

1 stop4h 00m

$197

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Tue 9/8

2:00 pm-10:10 pm

1 stop7h 10m

Washington, D.C. Reagan-National

Tue 9/15

6:00 am-12:05 pm

2 stops7h 05m

$202

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Wed 8/26

8:50 am-3:50 pm

2 stops6h 00m

Washington, D.C. Reagan-National

Sat 9/12

1:20 pm-4:40 pm

1 stop4h 20m

$202

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Wed 9/9

8:50 am-3:50 pm

2 stops6h 00m

Washington, D.C. Reagan-National

Wed 9/16

6:00 am-12:05 pm

2 stops7h 05m

$207

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Tue 9/1

8:50 am-3:50 pm

2 stops6h 00m

Washington, D.C. Reagan-National

Tue 9/15

6:00 am-12:05 pm

2 stops7h 05m

$207
Quickest round-trip

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Fri 9/11

8:55 am-11:50 am

Nonstop1h 55m

Washington, D.C. Reagan-National

Fri 9/18

9:15 pm-10:15 pm

Nonstop2h 00m

$250

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Fri 8/21

8:15 am-3:50 pm

2 stops6h 35m

Washington, D.C. Reagan-National

Sat 8/22

6:40 pm-7:35 pm

Nonstop1h 55m

$260

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Fri 10/23

3:45 pm-10:05 pm

1 stop5h 20m

Washington, D.C. Reagan-National

Mon 10/26

3:10 pm-5:50 pm

1 stop3h 40m

$265

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Thu 8/27

4:55 pm-7:50 pm

Nonstop1h 55m

Washington, D.C. Reagan-National

Sun 8/30

3:35 pm-4:40 pm

Nonstop2h 05m

$273

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

Showing 1-10 of 21 resultsSorted by cheapest first
1
2
3

Compare providers for flights from Midway to Reagan-National

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Reagan-National in July.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Washington, D.C. Reagan-National Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Washington, D.C. Reagan-National Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Washington, D.C. Reagan-National Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Washington, D.C. Reagan-National Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Washington, D.C. Reagan-National Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Midway to Reagan-National

Have a flexible travel schedule? Discover the best time to fly to Reagan-National from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Washington, D.C. Reagan-National Airport

What is the cheapest month to book a flight from Chicago Midway Airport to Washington, D.C. Reagan-National Airport?

Currently, September is the cheapest month in which you can book a flight from Chicago Midway Airport to Washington, D.C. Reagan-National Airport (average of $211). Flying from Chicago Midway Airport to Washington, D.C. Reagan-National Airport in January is currently the most expensive (average of $652). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MDW to DCA?

Find hourly flight availability from Midway to Reagan-National. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 30, 2026.

It’s typically best to fly out from Chicago Midway Airport to Washington, D.C. Reagan-National Airport at noon. Doing so could potentially save you 11% on the flight price compared to flying in the afternoon, which is usually more expensive.

What is the cheapest day to fly from Chicago Midway Airport to Washington, D.C. Reagan-National Airport?

Use this chart to determine the cheapest time to fly round-trip from Midway to Reagan-National. Price data was last updated on July 25, 2026.

Travelers seeking maximum savings on their Chicago Midway Airport to Washington, D.C. Reagan-National Airport flight should consider departing on Wednesday at noon when fares are most often at their lowest. Monday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

How much does it cost to fly round-trip from Chicago Midway Airport to Washington, D.C. Reagan-National Airport?

Airfare is below average for this route at the moment.

Chicago Midway Airport to Washington, D.C. Reagan-National Airport flights typically cost between $268 and $383 in August.
The cheapest round-trip price found within the last 5 days was $187 on Southwest (Aug 20-Aug 24).

Reviews of airlines servicing Reagan-National

Get insights into the airlines that provide service to Reagan-National. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Reagan-National. Reviews last updated July 30, 2026.
Read through reviews of airlines operating flights from Chicago Midway Airport to Washington, D.C. Reagan-National Airport, such as Southwest. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,227 reviews

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Southwest
8.0
Very good
4,227 reviews
Southwest
8.0
Very good
4,227 reviews

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Midway to Reagan-National. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago Midway Airport to Washington, D.C. Reagan-National Airport?

    A quick flight from Chicago Midway Airport to Washington, D.C. Reagan-National Airport can take about 1h 50m. Southwest provides one of the quickest options available for as low as $192. The distance from Chicago Midway Airport to Washington, D.C. Reagan-National Airport is about 599 mi. This flight may include one or multiple stops.

  • What is the cheapest airline to fly from Chicago Midway Airport to Washington, D.C. Reagan-National Airport round-trip?

    Cheapflights users have booked flights from Chicago Midway Airport to Washington, D.C. Reagan-National Airport round-trip from $198. You may be able to fly from Chicago Midway Airport to Washington, D.C. Reagan-National Airport for 52% less than the average price by searching for this airline.

  • What are the cheapest flights from Chicago Midway Airport to Washington, D.C. Reagan-National Airport?

    The cheapest flight price from Chicago Midway Airport to Washington, D.C. Reagan-National Airport is $88. On average you can expect to pay $291. The most popular route, (Chicago Midway - Washington, D.C. Reagan-National), can usually be booked for $177.

  • Can I find deals for flights from Midway to Reagan-National that include hotel bookings?

    Yes. In addition to deals on Midway to Reagan-National flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Reagan-National?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Reagan-National.

  • Can I find deals for business class flights from Midway to Reagan-National?

    Yes. Cheapflights offers flight deals from Midway to Reagan-National by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Washington, D.C. Reagan-National Airport?

    Currently, September is the cheapest month in which you can book a flight from Chicago Midway Airport to Washington, D.C. Reagan-National Airport (average of $211). Flying from Chicago Midway Airport to Washington, D.C. Reagan-National Airport in January is currently the most expensive (average of $652). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Washington, D.C. Reagan-National Airport?

Book flights to Washington, D.C. Reagan-National Airport if you plan to visit one of these locations
Alexandria
Owings Mills
Arlington
Tysons
Springfield
Lanham
Reston
Herndon
Rockville
Hyattsville
Fredericksburg
Falls Church
Hanover
Manassas
Laurel
Clinton
Hunt Valley
Cordova
Woodbridge
Largo

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Alternative routes for Midway to Reagan-National

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Baltimore flights
O'Hare Intl to Reagan-National flights
O'Hare Intl to Dulles Intl flights
Midway to Dulles Intl flights
Midway to Baltimore flights

Top airline flying from Midway to Reagan-National

Discover the top airline that operate flights from Midway to Reagan-National. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 30, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$198Average$381FlexibilityNo cancel feeOn-time63%

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