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Dulles Intl

$103+ Cheap flights from Midway (MDW) to Dulles Intl (IAD)

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 5/12. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — IAD
May 22 — May 291
Fri 5/22
Fri 5/29
1 adult, Economy
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Cheap flight deals from Midway to Dulles Intl

Cheapest flights from Midway to Dulles Intl
Explore the most affordable flight options available from Midway to Dulles Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 22, 2026.

This Frontier deal was found by Cheapflights users on 4/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/1612:27 pm
MDW
-
IAD
1 stop9h 50m
Frontier
Fri 6/1911:17 am
IAD
-
MDW
1 stop11h 54m
Frontier
Deal found 4/20$210
This Kiwi.com deal was found by Cheapflights users on 4/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/1412:19 pm
MDW
-
IAD
1 stop9h 50m
Frontier
Sun 5/175:26 pm
IAD
-
MDW
1 stop18h 43m
Frontier
Deal found 4/18$211
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/512:24 pm
MDW
-
IAD
2 stops26h 58m
Frontier
Sat 5/95:26 pm
IAD
-
MDW
1 stop5h 36m
Frontier
Deal found 4/21$212
This Kiwi.com deal was found by Cheapflights users on 4/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/219:14 am
MDW
-
IAD
1 stop7h 14m
Multiple Airlines
Thu 5/2811:07 am
IAD
-
MDW
1 stop11h 55m
Multiple Airlines
Deal found 4/19$213
This Trip.com deal was found by Cheapflights users on 4/21. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/46:00 am
MDW
-
IAD
1 stop11h 45m
Frontier
Thu 5/75:26 pm
IAD
-
MDW
1 stop5h 36m
Frontier
Deal found 4/21$214
This Frontier deal was found by Cheapflights users on 4/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/246:49 pm
MDW
-
IAD
1 stop11h 38m
Frontier
Thu 5/711:07 am
IAD
-
MDW
1 stop11h 55m
Frontier
Deal found 4/18$215
This Mytrip deal was found by Cheapflights users on 4/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/154:52 pm
MDW
-
IAD
1 stop24h 40m
Frontier
Sun 5/177:27 pm
IAD
-
MDW
1 stop21h 30m
Frontier
Deal found 4/19$216
This Trip.com deal was found by Cheapflights users on 4/21. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/292:15 pm
MDW
-
IAD
1 stop9h 21m
Frontier
Tue 5/55:26 pm
IAD
-
MDW
1 stop5h 36m
Frontier
Deal found 4/21$217
This Booking.com deal was found by Cheapflights users on 4/19. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/154:52 pm
MDW
-
IAD
1 stop24h 40m
Frontier
Mon 5/1811:12 am
IAD
-
MDW
1 stop11h 50m
Frontier
Deal found 4/19$218
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/712:19 pm
MDW
-
IAD
1 stop9h 50m
Frontier
Tue 5/126:37 pm
IAD
-
MDW
2 stops20h 35m
Frontier
Deal found 4/21$220
This Trip.com deal was found by Cheapflights users on 4/17. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/292:15 pm
MDW
-
IAD
1 stop9h 21m
Frontier
Sat 5/210:51 am
IAD
-
MDW
1 stop8h 46m
Frontier
Deal found 4/17$221
This Expedia deal was found by Cheapflights users on 4/20. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/308:21 am
MDW
-
IAD
1 stop28h 50m
Frontier
Sun 5/310:02 am
IAD
-
MDW
1 stop22h 44m
Frontier
Deal found 4/20$222

Find flight deals from Midway to Dulles Intl

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Dulles Intl (IAD). 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 April 22, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$210
(Frontier)

One-way from

$103
(Delta)

Popular in

March

Cheapest in

August

Average price

$297
Provider with most accurate pricing for Chicago Midway-Washington, D.C. Dulles Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-Washington, D.C. Dulles Intl flights.
Search Deals
From Chicago Midway to Washington, D.C. Dulles Intl
Search Deals
One-way flight from Chicago Midway to Washington, D.C. Dulles Intl
Search Deals
Highest demand for flights based on searches. 19% potential increase in price ($61 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Dulles Intl 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 April 22, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Mon 6/1

6:36 pm-10:56 pm

1 stop3h 20m

Washington, D.C. Dulles Intl

Wed 6/3

10:11 am-4:12 pm

1 stop7h 01m

$224

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Sat 6/13

6:35 pm-11:14 pm

1 stop3h 39m

Washington, D.C. Dulles Intl

Tue 6/16

6:00 am-12:00 pm

1 stop7h 00m

$309

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Tue 6/2

6:36 pm-10:56 pm

1 stop3h 20m

Washington, D.C. Dulles Intl

Wed 6/10

8:27 am-12:00 pm

1 stop4h 33m

$309

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Tue 9/22

10:35 am-4:41 pm

1 stop5h 06m

Washington, D.C. Dulles Intl

Thu 9/24

6:00 am-9:50 am

1 stop4h 50m

$309

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Thu 8/6

11:05 am-4:49 pm

1 stop4h 44m

Washington, D.C. Dulles Intl

Sat 8/8

6:07 pm-10:15 pm

1 stop5h 08m

$309

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Mon 8/17

5:59 pm-10:59 pm

1 stop4h 00m

Washington, D.C. Dulles Intl

Wed 8/19

6:00 am-9:50 am

1 stop4h 50m

$313

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Fri 6/12

5:11 pm-12:44 am

1 stop6h 33m

Washington, D.C. Dulles Intl

Sat 6/13

6:00 am-1:09 pm

1 stop8h 09m

$319

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Tue 7/21

6:05 am-11:37 am

1 stop4h 32m

Washington, D.C. Dulles Intl

Fri 7/24

5:46 pm-10:15 pm

1 stop5h 29m

$319

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Wed 9/9

1:00 pm-9:10 am

2 stops19h 10m

Washington, D.C. Dulles Intl

Sat 9/12

6:00 am-8:42 am

1 stop3h 42m

$321
Quickest round-trip

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Wed 9/2

5:59 pm-10:59 pm

1 stop4h 00m

Washington, D.C. Dulles Intl

Sun 9/6

6:00 am-8:42 am

1 stop3h 42m

$339

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/21

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

Compare providers for flights from Midway to Dulles Intl

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 Dulles Intl in April.
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. Dulles Intl 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. Dulles Intl 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. Dulles Intl 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. Dulles Intl 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. Dulles Intl 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 Dulles Intl

Have a flexible travel schedule? Discover the best time to fly to Dulles Intl 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. Dulles Intl Airport

How often are flights from Chicago to Washington, D.C. delayed?

About 21% of weekly flights between Chicago and Washington, D.C. have experienced delays in the past year, with the average delay time being 88 minutes.

What is the most punctual flight time for Chicago to Washington, D.C. flights?

Historically, flights departing in the early afternoon are less likely to be delayed, whereas flights leaving at night tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Monday tends to have the lowest number of delays on this route, whereas Thursday has historically faced a higher average of delays compared to other days of the week.

Related info for your journey

Find useful and relevant information for your journey from Midway to Dulles Intl. 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. Dulles Intl Airport?

    A quick flight from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport can take about 3h 20m. Delta provides one of the quickest options available for as low as $224. Airlines will cover a distance of 576 mi.

  • Can I find deals for flights from Midway to Dulles Intl that include hotel bookings?

    Yes. In addition to deals on Midway to Dulles Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Dulles Intl?

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

  • Can I find deals for business class flights from Midway to Dulles Intl?

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

See more FAQs

Traveling to a place near Washington, D.C. Dulles Intl Airport?

Book flights to Washington, D.C. Dulles Intl Airport if you plan to visit one of these locations
Alexandria
Tysons
Owings Mills
Springfield
Arlington
Woodbridge
Silver Spring
Herndon
Rockville
Hyattsville
Fredericksburg
Hanover
Laurel
Manassas
Largo
Upper Marlboro
Waldorf
Bowie
Clinton
Hunt Valley

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Alternative routes for Midway to Dulles Intl

See prices for flight routes from nearby airports that may be better suited for you.
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