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Dulles Intl

$75+ 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 12/7. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — IAD
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheap 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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$150
(Priceline)

One-way from

$75
(CheapOair)

Popular in

January

Cheapest in

August

Average price

$257
Provider with most accurate pricing for Chicago Midway-Washington, D.C. Dulles Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago Midway-Washington, D.C. Dulles Intl flights.
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From Chicago Midway to Washington, D.C. Dulles Intl
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One-way flight from Chicago Midway to Washington, D.C. Dulles Intl
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Highest demand for flights based on searches. 5% potential increase in price ($11 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find 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 October 30, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/28. 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 12/236:14 amMDW - IAD
1 stop9h 23mFrontier
Tue 12/305:37 pmIAD - MDW
1 stop5h 35mFrontier
Deal found 10/28$146
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 12/186:12 amMDW - IAD
1 stop11h 04mFrontier
Tue 12/235:37 pmIAD - MDW
1 stop5h 35mFrontier
Deal found 10/28$147
This Mytrip deal was found by Cheapflights users on 10/30. 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.
Tue 11/111:56 pmMDW - IAD
1 stop5h 24mFrontier
Sat 11/158:36 pmIAD - MDW
1 stop13h 36mFrontier
Deal found 10/30$150
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 11/276:05 amMDW - IAD
1 stop10h 41mFrontier
Thu 12/47:18 pmIAD - MDW
1 stop27h 54mFrontier
Deal found 10/30$154
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 12/256:12 amMDW - IAD
1 stop11h 04mFrontier
Tue 12/305:37 pmIAD - MDW
1 stop5h 35mFrontier
Deal found 10/28$156
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/181:56 pmMDW - IAD
1 stop5h 24mFrontier
Thu 12/117:18 pmIAD - MDW
1 stop25h 24mFrontier
Deal found 10/27$157
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/191:56 pmMDW - IAD
1 stop5h 24mMultiple Airlines
Fri 11/213:00 pmIAD - MDW
1 stop4h 46mMultiple Airlines
Deal found 10/29$160
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Fri 12/58:42 pmMDW - IAD
2 stops22h 42mMultiple Airlines
Sun 12/75:26 pmIAD - MDW
1 stop5h 46mMultiple Airlines
Deal found 10/28$161
This CheapOair deal was found by Cheapflights users on 10/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/41:56 pmMDW - IAD
1 stop5h 24mFrontier
Sat 11/158:36 pmIAD - MDW
1 stop13h 36mFrontier
Deal found 10/28$163
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/181:56 pmMDW - IAD
1 stop5h 24mMultiple Airlines
Fri 11/213:00 pmIAD - MDW
1 stop4h 46mMultiple Airlines
Deal found 10/29$164

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 October 30, 2025.
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

Midway

Fly to

Dulles Intl

Route

Depart

Return

Price

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Thu 11/6

1:37 pm-12:11 am

1 stop9h 34m

Washington, D.C. Dulles Intl

Mon 11/10

5:44 pm-10:11 pm

1 stop5h 27m

$176

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Thu 11/6

6:25 am-4:34 pm

1 stop9h 09m

Washington, D.C. Dulles Intl

Fri 11/7

5:34 pm-10:08 pm

1 stop5h 34m

$236

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Sat 11/8

11:36 am-7:51 pm

1 stop7h 15m

Washington, D.C. Dulles Intl

Sun 11/9

5:29 pm-10:03 pm

1 stop5h 34m

$256

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Mon 12/8

10:49 am-6:21 pm

1 stop6h 32m

Washington, D.C. Dulles Intl

Thu 12/11

7:01 am-11:55 am

1 stop5h 54m

$257

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Mon 12/15

9:34 am-4:23 pm

1 stop5h 49m

Washington, D.C. Dulles Intl

Wed 12/17

6:00 am-8:54 am

1 stop3h 54m

$257

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Mon 1/26

6:35 pm-11:06 pm

1 stop3h 31m

Washington, D.C. Dulles Intl

Tue 1/27

7:15 am-12:01 pm

1 stop5h 46m

$257

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Tue 12/9

6:00 am-11:35 am

1 stop4h 35m

Washington, D.C. Dulles Intl

Wed 12/10

6:00 am-8:54 am

1 stop3h 54m

$257

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Thu 12/4

6:40 pm-11:08 pm

1 stop3h 28m

Washington, D.C. Dulles Intl

Mon 12/8

6:00 am-9:54 am

1 stop4h 54m

$257

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Wed 11/19

6:00 am-11:42 am

1 stop4h 42m

Washington, D.C. Dulles Intl

Wed 12/3

6:00 am-8:54 am

1 stop3h 54m

$273

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Sat 12/20

6:08 pm-11:08 pm

1 stop4h 00m

Washington, D.C. Dulles Intl

Thu 12/25

6:00 am-8:49 am

1 stop3h 49m

$303

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Showing 1-10 of 18 results
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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago Midway Airport-Washington, D.C. Dulles Intl Airport flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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

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

Find hourly flight availability from Midway to Dulles Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 30, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport in the morning. If you’re flexible enough to do this you can expect to save up to 51% on your trip compared to booking a flight in the afternoon.

Reviews of airlines servicing Dulles Intl

Get insights into the airlines that provide service to Dulles Intl. 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 Dulles Intl. Reviews last updated October 30, 2025.
Read reviews from past customers who have flown Delta and Frontier from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,998 reviews
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Frontier
5.8
Fair
3,123 reviews
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

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 6h 32m. Frontier provides one of the quickest options available for as low as $257. Airlines will cover a distance of 576 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport round-trip?

    According to our current data, Frontier ($122), and Delta ($186) offers the cheapest pricing from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport.

  • 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
Woodbridge
Tysons
Arlington
Springfield
Hanover
Silver Spring
Fairfax
Fredericksburg
Falls Church
Owings Mills
Linthicum Heights
Manassas
Largo
Oxon Hill
Laurel
Towson
National Harbor
Waldorf
Bowie

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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.
O'Hare Intl to Dulles Intl flights
O'Hare Intl to Baltimore flights
O'Hare Intl to Reagan-National flights
Midway to Baltimore flights
Midway to Reagan-National flights

Top 2 airlines flying from Midway to Dulles Intl

Discover the top 2 airlines that operate flights from Midway to Dulles Intl. 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$122Average$291FlexibilityNo cancel feeOn-time62%
DeltaCheapest$186Average$433FlexibilityNo cancel feeOn-timeN/A

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