HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Dulles Intl

$74+ 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 10/25. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — IAD
Nov 15 — Nov 221
Sat 11/15
Sat 11/22
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Midway to Dulles Intl with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 16, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$135
(Kiwi.com)

One-way from

$74
(Trip.com)

Popular in

January

Cheapest in

August

Average price

$248
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. 5% potential increase in price ($12 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

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 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/15. 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 11/141:37 pmMDW - IAD
1 stop9h 34mFrontier
Tue 11/188:40 amIAD - MDW
1 stop29h 01mFrontier
Deal found 10/15$135
This Kiwi.com deal was found by Cheapflights users on 10/15. 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.
Sat 11/1511:36 amMDW - IAD
1 stop7h 15mFrontier
Sun 11/168:36 pmIAD - MDW
1 stop12h 56mFrontier
Deal found 10/15$137
This Kiwi.com deal was found by Cheapflights users on 10/16. 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.
Mon 11/246:05 amMDW - IAD
1 stop10h 41mFrontier
Fri 11/286:55 amIAD - MDW
1 stop8h 45mFrontier
Deal found 10/16$138
This Kiwi.com deal was found by Cheapflights users on 10/15. 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 11/122:06 pmMDW - IAD
1 stop5h 14mFrontier
Tue 11/188:40 amIAD - MDW
1 stop29h 01mFrontier
Deal found 10/15$139
This Kiwi.com deal was found by Cheapflights users on 10/14. 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 10/316:20 amMDW - IAD
1 stop9h 14mFrontier
Mon 11/36:00 amIAD - MDW
1 stop13h 39mFrontier
Deal found 10/14$142
This Kiwi.com deal was found by Cheapflights users on 10/15. 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 11/61:37 pmMDW - IAD
1 stop9h 34mFrontier
Thu 11/135:34 pmIAD - MDW
1 stop5h 29mFrontier
Deal found 10/15$143
This Kiwi.com deal was found by Cheapflights users on 10/15. 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.
Mon 11/106:15 amMDW - IAD
1 stop9h 19mFrontier
Sun 11/168:36 pmIAD - MDW
1 stop12h 56mFrontier
Deal found 10/15$144
This Kiwi.com deal was found by Cheapflights users on 10/15. 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 11/111:56 pmMDW - IAD
1 stop5h 24mFrontier
Fri 11/146:00 amIAD - MDW
1 stop13h 39mFrontier
Deal found 10/15$147
This Kiwi.com deal was found by Cheapflights users on 10/16. 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 10/316:20 amMDW - IAD
1 stop9h 14mMultiple Airlines
Tue 11/48:40 amIAD - MDW
2 stops16h 15mMultiple Airlines
Deal found 10/16$149
This Kiwi.com deal was found by Cheapflights users on 10/15. 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.
Mon 11/106:27 pmMDW - IAD
2 stops24h 53mFrontier
Sat 11/155:58 amIAD - MDW
1 stop13h 41mFrontier
Deal found 10/15$150
This Kiwi.com deal was found by Cheapflights users on 10/15. 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.
Mon 11/106:15 amMDW - IAD
1 stop9h 19mFrontier
Fri 11/146:00 amIAD - MDW
1 stop13h 39mFrontier
Deal found 10/15$151

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 16, 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

Mon 10/20

6:15 am-3:39 pm

1 stop8h 24m

Washington, D.C. Dulles Intl

Wed 10/22

9:00 am-1:38 pm

1 stop5h 38m

$152

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Thu 12/4

6:00 am-12:49 pm

1 stop5h 49m

Washington, D.C. Dulles Intl

Mon 12/8

1:21 pm-11:05 pm

1 stop10h 44m

$190

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Mon 11/24

9:41 am-6:19 pm

1 stop7h 38m

Washington, D.C. Dulles Intl

Thu 11/27

6:00 am-8:54 am

1 stop3h 54m

$229

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Thu 11/27

6:05 am-5:46 pm

1 stop10h 41m

Washington, D.C. Dulles Intl

Thu 12/4

1:21 pm-11:05 pm

1 stop10h 44m

$230

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Thu 11/27

10:47 am-6:26 pm

1 stop6h 39m

Washington, D.C. Dulles Intl

Wed 12/3

12:30 pm-4:43 pm

1 stop5h 13m

$243

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Tue 12/30

6:08 pm-11:08 pm

1 stop4h 00m

Washington, D.C. Dulles Intl

Thu 1/1

6:00 am-8:49 am

1 stop3h 49m

$256

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Wed 12/3

10:49 am-6:21 pm

1 stop6h 32m

Washington, D.C. Dulles Intl

Sat 12/6

6:00 am-8:49 am

1 stop3h 49m

$257

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Thu 12/11

6:00 am-12:49 pm

1 stop5h 49m

Washington, D.C. Dulles Intl

Mon 12/15

1:21 pm-11:05 pm

1 stop10h 44m

$260

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Thu 12/11

10:49 am-5:00 pm

1 stop5h 11m

Washington, D.C. Dulles Intl

Tue 12/16

6:00 am-9:54 am

1 stop4h 54m

$270

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Thu 11/6

6:00 am-11:31 am

1 stop4h 31m

Washington, D.C. Dulles Intl

Sat 11/8

3:33 pm-10:14 pm

1 stop7h 41m

$270

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/16

Showing 1-10 of 21 results
1
2
3

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*3 stars
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 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

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 16, 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 16, 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
7,980 reviews

Comfort

7.9

Entertainment

7.9

Overall

7.9

Crew

8.5

Boarding

8.2

Food

7.3

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
7,980 reviews
Delta
7.9
Good
7,980 reviews

Comfort

7.9

Entertainment

7.9

Overall

7.9

Crew

8.5

Boarding

8.2

Food

7.3

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
3,137 reviews
Delta
7.9
Good
7,980 reviews

Comfort

7.9

Entertainment

7.9

Overall

7.9

Crew

8.5

Boarding

8.2

Food

7.3

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 7h 38m. Frontier provides one of the quickest options available for as low as $229. 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
Arlington
Tysons
Springfield
Silver Spring
Hanover
Gaithersburg
Fredericksburg
Fairfax
Linthicum Heights
Falls Church
Owings Mills
Manassas
Largo
Oxon Hill
Laurel
Towson
National Harbor
Waldorf

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 Reagan-National flights
O'Hare Intl to Dulles Intl flights
O'Hare Intl to Baltimore 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 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$122Average$291FlexibilityNo cancel feeOn-time62%
DeltaCheapest$186Average$433FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.