MDW - IAD

$94 Find Cheap Flights from Chicago Midway Airport to Washington Dulles Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Dulles Intl departing on 3/31. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Washington, D.C. Dulles Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Washington, D.C., as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Washington, D.C., as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$199
Frontier
Wed 4/8Tue 4/21
MDW - IAD • 1 stop
Cheapest one-way
$94
Frontier
Tue 3/31
MDW - IAD • 1 stop
Top airlines
Frontier
Cheapest • from $199 (round-trip)
Frontier
Best reviews • 5.7 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Midway and Dulles Intl. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Atlanta (ATL)
Cheapest • Avg $277 (round-trip)
Detroit (DTW)
Shortest trip • 4h 08m (one-way)
Insights
Insights
Insights
Insights
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Dulles Intl!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Midway to Dulles Intl (MDW-IAD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Dulles Intl that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Dulles Intl

Wed, Apr 8 - Tue, Apr 21
Frontier Logo
2:56 pm - 12:36 am
MDW
-
IAD
8h 40m
1 stop
Frontier Logo
8:20 am - 7:31 pm
IAD
-
MDW
12h 11m
1 stop
$199Frontier
Tue, Apr 14 - Tue, Apr 21
Frontier Logo
2:15 pm - 12:36 am
MDW
-
IAD
9h 21m
1 stop
Frontier Logo
8:20 am - 7:31 pm
IAD
-
MDW
12h 11m
1 stop
$200Frontier
Wed, Apr 22 - Sat, Apr 25
Frontier Logo
2:15 pm - 12:36 am
MDW
-
IAD
9h 21m
1 stop
Frontier Logo
10:51 am - 6:37 pm
IAD
-
MDW
8h 46m
1 stop
$201Frontier
Fri, Apr 24 - Tue, Apr 28
Frontier Logo
6:00 am - 12:36 am
MDW
-
IAD
17h 36m
1 stop
Frontier Logo
7:15 am - 7:31 pm
IAD
-
MDW
13h 16m
1 stop
$202Frontier
Thu, Apr 30 - Thu, May 7
Frontier Logo
8:25 am - 4:42 pm
MDW
-
IAD
7h 17m
1 stop
Frontier Logo
7:27 pm - 3:57 pm
IAD
-
MDW
21h 30m
1 stop
$205Frontier
Thu, Apr 16 - Thu, Apr 23
Frontier Logo
2:15 pm - 12:36 am
MDW
-
IAD
9h 21m
1 stop
Frontier Logo
9:41 am - 7:31 pm
IAD
-
MDW
10h 50m
1 stop
$212Frontier
Wed, Apr 8 - Sat, Apr 25
Frontier Logo
2:56 pm - 12:36 am
MDW
-
IAD
8h 40m
1 stop
Frontier Logo
10:51 am - 6:37 pm
IAD
-
MDW
8h 46m
1 stop
$220Frontier
Thu, Apr 9 - Mon, Apr 13
Frontier Logo
2:56 pm - 12:36 am
MDW
-
IAD
8h 40m
1 stop
Frontier Logo
10:25 pm - 7:31 pm
IAD
-
MDW
22h 06m
1 stop
$221Frontier
Thu, Jun 4 - Tue, Jun 9
Frontier Logo
6:00 am - 4:21 pm
MDW
-
IAD
9h 21m
1 stop
Frontier Logo
9:28 am - 8:06 pm
IAD
-
MDW
11h 38m
1 stop
$222Frontier
Wed, Apr 8 - Mon, Apr 13
Frontier Logo
2:56 pm - 12:36 am
MDW
-
IAD
8h 40m
1 stop
Frontier Logo
10:25 pm - 7:31 pm
IAD
-
MDW
22h 06m
1 stop
$224Frontier
Booking Insights

KAYAK's insights & trends for Midway to Dulles Intl flights

Get data-powered insights and trends into flights from Midway to Dulles Intl to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Chicago Midway Airport to Washington Dulles Airport?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Chicago Midway Airport to Washington Dulles Airport were found on Frontier ($199) and Delta ($229).

Find deals

Good to know

Cheapest flight$94
Flight from Chicago Midway Airport to Washington Dulles Airport

When to book flights from Midway to Dulles Intl

Are your dates flexible? Find out the best times to travel from Midway to Dulles Intl based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to Washington Dulles Airport flights

  • What is the cheapest flight from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport was $94 for a one-way ticket and $199 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and Washington Dulles Airport?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airports will I be using when flying from Chicago Midway Airport to Washington Dulles Airport?

    Chicago Midway Airport and Washington Dulles Airport are both served by 1 main airport. You will leave Chicago Midway Airport from Chicago Midway and will be arriving at Washington, D.C. Dulles Intl.

  • Which aircraft models fly most regularly from Chicago Midway Airport to Washington Dulles Airport?

    We unfortunately don’t have that data for this specific route.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Washington Dulles Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Washington Dulles Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Washington Dulles Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Washington Dulles Airport from Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Washington Dulles Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Washington Dulles Airport with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and IAD can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Washington Dulles Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Washington Dulles Airport from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Midway to Dulles Intl

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Washington, D.C.. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Dulles Intl? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
5.7
FrontierOverall score based on 3025 reviews
5.5Comfort
4.6Food
6.0Boarding
6.6Crew
4.3Entertainment
Airline reviews

More inflight connection. And leg space is horrible. And the paying for baggage I'd ridiculous!!!

4.0 OkayContact Us, Mar 2026
DCA - DEN
Read more Frontier reviews

More inflight connection. And leg space is horrible. And the paying for baggage I'd ridiculous!!!

My flight was originally from SAT to MCO connecting from MCO to ORD. We got diverted to ATL and than Frontier staff there was sooo un helpful first they said they couldn’t give us any accommodation since our flight first got delayed that cancelled and now it’s 221am and I am still in ATL since they said they need to create a new flight my final destination is ORD and I have been delayed twice and cancelled. With no real help the frontier app didn’t work no email updates over all such a horrible experience

There's no seats that lean back with little leg space i wad uncomfortable the entire flight. Your charges for extra baggage is despicable and costly!!

Remind customers of the need to have passport or new ID for boarding.

Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!

The flight never took off and we spent 7 hours at the airport

Gate not determined until I got to the airport - hard to plan the trip to the airport.

Our flight was canceled. I will never use Kayak nor Frontier for travel again. The entire experience was a headache.

Frontier.. nickel and dime add-ons. Flight late, on time, late again, last minute gate change, arrival gate required a shuttle to the terminal. They sure keep you guessing.. if you like a little chaos and airport anxiety, this is the airline for you!

This is my second time flying with Frontier. My current experience was very favorable. The staff from the gate to the plane was friendly, warm and professional. The food options lacked in my opinion. This area needs some attention in my opinion.

Everything you need to know for your flight from Midway to Dulles Intl

Information on your arrival and departure airports

Chicago Midway Airport (MDW)
Dulles Intl (IAD)