MDW - IAD

$87 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 8/22. 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

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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Flights 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

Sat, Sep 13 - Sat, Sep 20
Frontier Logo
10:51 am - 6:24 pmMDW-IAD
6h 33m1 stop
Frontier Logo
7:14 pm - 9:18 amIAD-MDW
15h 04m1 stop
$177Frontier
Find Deal
Sat, Sep 20 - Tue, Sep 30
Frontier Logo
10:51 am - 6:24 pmMDW-IAD
6h 33m1 stop
Frontier Logo
9:15 am - 3:58 pmIAD-MDW
7h 43m1 stop
$178Frontier
Find Deal
Tue, Aug 12 - Sat, Aug 16
Frontier Logo
11:39 am - 12:19 amMDW-IAD
11h 40m1 stop
Frontier Logo
1:37 pm - 8:22 pmIAD-MDW
7h 45m1 stop
$179Frontier
Find Deal
Wed, Sep 10 - Sat, Sep 13
Frontier Logo
9:00 am - 7:55 pmMDW-IAD
9h 55m1 stop
Frontier Logo
7:14 pm - 9:18 amIAD-MDW
15h 04m1 stop
$180Frontier
Find Deal
Tue, Aug 12 - Wed, Aug 13
Frontier Logo
11:39 am - 12:19 amMDW-IAD
11h 40m1 stop
Frontier Logo
6:10 am - 10:40 amIAD-MDW
5h 30m1 stop
$185Frontier
Find Deal
Tue, Aug 12 - Mon, Aug 18
Frontier Logo
11:39 am - 12:19 amMDW-IAD
11h 40m1 stop
Frontier Logo
4:24 pm - 11:17 pmIAD-MDW
7h 53m1 stop
$188Frontier
Find Deal
Wed, Aug 27 - Wed, Sep 3
Delta Logo
6:00 am - 2:31 pmMDW-IAD
7h 31m1 stop
Delta Logo
7:22 am - 1:36 pmIAD-MDW
7h 14m1 stop
$237Delta
Find Deal
Wed, Aug 20 - Mon, Aug 25
Delta Logo
9:31 am - 4:31 pmMDW-IAD
6h 00m1 stop
Delta Logo
5:25 pm - 9:44 pmIAD-MDW
5h 19m1 stop
$243Delta
Find Deal
Thu, Sep 11 - Mon, Sep 15
Delta Logo
6:00 am - 11:40 amMDW-IAD
4h 40m1 stop
Delta Logo
5:25 pm - 9:36 pmIAD-MDW
5h 11m1 stop
$249Delta
Find Deal
Thu, Aug 14 - Mon, Aug 18
Allegiant Air Logo
10:53 am - 12:32 pmMDW-IAD
24h 39m2 stops
Allegiant Air Logo
1:22 pm - 6:17 pmIAD-MDW
5h 55m1 stop
$296Allegiant Air
Find Deal
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.

What’s the cheapest day of the week to fly from Chicago Midway Airport to Washington Dulles Airport?

The average price of all round-trip flights from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Washington Dulles Airport on a Thursday and more expensive on a Thursday. On your return trip to Chicago Midway Airport, you should consider flying back on a Tuesday, and avoid Wednesdays for better deals.

Good to know

Low seasonOctober
Cheapest flight$87
Best time to beat the crowds with an average 63% drop in price.
Most popular time to fly and prices are also 17% lower on average.
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 $87 for a one-way ticket and $177 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.

  • Which airline alliances offer flights from Chicago Midway Airport to Washington Dulles Airport?

    SkyTeam is the only airline alliance operating flights between Chicago Midway Airport and Washington Dulles Airport.

  • Which is the best airline for flights from Chicago to Washington, D.C., Delta or Frontier?

    The two airlines most popular with KAYAK users for flights from Chicago to Washington, D.C. are Delta and Frontier. With an average price for the route of $433 and an overall rating of 8.0, Delta is the most popular choice. Frontier is also a great choice for the route, with an average price of $291 and an overall rating of 5.9.

  • 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 airlines 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.
8.0
DeltaOverall score based on 7980 reviews
8.5Crew
7.3Food
8.2Boarding
7.9Comfort
7.9Entertainment
Airline reviews

Delayed and took off even later than the scheduled delay time

8.0 ExcellentAnonymous, Jul 2025DTW - SEA
Read more Delta reviews

Delayed and took off even later than the scheduled delay time

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Great experience on Delta. Staff from baggage check to flight attendants were very courteous and professional. My only issue was a personal preference for pretzels instead of the chips and cookies that were offered.

There was no problems, just a little uncomfortable with seats that do not lay back a little

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

Flight was delayed, 30+ bags had to be gate checked. Crew were very friendly!

Everything was good until we were boarding our connection flight in Atlanta, we were told to gate check our carry-on, but when we got inside the plane, there was plenty of room in the overhead.

Did not know my son and I had different seating arrangements. He was fine, but it was disappointing.

Flight was canceled, and no effort was made to help with rebooking, no hotel vouchers, no car transportation and minimal food voucher and most places for food were closed by the time the voucher was given. Waited for 3 hours for bags. Simply the worst travel experience I have ever had

Food was surprisingly good but the WiFi was not great

Boarding in Orlando was not good. Giant mob at the gate, should have been lines.

Decent clean onboard experience. Okay discount airline experience. Unfortunately, any customer service interactions are difficult and unhelpful. There is no service. Also, a premium seat only gets you premium boarding if you line up first. Once they start general boarding you must go to the back of the line. Not very premium

baggage clamed had to wait over a hour and half for all people on my flight it was terrible

The ticketing agents were rude but then we had a great gate agent very nice we had to ride a buss out to where the plane was parked but it was in some back corner of the airport when we got to the plane the captain who was great btw was cleaning the plane because the same rude ticketing agent told them they we not contracted to vacuum the plane. The ride to las Vegas was fine We had a connecting flight to Dallas. The flight was fine but when we arrived in Dallas everyone who flew on any frontier airlines the picked up bags from baggage claim D15 had to wait over a hour for their bags to start we arrived at 11:30pm ish to the gate we didn't leave the baggage clamed till 12:50 am very not happy and i used to fly frontier 4 times a week for work in Denver i will not be using them again

I was 2 hr arrive in the airport and 45 min in the line . After take to my turn . The agent tell me I’m later . I can not board . So my vacation was going to the floor . Just for their bad customer service agent in the airline

Frontier Airlines was AWFUL. I was an hour early for my flight and the lady refused to check me in. I had to purchase a whole new ticket with a different airline.

My flight was canceled I was promised a reginf still not received.

Late, terrible communication, horrible planning of passenger seating until the literal last minute. One of the worst flying experiences of my life. Y'all suck

Both legs of the flight were changed. The day of the flight and length of the trip.

First of all, we never got on the connecting flight to Denver. They delayed our flight for two hours. If we would have gotten on that flight, we would have been stuck in Denver for 13 hours. So we re- routed our flight for a straight through flight to Oklahoma two days later. THEN, they delayed that flight for two hours. After that we were able to finally get on our flight and come home. Frontier Airlines - one of the worst airlines I have ever been on.

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

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