MDW - IAD

$83 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 2/19. 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
$160
Frontier
Thu 1/15Fri 1/16
MDW - IAD • 1 stop
Cheapest one-way
$82
Frontier
Thu 2/19
MDW - IAD • 1 stop
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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

Thu, Jan 15 - Fri, Jan 16
Frontier Logo
8:19 pm - 1:03 pm
MDW
-
IAD
15h 44m1 stop
Frontier Logo
10:08 pm - 7:27 am
IAD
-
MDW
10h 19m1 stop
$160Frontier
Thu, Jan 22 - Mon, Jan 26
Frontier Logo
6:20 am - 4:28 pm
MDW
-
IAD
9h 08m1 stop
Frontier Logo
5:33 pm - 10:19 pm
IAD
-
MDW
5h 46m1 stop
$162Frontier
Wed, Jan 7 - Tue, Jan 13
Frontier Logo
3:01 pm - 1:01 pm
MDW
-
IAD
21h 00m1 stop
Frontier Logo
6:00 am - 10:34 am
IAD
-
MDW
5h 34m1 stop
$163Frontier
Fri, Jan 23 - Mon, Jan 26
Frontier Logo
5:01 pm - 10:44 am
MDW
-
IAD
16h 43m1 stop
Frontier Logo
1:31 pm - 7:58 pm
IAD
-
MDW
7h 27m1 stop
$169Frontier
Fri, Jan 16 - Mon, Jan 19
Frontier Logo
8:28 am - 9:13 pm
MDW
-
IAD
11h 45m1 stop
Frontier Logo
8:51 am - 10:19 pm
IAD
-
MDW
14h 28m1 stop
$171Frontier
Thu, Jan 29 - Thu, Feb 5
Frontier Logo
6:20 am - 4:28 pm
MDW
-
IAD
9h 08m1 stop
Frontier Logo
5:37 pm - 10:19 pm
IAD
-
MDW
5h 42m1 stop
$174Frontier
Sun, Jan 11 - Fri, Jan 16
Frontier Logo
4:21 pm - 7:40 am
MDW
-
IAD
14h 19m1 stop
Frontier Logo
10:08 pm - 7:27 am
IAD
-
MDW
10h 19m1 stop
$175Frontier
Thu, Feb 19 - Sun, Feb 22
Frontier Logo
6:25 am - 4:43 pm
MDW
-
IAD
9h 18m1 stop
Frontier Logo
11:28 am - 7:59 pm
IAD
-
MDW
9h 31m1 stop
$180Frontier
Mon, Jan 5 - Wed, Jan 7
Frontier Logo
6:12 am - 6:16 pm
MDW
-
IAD
11h 04m1 stop
Frontier Logo
5:42 pm - 10:17 pm
IAD
-
MDW
5h 35m1 stop
$183Frontier
Fri, Jan 30 - Fri, Feb 6
Frontier Logo
6:20 am - 4:33 pm
MDW
-
IAD
9h 13m1 stop
Frontier Logo
9:35 am - 7:52 pm
IAD
-
MDW
11h 17m1 stop
$184Frontier
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

Cheapest flight$82
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 $82 for a one-way ticket and $162 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.
5.8
FrontierOverall score based on 3081 reviews
5.5Comfort
6.7Crew
6.0Boarding
4.4Entertainment
4.6Food
Airline reviews

Not clean and was told I would get a great seat and it was not great at all

2.0 MediocreAnonymous, Dec 2025
DEN - PHL
Read more Frontier reviews

Not clean and was told I would get a great seat and it was not great at all

Flight got delayed for 5 hours no good explanation was offered ;(

Horrible. I would never fly Frontier again. The booking process is tricky at best, but fraudulent in my opinion. Frontier customer service did nothing to rectify my purchase -- I ended up paying more than double what I could have gotten from other airlines and nearly triple what I thought I was buying from Frontier. Their booking practices are unfair to the consumer.

Delayed. Text notifications were slow. Not much information o what was happening. Boarding was slow and confusing. Wasn’t even offered water other flight. Had to ask. No entertainment at all. Felt like.a Greyhound bus.

When I wanted to check in 3 hours prior to boarding time, the employees mentioned “a little over an hour delay” so I waited for an hour then I went to go look for food in the terminal and most people from that flight were in the same area looking for food. Finally I decided after food to check to see if it’s anytime closer and now it’s 2 mins until boarding closes?! What are you kidding me? I didn’t receive anything via sms about boarding now nor via email or on the intercom. I luckily made it through, barely, and then there’s no room for my carry on mind you I’m in the very first row so I had to place my purse in one further row back and my carry on sections down. Not sure who pays for better seats to get your stuff placed all over the plane but that was the worst experience I’ve ever had flying with anyone.

Better than expected. Staff were friendly and nice on both flights.

There was no one at the counter to assist with our check in. The app didn’t work, so I arrived at the airport with time to check in and I couldn’t because no employees were there. When I finally got someone on the phone, it was inside the 60min rule and they said I could no longer check in and they could sell me another ticket. We had to scramble and pay an additional $800 for tickets and THEN AFTER (about 60 min from my original convo with customer service and 10min after original departure time) I had boarded my new flight, there was email saying my original flight from Frontier was delayed and leaving 2hr 50min later, but I STILL wouldn’t have been able to check in. Which means customer service should have been able to see it and let me check in because I was well within my check in time. When I call Frontier, they hang up on me. So their app didn’t work and they employees left and they take zero responsibility or assistance with their “customer service”

Terrible. Flight cancelled with no reasoning and no flights to rebook. Employees were useless and did nothing to help. Did not even know where to retrieve luggage from the cancelled flight. Flyers beware.

No fault of Frontier staff: plane was very late, reached Orlando at 1 am, took a while to get luggage. Weather, gov financial shutdown impact on TSA, air controllers seemed to have multiple flights backed up. Frontier staff seemed to cope as gracefully as possible. It did reassure me that I and my new hip could adapt to travel challenges. Food/entertainment were irrelevant to my trip.

Terrible. The canceled my entire flight when I requested a refund for a trip frontier canceled trip one way.

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

Information on your arrival and departure airports