MDW - IAD

$75 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
$138
Frontier
Thu 2/19Sat 2/28
MDW - IAD • 1 stop
Cheapest one-way
$75
Frontier
Thu 2/19
MDW - IAD • 1 stop
Top airlines
Frontier
Cheapest • from $138 (round-trip)
Frontier
Best reviews • 5.7 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
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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, Feb 19 - Sat, Feb 28
Frontier Logo
9:05 am - 4:43 pm
MDW
-
IAD
6h 38m
1 stop
Frontier Logo
10:29 am - 9:39 pm
IAD
-
MDW
12h 10m
1 stop
$138Frontier
Thu, Feb 19 - Thu, Feb 26
Frontier Logo
9:05 am - 4:43 pm
MDW
-
IAD
6h 38m
1 stop
Frontier Logo
11:22 am - 4:16 pm
IAD
-
MDW
5h 54m
1 stop
$148Frontier
Thu, Feb 12 - Thu, Feb 19
Frontier Logo
6:25 am - 4:43 pm
MDW
-
IAD
9h 18m
1 stop
Frontier Logo
5:37 pm - 10:37 pm
IAD
-
MDW
6h 00m
1 stop
$154Frontier
Mon, Apr 20 - Sat, May 16
Frontier Logo
2:20 pm - 12:36 am
MDW
-
IAD
9h 16m
1 stop
Frontier Logo
10:51 am - 7:31 pm
IAD
-
MDW
9h 40m
1 stop
$160Frontier
Thu, Feb 26 - Thu, Mar 5
Frontier Logo
6:25 am - 4:43 pm
MDW
-
IAD
9h 18m
1 stop
Frontier Logo
5:37 pm - 10:29 pm
IAD
-
MDW
5h 52m
1 stop
$173Frontier
Fri, Feb 27 - Thu, Mar 5
Frontier Logo
7:53 pm - 9:34 am
MDW
-
IAD
12h 41m
1 stop
Frontier Logo
11:22 am - 10:29 pm
IAD
-
MDW
12h 07m
1 stop
$174Frontier
Thu, Feb 12 - Thu, Feb 19
Frontier Logo
6:25 am - 4:43 pm
MDW
-
IAD
9h 18m
1 stop
Frontier Logo
5:37 pm - 10:37 pm
IAD
-
MDW
6h 00m
1 stop
$175Frontier
Fri, Feb 20 - Sat, Feb 28
Frontier Logo
6:00 am - 5:13 pm
MDW
-
IAD
10h 13m
1 stop
Frontier Logo
10:29 am - 9:39 pm
IAD
-
MDW
12h 10m
1 stop
$179Frontier
Thu, Apr 23 - Mon, Apr 27
Frontier Logo
2:20 pm - 12:36 am
MDW
-
IAD
9h 16m
1 stop
Frontier Logo
9:51 am - 7:31 pm
IAD
-
MDW
10h 40m
1 stop
$181Frontier
Fri, Feb 20 - Thu, Feb 26
Frontier Logo
6:00 am - 5:13 pm
MDW
-
IAD
10h 13m
1 stop
Frontier Logo
11:22 am - 4:16 pm
IAD
-
MDW
5h 54m
1 stop
$183Frontier
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 ($138) and Delta ($258).

Good to know

Cheapest flight$75
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 $75 for a one-way ticket and $138 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 3056 reviews
6.6Crew
6.0Boarding
5.5Comfort
4.6Food
4.3Entertainment
Airline reviews

Very well recently! Frontier is improving and less harrassing customer on luggages! Positive!

10.0 ExcellentHung, Jan 2026
DFW - PHX
Read more Frontier reviews

Very well recently! Frontier is improving and less harrassing customer on luggages! Positive!

Good for a budget airline! It was easy to get on, staff was really nice. Can’t say anything about the food or entertainment because it wasn’t available, which is fine.

I am writing to express my disappointment with my recent Frontier Airlines flight. I was charged $99 at the gate because my bag was said to be too large, yet once onboard there was no available overhead bin space, and I was required to place the bag under the seat in front of me anyway. This made the charge feel unnecessary and unfair. Additionally, before the flight even took off, I was asked to move from the seat I paid for into a middle seat so another passenger and her cat could have my seat to themselves. I was not offered compensation or an explanation for being moved from a paid seat. Between the unexpected bag fee and being forced to give up my seat, this experience fell well below acceptable customer service standards. I would appreciate a review of this situation and appropriate compensation.

It was costly and difficult to check in. $85 to take a small suitcase with me, carry on or checked and $75 on the return trip, Plus $25 if I didn't check my self in check in $25, because I couldn't do it on the kiosk. Small very uncomfortable seats, waited on the runway for near an hour each way. It was my worst flight to date.

It was ok. It was expensive to check 2 bags ($75.00 per bag), and then it took a long time to wait for shuttle to take us from one terminal to the terminal where the plane was taking off at LAX. And all of this for a flight where we had to pay for any food or drink that was not water.

It didn’t happen. I booked it and then was told it wasn’t available and then forced to pay far higher prices for a worse option

A 630departure flight Delayed 6hours! They changed my gate, I moved to the new gate. Had our flight on the screen for 12noon departure. I go get above to eat, check screen again and the flight was gone, no notice no announcement, nothing!! They sent my bag on the flight I wasn’t on, got it back to me 3days later. Thank goodness they did refund my money but I will NEVER fly them again.

Due to weather, my flight was delayed, further delayed, then canceled. I eventually got through to a support person who helped me find a different route out of MSP, but to get to DIA, they didn't want to, but eventually did help with the connection ticket purchase. But even this replacement flight was delayed time and time again, and I would have missed my connecting flights and I didn't want to get stuck in a layover city, so after 12 hours at the airport with two young boys who were very tired, we just cancelled our plans and spent the week at home, instead of Nana's.

Plane and crew on board were fine. Everything else was terrible.

The third party booking with cheapflightsfares was awful. Kayak should NOT partner with them. They sold me a bundle including seat selection and carry-on, but did not book the carry-ons with Frontier, so I’m out of pocket for $414 more while I await resolution.

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

Information on your arrival and departure airports