Cheap Flights from Chicago Midway to Washington Dulles

Compare Chicago Midway to Washington Dulles flight deals

Find the cheapest month or even day of the year to fly to Washington Dulles

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Flight deals from Chicago Midway Airport to Washington Dulles Airport

Looking for a cheap last-minute deal or the best round-trip flight from Chicago Midway Airport to Washington Dulles Airport? If you want to travel next month, round-trip fares start from AED 433. Find the lowest prices on one-way and round-trip tickets right here.

Washington, D.C..AED 433 per passenger.Departing Tue, Apr 14, returning Tue, Apr 21.Round-trip flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departing from Chicago Midway on Tue, Apr 14, arriving in Washington Dulles.Inbound indirect flight with Frontier Airlines, departing from Washington Dulles on Tue, Apr 21, arriving in Chicago Midway.Price includes taxes and charges.From AED 433, select.

Washington, D.C..AED 441 per passenger.Departing Sat, May 16, returning Wed, May 20.Round-trip flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departing from Chicago Midway on Sat, May 16, arriving in Washington Dulles.Inbound indirect flight with Frontier Airlines, departing from Washington Dulles on Wed, May 20, arriving in Chicago Midway.Price includes taxes and charges.From AED 441, select.

Washington, D.C..AED 491 per passenger.Departing Wed, Apr 29, returning Mon, May 4.Round-trip flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departing from Chicago Midway on Wed, Apr 29, arriving in Washington Dulles.Inbound indirect flight with Frontier Airlines, departing from Washington Dulles on Mon, May 4, arriving in Chicago Midway.Price includes taxes and charges.From AED 491, select.

Washington, D.C..AED 665 per passenger.Departing Mon, Jun 1, returning Tue, Jun 2.Round-trip flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departing from Chicago Midway on Mon, Jun 1, arriving in Washington Dulles.Inbound indirect flight with Frontier Airlines, departing from Washington Dulles on Tue, Jun 2, arriving in Chicago Midway.Price includes taxes and charges.From AED 665, select.

Washington, D.C..AED 704 per passenger.Departing Fri, May 29, returning Mon, Jun 1.Round-trip flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departing from Chicago Midway on Fri, May 29, arriving in Washington Dulles.Inbound indirect flight with Frontier Airlines, departing from Washington Dulles on Mon, Jun 1, arriving in Chicago Midway.Price includes taxes and charges.From AED 704, select.

Washington, D.C..AED 780 per passenger.Departing Mon, Mar 30, returning Mon, Apr 6.Round-trip flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departing from Chicago Midway on Mon, Mar 30, arriving in Washington Dulles.Inbound indirect flight with Frontier Airlines, departing from Washington Dulles on Mon, Apr 6, arriving in Chicago Midway.Price includes taxes and charges.From AED 780, select.

Washington, D.C..AED 822 per passenger.Departing Mon, Aug 17, returning Tue, Aug 18.Round-trip flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departing from Chicago Midway on Mon, Aug 17, arriving in Washington Dulles.Inbound indirect flight with Frontier Airlines, departing from Washington Dulles on Tue, Aug 18, arriving in Chicago Midway.Price includes taxes and charges.From AED 822, select.

Washington, D.C..AED 848 per passenger.Departing Tue, Jul 21, returning Wed, Aug 5.Round-trip flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departing from Chicago Midway on Tue, Jul 21, arriving in Washington Dulles.Inbound indirect flight with Frontier Airlines, departing from Washington Dulles on Wed, Aug 5, arriving in Chicago Midway.Price includes taxes and charges.From AED 848, select.

Washington, D.C..AED 865 per passenger.Departing Wed, Jul 1, returning Sat, Jul 4.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Chicago Midway on Wed, Jul 1, arriving in Washington Dulles.Inbound indirect flight with Delta, departing from Washington Dulles on Sat, Jul 4, arriving in Chicago Midway.Price includes taxes and charges.From AED 865, select.

Washington, D.C..AED 870 per passenger.Departing Tue, Jun 9, returning Wed, Jul 8.Round-trip flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departing from Chicago Midway on Tue, Jun 9, arriving in Washington Dulles.Inbound indirect flight with Frontier Airlines, departing from Washington Dulles on Wed, Jul 8, arriving in Chicago Midway.Price includes taxes and charges.From AED 870, select.

Washington, D.C..AED 953 per passenger.Departing Wed, Mar 25, returning Tue, Mar 31.Round-trip flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departing from Chicago Midway on Wed, Mar 25, arriving in Washington Dulles.Inbound indirect flight with Frontier Airlines, departing from Washington Dulles on Tue, Mar 31, arriving in Chicago Midway.Price includes taxes and charges.From AED 953, select.

Washington, D.C..AED 1,096 per passenger.Departing Thu, May 21, returning Wed, Jul 8.Round-trip flight with Allegiant Air and Frontier Airlines.Outbound indirect flight with Allegiant Air, departing from Chicago Midway on Thu, May 21, arriving in Washington Dulles.Inbound indirect flight with Frontier Airlines, departing from Washington Dulles on Wed, Jul 8, arriving in Chicago Midway.Price includes taxes and charges.From AED 1,096, select.

Washington, D.C..AED 1,137 per passenger.Departing Tue, Sep 15, returning Mon, Sep 21.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Chicago Midway on Tue, Sep 15, arriving in Washington Dulles.Inbound indirect flight with Delta, departing from Washington Dulles on Mon, Sep 21, arriving in Chicago Midway.Price includes taxes and charges.From AED 1,137, select.

Washington, D.C..AED 1,211 per passenger.Departing Fri, Oct 30, returning Sun, Nov 1.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Chicago Midway on Fri, Oct 30, arriving in Washington Dulles.Inbound indirect flight with Delta, departing from Washington Dulles on Sun, Nov 1, arriving in Chicago Midway.Price includes taxes and charges.From AED 1,211, select.

Washington, D.C..AED 1,537 per passenger.Departing Fri, Dec 18, returning Wed, Dec 23.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Chicago Midway on Fri, Dec 18, arriving in Washington Dulles.Inbound indirect flight with Delta, departing from Washington Dulles on Wed, Dec 23, arriving in Chicago Midway.Price includes taxes and charges.From AED 1,537, select.

Washington, D.C..AED 1,591 per passenger.Departing Sun, Sep 27, returning Sat, Oct 3.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Chicago Midway on Sun, Sep 27, arriving in Washington Dulles.Inbound indirect flight with Delta, departing from Washington Dulles on Sat, Oct 3, arriving in Chicago Midway.Price includes taxes and charges.From AED 1,591, select.

Find the cheapest month to fly from Chicago Midway to Washington Dulles

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago Midway to Washington Dulles flights are currently cheapest in April.

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Chicago Midway to Washington Dulles: Alternative routes

Compare routes from Chicago Midway to Washington, D.C. below. You may find an airport to fly into that's cheaper, faster, or easier than Washington Dulles.

Chicago to Washington, D.C.: Flight information

The things to know before you go.

Cheapest flight found	AED 433
Cheapest month to fly	April

Finding cheap flights from Chicago Midway to Washington Dulles: Frequently asked questions

How much are round-trip flights from Chicago Midway to Washington Dulles?

The best price we found for a round-trip flight from Chicago Midway to Washington Dulles is AED 433. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.

Which airlines fly direct from Chicago Midway to Washington Dulles?

Currently, there are no airlines that fly direct from Chicago Midway to Washington Dulles. But we found flights with one or more stops from AED 433.

How many flights are there a week from Chicago Midway to Washington Dulles?

There are no flights flying from Chicago Midway to Washington Dulles, as of March 2026.

When is the cheapest time to fly from Chicago Midway to Washington Dulles?

The cheapest month to fly from Chicago Midway to Washington Dulles is usually April.

Which upcoming date is cheapest to fly from Chicago Midway Airport to Washington Dulles Airport on?

After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago Midway Airport to Washington Dulles Airport on Tuesday, April 14, 2026.

Can I get a direct flight from Chicago Midway Airport to Washington Dulles Airport?

No airlines currently offer direct flights between Chicago Midway Airport and Washington Dulles Airport. Most routes have one or more stops.

How can I find the best flight deal to Washington Dulles?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Washington Dulles but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

When is the best time to book flights to Washington, D.C.?

We crunched all the numbers in our flight calendar, and it looks like the cheapest time to book a flight to Washington, D.C. is around 40 days in advance, so don’t leave your flight to the last minute.

Which is the cheapest airline to fly with from Chicago Midway Airport to Washington Dulles?

Currently, Frontier Airlines offers the cheapest flight tickets to Washington Dulles.

Traveling from Chicago Midway International Airport (MDW) to Washington Dulles International Airport (IAD): what you need to know

Washington DC is one hour ahead of Chicago and follows the UTC-4 timezone.
Your MDW to IAD flight won't wait if you're late, so be at the airport on time. Arrive up to one hour in advance for domestic flights and two hours ahead when you're traveling internationally.
Traveling during a peak month such as July? Public holidays and other high seasons can mean longer queues and delays at airport checkpoints. Play it safe and arrive up to four hours ahead of an international flight and two hours before a domestic departure.
We make it a piece of cake to book a flight with a stopover. To see all your options for tickets from Chicago Midway International Airport to Washington Dulles International Airport, uncheck 'Direct flights only.' Then, pick a flight that has a stop long enough to tour your chosen city. Worthwhile stopovers between MDW and IAD include:
- Detroit Metropolitan Wayne County Airport
- Philadelphia International Airport
- Nashville International Airport

How to find the cheapest flights from Chicago Midway International Airport (MDW) to Washington Dulles International Airport (IAD)

Currently, AED 211 is the cheapest price we've seen for a one-way Chicago Midway International Airport to Washington Dulles International Airport flight. The best price for a return plane ticket is AED 433. Remember that fares can change due to demand at the time of booking.
Don't wait until the last moment. You're more likely to find cheap tickets from MDW to IAD if you book early. Airlines often offer some great early bird deals.
Finding cheap flights from Chicago Midway International Airport to Washington Dulles International Airport is more likely if you can be flexible with your travel plans. Use the 'Whole month' search tool to see the lowest fares across each month and score a great deal.
You don't need to check every day to see if fares have dropped when you create a Price Alert. We'll notify you the moment there's a better deal on cheap flights from MDW to IAD.
Lock in the ideal flight for you with the help of the filters. To see the 'Best,' 'Fastest' or 'Cheapest' flights from Chicago Midway International Airport to Washington Dulles International Airport, use the 'Sort by' function. You can also filter by arrival and departure times, airline, and journey duration.

Handy information about Chicago Midway International Airport (MDW)

MDW is located at 5700 South Cicero.
Of the departures from Chicago Midway International Airport, 77.88% land on schedule at their destination.
Central Chicago to Chicago Midway International Airport is around 19 kilometers. Depending on traffic, it'll take about 20 minutes to get there if you're driving, ride-sharing or catching a cab.
Expect a trip time of roughly 45 minutes when using public transport.
Get your travels off to a relaxed start by staying near MDW. Whether you have an early flight from Chicago Midway International Airport to Washington Dulles International Airport or want to avoid feeling rushed, these hotels are ideal:

Arriving at Washington Dulles International Airport (IAD)

The last thing you want is a lengthy journey to your hotel if you're getting in late on a Chicago Midway International Airport to Washington Dulles International Airport flight. Stay at one of these accommodation options near IAD instead:
Say yes to new adventures by picking up a Washington Dulles International Airport rental car. Grab a set of wheels from Dollar, Thrifty or Sixt and explore beyond Washington DC's usual tourist stops.
Reserving your ride from Washington Dulles International Airport around one week ahead increases your chances of getting a good deal.

Getting from Washington Dulles International Airport (IAD) to central Washington DC

The address for IAD is 1 Saarinen Circle.
From Washington Dulles International Airport, Washington DC is approximately 56 kilometers away. It takes around 50 minutes to reach the center by car.
Traveling by public transport takes roughly 3 hours 25 minutes.

When to fly to Washington Dulles International Airport (IAD)

April is the busiest month for flights from Chicago Midway International Airport to Washington Dulles International Airport. To escape the crowds, head to Washington DC in January.
Lock in your flight from Chicago Midway International Airport to Washington Dulles International Airport for July if you want to visit Washington DC during its warmest month. Expect temperatures of between 19ºC (66ºF) and 33ºC (91ºF).
January has average temperatures of between -6ºC (21ºF) and 10ºC (50ºF). Search for cheap tickets from MDW to IAD sometime around then if you like traveling in cooler conditions.

Explore more of United States

Washington DC has loads to offer, but there are so many other parts of United States just waiting to be explored. Around 322 kilometers north-east of Washington DC, a trip to New York will keep you busy. Start with attractions like Statue of Liberty, Central Park and Empire State Building.
Philadelphia is another well-known destination in United States and is around 193 kilometers north-east of Washington DC. No trip is complete without a visit to Liberty Bell, Independence Hall and Philadelphia Museum of Art.