Cheap flights from Chicago Midway to Washington Dulles

Compare Chicago Midway to Washington Dulles flight deals

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Flight deals from Chicago Midway to Washington Dulles

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 $181. Find the lowest prices on one-way and round-trip tickets right here.

Washington, D.C..$177 per passenger.Departing Mon, Oct 5, returning Thu, Oct 8.Round-trip flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departing from Chicago Midway on Mon, Oct 5, arriving in Washington Dulles.Inbound indirect flight with Frontier Airlines, departing from Washington Dulles on Thu, Oct 8, arriving in Chicago Midway.Price includes taxes and charges.From $177, select.

Washington, D.C..$181 per passenger.Departing Tue, Aug 4, returning Wed, Aug 5.Round-trip flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departing from Chicago Midway on Tue, Aug 4, 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 $181, select.

Washington, D.C..$185 per passenger.Departing Wed, Sep 9, returning Sat, Sep 12.Round-trip flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departing from Chicago Midway on Wed, Sep 9, arriving in Washington Dulles.Inbound indirect flight with Frontier Airlines, departing from Washington Dulles on Sat, Sep 12, arriving in Chicago Midway.Price includes taxes and charges.From $185, select.

Washington, D.C..$196 per passenger.Departing Thu, Dec 10, returning Mon, Dec 14.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Chicago Midway on Thu, Dec 10, arriving in Washington Dulles.Inbound indirect flight with Delta, departing from Washington Dulles on Mon, Dec 14, arriving in Chicago Midway.Price includes taxes and charges.From $196, select.

Washington, D.C..$197 per passenger.Departing Tue, Aug 25, returning Tue, Sep 1.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Chicago Midway on Tue, Aug 25, arriving in Washington Dulles.Inbound indirect flight with Delta, departing from Washington Dulles on Tue, Sep 1, arriving in Chicago Midway.Price includes taxes and charges.From $197, select.

Washington, D.C..$197 per passenger.Departing Mon, Aug 10, returning Sat, Oct 10.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Chicago Midway on Mon, Aug 10, arriving in Washington Dulles.Inbound indirect flight with Delta, departing from Washington Dulles on Sat, Oct 10, arriving in Chicago Midway.Price includes taxes and charges.From $197, select.

Washington, D.C..$197 per passenger.Departing Mon, Nov 9, returning Wed, Nov 11.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Chicago Midway on Mon, Nov 9, arriving in Washington Dulles.Inbound indirect flight with Delta, departing from Washington Dulles on Wed, Nov 11, arriving in Chicago Midway.Price includes taxes and charges.From $197, select.

Washington, D.C..$204 per passenger.Departing Tue, Sep 29, returning Tue, Oct 6.Round-trip flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departing from Chicago Midway on Tue, Sep 29, arriving in Washington Dulles.Inbound indirect flight with Frontier Airlines, departing from Washington Dulles on Tue, Oct 6, arriving in Chicago Midway.Price includes taxes and charges.From $204, select.

Washington, D.C..$304 per passenger.Departing Thu, Jul 30, returning Fri, Aug 7.Round-trip flight with Allegiant Air and Frontier Airlines.Outbound indirect flight with Allegiant Air, departing from Chicago Midway on Thu, Jul 30, arriving in Washington Dulles.Inbound indirect flight with Frontier Airlines, departing from Washington Dulles on Fri, Aug 7, arriving in Chicago Midway.Price includes taxes and charges.From $304, select.

Washington, D.C..$317 per passenger.Departing Thu, Jan 14, returning Thu, Jan 21.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Chicago Midway on Thu, Jan 14, arriving in Washington Dulles.Inbound indirect flight with Delta, departing from Washington Dulles on Thu, Jan 21, arriving in Chicago Midway.Price includes taxes and charges.From $317, select.

Washington, D.C..$323 per passenger.Departing Fri, Feb 5, returning Mon, Feb 8.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Chicago Midway on Fri, Feb 5, arriving in Washington Dulles.Inbound indirect flight with Delta, departing from Washington Dulles on Mon, Feb 8, arriving in Chicago Midway.Price includes taxes and charges.From $323, select.

Washington, D.C..$353 per passenger.Departing Tue, Dec 29, returning Sun, Jan 3.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Chicago Midway on Tue, Dec 29, arriving in Washington Dulles.Inbound indirect flight with Delta, departing from Washington Dulles on Sun, Jan 3, arriving in Chicago Midway.Price includes taxes and charges.From $353, select.

Washington, D.C..$363 per passenger.Departing Fri, Jul 17, returning Tue, Sep 22.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Chicago Midway on Fri, Jul 17, arriving in Washington Dulles.Inbound indirect flight with Delta, departing from Washington Dulles on Tue, Sep 22, arriving in Chicago Midway.Price includes taxes and charges.From $363, select.

Washington, D.C..$378 per passenger.Departing Thu, Mar 11, returning Sun, Mar 14.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Chicago Midway on Thu, Mar 11, arriving in Washington Dulles.Inbound indirect flight with Delta, departing from Washington Dulles on Sun, Mar 14, arriving in Chicago Midway.Price includes taxes and charges.From $378, select.

Washington, D.C..$383 per passenger.Departing Fri, Jun 4, returning Tue, Jun 8.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Chicago Midway on Fri, Jun 4, arriving in Washington Dulles.Inbound indirect flight with Delta, departing from Washington Dulles on Tue, Jun 8, arriving in Chicago Midway.Price includes taxes and charges.From $383, select.

Washington, D.C..$409 per passenger.Departing Thu, May 27, returning Sun, May 30.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Chicago Midway on Thu, May 27, arriving in Washington Dulles.Inbound indirect flight with Delta, departing from Washington Dulles on Sun, May 30, arriving in Chicago Midway.Price includes taxes and charges.From $409, 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 October.

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Direct flights from Chicago Midway to Washington Dulles

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	$177
Cheapest month to fly	October
Average flight time	2 hrs, 3 mins
Most popular airline	United
Average flights per week	1

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 $177. 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.

How long does it take to fly from Chicago Midway to Washington Dulles?

2 hours and 3 minutes is the average flight time from Chicago Midway to Washington Dulles.

Which airlines fly direct from Chicago Midway to Washington Dulles?

United flies direct from Chicago Midway to Washington Dulles.

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

There is one flight per week flying from Chicago Midway to Washington Dulles, as of July 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 October.

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 Monday, October 5, 2026.

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

Yes – the average flight time is 2 hours and 3 minutes.

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 Airport (MDW) to Washington Dulles Airport (IAD): what you need to know

The timezone in Washington DC is UTC-5, which is one hour ahead of Chicago.
Give yourself plenty of time to catch your MDW to IAD flight. Generally, it's best to arrive two hours before international departures and an hour ahead for domestic flights.
Flying during a peak time like July? Public holidays and other popular seasons can mean longer queues and delays at security. Be extra cautious and arrive up to four hours before international flights and two hours before domestic departures.
We make it easy to book a flight with a stopover. To see your options for tickets from Chicago Midway Airport to Washington Dulles Airport, uncheck 'Direct flights only.' Then, choose a flight offering a stop long enough to tour your chosen city. Worthwhile stopovers between MDW and IAD include:
- Detroit Wayne County Airport
- Philadelphia International Airport
- Nashville Airport

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

The cheapest price we've found for a one-way Chicago Midway Airport to Washington Dulles Airport flight is $86. A return ticket is currently $177. Depending on the availability when you book, these fares can change.
It's usually smart to book ahead of time if you want to get cheap tickets from MDW to IAD. That's because flight prices are based on demand, which tends to rise closer to the date of departure.
If you can be flexible with your travel dates, use the 'Whole month' search function. It'll show you the lowest price in each month when searching for a flight from Chicago Midway Airport to Washington Dulles Airport.
Landing cheap flights from MDW to IAD is easy with Price Alerts. All you need to do is create one of these automatic alerts and we'll let you know when fares go down.
Pick your preferred departure and arrival times, number of stops and airlines with the filters. Alternatively, sort your results by 'Cheapest' to find the best deals on flights from Chicago Midway Airport to Washington Dulles Airport.

Handy information about Chicago Midway Airport (MDW)

You'll find MDW at 5700 South Cicero.
Of all flights departing from Chicago Midway Airport, 76% arrive as scheduled at their destination.
Chicago Midway Airport is around 16 kilometers from central Chicago. If you're driving, ride-sharing or catching a cab from the center, it'll take you 25 minutes or so to arrive, depending on the traffic.
Taking public transport? Expect a journey time of around 30 minutes.
Looking for a handy hotel close to MDW? If you're catching an early flight from Chicago Midway Airport to Washington Dulles Airport, these accommodation options will have you moments from your departure lounge:

Arriving at Washington Dulles Airport (IAD)

Book a hotel close to IAD if you're catching a late Chicago Midway Airport to Washington Dulles Airport flight. Settle into one of these options and avoid the hassle of a long transfer:
Get your adventure underway by picking up a Washington Dulles Airport rental car. Grab your wheels from Dollar, Thrifty or Sixt and explore beyond Washington DC's main sights.
Booking your ride from Washington Dulles Airport around one week in advance can help you get the lowest rate.

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

You'll find IAD at 1 Saarinen Circle.
Washington Dulles Airport to the center of Washington DC has a drive time of around 45 minutes. It's approximately 40 kilometers away.
If you're traveling on public transport, expect a journey of about 1 hour 10 minutes.

When to fly to Washington Dulles Airport (IAD)

July is the most popular month for flights from Chicago Midway Airport to Washington Dulles Airport. To steer clear of the crowds, head to Washington DC in February.
Lock in your flight from Chicago Midway Airport to Washington Dulles Airport for July if you'd like to visit Washington DC during its warmest month. Expect temperatures of between 19ºC (66ºF) and 33ºC (91ºF).
January sees average temperatures of between -6ºC (21ºF) and 10ºC (50ºF). Look for cheap tickets from MDW to IAD sometime around then if you like cooler conditions.

Explore more of the United States

You've seen Washington DC, now it's time to explore other corners of the United States. Journey around 322 kilometers north-east to New York to check off its top sights. From Central Park to Statue of Liberty and Metropolitan Museum of Art, there's plenty to keep you on the go.
Around 193 kilometers north-east of Washington DC, Philadelphia is another essential stop in the United States. Start your sightseeing at Independence Hall, Liberty Bell and Philadelphia Museum of Art.