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Cheap flights from Chicago Midway Airport to Washington, D.C. from $102

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Washington, D.C. departing on 5/26. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago Midway Airport to Washington, D.C.

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
12:27 pm - 11:17 pm
MDW
-
IAD
9h 50m
1 stop
Frontier Logo
11:12 am - 10:11 pm
IAD
-
MDW
11h 59m
1 stop
$210Frontier
Tue, Jun 23 - Mon, Jul 20
Delta Logo
9:22 am - 4:31 pm
MDW
-
IAD
6h 09m
1 stop
Delta Logo
6:08 am - 10:00 am
IAD
-
MDW
4h 52m
1 stop
$213Delta
Thu, May 7 - Sun, May 10
Frontier Logo
6:00 am - 4:21 pm
MDW
-
IAD
9h 21m
1 stop
Frontier Logo
12:24 pm - 10:02 pm
IAD
-
MDW
10h 38m
2 stops
$215Frontier
Thu, May 28 - Mon, Jun 1
Frontier Logo
2:15 pm - 12:36 am
MDW
-
IAD
9h 21m
1 stop
Frontier Logo
10:02 am - 7:46 am
IAD
-
MDW
22h 44m
1 stop
$216Frontier
Fri, May 1 - Sun, May 3
Frontier Logo
2:15 pm - 2:11 pm
MDW
-
IAD
22h 56m
2 stops
Frontier Logo
10:51 am - 6:37 pm
IAD
-
MDW
8h 46m
1 stop
$218Frontier
Thu, Apr 30 - Sat, May 2
Frontier Logo
6:00 am - 5:31 pm
MDW
-
IAD
10h 31m
1 stop
Frontier Logo
8:57 pm - 11:12 am
IAD
-
MDW
15h 15m
1 stop
$219Frontier
Wed, Jun 17 - Sat, Jun 20
Frontier Logo
11:59 am - 11:09 pm
MDW
-
IAD
10h 10m
1 stop
Frontier Logo
11:07 am - 10:02 pm
IAD
-
MDW
11h 55m
1 stop
$220Frontier
Sat, May 30 - Sun, May 31
Frontier Logo
12:04 pm - 11:09 pm
MDW
-
IAD
10h 05m
1 stop
Frontier Logo
11:07 am - 10:02 pm
IAD
-
MDW
11h 55m
1 stop
$221Frontier
Wed, May 27 - Fri, May 29
Frontier Logo
12:04 pm - 11:09 pm
MDW
-
IAD
10h 05m
1 stop
Frontier Logo
11:07 am - 10:02 pm
IAD
-
MDW
11h 55m
1 stop
$222Frontier
Mon, Jun 1 - Sun, Jun 7
Frontier Logo
6:00 am - 5:27 pm
MDW
-
IAD
10h 27m
1 stop
Frontier Logo
12:32 pm - 10:11 pm
IAD
-
MDW
10h 39m
2 stops
$223Frontier
Mon, Jun 8 - Wed, Jun 10

Frontier flights from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport

Our best Frontier deals on Chicago Midway Airport to Washington, D.C. Dulles Intl Airport flight tickets
Frontier
Jun 23
MDW12:27 pmChicago Midway
9h 50m
1 stop
IAD11:17 pmWashington, D.C. Dulles Intl
Jul 20
IAD11:12 amWashington, D.C. Dulles Intl
11h 59m
1 stop
MDW10:11 pmChicago Midway
$210
Frontier
Apr 23
MDW2:15 pmChicago Midway
9h 21m
1 stop
IAD12:36 amWashington, D.C. Dulles Intl
Apr 26
IAD11:17 amWashington, D.C. Dulles Intl
10h 35m
1 stop
MDW8:52 pmChicago Midway
$214
Frontier
May 28
MDW6:00 amChicago Midway
9h 21m
1 stop
IAD4:21 pmWashington, D.C. Dulles Intl
Jun 1
IAD12:24 pmWashington, D.C. Dulles Intl
10h 38m
2 stops
MDW10:02 pmChicago Midway
$215

Delta flights from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport

Our best Delta deals on Chicago Midway Airport to Washington, D.C. Dulles Intl Airport flight tickets
Delta
May 7
MDW9:22 amChicago Midway
6h 09m
1 stop
IAD4:31 pmWashington, D.C. Dulles Intl
May 10
IAD6:08 amWashington, D.C. Dulles Intl
4h 52m
1 stop
MDW10:00 amChicago Midway
$213
Delta
Jun 1
MDW6:23 amChicago Midway
6h 47m
1 stop
IAD2:10 pmWashington, D.C. Dulles Intl
Jun 3
IAD6:00 amWashington, D.C. Dulles Intl
8h 19m
1 stop
MDW1:19 pmChicago Midway
$228
Delta
May 7
MDW9:22 amChicago Midway
6h 09m
1 stop
IAD4:31 pmWashington, D.C. Dulles Intl
May 11
IAD5:33 pmWashington, D.C. Dulles Intl
4h 36m
1 stop
MDW9:09 pmChicago Midway
$243

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated April 15, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Tue 6/23

12:27 pm-11:17 pm

1 stop9h 50m

Washington, D.C. Dulles Intl

Mon 7/20

11:12 am-10:11 pm

1 stop11h 59m

$210
Quickest round-trip

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Thu 5/7

9:22 am-4:31 pm

1 stop6h 09m

Washington, D.C. Dulles Intl

Sun 5/10

6:08 am-10:00 am

1 stop4h 52m

$213

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Thu 5/28

6:00 am-4:21 pm

1 stop9h 21m

Washington, D.C. Dulles Intl

Mon 6/1

12:24 pm-10:02 pm

2 stops10h 38m

$215

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Fri 5/1

2:15 pm-12:36 am

1 stop9h 21m

Washington, D.C. Dulles Intl

Sun 5/3

10:02 am-7:46 am

1 stop22h 44m

$216

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Thu 4/30

2:15 pm-2:11 pm

2 stops22h 56m

Washington, D.C. Dulles Intl

Sat 5/2

10:51 am-6:37 pm

1 stop8h 46m

$218

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Wed 6/17

6:00 am-5:31 pm

1 stop10h 31m

Washington, D.C. Dulles Intl

Sat 6/20

8:57 pm-11:12 am

1 stop15h 15m

$219

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Sat 5/30

11:59 am-11:09 pm

1 stop10h 10m

Washington, D.C. Dulles Intl

Sun 5/31

11:07 am-10:02 pm

1 stop11h 55m

$220

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Wed 5/27

12:04 pm-11:09 pm

1 stop10h 05m

Washington, D.C. Dulles Intl

Fri 5/29

11:07 am-10:02 pm

1 stop11h 55m

$221

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Mon 6/1

12:04 pm-11:09 pm

1 stop10h 05m

Washington, D.C. Dulles Intl

Sun 6/7

11:07 am-10:02 pm

1 stop11h 55m

$222

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Mon 6/8

6:00 am-5:27 pm

1 stop10h 27m

Washington, D.C. Dulles Intl

Wed 6/10

12:32 pm-10:11 pm

2 stops10h 39m

$223

Flights are sorted by cheapest round-trip flights first.

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See travel insights to Washington, D.C. from

How to get the cheapest flight ticket from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Washington, D.C. Dulles Intl Airport?

Our data shows that Friday is the least expensive day to fly to Washington, D.C. Dulles Intl Airport. Tickets to fly out on this day can be as low as $597. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport for around $911.

What is the cheapest time of day to depart on your flight to Washington, D.C. Dulles Intl Airport?

Flying to Washington, D.C. Dulles Intl Airport from Chicago Midway Airport in the morning is the least expensive time of day to depart. momondo users have found prices as low as $536 when looking at flights departing in the morning. If you have a flexible travel schedule, then try to avoid flying at noon when prices are $983 on average. Flights to Washington, D.C. Dulles Intl Airport from Chicago Midway Airport at noon are generally more expensive because this time of day is more convenient for travelers’ schedules.

When to book flights from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Washington, D.C. Dulles Intl Airport (MDW to IAD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport

Fastest flight time

3h 20m

Direct flights

None
The fastest flight from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport takes 3h 20m
There are no direct flights from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport. There are no popular flight routes from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport.
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Frequently asked questions about flying from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport

  • How far is Chicago Midway to Washington, D.C. Dulles Intl by plane?

    The straight-line distance from Chicago Midway to Washington, D.C. Dulles Intl is 575.6 mi. By plane, this route typically takes 3h 20m.

  • When did momondo last update prices for flights from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport?

    Prices for flights from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport refresh daily.

  • How old do you have to be to fly from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport.

  • What documentation or ID do you need to fly to Washington, D.C. Dulles Intl Airport?

    The necessary travel and health documents for your Washington, D.C. Dulles Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Washington, D.C.?

Book flights to Washington, D.C. if you plan to visit one of these locations
Alexandria
National Harbor
Gettysburg
Arlington
Winchester
Waldorf
Woodbridge
Laurel
Colonial Beach
Gaithersburg
Towson
Fredericksburg
Silver Spring
Rockville
Sterling
Manassas
Tysons
Linthicum Heights
Bethesda
Fairfax

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Washington, D.C.?

Finding the right flight to Washington, D.C. from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Washington, D.C. quick and easy, saving you time and money.

Can I find flights from Chicago to Washington, D.C. with flexible booking policies on momondo?

momondo does allow users to show only those flights to Washington, D.C. from Chicago which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Chicago to Washington, D.C.?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Washington, D.C..

I’m not ready to book a flight from Chicago to Washington, D.C. right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Washington, D.C. now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Washington, D.C. and let you know when they change.

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