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Cheap flights from Chicago Midway Airport to Washington, D.C. from $109

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 9/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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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
11:24 am - 10:11 pm
IAD
-
MDW
11h 47m
1 stop
$240Frontier
Tue, Jun 23 - Sun, Jun 28
Delta Logo
9:30 am - 4:30 pm
MDW
-
IAD
6h 00m
1 stop
Delta Logo
6:10 am - 8:45 am
IAD
-
MDW
3h 35m
1 stop
$241Delta
Wed, Oct 21 - Sat, Oct 24
Frontier Logo
6:00 am - 4:52 pm
MDW
-
IAD
9h 52m
1 stop
Frontier Logo
11:17 am - 10:11 pm
IAD
-
MDW
11h 54m
1 stop
$243Frontier
Tue, Jun 23 - Wed, Jun 24
Frontier Logo
6:00 am - 4:00 pm
MDW
-
IAD
9h 00m
1 stop
Frontier Logo
11:24 am - 10:11 pm
IAD
-
MDW
11h 47m
1 stop
$244Frontier
Sat, Jun 27 - Tue, Jun 30
Frontier Logo
6:00 am - 4:20 pm
MDW
-
IAD
9h 20m
1 stop
Frontier Logo
8:47 pm - 10:11 pm
IAD
-
MDW
26h 24m
1 stop
$248Frontier
Tue, Aug 25 - Thu, Aug 27
Frontier Logo
12:27 pm - 11:17 pm
MDW
-
IAD
9h 50m
1 stop
Frontier Logo
11:24 am - 10:11 pm
IAD
-
MDW
11h 47m
1 stop
$249Frontier
Tue, Jun 23 - Thu, Jun 25
Frontier Logo
6:00 am - 4:52 pm
MDW
-
IAD
9h 52m
1 stop
Frontier Logo
11:24 am - 10:11 pm
IAD
-
MDW
11h 47m
1 stop
$250Frontier
Tue, Jun 16 - Tue, Jun 23
Frontier Logo
6:00 am - 5:31 pm
MDW
-
IAD
10h 31m
1 stop
Frontier Logo
7:49 am - 10:03 pm
IAD
-
MDW
15h 14m
1 stop
$255Frontier
Wed, Jul 1 - Wed, Jul 8
Frontier Logo
6:05 am - 5:14 pm
MDW
-
IAD
10h 09m
1 stop
Frontier Logo
6:49 am - 11:07 am
IAD
-
MDW
5h 18m
1 stop
$256Frontier
Wed, Jul 15 - Sat, Jul 18
Frontier Logo
12:03 pm - 12:28 am
MDW
-
IAD
11h 25m
1 stop
Frontier Logo
7:00 am - 10:58 am
IAD
-
MDW
4h 58m
1 stop
$258Frontier
Mon, Sep 14 - Thu, Sep 17

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
Aug 8
MDW6:42 pmChicago Midway
3h 44m
1 stop
IAD11:26 pmWashington, D.C. Dulles Intl
Aug 15
IAD6:10 amWashington, D.C. Dulles Intl
4h 07m
1 stop
MDW9:17 amChicago Midway
$238
Delta
Oct 21
MDW9:30 amChicago Midway
6h 00m
1 stop
IAD4:30 pmWashington, D.C. Dulles Intl
Oct 24
IAD6:10 amWashington, D.C. Dulles Intl
3h 35m
1 stop
MDW8:45 amChicago Midway
$241
Delta
Jun 23
MDW9:17 amChicago Midway
6h 25m
1 stop
IAD4:42 pmWashington, D.C. Dulles Intl
Jul 15
IAD8:27 amWashington, D.C. Dulles Intl
4h 29m
1 stop
MDW11:56 amChicago Midway
$263

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
Jun 28
IAD11:24 amWashington, D.C. Dulles Intl
11h 47m
1 stop
MDW10:11 pmChicago Midway
$240
Frontier
Jun 23
MDW6:00 amChicago Midway
9h 52m
1 stop
IAD4:52 pmWashington, D.C. Dulles Intl
Jun 24
IAD11:17 amWashington, D.C. Dulles Intl
11h 54m
1 stop
MDW10:11 pmChicago Midway
$243
Frontier
Jun 27
MDW6:00 amChicago Midway
9h 00m
1 stop
IAD4:00 pmWashington, D.C. Dulles Intl
Jun 30
IAD11:24 amWashington, D.C. Dulles Intl
11h 47m
1 stop
MDW10:11 pmChicago Midway
$244

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 June 3, 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

Sun 6/28

11:24 am-10:11 pm

1 stop11h 47m

$240
Quickest round-trip

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Wed 10/21

9:30 am-4:30 pm

1 stop6h 00m

Washington, D.C. Dulles Intl

Sat 10/24

6:10 am-8:45 am

1 stop3h 35m

$241

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Tue 6/23

6:00 am-4:52 pm

1 stop9h 52m

Washington, D.C. Dulles Intl

Wed 6/24

11:17 am-10:11 pm

1 stop11h 54m

$243

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Sat 6/27

6:00 am-4:00 pm

1 stop9h 00m

Washington, D.C. Dulles Intl

Tue 6/30

11:24 am-10:11 pm

1 stop11h 47m

$244

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Tue 8/25

6:00 am-4:20 pm

1 stop9h 20m

Washington, D.C. Dulles Intl

Thu 8/27

8:47 pm-10:11 pm

1 stop26h 24m

$248

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

Thu 6/25

11:24 am-10:11 pm

1 stop11h 47m

$249

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Tue 6/16

6:00 am-4:52 pm

1 stop9h 52m

Washington, D.C. Dulles Intl

Tue 6/23

11:24 am-10:11 pm

1 stop11h 47m

$250

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Wed 7/1

6:00 am-5:31 pm

1 stop10h 31m

Washington, D.C. Dulles Intl

Wed 7/8

7:49 am-10:03 pm

1 stop15h 14m

$255

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Wed 7/15

6:05 am-5:14 pm

1 stop10h 09m

Washington, D.C. Dulles Intl

Sat 7/18

6:49 am-11:07 am

1 stop5h 18m

$256

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Mon 9/14

12:03 pm-12:28 am

1 stop11h 25m

Washington, D.C. Dulles Intl

Thu 9/17

7:00 am-10:58 am

1 stop4h 58m

$258

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest 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 $601. 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 $929.

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 $593 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 $1,007 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 17m

Direct flights

None
The fastest flight from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport takes 3h 17m
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 17m.

  • 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
Gaithersburg
Colonial Beach
Fredericksburg
Silver Spring
Rockville
Towson
Manassas
Sterling
Linthicum Heights
Tysons
Springfield
Bethesda

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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