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Cheap flights from Chicago Midway Airport to Washington, D.C. from $75

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 2/8. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
3:40 pm - 11:59 pmMDW-IAD
7h 19m1 stop
Frontier Logo
8:44 am - 4:30 pmIAD-MDW
8h 46m1 stop
$145Frontier
Find Deal
Fri, Nov 21 - Sun, Nov 23
Frontier Logo
6:15 am - 4:24 pmMDW-IAD
9h 09m1 stop
Frontier Logo
5:26 pm - 10:12 pmIAD-MDW
5h 46m1 stop
$146Frontier
Find Deal
Fri, Dec 5 - Sun, Dec 7
Frontier Logo
6:15 am - 4:24 pmMDW-IAD
9h 09m1 stop
Frontier Logo
5:26 pm - 10:12 pmIAD-MDW
5h 46m1 stop
$148Frontier
Find Deal
Fri, Dec 5 - Sun, Dec 7
Frontier Logo
6:15 am - 4:58 pmMDW-IAD
9h 43m1 stop
Frontier Logo
8:40 am - 12:41 pmIAD-MDW
5h 01m1 stop
$150Frontier
Find Deal
Mon, Nov 17 - Wed, Nov 19
Frontier Logo
6:00 am - 4:32 pmMDW-IAD
9h 32m1 stop
Frontier Logo
5:20 pm - 11:25 pmIAD-MDW
7h 05m1 stop
$152Frontier
Find Deal
Sun, Feb 1 - Sun, Feb 8
Frontier Logo
6:00 am - 4:43 pmMDW-IAD
9h 43m1 stop
Frontier Logo
5:37 pm - 11:26 pmIAD-MDW
6h 49m1 stop
$156Frontier
Find Deal
Thu, Jan 15 - Sun, Jan 18
Frontier Logo
2:49 pm - 2:29 pmMDW-IAD
22h 40m1 stop
Frontier Logo
10:38 am - 10:12 pmIAD-MDW
12h 34m2 stops
$158Frontier
Find Deal
Tue, Dec 2 - Thu, Dec 11
Frontier Logo
2:59 pm - 11:09 amMDW-IAD
19h 10m1 stop
Frontier Logo
5:26 pm - 10:12 pmIAD-MDW
5h 46m1 stop
$162Frontier
Find Deal
Sat, Dec 6 - Sun, Dec 7
Multiple Airlines Logo
1:56 pm - 8:20 pmMDW-IAD
5h 24m1 stop
Multiple Airlines Logo
8:40 am - 11:42 amIAD-MDW
28h 02m2 stops
$192Multiple Airlines
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Tue, Nov 18 - Wed, Nov 19
Delta Logo
6:00 am - 11:33 amMDW-IAD
4h 33m1 stop
Delta Logo
6:00 am - 8:54 amIAD-MDW
3h 54m1 stop
$243Delta
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Wed, Dec 3 - Mon, Dec 8

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
Nov 21
MDW3:40 pmChicago Midway
7h 19m
1 stop
IAD11:59 pmWashington, D.C. Dulles Intl
Nov 23
IAD8:44 amWashington, D.C. Dulles Intl
8h 46m
1 stop
MDW4:30 pmChicago Midway
$145
Find similar
Frontier
Dec 5
MDW6:15 amChicago Midway
9h 09m
1 stop
IAD4:24 pmWashington, D.C. Dulles Intl
Dec 7
IAD5:26 pmWashington, D.C. Dulles Intl
5h 46m
1 stop
MDW10:12 pmChicago Midway
$146
Find similar
Frontier
Dec 5
MDW6:15 amChicago Midway
9h 09m
1 stop
IAD4:24 pmWashington, D.C. Dulles Intl
Dec 7
IAD5:26 pmWashington, D.C. Dulles Intl
5h 46m
1 stop
MDW10:12 pmChicago Midway
$148
Find similar

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
Dec 3
MDW6:00 amChicago Midway
4h 33m
1 stop
IAD11:33 amWashington, D.C. Dulles Intl
Dec 8
IAD6:00 amWashington, D.C. Dulles Intl
3h 54m
1 stop
MDW8:54 amChicago Midway
$243
Find similar
Delta
Nov 16
MDW5:34 pmChicago Midway
5h 42m
1 stop
IAD12:16 amWashington, D.C. Dulles Intl
Nov 21
IAD5:59 pmWashington, D.C. Dulles Intl
6h 41m
1 stop
MDW11:40 pmChicago Midway
$574
Find similar
Delta
Nov 13
MDW6:00 amChicago Midway
4h 39m
1 stop
IAD11:39 amWashington, D.C. Dulles Intl
Nov 13
IAD7:21 pmWashington, D.C. Dulles Intl
5h 19m
1 stop
MDW11:40 pmChicago Midway
$623
Find similar

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 November 7, 2025.
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

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Fri 11/21

3:40 pm-11:59 pm

1 stop7h 19m

Washington, D.C. Dulles Intl

Sun 11/23

8:44 am-4:30 pm

1 stop8h 46m

$145

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Fri 12/5

6:15 am-4:24 pm

1 stop9h 09m

Washington, D.C. Dulles Intl

Sun 12/7

5:26 pm-10:12 pm

1 stop5h 46m

$146

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Fri 12/5

6:15 am-4:24 pm

1 stop9h 09m

Washington, D.C. Dulles Intl

Sun 12/7

5:26 pm-10:12 pm

1 stop5h 46m

$148

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Mon 11/17

6:15 am-4:58 pm

1 stop9h 43m

Washington, D.C. Dulles Intl

Wed 11/19

8:40 am-12:41 pm

1 stop5h 01m

$150

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Sun 2/1

6:00 am-4:32 pm

1 stop9h 32m

Washington, D.C. Dulles Intl

Sun 2/8

5:20 pm-11:25 pm

1 stop7h 05m

$152

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Thu 1/15

6:00 am-4:43 pm

1 stop9h 43m

Washington, D.C. Dulles Intl

Sun 1/18

5:37 pm-11:26 pm

1 stop6h 49m

$156

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Tue 12/2

2:49 pm-2:29 pm

1 stop22h 40m

Washington, D.C. Dulles Intl

Thu 12/11

10:38 am-10:12 pm

2 stops12h 34m

$158

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Sat 12/6

2:59 pm-11:09 am

1 stop19h 10m

Washington, D.C. Dulles Intl

Sun 12/7

5:26 pm-10:12 pm

1 stop5h 46m

$162

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Tue 11/18

1:56 pm-8:20 pm

1 stop5h 24m

Washington, D.C. Dulles Intl

Wed 11/19

8:40 am-11:42 am

2 stops28h 02m

$192

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Wed 12/3

6:00 am-11:33 am

1 stop4h 33m

Washington, D.C. Dulles Intl

Mon 12/8

6:00 am-8:54 am

1 stop3h 54m

$243

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 $563. 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 $779.

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 $467 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 $986 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

Direct flights

None
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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  • 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 4h 33m.

  • 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 many operators does momondo search for flights from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport?

  • 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.

  • What is the most popular airline from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport?

Best airlines flying from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport

Compare and see reviews for airlines that fly from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $122Free CancellationRating
5.8
3,116 reviews
Search Frontier flights
DeltaPriceFrom $186Free CancellationRating
7.9
8,001 reviews
Search Delta flights

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
Woodbridge
Waldorf
Tysons
Laurel
Colonial Beach
Silver Spring
Fredericksburg
Harpers Ferry
Towson
Rockville
Reston
Manassas
Gaithersburg
Fairfax
Glen Burnie

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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