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Cheap flights from Chicago to Washington, D.C. from $77

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 to Washington, D.C. departing on 1/13. 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

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Frontier Logo
6:14 am - 4:37 pmMDW-IAD
9h 23m1 stop
Frontier Logo
5:37 pm - 10:12 pmIAD-MDW
5h 35m1 stop
$146Frontier
Find Deal
Tue, Dec 23 - Tue, Dec 30
Frontier Logo
6:12 am - 6:16 pmMDW-IAD
11h 04m1 stop
Frontier Logo
5:37 pm - 10:12 pmIAD-MDW
5h 35m1 stop
$147Frontier
Find Deal
Thu, Dec 18 - Tue, Dec 23
Frontier Logo
6:12 am - 6:16 pmMDW-IAD
11h 04m1 stop
Frontier Logo
5:37 pm - 10:12 pmIAD-MDW
5h 35m1 stop
$150Frontier
Find Deal
Thu, Dec 18 - Tue, Dec 23
Frontier Logo
12:37 pm - 8:20 pmORD-IAD
6h 43m1 stop
Frontier Logo
9:21 am - 9:51 pmIAD-ORD
13h 30m1 stop
$150Frontier
Find Deal
Tue, Nov 18 - Thu, Dec 11
Frontier Logo
6:00 am - 11:55 pmORD-IAD
16h 55m1 stop
Frontier Logo
6:41 pm - 12:08 amIAD-ORD
6h 27m1 stop
$151Frontier
Find Deal
Sat, Nov 15 - Thu, Nov 27
Frontier Logo
12:37 pm - 8:20 pmORD-IAD
6h 43m1 stop
Frontier Logo
5:45 am - 10:24 pmIAD-ORD
17h 39m1 stop
$153Frontier
Find Deal
Tue, Nov 18 - Mon, Dec 8
Multiple Airlines Logo
8:42 pm - 8:24 pmMDW-IAD
22h 42m2 stops
Multiple Airlines Logo
5:26 pm - 10:12 pmIAD-MDW
5h 46m1 stop
$161Multiple Airlines
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Fri, Dec 5 - Sun, Dec 7
Delta Logo
6:00 am - 2:39 pmMDW-IAD
7h 39m1 stop
Delta Logo
6:00 am - 9:54 amIAD-MDW
4h 54m1 stop
$248Delta
Find Deal
Thu, Nov 27 - Wed, Dec 3
Delta Logo
5:29 pm - 12:12 amMDW-IAD
5h 43m1 stop
Delta Logo
7:01 am - 11:55 amIAD-MDW
5h 54m1 stop
$257Delta
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Mon, Dec 8 - Thu, Dec 11
Delta Logo
10:47 am - 6:26 pmMDW-IAD
6h 39m1 stop
Delta Logo
7:35 pm - 11:47 pmIAD-MDW
5h 12m1 stop
$258Delta
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Thu, Nov 27 - Thu, Dec 4

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

Our best Frontier deals on Chicago to Washington, D.C. Dulles Intl Airport flight tickets
Frontier
Dec 23
MDW6:14 amChicago Midway
9h 23m
1 stop
IAD4:37 pmWashington, D.C. Dulles Intl
Dec 30
IAD5:37 pmWashington, D.C. Dulles Intl
5h 35m
1 stop
MDW10:12 pmChicago Midway
$146
Find similar
Frontier
Dec 18
MDW6:12 amChicago Midway
11h 04m
1 stop
IAD6:16 pmWashington, D.C. Dulles Intl
Dec 23
IAD5:37 pmWashington, D.C. Dulles Intl
5h 35m
1 stop
MDW10:12 pmChicago Midway
$147
Find similar
Frontier
Nov 18
ORD12:37 pmChicago O'Hare Intl
6h 43m
1 stop
IAD8:20 pmWashington, D.C. Dulles Intl
Dec 11
IAD9:21 amWashington, D.C. Dulles Intl
13h 30m
1 stop
ORD9:51 pmChicago O'Hare Intl
$150
Find similar

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

Our best Delta deals on Chicago to Washington, D.C. Dulles Intl Airport flight tickets
Delta
Nov 27
MDW6:00 amChicago Midway
7h 39m
1 stop
IAD2:39 pmWashington, D.C. Dulles Intl
Dec 3
IAD6:00 amWashington, D.C. Dulles Intl
4h 54m
1 stop
MDW9:54 amChicago Midway
$248
Find similar
Delta
Dec 8
MDW5:29 pmChicago Midway
5h 43m
1 stop
IAD12:12 amWashington, D.C. Dulles Intl
Dec 11
IAD7:01 amWashington, D.C. Dulles Intl
5h 54m
1 stop
MDW11:55 amChicago Midway
$257
Find similar
Delta
Nov 27
MDW10:47 amChicago Midway
6h 39m
1 stop
IAD6:26 pmWashington, D.C. Dulles Intl
Dec 4
IAD7:35 pmWashington, D.C. Dulles Intl
5h 12m
1 stop
MDW11:47 pmChicago Midway
$258
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago 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 October 29, 2025.
Use the filters below to find and compare flights from Chicago 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

Tue 12/23

6:14 am-4:37 pm

1 stop9h 23m

Washington, D.C. Dulles Intl

Tue 12/30

5:37 pm-10:12 pm

1 stop5h 35m

$146

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Thu 12/18

6:12 am-6:16 pm

1 stop11h 04m

Washington, D.C. Dulles Intl

Tue 12/23

5:37 pm-10:12 pm

1 stop5h 35m

$147

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Thu 12/18

6:12 am-6:16 pm

1 stop11h 04m

Washington, D.C. Dulles Intl

Tue 12/23

5:37 pm-10:12 pm

1 stop5h 35m

$150

ChicagoWashington, D.C.

ORD - IAD

ORDIAD

Chicago O'Hare Intl

Tue 11/18

12:37 pm-8:20 pm

1 stop6h 43m

Washington, D.C. Dulles Intl

Thu 12/11

9:21 am-9:51 pm

1 stop13h 30m

$150

ChicagoWashington, D.C.

ORD - IAD

ORDIAD

Chicago O'Hare Intl

Sat 11/15

6:00 am-11:55 pm

1 stop16h 55m

Washington, D.C. Dulles Intl

Thu 11/27

6:41 pm-12:08 am

1 stop6h 27m

$151

ChicagoWashington, D.C.

ORD - IAD

ORDIAD

Chicago O'Hare Intl

Tue 11/18

12:37 pm-8:20 pm

1 stop6h 43m

Washington, D.C. Dulles Intl

Mon 12/8

5:45 am-10:24 pm

1 stop17h 39m

$153

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Fri 12/5

8:42 pm-8:24 pm

2 stops22h 42m

Washington, D.C. Dulles Intl

Sun 12/7

5:26 pm-10:12 pm

1 stop5h 46m

$161

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Thu 11/27

6:00 am-2:39 pm

1 stop7h 39m

Washington, D.C. Dulles Intl

Wed 12/3

6:00 am-9:54 am

1 stop4h 54m

$248

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Mon 12/8

5:29 pm-12:12 am

1 stop5h 43m

Washington, D.C. Dulles Intl

Thu 12/11

7:01 am-11:55 am

1 stop5h 54m

$257

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Thu 11/27

10:47 am-6:26 pm

1 stop6h 39m

Washington, D.C. Dulles Intl

Thu 12/4

7:35 pm-11:47 pm

1 stop5h 12m

$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 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 month to fly to Washington, D.C. Dulles Intl Airport?

In general, August is the cheapest month to fly from Chicago to Washington, D.C. Dulles Intl Airport. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $229. If you aren’t able to travel to Washington, D.C. Dulles Intl Airport during the month of August, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $238.

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 $569. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to Washington, D.C. Dulles Intl Airport for around $771.

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 in the morning is the least expensive time of day to depart. momondo users have found prices as low as $470 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 $990 on average. Flights to Washington, D.C. Dulles Intl Airport from Chicago at noon are generally more expensive because this time of day is more convenient for travelers’ schedules.

What is the cheapest Chicago to Washington, D.C. Dulles Intl flight route?

Fly from Chicago O'Hare Intl to Washington, D.C. Dulles Intl for the best Chicago - Washington, D.C. Dulles Intl flight prices

How far in advance should I book a flight to Washington, D.C. Dulles Intl Airport?

You are more likely to see cheaper flights to Washington, D.C. Dulles Intl Airport from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Washington, D.C. Dulles Intl Airport for around $305 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Washington, D.C. Dulles Intl Airport from Chicago for as low as $240 on momondo.

What cabin class options are available on Chicago to Washington, D.C. Dulles Intl flights?

There are 4 cabin classes available to choose from on Chicago to Washington, D.C. Dulles Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Washington, D.C. Dulles Intl Airport flights?

You could potentially save up to 10% on your flight if you consider stops on a Chicago to Washington, D.C. Dulles Intl Airport flight.

How have Chicago to Washington, D.C. Dulles Intl Airport flight prices changed over time?

As of October 2025, prices for Chicago to Washington, D.C. Dulles Intl Airport flights are approximately 14% cheaper when compared to flights at the same time last year.

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

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago 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 to Washington, D.C. Dulles Intl Airport (CHI to IAD) flight deals and tips

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

Best Price Found

$158

Fastest flight time

1h 49m

Direct flights

Every day
The best one-way flight to Washington, D.C. Dulles Intl Airport from Chicago in the past 72 hours is $158. The best round-trip flight deal from Chicago to Washington, D.C. Dulles Intl Airport found on momondo in the last 72 hours is $334.
The fastest flight from Chicago to Washington, D.C. Dulles Intl Airport takes 1h 49m
Direct flights go from Chicago to Washington, D.C. Dulles Intl Airport every day.
Search flight deals

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

    The straight-line distance from Chicago to Washington, D.C. Dulles Intl is 571.5 mi. Flights usually cover this in 5h 10m, depending on flying conditions and air traffic around both airports.

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

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

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

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Washington, D.C. Dulles Intl Airport.

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

    The travel and health documents you'll need for your trip to Washington, D.C. Dulles Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Washington, D.C. Dulles Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

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

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

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

Compare and see reviews for airlines that fly from Chicago to Washington, D.C. Dulles Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $100Free CancellationRating
5.8
3,123 reviews
Search Frontier flights
DeltaPriceFrom $186Free CancellationRating
7.9
7,993 reviews
Search Delta flights
United AirlinesPriceFrom $193Free CancellationRating
7.4
8,998 reviews
Search United Airlines flights

  • United Airlines Flights From Chicago to Washington, D.C. Dulles Intl Airport

    United Airlines operates around 31 flights from Chicago to Washington, D.C. Dulles Intl Airport every week. The average price of these flights found in the last 72 hours has been $309, but momondo users have found United Airlines deals from Chicago to Washington, D.C. Dulles Intl Airport from as low as $193 round-trip. United Airlines has been scored 7.4/10 in 9,001 reviews.

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
Manassas
Reston
Gaithersburg
Fairfax
Sterling

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Washington, D.C. from Chicago.

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

Flights from Chicago to Washington, D.C. with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

momondo helps you find the best flight between Chicago and Washington, D.C. by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Yes momondo offers price alerts on flights to Washington, D.C. from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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