Cheap flights from Chicago to Washington, D.C. from $79

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 9/14. 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

Frontier Logo
4:56 pm - 12:15 amMDW-IAD
6h 19m1 stop
Frontier Logo
6:10 am - 4:00 pmIAD-MDW
10h 50m1 stop
$142Frontier
Find Deal
Thu, Sep 18 - Mon, Sep 22
Frontier Logo
5:40 pm - 11:55 pmORD-IAD
5h 15m1 stop
Frontier Logo
6:10 am - 10:31 amIAD-ORD
5h 21m1 stop
$142Frontier
Find Deal
Sat, Sep 13 - Mon, Sep 15
Frontier Logo
5:15 pm - 12:15 amMDW-IAD
6h 00m1 stop
Frontier Logo
9:15 am - 3:58 pmIAD-MDW
7h 43m1 stop
$143Frontier
Find Deal
Mon, Sep 8 - Wed, Sep 10
Frontier Logo
5:40 pm - 11:55 pmORD-IAD
5h 15m1 stop
Frontier Logo
9:15 am - 5:39 pmIAD-ORD
9h 24m1 stop
$143Frontier
Find Deal
Sat, Sep 13 - Tue, Sep 16
Frontier Logo
5:28 pm - 8:53 pmMDW-IAD
26h 25m1 stop
Frontier Logo
9:28 pm - 10:21 amIAD-MDW
13h 53m1 stop
$144Frontier
Find Deal
Fri, Oct 10 - Fri, Oct 17
 Logo
10:27 am - 12:55 pmORD-IAD
25h 28m2 stops
 Logo
6:10 am - 10:31 amIAD-ORD
5h 21m1 stop
Wed, Sep 17 - Mon, Sep 22
 Logo
10:27 am - 12:55 pmORD-IAD
25h 28m2 stops
 Logo
7:09 pm - 7:44 pmIAD-ORD
25h 35m1 stop
Wed, Sep 17 - Sun, Sep 21
United Airlines Logo
9:20 pm - 12:21 amORD-IAD
2h 01mnonstop
United Airlines Logo
6:30 am - 7:41 amIAD-ORD
2h 11mnonstop
$217United Airlines
Find Deal
Thu, Oct 9 - Mon, Oct 13
Delta Logo
6:00 am - 11:40 amMDW-IAD
4h 40m1 stop
Delta Logo
5:55 pm - 9:36 pmIAD-MDW
4h 41m1 stop
$217Delta
Find Deal
Tue, Sep 23 - Tue, Sep 23
Delta Logo
6:23 pm - 11:00 pmMDW-IAD
3h 37m1 stop
Delta Logo
6:05 am - 8:40 amIAD-MDW
3h 35m1 stop
$227Delta
Find Deal
Sat, Oct 11 - Tue, Oct 14

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
Sep 18
MDW4:56 pmChicago Midway
6h 19m
1 stop
IAD12:15 amWashington, D.C. Dulles Intl
Sep 22
IAD6:10 amWashington, D.C. Dulles Intl
10h 50m
1 stop
MDW4:00 pmChicago Midway
Frontier
Sep 8
MDW5:15 pmChicago Midway
6h 00m
1 stop
IAD12:15 amWashington, D.C. Dulles Intl
Sep 10
IAD9:15 amWashington, D.C. Dulles Intl
7h 43m
1 stop
MDW3:58 pmChicago Midway
Frontier
Sep 5
ORD5:10 amChicago O'Hare Intl
6h 45m
1 stop
IAD12:55 pmWashington, D.C. Dulles Intl
Sep 7
IAD1:55 pmWashington, D.C. Dulles Intl
11h 15m
1 stop
ORD12:10 amChicago O'Hare Intl

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
Sep 23
MDW6:00 amChicago Midway
4h 40m
1 stop
IAD11:40 amWashington, D.C. Dulles Intl
Sep 23
IAD5:55 pmWashington, D.C. Dulles Intl
4h 41m
1 stop
MDW9:36 pmChicago Midway
Delta
Oct 11
MDW6:23 pmChicago Midway
3h 37m
1 stop
IAD11:00 pmWashington, D.C. Dulles Intl
Oct 14
IAD6:05 amWashington, D.C. Dulles Intl
3h 35m
1 stop
MDW8:40 amChicago Midway
Delta
Sep 3
MDW6:17 pmChicago Midway
4h 09m
1 stop
IAD11:26 pmWashington, D.C. Dulles Intl
Sep 6
IAD6:00 amWashington, D.C. Dulles Intl
4h 36m
1 stop
MDW9:36 amChicago Midway

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 August 26, 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

Thu 9/18

4:56 pm-12:15 am

1 stop6h 19m

Washington, D.C. Dulles Intl

Mon 9/22

6:10 am-4:00 pm

1 stop10h 50m

$142

ChicagoWashington, D.C.

ORD - IAD

ORDIAD

Chicago O'Hare Intl

Sat 9/13

5:40 pm-11:55 pm

1 stop5h 15m

Washington, D.C. Dulles Intl

Mon 9/15

6:10 am-10:31 am

1 stop5h 21m

$142

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Mon 9/8

5:15 pm-12:15 am

1 stop6h 00m

Washington, D.C. Dulles Intl

Wed 9/10

9:15 am-3:58 pm

1 stop7h 43m

$143

ChicagoWashington, D.C.

ORD - IAD

ORDIAD

Chicago O'Hare Intl

Sat 9/13

5:40 pm-11:55 pm

1 stop5h 15m

Washington, D.C. Dulles Intl

Tue 9/16

9:15 am-5:39 pm

1 stop9h 24m

$143

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Fri 10/10

5:28 pm-8:53 pm

1 stop26h 25m

Washington, D.C. Dulles Intl

Fri 10/17

9:28 pm-10:21 am

1 stop13h 53m

$144

ChicagoWashington, D.C.

ORD - IAD

ORDIAD

Chicago O'Hare Intl

Wed 9/17

10:27 am-12:55 pm

2 stops25h 28m

Washington, D.C. Dulles Intl

Mon 9/22

6:10 am-10:31 am

1 stop5h 21m

$196

ChicagoWashington, D.C.

ORD - IAD

ORDIAD

Chicago O'Hare Intl

Wed 9/17

10:27 am-12:55 pm

2 stops25h 28m

Washington, D.C. Dulles Intl

Sun 9/21

7:09 pm-7:44 pm

1 stop25h 35m

$202

ChicagoWashington, D.C.

ORD - IAD

ORDIAD

Chicago O'Hare Intl

Thu 10/9

9:20 pm-12:21 am

Nonstop2h 01m

Washington, D.C. Dulles Intl

Mon 10/13

6:30 am-7:41 am

Nonstop2h 11m

$217

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Tue 9/23

6:00 am-11:40 am

1 stop4h 40m

Washington, D.C. Dulles Intl

Tue 9/23

5:55 pm-9:36 pm

1 stop4h 41m

$217

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Sat 10/11

6:23 pm-11:00 pm

1 stop3h 37m

Washington, D.C. Dulles Intl

Tue 10/14

6:05 am-8:40 am

1 stop3h 35m

$227

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 $239. If you aren’t able to travel to Washington, D.C. Dulles Intl Airport during the month of August, then flying in April is also cheap. Prices for this month can be found on momondo for an average of $272.

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 $536. 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 $761.

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 $461 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 $979 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 $307 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 $235 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.

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

As of August 2025, prices for Chicago to Washington, D.C. Dulles Intl Airport flights are approximately 34% 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

$265

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 $265. The best round-trip flight deal from Chicago to Washington, D.C. Dulles Intl Airport found on momondo in the last 72 hours is $294.
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.
  • 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 2h 01m, 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 $122Free CancellationRating
5.8
3,200 reviews
Search Frontier flights
DeltaPriceFrom $176Free CancellationRating
7.9
7,979 reviews
Search Delta flights
United AirlinesPriceFrom $187Free CancellationRating
7.4
8,943 reviews
Search United Airlines flights
  • United Airlines Flights From Chicago to Washington, D.C. Dulles Intl Airport

    United Airlines operates around 32 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 $308, but momondo users have found United Airlines deals from Chicago to Washington, D.C. Dulles Intl Airport from as low as $187 round-trip. United Airlines has been scored 7.4/10 in 8,943 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
Gettysburg
Arlington
National Harbor
Winchester
Woodbridge
Waldorf
Tysons
Laurel
Silver Spring
Colonial Beach
Fredericksburg
Harpers Ferry
Towson
Manassas
Rockville
Gaithersburg
Reston
Fairfax
Glen Burnie

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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