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Dulles Intl

$78+ Cheap flights from Chicago (CHI) to Dulles Intl (IAD)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/24. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — IAD
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Washington, D.C. Dulles Intl are usually found in August or April, booked 45 days in advance, depart on a Friday or Wednesday and return on a Friday

Cheap flight deals from Chicago to Dulles Intl

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Dulles Intl (IAD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 17, 2025.

Round-trip from

$136
(Kiwi.com)

One-way from

$78
(Frontier)

Popular in

December

Cheapest in

August

Average price

$294

Good round-trip deal

$326 or less

Good one-way deal

$265 or less
From Chicago (CHI) to Washington, D.C. Dulles Intl
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One-way flight from Chicago (CHI) to Washington, D.C. Dulles Intl
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Highest demand for flights based on searches. 12% potential increase in price ($41 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Washington, D.C. Dulles Intl.
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Price to beat on a one-way flight from Chicago (CHI) to Washington, D.C. Dulles Intl.
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Find flight deals from Chicago to Dulles Intl

Cheapest flights from Chicago to Dulles Intl
Explore the most affordable flight options available from Chicago to Dulles Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This SmartFares deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/15:45 pmORD - IAD
1 stop5h 10mFrontier
Sat 11/85:58 amIAD - ORD
1 stop6h 32mFrontier
Deal found 9/17$134
This CheapOair deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/35:15 pmMDW - IAD
1 stop5h 24mFrontier
Mon 10/66:10 amIAD - MDW
1 stop11h 15mFrontier
Deal found 9/15$143
This Gotogate deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/186:00 amORD - IAD
1 stop8h 26mFrontier
Mon 10/204:45 pmIAD - ORD
1 stop7h 54mFrontier
Deal found 9/15$143
This CheapOair deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/249:00 amMDW - IAD
1 stop9h 55mFrontier
Thu 9/256:10 amIAD - MDW
1 stop10h 48mFrontier
Deal found 9/15$144
This CheapOair deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/268:49 pmORD - IAD
1 stop20h 35mFrontier
Tue 9/309:15 amIAD - ORD
1 stop9h 24mFrontier
Deal found 9/14$144
This Booking.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/249:00 amMDW - IAD
1 stop9h 55mFrontier
Sat 9/277:14 pmIAD - MDW
1 stop15h 04mFrontier
Deal found 9/16$145
This Frontier deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/63:18 pmORD - IAD
1 stop7h 53mFrontier
Fri 11/75:34 pmIAD - ORD
1 stop7h 37mFrontier
Deal found 9/16$145
This Booking.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2412:03 pmMDW - IAD
1 stop10h 26mFrontier
Sun 10/263:10 pmIAD - MDW
1 stop21h 07mFrontier
Deal found 9/14$146
This Frontier deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/75:11 amORD - IAD
1 stop10h 23mFrontier
Sun 11/96:00 amIAD - ORD
1 stop5h 38mFrontier
Deal found 9/16$146
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/76:00 amMDW - IAD
1 stop5h 49mFrontier
Wed 12/108:00 amIAD - MDW
1 stop14h 32mFrontier
Deal found 9/14$147
This Booking.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/256:20 amMDW - IAD
1 stop5h 35mFrontier
Mon 9/296:10 amIAD - MDW
1 stop10h 50mFrontier
Deal found 9/15$149
This CheapOair deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/248:44 amORD - IAD
1 stop11h 29mFrontier
Sun 10/268:02 pmIAD - ORD
1 stop12h 08mFrontier
Deal found 9/15$149

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Dulles Intl 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, Cheapflights users made 2,558,603 searches. Data last updated September 17, 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

Chicago

Fly to

Dulles Intl

Route

Depart

Return

Price

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Thu 10/2

6:20 am-12:55 pm

1 stop5h 35m

Washington, D.C. Dulles Intl

Tue 10/7

9:00 am-1:38 pm

1 stop5h 38m

$143

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Mon 10/20

9:45 am-7:14 pm

1 stop8h 29m

Washington, D.C. Dulles Intl

Wed 10/22

9:00 am-1:38 pm

1 stop5h 38m

$143

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Wed 10/15

8:05 am-7:46 pm

1 stop10h 41m

Washington, D.C. Dulles Intl

Fri 10/17

9:28 pm-10:21 am

1 stop13h 53m

$143

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Sat 10/25

6:15 am-3:17 pm

1 stop8h 02m

Washington, D.C. Dulles Intl

Wed 10/29

8:47 am-12:41 pm

1 stop4h 54m

$143

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Thu 11/6

6:25 am-4:34 pm

1 stop9h 09m

Washington, D.C. Dulles Intl

Sun 11/9

5:29 pm-10:03 pm

1 stop5h 34m

$143

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Fri 11/14

6:15 am-4:34 pm

1 stop9h 19m

Washington, D.C. Dulles Intl

Sat 11/15

8:36 pm-9:12 am

1 stop13h 36m

$143

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Fri 10/31

6:20 am-4:34 pm

1 stop9h 14m

Washington, D.C. Dulles Intl

Sun 11/2

5:29 pm-10:03 pm

1 stop5h 34m

$143

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Mon 10/20

9:45 am-7:14 pm

1 stop8h 29m

Washington, D.C. Dulles Intl

Sat 10/25

4:22 pm-10:47 pm

1 stop7h 25m

$143

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Mon 11/3

6:20 am-5:23 pm

1 stop10h 03m

Washington, D.C. Dulles Intl

Wed 11/5

8:40 am-12:41 pm

1 stop5h 01m

$143

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Mon 9/22

6:20 am-12:55 pm

1 stop5h 35m

Washington, D.C. Dulles Intl

Mon 9/29

1:55 pm-11:20 pm

1 stop10h 25m

$143

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 44 results
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The best insider tips for Chicago to Washington, D.C. Dulles Intl Airport flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago to Washington, D.C. Dulles Intl Airport trip
Airlines
Ethiopian Air

Economy Class offers a 32-inch pitch and 17-inch width, with personal entertainment monitors on most aircraft.


Cloud 9 passengers enjoy real Champagne and Ethiopian dishes like doro wot on long-haul flights.

Read more about Ethiopian Airby Paul Rubio
United Airlines

Basic Economy allows a personal item only; no carry-on bags unless you're a MileagePlus member.


Economy Plus offers extra legroom seats at the front of the economy cabin for MileagePlus Premier members.

Read more about United Airlinesby Harriet Baskas
Airports
ORD

For a quick departure, use the free shuttle train between terminals at ORD, especially during busy weekday mornings.

Read more about ORDby Ramsey Qubein
IAD

Take the Washington Metro Silver line from IAD to the city in under 40 minutes, a cost-effective option for arrivals.

Read more about IADby Ramsey Qubein
Our travel experts
Paul Rubio

Paul Rubio

Expert on Ethiopian Air

Paul Rubio

Paul Rubio

Travel journalist and photographer Paul Rubio is a Miami native (and current resident), who has lived in nine countries and traveled to 137. He is an expert in luxury travel, eco-travel, loyalty programs, hotels, airports and airlines. He is a contributing editor at AFAR, Condé Nast Traveler, LUXURY Magazine, and Palm Beach Illustrated.

Read more
Harriet Baskas

Harriet Baskas

Expert on United Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Ramsey Qubein

Ramsey Qubein

Expert on ORD and IAD

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more

Best time to book a flight from Chicago to Dulles Intl

Have a flexible travel schedule? Discover the best time to fly to Dulles Intl from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Washington, D.C. Dulles Intl Airport

How far ahead should I book a flight from Chicago to Washington, D.C. Dulles Intl Airport?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Dulles Intl. Price data was last updated on September 12, 2025.

The best time to book flights from Chicago to Washington, D.C. Dulles Intl Airport is 45 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Chicago to Washington, D.C. Dulles Intl Airport?

Currently, August is the cheapest month in which you can book a flight from Chicago to Washington, D.C. Dulles Intl Airport (average of $292). Flying from Chicago to Washington, D.C. Dulles Intl Airport in April is currently the most expensive (average of $337). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to IAD?

Find hourly flight availability from Chicago to Dulles Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 17, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago to Washington, D.C. Dulles Intl Airport in the morning. If you’re flexible enough to do this you can expect to save up to 55% on your trip compared to booking a flight at noon.

What is the cheapest day to fly from Chicago to Washington, D.C. Dulles Intl Airport?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Dulles Intl. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago to Washington, D.C. Dulles Intl Airport flight should consider departing on Thursday evenings when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to Washington, D.C. Dulles Intl Airport

Explore weekly flight availability from Chicago to Dulles Intl. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated September 17, 2025.

The most flights from CHI to IAD are scheduled on a Monday (33 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (21 on average).

Reviews of airlines servicing Dulles Intl

Get insights into the airlines that provide service to Dulles Intl. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Dulles Intl. Reviews last updated September 17, 2025.
Read through reviews of airlines operating flights from Chicago to Washington, D.C. Dulles Intl Airport, such as United Airlines and Frontier. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,926 reviews

Entertainment

7.1

Overall

7.4

Boarding

7.7

Comfort

7.3

Crew

8.1

Food

6.6

Reviews

1 / 20
6.0
Good

May,Apr 2024

EDI - IAD

The staff were pleasant. The food was awful. The earpods were so poor quality I could not enjoy any of the films on offer.
United Airlines
7.4
Good
8,926 reviews
United Airlines
7.4
Good
8,926 reviews

Entertainment

7.1

Overall

7.4

Boarding

7.7

Comfort

7.3

Crew

8.1

Food

6.6

Reviews

1 / 20
6.0
Good

May,Apr 2024

EDI - IAD

The staff were pleasant. The food was awful. The earpods were so poor quality I could not enjoy any of the films on offer.
Frontier
5.8
Fair
3,173 reviews
United Airlines
7.4
Good
8,926 reviews

Entertainment

7.1

Overall

7.4

Boarding

7.7

Comfort

7.3

Crew

8.1

Food

6.6

Reviews

1 / 20
6.0
Good

May,Apr 2024

EDI - IAD

The staff were pleasant. The food was awful. The earpods were so poor quality I could not enjoy any of the films on offer.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Dulles Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago to Washington, D.C. Dulles Intl Airport?

    For as low as $237, Frontier can have you in Washington, D.C. Dulles Intl Airport from Chicago in 2h 02m. The distance between Chicago and Washington, D.C. Dulles Intl Airport is about 587 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Chicago to Washington, D.C. Dulles Intl Airport round-trip?

    Flying on Frontier is currently your cheapest option to Washington, D.C. Dulles Intl Airport, with prices starting at $95. Additional round-trip tickets that might be worth considering are offered by Delta and United Airlines, with the lowest prices starting at $176 and $189, respectively. Frontier is 68% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the most reliable airlines from Chicago to Washington, D.C. Dulles Intl Airport?

    The top 3 most reliable airlines when flying from Chicago to Washington, D.C. Dulles Intl Airport are Egyptair (100%), ITA Airways (100%) and Air China (94%).

  • What are the cheapest flights from Chicago to Washington, D.C. Dulles Intl Airport?

    Looking at all options, your cheapest flight can be booked for $133. While the most popular route (Chicago O'Hare Intl - Washington, D.C. Dulles Intl) can be booked for $143 on average, our data indicates $2,158 when flying from Chicago to Washington, D.C. Dulles Intl Airport.

  • Can I find deals for flights from Chicago to Dulles Intl that include hotel bookings?

    Yes. In addition to deals on Chicago to Dulles Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Dulles Intl?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Dulles Intl.

  • Can I find deals for business class flights from Chicago to Dulles Intl?

    Yes. Cheapflights offers flight deals from Chicago to Dulles Intl by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Washington, D.C. Dulles Intl Airport?

    Currently, August is the cheapest month in which you can book a flight from Chicago to Washington, D.C. Dulles Intl Airport (average of $292). Flying from Chicago to Washington, D.C. Dulles Intl Airport in April is currently the most expensive (average of $337). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Washington, D.C. Dulles Intl Airport?

Book flights to Washington, D.C. Dulles Intl Airport if you plan to visit one of these locations
Woodbridge
Arlington
Alexandria
Tysons
Silver Spring
Springfield
Gaithersburg
Fredericksburg
Linthicum Heights
Fairfax
Falls Church
Owings Mills
Manassas
Rockville
Hanover
Oxon Hill
Laurel
Towson
National Harbor
Dundalk

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Alternative routes for Chicago to Dulles Intl

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Reagan-National flights
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Bloomington to Reagan-National flights
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Champaign to Reagan-National flights
Champaign to Baltimore flights
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Champaign to Dulles Intl flights

Top 3 airlines flying from Chicago to Dulles Intl

Discover the top 3 airlines that operate flights from Chicago to Dulles Intl. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$95Average$223FlexibilityNo cancel feeOn-time62%
DeltaCheapest$176Average$340FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$189Average$304FlexibilityNo cancel feeOn-time69%

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