HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Dulles Intl

$105+ 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 7/16. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — IAD
Jun 4 — Jun 111
Thu 6/4
Thu 6/11
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Dulles Intl with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.
Cheapflights Tip: The best prices from Chicago to Washington, D.C. Dulles Intl are usually found in September or August, booked 65 days in advance, depart on a Friday or Monday and return on a Friday

Cheap 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 May 5, 2026.

This Trip.com deal was found by Cheapflights users on 5/2. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2912:04 pm
MDW
-
IAD
1 stop10h 05m
Frontier
Sun 5/3111:07 am
IAD
-
MDW
1 stop11h 55m
Frontier
Deal found 5/2$220
This United Airlines deal was found by Cheapflights users on 4/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/269:55 pm
ORD
-
IAD
Nonstop2h 04m
United Airlines
Sat 5/305:43 pm
IAD
-
ORD
Nonstop2h 12m
United Airlines
Deal found 4/30$220
This Kiwi.com deal was found by Cheapflights users on 5/4. 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.
Fri 6/129:23 pm
MDW
-
IAD
1 stop21h 41m
Multiple Airlines
Mon 6/1511:17 am
IAD
-
MDW
1 stop11h 54m
Multiple Airlines
Deal found 5/4$221
This Frontier deal was found by Cheapflights users on 4/30. 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.
Mon 5/116:55 am
ORD
-
IAD
1 stop9h 17m
Frontier
Tue 5/1211:07 am
IAD
-
ORD
1 stop9h 44m
Frontier
Deal found 4/30$221
This Kiwi.com deal was found by Cheapflights users on 5/4. 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.
Thu 5/212:47 pm
MDW
-
IAD
1 stop22h 31m
Multiple Airlines
Mon 5/2511:07 am
IAD
-
MDW
1 stop25h 05m
Multiple Airlines
Deal found 5/4$222
This Priceline deal was found by Cheapflights users on 4/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/71:59 pm
ORD
-
IAD
1 stop8h 10m
Frontier
Wed 5/135:07 pm
IAD
-
ORD
1 stop7h 06m
Frontier
Deal found 4/30$222
This Kiwi.com deal was found by Cheapflights users on 5/4. 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.
Wed 5/276:00 am
MDW
-
IAD
1 stop10h 27m
Frontier
Wed 5/277:37 pm
IAD
-
MDW
1 stop16h 35m
Frontier
Deal found 5/4$223
This Kiwi.com deal was found by Cheapflights users on 5/1. 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 5/317:33 pm
ORD
-
IAD
2 stops20h 54m
Multiple Airlines
Wed 6/311:07 am
IAD
-
ORD
1 stop9h 22m
Multiple Airlines
Deal found 5/1$223
This Frontier deal was found by Cheapflights users on 5/3. 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.
Wed 7/16:00 am
MDW
-
IAD
1 stop10h 31m
Frontier
Fri 7/1011:17 am
IAD
-
MDW
1 stop11h 51m
Frontier
Deal found 5/3$224
This Frontier deal was found by Cheapflights users on 4/30. 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.
Sat 6/136:55 am
ORD
-
IAD
1 stop8h 05m
Frontier
Sat 6/138:57 pm
IAD
-
ORD
1 stop12h 06m
Frontier
Deal found 4/30$224
This Frontier deal was found by Cheapflights users on 4/30. 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.
Tue 5/2612:27 pm
MDW
-
IAD
1 stop9h 42m
Frontier
Thu 5/2811:07 am
IAD
-
MDW
1 stop11h 55m
Frontier
Deal found 4/30$225
This Frontier deal was found by Cheapflights users on 5/1. 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.
Sun 5/241:50 pm
ORD
-
IAD
1 stop8h 19m
Frontier
Fri 5/298:47 pm
IAD
-
ORD
1 stop12h 08m
Frontier
Deal found 5/1$225

Find 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 May 5, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$220
(Trip.com)

One-way from

$105
(Kiwi.com)

Popular in

January

Cheapest in

September

Average price

$274

Good round-trip deal

$423 or less

Good one-way deal

$159 or less
Provider with most accurate pricing for Chicago (CHI)-Washington, D.C. Dulles Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Washington, D.C. Dulles Intl flights.
Search Deals
From Chicago (CHI) to Washington, D.C. Dulles Intl
Search Deals
One-way flight from Chicago (CHI) to Washington, D.C. Dulles Intl
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($47 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Washington, D.C. Dulles Intl.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Washington, D.C. Dulles Intl.
Search Deals

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 May 5, 2026.
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

Cheapest round-trip

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Wed 5/27

5:12 pm-12:51 am

1 stop6h 39m

Washington, D.C. Dulles Intl

Sat 5/30

6:08 am-9:59 am

1 stop4h 51m

$228

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Mon 6/1

6:36 pm-10:56 pm

1 stop3h 20m

Washington, D.C. Dulles Intl

Wed 6/3

6:08 am-10:00 am

1 stop4h 52m

$228

ChicagoWashington, D.C.

ORD - IAD

ORDIAD

Chicago O'Hare Intl

Thu 5/28

5:30 am-2:10 pm

1 stop7h 40m

Washington, D.C. Dulles Intl

Tue 6/2

12:37 pm-6:41 pm

1 stop7h 04m

$228
Quickest round-trip

ChicagoWashington, D.C.

ORD - IAD

ORDIAD

Chicago O'Hare Intl

Wed 7/1

6:30 am-9:24 am

Nonstop1h 54m

Washington, D.C. Dulles Intl

Mon 7/6

5:42 pm-6:50 pm

Nonstop2h 08m

$233

ChicagoWashington, D.C.

ORD - IAD

ORDIAD

Chicago O'Hare Intl

Wed 6/24

11:07 am-2:12 pm

Nonstop2h 05m

Washington, D.C. Dulles Intl

Fri 6/26

10:20 pm-11:31 pm

Nonstop2h 11m

$243

ChicagoWashington, D.C.

ORD - IAD

ORDIAD

Chicago O'Hare Intl

Sat 6/13

7:01 am-11:54 am

1 stop3h 53m

Washington, D.C. Dulles Intl

Tue 6/16

8:29 am-12:36 pm

1 stop5h 07m

$257

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Thu 7/23

6:00 am-11:37 am

1 stop4h 37m

Washington, D.C. Dulles Intl

Tue 7/28

8:27 am-11:56 am

1 stop4h 29m

$263

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Wed 6/3

9:22 am-4:31 pm

1 stop6h 09m

Washington, D.C. Dulles Intl

Sun 6/7

6:05 am-9:14 am

1 stop4h 09m

$283

ChicagoWashington, D.C.

ORD - IAD

ORDIAD

Chicago O'Hare Intl

Tue 6/2

9:55 pm-12:59 am

Nonstop2h 04m

Washington, D.C. Dulles Intl

Sat 6/6

1:15 pm-2:29 pm

Nonstop2h 14m

$288

ChicagoWashington, D.C.

ORD - IAD

ORDIAD

Chicago O'Hare Intl

Thu 6/18

8:40 am-11:52 am

Nonstop2h 12m

Washington, D.C. Dulles Intl

Mon 6/22

6:10 am-7:27 am

Nonstop2h 17m

$289

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 41 resultsSorted by cheapest first
1
2
3
...
5

Compare providers for flights from Chicago to Dulles Intl

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Dulles Intl in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Washington, D.C. Dulles Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Washington, D.C. Dulles Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Washington, D.C. Dulles Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Washington, D.C. Dulles Intl Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Washington, D.C. Dulles Intl Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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?

The best time to book flights from Chicago to Washington, D.C. Dulles Intl Airport is 85 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, October is the cheapest month in which you can book a flight from Chicago to Washington, D.C. Dulles Intl Airport (average of $80). Flying from Chicago to Washington, D.C. Dulles Intl Airport in April is currently the most expensive (average of $161). 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 May 5, 2026.

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 45% 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 May 2, 2026.

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. Sunday 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 May 5, 2026.

The most flights from CHI to IAD are scheduled on a Monday (30 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (21 on average).

How much does it cost to fly round-trip from Chicago to Washington, D.C. Dulles Intl Airport?

How often are flights from Chicago to Washington, D.C. delayed?

About 19% of weekly flights between Chicago and Washington, D.C. have experienced delays in the past year, with the average delay time being 127 minutes.

What is the most punctual flight time for Chicago to Washington, D.C. flights?

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Wednesday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Chicago to Washington, D.C. flights?

Over the last year, United Airlines have had the lowest number of delays on this route, with just 18% of flights being delayed.

The best insider tips for Chicago to Washington, D.C. Dulles Intl Airport flights

AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago to Washington, D.C. Dulles Intl Airport trip
Our travel experts
Paul Rubio

Paul Rubio

Expert on Ethiopian Air

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 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

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

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 May 5, 2026.
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
9,683 reviews

Overall

7.4

Crew

8.1

Entertainment

7.1

Food

6.6

Comfort

7.3

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
United Airlines
7.4
Good
9,683 reviews
United Airlines
7.4
Good
9,683 reviews

Overall

7.4

Crew

8.1

Entertainment

7.1

Food

6.6

Comfort

7.3

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
Frontier
5.6
Fair
2,965 reviews
United Airlines
7.4
Good
9,683 reviews

Overall

7.4

Crew

8.1

Entertainment

7.1

Food

6.6

Comfort

7.3

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

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 $233, Delta can have you in Washington, D.C. Dulles Intl Airport from Chicago in 1h 54m. 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 $100. Another option worth looking into is United Airlines, starting at $212 round trip. 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 ITA Airways (84%), Avianca (84%) and Air China (83%).

  • 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 $119. While the most popular route (Chicago O'Hare Intl - Washington, D.C. Dulles Intl) can be booked for $177 on average, our data indicates $1,122 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, October is the cheapest month in which you can book a flight from Chicago to Washington, D.C. Dulles Intl Airport (average of $80). Flying from Chicago to Washington, D.C. Dulles Intl Airport in April is currently the most expensive (average of $161). 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
Alexandria
Tysons
Owings Mills
Springfield
Arlington
Silver Spring
Herndon
Rockville
Hyattsville
Manassas
Fredericksburg
Woodbridge
Hanover
Laurel
Largo
Upper Marlboro
Waldorf
Clinton
Hunt Valley
Cordova

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 2 airlines flying from Chicago to Dulles Intl

Discover the top 2 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 May 5, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$100Average$208FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$212Average$345FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.