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Dulles Intl

$75+ 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 1/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — IAD
dic. 19 — dic. 261
vie. 12/19
vie. 12/26
1 adult, Economy
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1. Tell us where you want to go

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Cheapflights Tip: The best prices from Chicago to Washington, D.C. Dulles Intl are usually found in August or September, booked 27 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 noviembre 19, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$155
(Trip.com)

One-way from

$75
(CheapOair)

Popular in

December

Cheapest in

August

Average price

$369

Good round-trip deal

$335 or less

Good one-way deal

$158 or less
Provider with most accurate pricing for Chicago (CHI)-Washington, D.C. Dulles Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Washington, D.C. Dulles Intl flights.
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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. 14% potential increase in price ($50 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 November 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 noviembre 19, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/61:24 pmORD - IAD
2 stops18h 02mFrontier
mar. 12/99:00 amIAD - ORD
1 stop7h 12mFrontier
Deal found 11/16$158
This Kiwi.com deal was found by Cheapflights users on 11/18. 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.
jue. 12/117:40 amORD - IAD
2 stops9h 38mFrontier
vie. 1/235:37 pmIAD - ORD
1 stop6h 09mFrontier
Deal found 11/18$160
This Trip.com deal was found by Cheapflights users on 11/18. 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.
jue. 12/1111:44 amORD - IAD
1 stop5h 34mFrontier
mié. 12/179:00 amIAD - ORD
1 stop6h 31mFrontier
Deal found 11/18$161
This eDestinos deal was found by Cheapflights users on 11/17. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/128:42 pmMDW - IAD
2 stops34h 44mFrontier
mar. 12/169:00 amIAD - MDW
1 stop24h 46mFrontier
Deal found 11/17$162
This Kiwi.com deal was found by Cheapflights users on 11/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/248:15 amMDW - IAD
1 stop8h 32mFrontier
jue. 1/15:35 amIAD - MDW
1 stop17h 37mFrontier
Deal found 11/17$164
This Kiwi.com deal was found by Cheapflights users on 11/18. 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.
mié. 12/38:00 amORD - IAD
1 stop5h 29mFrontier
dom. 12/75:26 pmIAD - ORD
1 stop25h 01mFrontier
Deal found 11/18$165
This Kiwi.com deal was found by Cheapflights users on 11/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/66:00 amMDW - IAD
2 stops13h 24mFrontier
lun. 12/86:58 pmIAD - MDW
1 stop14h 48mFrontier
Deal found 11/16$166
This CheapOair deal was found by Cheapflights users on 11/17. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/38:00 amORD - IAD
1 stop5h 29mFrontier
mar. 12/239:58 pmIAD - ORD
1 stop13h 20mFrontier
Deal found 11/17$166
This CheapOair deal was found by Cheapflights users on 11/19. 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.
vie. 12/196:12 amMDW - IAD
1 stop11h 04mFrontier
lun. 12/299:58 pmIAD - MDW
1 stop25h 00mFrontier
Deal found 11/19$167
This Kiwi.com deal was found by Cheapflights users on 11/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/246:00 amORD - IAD
1 stop16h 59mFrontier
jue. 11/276:41 pmIAD - ORD
1 stop6h 27mFrontier
Deal found 11/17$167
This Kiwi.com deal was found by Cheapflights users on 11/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/76:15 amMDW - IAD
1 stop9h 09mFrontier
lun. 12/86:58 pmIAD - MDW
1 stop14h 48mFrontier
Deal found 11/17$170
This Kiwi.com deal was found by Cheapflights users on 11/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/56:15 amMDW - IAD
1 stop9h 09mFrontier
lun. 12/86:58 pmIAD - MDW
1 stop14h 48mFrontier
Deal found 11/17$171

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 noviembre 19, 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

jue. 12/25

6:12 am-6:16 pm

1 stop11h 04m

Washington, D.C. Dulles Intl

lun. 12/29

9:58 pm-9:58 pm

1 stop25h 00m

$167

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

sáb. 12/20

8:15 am-6:16 pm

1 stop9h 01m

Washington, D.C. Dulles Intl

mié. 12/31

6:05 am-1:21 pm

1 stop8h 16m

$191

ChicagoWashington, D.C.

ORD - IAD

ORDIAD

Chicago O'Hare Intl

mié. 12/10

2:39 pm-5:30 pm

Nonstop1h 51m

Washington, D.C. Dulles Intl

sáb. 12/13

1:10 pm-2:25 pm

Nonstop2h 15m

$231

ChicagoWashington, D.C.

ORD - IAD

ORDIAD

Chicago O'Hare Intl

sáb. 12/6

2:39 pm-5:30 pm

Nonstop1h 51m

Washington, D.C. Dulles Intl

mar. 12/9

8:20 am-9:36 am

Nonstop2h 16m

$231

ChicagoWashington, D.C.

ORD - IAD

ORDIAD

Chicago O'Hare Intl

mar. 12/2

6:15 pm-9:18 pm

Nonstop2h 03m

Washington, D.C. Dulles Intl

mié. 12/3

8:20 am-9:36 am

Nonstop2h 16m

$231

ChicagoWashington, D.C.

ORD - IAD

ORDIAD

Chicago O'Hare Intl

sáb. 12/13

5:07 pm-11:08 pm

1 stop5h 01m

Washington, D.C. Dulles Intl

sáb. 1/17

5:27 pm-9:05 pm

1 stop4h 38m

$251

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

jue. 12/25

6:00 am-12:13 pm

1 stop5h 13m

Washington, D.C. Dulles Intl

jue. 1/1

6:00 am-8:49 am

1 stop3h 49m

$257

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

lun. 11/24

12:47 pm-6:26 pm

1 stop4h 39m

Washington, D.C. Dulles Intl

jue. 11/27

6:00 am-8:54 am

1 stop3h 54m

$257

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

lun. 11/24

6:00 am-11:42 am

1 stop4h 42m

Washington, D.C. Dulles Intl

lun. 11/24

5:59 pm-11:40 pm

1 stop6h 41m

$257

ChicagoWashington, D.C.

ORD - IAD

ORDIAD

Chicago O'Hare Intl

vie. 12/26

9:15 pm-12:15 am

Nonstop2h 00m

Washington, D.C. Dulles Intl

jue. 1/1

8:15 am-9:38 am

Nonstop2h 23m

$263

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Showing 1-10 of 39 results
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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 November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*1 star

*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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Washington, D.C. Dulles Intl Airport flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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?

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 November 14, 2025.

The best time to book flights from Chicago to Washington, D.C. Dulles Intl Airport is 27 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 $142). Flying from Chicago to Washington, D.C. Dulles Intl Airport in November is currently the most expensive (average of $232). 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 noviembre 19, 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 43% 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 Saturday afternoons 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 noviembre 19, 2025.

The most flights from CHI to IAD are scheduled on a Monday (28 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (7 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 17% of weekly flights between Chicago and Washington, D.C. have experienced delays in the past year, with the average delay time being 128 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 at night tend to experience delays more often.

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

Monday tends to have the lowest number of delays on this route, whereas Thursday 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, American Airlines have had the lowest number of delays on this route, with no flights being classified as delayed.

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

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 noviembre 19, 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
9,019 reviews

Comfort

7.3

Overall

7.4

Boarding

7.7

Entertainment

7.1

Food

6.6

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Tim,Sep 2025

LHR - IAD

The premium economy seats were very comfortable and the attention and service by the flight attendants was superb.
United Airlines
7.4
Good
9,019 reviews
United Airlines
7.4
Good
9,019 reviews

Comfort

7.3

Overall

7.4

Boarding

7.7

Entertainment

7.1

Food

6.6

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Tim,Sep 2025

LHR - IAD

The premium economy seats were very comfortable and the attention and service by the flight attendants was superb.
Frontier
5.8
Fair
3,105 reviews
United Airlines
7.4
Good
9,019 reviews

Comfort

7.3

Overall

7.4

Boarding

7.7

Entertainment

7.1

Food

6.6

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Tim,Sep 2025

LHR - IAD

The premium economy seats were very comfortable and the attention and service by the flight attendants was superb.

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 $231, Frontier can have you in Washington, D.C. Dulles Intl Airport from Chicago in 1h 51m. 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. Additional round-trip tickets that might be worth considering are offered by Delta and United Airlines, with the lowest prices starting at $186 and $198, respectively. Frontier is 66% 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 (95%), Avianca (92%) and Air China (89%).

  • 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 $118. While the most popular route (Chicago O'Hare Intl - Washington, D.C. Dulles Intl) can be booked for $184 on average, our data indicates $884 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 $142). Flying from Chicago to Washington, D.C. Dulles Intl Airport in November is currently the most expensive (average of $232). 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
Woodbridge
Arlington
Owings Mills
Springfield
Hanover
Silver Spring
Fairfax
Fredericksburg
Falls Church
Linthicum Heights
Manassas
Laurel
Towson
National Harbor
Waldorf
Bowie
Largo
McLean

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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.
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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 noviembre 19, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$100Average$240FlexibilityNo cancel feeOn-time62%
DeltaCheapest$186Average$328FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$198Average$314FlexibilityNo cancel feeOn-time69%

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