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O'Hare Intl

$77+ Cheap flights from Dulles Intl (IAD) to O'Hare Intl (ORD)

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 11/14. Fares are subject to change and may not be available on all flights or dates of travel.
IAD — ORD
Nov 26 — Dec 31
Wed 11/26
Wed 12/3
1 adult, Economy
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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”

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Cheapflights Tip: The best prices from Washington, D.C. Dulles Intl to Chicago O'Hare Intl are usually found in September or January, booked 81 days in advance, depart on a Friday or Thursday and return on a Friday

Cheap flight deals from Dulles Intl to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Dulles Intl (IAD) to O'Hare Intl (ORD). 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 October 27, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$139
(Kiwi.com)

One-way from

$77
(Trip.com)

Popular in

February

Cheapest in

September

Average price

$360

Good round-trip deal

$291 or less

Good one-way deal

$201 or less
Provider with most accurate pricing for Washington, D.C. Dulles Intl-Chicago O'Hare Intl flight deals.
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Provider most trusted by Cheapflights users for Washington, D.C. Dulles Intl-Chicago O'Hare Intl flights.
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From Washington, D.C. Dulles Intl to Chicago O'Hare Intl
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One-way flight from Washington, D.C. Dulles Intl to Chicago O'Hare Intl
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Highest demand for flights based on searches. 7% potential increase in price ($28 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from Washington, D.C. Dulles Intl to Chicago O'Hare Intl.
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Price to beat on a one-way flight from Washington, D.C. Dulles Intl to Chicago O'Hare Intl.
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Find flight deals from Dulles Intl to O'Hare Intl

Cheapest flights from Dulles Intl to O'Hare Intl
Explore the most affordable flight options available from Dulles Intl to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 27, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/26. 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 11/146:00 amIAD - ORD
1 stop5h 41mFrontier
Tue 11/1812:37 pmORD - IAD
1 stop6h 43mFrontier
Deal found 10/26$139
This CheapOair deal was found by Cheapflights users on 10/27. 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 11/76:00 amIAD - ORD
1 stop11h 56mFrontier
Wed 11/1212:37 pmORD - IAD
1 stop6h 43mFrontier
Deal found 10/27$143
This Gotogate deal was found by Cheapflights users on 10/26. 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.
Thu 12/49:21 amIAD - ORD
1 stop26h 44mFrontier
Sun 12/76:11 amORD - IAD
1 stop9h 13mFrontier
Deal found 10/26$144
This Frontier deal was found by Cheapflights users on 10/25. 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 11/76:00 amIAD - ORD
1 stop11h 56mFrontier
Mon 11/1011:24 amORD - IAD
1 stop11h 47mFrontier
Deal found 10/25$145
This Frontier deal was found by Cheapflights users on 10/25. 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 11/85:58 amIAD - ORD
1 stop6h 32mFrontier
Mon 11/1011:24 amORD - IAD
1 stop11h 47mFrontier
Deal found 10/25$150
This Booking.com deal was found by Cheapflights users on 10/25. 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 12/119:21 amIAD - ORD
1 stop13h 30mFrontier
Sat 12/131:24 pmORD - IAD
1 stop8h 41mFrontier
Deal found 10/25$152
This Kiwi.com deal was found by Cheapflights users on 10/25. 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 12/55:19 pmIAD - ORD
1 stop6h 05mFrontier
Sun 12/76:11 amORD - IAD
1 stop9h 13mFrontier
Deal found 10/25$153
This Kiwi.com deal was found by Cheapflights users on 10/25. 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.
Sat 11/155:58 amIAD - ORD
2 stops20h 01mFrontier
Tue 11/1812:37 pmORD - IAD
1 stop6h 43mFrontier
Deal found 10/25$158
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 12/39:00 amIAD - ORD
2 stops29h 08mFrontier
Wed 12/108:00 amORD - IAD
1 stop5h 29mFrontier
Deal found 10/26$160
This CheapOair deal was found by Cheapflights users on 10/25. 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.
Sun 11/96:00 amIAD - ORD
1 stop5h 38mFrontier
Mon 11/1011:24 amORD - IAD
1 stop11h 47mFrontier
Deal found 10/25$163

Cheapflights Fare Finder

 
Customize your flight search to find flights from Dulles Intl to O'Hare 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 October 27, 2025.
Use the filters below to find and compare flights from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport that are best for you.

Fly from

Dulles Intl

Fly to

O'Hare Intl

Route

Depart

Return

Price

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Mon 11/24

6:00 am-10:01 am

1 stop5h 01m

Chicago O'Hare Intl

Thu 11/27

11:19 am-6:26 pm

1 stop6h 07m

$239

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Tue 1/20

8:20 am-9:43 am

Nonstop2h 23m

Chicago O'Hare Intl

Sun 1/25

2:35 pm-5:35 pm

Nonstop2h 00m

$253

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Mon 12/8

7:35 pm-12:01 am

1 stop5h 26m

Chicago O'Hare Intl

Thu 12/11

9:49 am-5:00 pm

1 stop6h 11m

$257

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Wed 12/3

7:01 am-12:03 pm

1 stop6h 02m

Chicago O'Hare Intl

Thu 12/11

5:30 am-11:35 am

1 stop5h 05m

$257

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Fri 11/14

10:08 pm-6:20 am

1 stop9h 12m

Chicago O'Hare Intl

Sat 11/15

8:48 am-11:47 am

Nonstop1h 59m

$264

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Wed 12/31

6:30 am-7:47 am

Nonstop2h 17m

Chicago O'Hare Intl

Sat 1/3

2:30 pm-5:30 pm

Nonstop2h 00m

$274

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Thu 12/11

6:00 am-10:00 am

1 stop5h 00m

Chicago O'Hare Intl

Fri 12/12

11:15 am-5:00 pm

1 stop4h 45m

$282

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Sun 11/16

6:00 am-10:01 am

1 stop5h 01m

Chicago O'Hare Intl

Tue 11/18

9:51 am-5:04 pm

1 stop6h 13m

$282

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Sun 12/7

11:06 am-1:50 pm

1 stop3h 44m

Chicago O'Hare Intl

Tue 12/9

11:15 am-5:00 pm

1 stop4h 45m

$282

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Mon 12/8

12:30 pm-6:43 pm

1 stop7h 13m

Chicago O'Hare Intl

Fri 12/12

11:15 am-6:21 pm

1 stop6h 06m

$282

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/26

Showing 1-10 of 24 results
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Compare providers for flights from Dulles Intl to O'Hare 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 Dulles Intl to O'Hare Intl in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
MytripPrice Accuracy3 starsTrust Score*3 stars
OvagoPrice Accuracy2 starsTrust Score*2 stars
PricelinePrice Accuracy1 starTrust 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 Washington, D.C. Dulles Intl Airport-Chicago O'Hare Intl Airport flights, users find the pricing of Mytrip to be most consistent on Cheapflights vs. Mytrip Users can find the same prices on Washington, D.C. Dulles Intl Airport-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. Mytrip >95% of the time. Price accuracy is based on data collected from Washington, D.C. Dulles Intl Airport-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Washington, D.C. Dulles Intl Airport-Chicago O'Hare Intl Airport flights, Cheapflights users trust Mytrip the most. Mytrip 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 Washington, D.C. Dulles Intl Airport-Chicago O'Hare 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 Dulles Intl to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Dulles Intl 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 Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport

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

Use this chart to determine the optimal time to book a round-trip flight from Dulles Intl to O'Hare Intl. Price data was last updated on October 24, 2025.

The price you pay for your flight from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport may vary depending on when you book. For the best chance of a lower fare, look to book 81 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, April is the cheapest month in which you can book a flight from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport (average of $143). Flying from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport in February is currently the most expensive (average of $244). 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 IAD to ORD?

Find hourly flight availability from Dulles Intl to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 27, 2025.

It’s optimal to fly from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport in the evening. By choosing this option you can save up to 33% on the cost of your flight, compared to a flight in the afternoon.

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

Use this chart to determine the cheapest time to fly round-trip from Dulles Intl to O'Hare Intl. Price data was last updated on October 26, 2025.

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

The best insider tips for Washington, D.C. Dulles Intl Airport to Chicago O'Hare 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 Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport trip
Airports
IAD

For a smooth departure from IAD, use the Aerotrain for quick access to concourses, but allow extra time for long walks to gates.

Read more about IADby Ramsey Qubein
ORD

Upon arrival at ORD, consider using the 'L' train for a quick and cost-effective trip to downtown Chicago.

Read more about ORDby Ramsey Qubein
Our travel experts
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 O'Hare Intl

Get insights into the airlines that provide service to O'Hare 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 O'Hare Intl. Reviews last updated October 27, 2025.
Peruse reviews from past customers who have flown with United Airlines and Frontier from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,999 reviews

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Overall

7.4

Crew

8.1

Food

6.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
United Airlines
7.4
Good
8,999 reviews
United Airlines
7.4
Good
8,999 reviews

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Overall

7.4

Crew

8.1

Food

6.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
Frontier
5.8
Fair
3,123 reviews
United Airlines
7.4
Good
8,999 reviews

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Overall

7.4

Crew

8.1

Food

6.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.

Related info for your journey

Find useful and relevant information for your journey from Dulles Intl to O'Hare 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 Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport?

    A quick flight from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport can take about 2h 23m. Delta provides one of the quickest options available for as low as $253. Washington, D.C. Dulles Intl Airport and Chicago O'Hare Intl Airport are separated by a distance of 587 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    Frontier, at $107, was found to be the cheapest airline from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport. An alternate airline flying to your destination would be United Airlines. Frontier is 67% cheaper than the average price of flights available within the next 90 days to this destination.

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

    Consider Air China (97%), Egyptair (96%) or Ethiopian Air (79%) when booking your flight. These represent the most reliable airlines when flying from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport.

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

    While on average a flight from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport is generally $1,032, our data shows the cheapest flight currently is $128. When looking at the most popular route, (Washington, D.C. Dulles Intl - Chicago O'Hare Intl), you can expect to pay $101 for that flight.

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

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

  • How can I find direct flights from Dulles Intl to O'Hare Intl?

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

  • Can I find deals for business class flights from Dulles Intl to O'Hare Intl?

    Yes. Cheapflights offers flight deals from Dulles Intl to O'Hare 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 Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport?

    Currently, April is the cheapest month in which you can book a flight from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport (average of $143). Flying from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport in February is currently the most expensive (average of $244). 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 Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Schaumburg
Rosemont
Skokie
Des Plaines
Gurnee
Hoffman Estates
Elgin
Oak Brook
Elk Grove Village
Beloit
Rockford
Naperville
Racine
Downers Grove
Orland Park
Merrillville
Bridgeview
Warrenville
Joliet
Waukegan

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Alternative routes for Dulles Intl to O'Hare Intl

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

Top 2 airlines flying from Dulles Intl to O'Hare Intl

Discover the top 2 airlines that operate flights from Dulles Intl to O'Hare 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 October 27, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$107Average$204FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$201Average$331FlexibilityNo cancel feeOn-time69%

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