CHI - IAD

$81 Find Cheap Flights from Chicago to Washington Dulles Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Dulles Intl departing on 5/25. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult

KAYAK searches hundreds of travel sites at once for deals on flights to Washington, D.C. Dulles Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Washington, D.C., as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Washington, D.C., as well as popular online travel agencies
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Flights Deals

Cheap Flights from Chicago to Dulles Intl

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Dulles Intl that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Chicago to Dulles Intl

KAYAK's recommended round-trip deals from the most popular airlines that fly from Chicago to Dulles Intl.
Discover the best prices for you by selecting your travel dates on KAYAK.
United Airlines Logo
10:50 am - 1:49 pmORD-IAD
1h 59mnonstop
United Airlines Logo
8:30 am - 9:43 amIAD-ORD
2h 13mnonstop
$161United Airlines
Find Deal
Tue, Jul 1 - Wed, Jul 2
Frontier Logo
10:48 am - 4:34 pmMDW-IAD
4h 46m1 stop
Frontier Logo
3:32 pm - 11:47 pmIAD-MDW
9h 15m1 stop
$170Frontier
Find Deal
Sat, May 17 - Mon, May 19
Frontier Logo
6:00 am - 2:23 pmORD-IAD
7h 23m1 stop
Frontier Logo
7:45 am - 6:50 pmIAD-ORD
12h 05m1 stop
$170Frontier
Find Deal
Thu, May 15 - Wed, May 21
United Airlines Logo
9:31 pm - 12:30 amORD-IAD
1h 59mnonstop
United Airlines Logo
6:48 am - 8:02 amIAD-ORD
2h 14mnonstop
$195United Airlines
Find Deal
Sat, May 24 - Mon, May 26
Delta Logo
1:08 pm - 5:37 pmMDW-IAD
3h 29m1 stop
Delta Logo
6:00 am - 8:40 amIAD-MDW
3h 40m1 stop
$197Delta
Find Deal
Sat, May 24 - Sun, May 25
Delta Logo
5:15 pm - 10:54 pmORD-IAD
4h 39m1 stop
Delta Logo
6:00 am - 9:18 amIAD-ORD
4h 18m1 stop
$197Delta
Find Deal
Sat, May 24 - Sun, May 25
Allegiant Air Logo
9:12 am - 1:55 pmMDW-IAD
27h 43m1 stop
Allegiant Air Logo
3:58 pm - 7:15 amIAD-MDW
16h 17m1 stop
$236Allegiant Air
Find Deal
Fri, Jun 20 - Sun, Jun 22
American Airlines Logo
9:22 am - 5:11 pmORD-IAD
6h 49m1 stop
American Airlines Logo
8:14 pm - 11:57 pmIAD-ORD
4h 43m1 stop
$251American Airlines
Find Deal
Sat, Jun 21 - Wed, Jun 25
American Airlines Logo
7:05 am - 12:38 pmORD-IAD
4h 33m1 stop
American Airlines Logo
8:14 pm - 11:57 pmIAD-ORD
4h 43m1 stop
$252American Airlines
Find Deal
Sat, Jun 21 - Sat, Jun 21
Allegiant Air Logo
8:36 pm - 8:53 pmMDW-IAD
23h 17m2 stops
Allegiant Air Logo
3:58 pm - 7:15 amIAD-MDW
16h 17m1 stop
$256Allegiant Air
Find Deal
Fri, Jun 13 - Sun, Jun 15
Expert advice

Expert advice for your flight from Chicago to Dulles Intl

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-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.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airports
ORD

For quick access to downtown, take the CTA Blue Line from ORD. It runs 24/7 and avoids traffic delays.

Read more about ORDby Stefanie Waldek
IAD

Use the Silver Line Metro from IAD for a 50-minute ride to downtown D.C. It's a cost-effective option.

Read more about IADby Stefanie Waldek
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on ORD and IAD

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Useful Info

KAYAK's insights & trends for Chicago to Dulles Intl flights

Get data-powered insights and trends into flights from Chicago to Dulles Intl to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago to Washington, D.C. Dulles Intl Airport flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Chicago to Washington, D.C. Dulles Intl Airport.

Our data shows that the cheapest route for a return flight from Chicago to Washington, D.C. Dulles Intl Airport cost $229 and was between Chicago O'Hare Intl Airport (ORD) and Washington, D.C. Dulles Intl Airport (IAD). On average, the best prices are found if you fly this route. The average price for a return flight for this route is $229.

What’s the cheapest day of the week to fly from Chicago to Washington Dulles Airport?

The average price of all round-trip flights from Chicago to Washington, D.C. Dulles Intl Airport clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Chicago to Washington Dulles Airport, look for departures on Fridays and avoid leaving on a Tuesday, as it's usually the priciest day. When flying back from Washington Dulles Airport, Friday is the cheapest day to fly and Monday is the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Washington, D.C. Dulles Intl Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to Washington, D.C. Dulles Intl Airport is August, where tickets cost $260 (return) on average. On the other hand, the most expensive months are December and June, where the average cost of round-trip tickets is $373 and $342 respectively.

Can I save money by flying with a layover from Chicago to Washington, D.C. Dulles Intl Airport?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $558 on average.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Washington, D.C. Dulles Intl Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago to Washington, D.C. Dulles Intl Airport, you should book around 4 weeks before departure. For the absolute cheapest price, our data suggests you should book 4 weeks before departure.

Good to know

Low seasonFebruary
High seasonJune
Cheapest flight$81
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 11% increase in price.
Flight from Chicago O'Hare Airport to Washington Dulles Airport

When to book flights from Chicago to Dulles Intl

Are your dates flexible? Find out the best times to travel from Chicago to Dulles Intl based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago to Washington Dulles Airport flights

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

    In the last 3 days, the lowest price for a flight from Chicago to Washington, D.C. Dulles Intl Airport was $81 for a one-way ticket and $161 for a round-trip.

  • Do I need a passport to fly between Chicago and Washington Dulles Airport?

    A passport is not required to fly from Chicago to Washington Dulles Airport.

  • Which airports will I be using when flying from Chicago to Washington Dulles Airport?

    Chicago has 2 major airports: Chicago Midway and Chicago O'Hare Intl. Washington, D.C. Dulles Intl is the only airport in Washington Dulles Airport. You’ll usually find the cheapest deals if you fly from Chicago O'Hare Airport.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to Washington Dulles Airport?

    American Airlines, Finnair, Iberia, and British Airways offer inflight Wi-Fi service on the Chicago to Washington Dulles Airport flight route.

  • Which aircraft models fly most regularly from Chicago to Washington Dulles Airport?

    The Boeing 737-900 is the aircraft model that flies most regularly on the Chicago to Washington Dulles Airport flight route.

  • Which airline alliances offer flights from Chicago to Washington Dulles Airport?

    Star Alliance is the only airline alliance operating flights between Chicago and Washington Dulles Airport.

  • On which days can I fly direct from Chicago to Washington Dulles Airport?

    There are nonstop flights from Chicago to Washington Dulles Airport on a daily basis.

  • Which is the best airline for flights from Chicago to Washington, D.C., United Airlines or Frontier?

    The two airlines most popular with KAYAK users for flights from Chicago to Washington, D.C. are United Airlines and Frontier. With an average price for the route of $311 and an overall rating of 7.4, United Airlines is the most popular choice. Frontier is also a great choice for the route, with an average price of $177 and an overall rating of 5.9.

  • How does KAYAK find such low prices on flights from Chicago to Washington Dulles Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Washington Dulles Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Washington Dulles Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Washington Dulles Airport from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Washington Dulles Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Washington Dulles Airport with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Washington Dulles Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Washington Dulles Airport from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago to Washington, D.C. Dulles Intl Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $149 or less one-way and $358 or less round-trip.

Prefer to fly direct from Chicago to Washington Dulles Airport?

Find which airlines fly direct from Chicago to Washington, D.C. Dulles Intl Airport, which days they fly and book direct flights.

Direct departures

Chicago to Washington, D.C. Dulles Intl

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights

Direct returns

Washington, D.C. Dulles Intl to Chicago

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights
See more direct flights

Top airlines flying from Chicago to Dulles Intl

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Washington, D.C.. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Dulles Intl? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 8696 reviews
7.3Comfort
7.7Boarding
7.1Entertainment
8.1Crew
6.6Food
Airline reviews

Mostly the experience was good except for the flight changes made by UA which meant longer layover in DC

10.0 ExcellentAnonymous, Mar 2025GUA - IAD
Read more United Airlines reviews

Mostly the experience was good except for the flight changes made by UA which meant longer layover in DC

Terrible. First of all we were delayed 4 3/4 hours departing Honolulu. As we had to leave our condo and the rental car had to be returned we had to go to the airport. Even though we had a business class boarding pass to Washington, since we did not have business class to Montreal we could not access the lounge without paying a $59 fee each. This does not make sense to us. Since we could not meet our original connection United booked us to Montreal via New York LaGuardia on Air Canada. In Washington a further delay got us into LaGuardia too late to make our connection to Montreal so we were booked on another Air Canada flight 3 hours later. We were originally scheduled to arrive in Montreal at 10:40 and arrived at 19:55. A totally exhausting day, United did not offer a meal voucher or any type of compensation. Air Canada did give us a digital meal voucher. The food in United business class is poor among all meals offered. The pods look nice but are not that confortable. Overall would not fly on United again.

Change cabin crew assisting business class. Not taking care, ignoring requests and calls. Never had such an experience in business class.

United left one of our bags back in SFO but that’s not my real complaint. The complaint is how it all went down. So we checked in the day before online and were told we could use the quick drop for luggage. So the next day I used baggage quick drop curbside at SFO. The agent mistakenly didn't tag my bag as he put my bag on the conveyor belt untagged. We immediately alerted him he had not tagged the bag. I walked with him to the baggage service office to find my bag and tag it. We waited outside the office for 10 mins. He came out and said everything was ok and the bag was going to be tagged and on my flight. We received a text that one of our bags was on the flight but the other was not. I alerted my first class flight attendant immediately upon boarding the flight. She was helpful and said she’d get it sorted out right away. She called over the gate agent. The gate agent used my bag number and looked over information on her device. She said my bag was on the flight. The flight attendant was standing with her, looking at the device, and also said “yep it’s on the flight”. During the flight the flight attendant made reference to how reassuring it must feel knowing the bag was on the flight. Upon arriving to IAD we received a text that my bag was not on my flight. The text said my bag would arrive to my final destination LIS 24 hrs late. I understand that mistakes happen. I was totally ok with my bag mistakenly not getting tagged at the quick drop. I was fine with walking down to baggage services to tag my bag. But, what I am not ok with is that the United staff said they fixed the mistake two different times, assuring me twice that my bag would be/was on the plane…and it wasn’t. I expected better attention by the employees, for them to do what they said they were going to do. We also spent extra money to upgrade our seats to first class, including the entire return leg from Lisbon to San Francisco because we wanted a smoother and more relaxing travel experience. Our money was not well spent. We will not be using United for travel going forward.

The flight was delayed, it took longer than anticipated because of weather, and they broke my luggage.

Horrifying! And I am almost 2 million miles with United. Late by 3 1/2 hours. Worst: after two hours on the plane waiting, they decided that one of the tires had been damaged and then decided to change it. Another hour and a half to change the tire!!!!! NO EXCUSE FOR THIS. The crew didn't even offer a glass of water until we had been on the plane for FIVE hours. This is the worst airline in the world. I'm simply stuck because they fly on the only routes I need.

Gate got changed about 4 times. Very confusing and very crowded. If you don’t have wifi to help get updates, you can be in deep trouble.

Attendants zipped through cabin so fast hardly anyone got the water they told us we could have in the short flight. Nothing else was offered.

Sucks ! All three flights I was on this trip were delayed.

The flight attendants were unhelpful. It was a packed flight, and usually a flight attendant would help find a spot in the bin for your carry on or shift things around. Neither made any effort to do so. Also, I had to then check my bag. I was told it would be on the carousel in YYZ, but it came up on the jetway. So lucky I saw others standing around for their bags. I would have walked straight past this and on to the carousel. They could have at least told me that they had given me wrong information. Very unsatisfactory.

The reps working at the airport counter were dumber than a second coat of paint.

My costume jewelry was stolen out of my bag. Got to airport and my bag weighed 45 pounds- 5 pounds over cost me $100 Long lines in tier one. No entertainment No WiFi no free drinks or snacks

Not very good. Paid in excess of $400 for assigned seating for my family and that was not provided. I want that money back.

The seats were hard molded plastic covered in plastic vinyl. And the scam to charge people extra to sit together. Don’t they know we can just ask someone to trade seats. And watching the staff separate young children from parents… super classy. We had to guilt them into offering up our seats. This companies policies suck. Don’t give them your money.

The seats were awful, hard plastic covered in sheet vinyl. The airline tries to scam you into paying extra to get seat together when the flight wasn’t full. They were going to separate a family with young children but my wife who had a row to herself gave up her seat so the young mom could be with her young boys. I’m never giving this airline my money again.

It was a short flight so no food or entertainment….

Seats are uncomfortable but price is good. Guess I can put up with misery for four hours.

I’ve never traveled on Frontier before. If you want basic, no frills, friendly service at great prices then give them a fly!

Cancelled and declined to find alternatives Earlier flight is 2 days later Sent the cancellation notification very late, wish I knew earlier would have stayed to watch the Miami open final game Very disappointing service

The worst flight of my life. Never will I fly frontier again

Everything you need to know for your flight from Chicago to Dulles Intl

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