CHI - IAD

$102 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 5/15. 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
1 adult, Economy, 0 bags

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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Everything you should know

Cheapest round-trip
$210
Frontier
Sat 6/13Tue 6/16
MDW - IAD • 1 stop
Cheapest non-stop
$215
Typical prices: $460-$252
United Airlines
Tue 5/26Tue 5/26
ORD - IAD • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
Use the Silver Line Metro from IAD for easy downtown access.
For early flights from ORD, visit the 24-hour Dunkin'.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from $210 (round-trip)
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with United Airlines. Average duration is 2h 01m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
Cheapest
Most popular
Insights
Insights
Insights
Insights
Avoid delays
Most punctual • 82% on-time
Best time • Fewest delays
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $193 (round-trip)
Shortest trip • 3h 20m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 47% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 34% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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We hope you love your trip to Dulles Intl!
Flight Deals
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Expert advice
Flight Deals

Cheap Flights from Chicago to Dulles Intl (CHI-IAD)

 
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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Dulles Intl

Sat, Jun 13 - Tue, Jun 16
Frontier Logo
6:00 am - 4:00 pm
MDW
-
IAD
9h 00m
1 stop
Frontier Logo
11:24 am - 10:11 pm
IAD
-
MDW
11h 47m
1 stop
$210Frontier
Fri, May 22 - Mon, May 25
Frontier Logo
8:05 am - 7:50 pm
ORD
-
IAD
10h 45m
1 stop
Frontier Logo
6:22 pm - 12:37 pm
IAD
-
ORD
19h 15m
1 stop
$210Frontier
Tue, Apr 21 - Wed, Apr 29
Multiple Airlines Logo
10:45 am - 12:36 am
ORD
-
IAD
12h 51m
1 stop
Multiple Airlines Logo
6:20 am - 5:11 pm
IAD
-
ORD
11h 51m
2 stops
$211Multiple Airlines
Thu, May 14 - Sat, May 16
Multiple Airlines Logo
1:59 pm - 11:09 pm
ORD
-
IAD
8h 10m
1 stop
Multiple Airlines Logo
5:26 pm - 12:04 pm
IAD
-
ORD
19h 38m
2 stops
$212Multiple Airlines
Sat, May 16 - Sun, May 17
Frontier Logo
6:00 am - 4:21 pm
MDW
-
IAD
9h 21m
1 stop
Frontier Logo
7:27 pm - 3:57 pm
IAD
-
MDW
21h 30m
1 stop
$212Frontier
Thu, Jun 4 - Mon, Jun 8
Multiple Airlines Logo
1:50 pm - 11:09 pm
ORD
-
IAD
8h 19m
1 stop
Multiple Airlines Logo
2:52 pm - 11:13 pm
IAD
-
ORD
9h 21m
2 stops
$213Multiple Airlines
Tue, Apr 28 - Wed, Apr 29
Delta Logo
6:38 pm - 11:03 pm
MDW
-
IAD
3h 25m
1 stop
Delta Logo
6:00 am - 8:47 am
IAD
-
MDW
3h 47m
1 stop
$217Delta
Tue, Jun 2 - Tue, Jun 2
Delta Logo
5:30 am - 11:42 am
ORD
-
IAD
5h 12m
1 stop
Delta Logo
5:21 pm - 8:14 pm
IAD
-
ORD
3h 53m
1 stop
$217Delta
Wed, May 6 - Mon, May 11
United Airlines Logo
4:25 pm - 7:28 pm
ORD
-
IAD
2h 03mnonstop
United Airlines Logo
6:15 am - 7:26 am
IAD
-
ORD
2h 11mnonstop
$218United Airlines
Thu, May 14 - Mon, May 18
United Airlines Logo
9:35 pm - 12:33 am
ORD
-
IAD
1h 58mnonstop
United Airlines Logo
10:30 pm - 11:44 pm
IAD
-
ORD
2h 14mnonstop
$219United Airlines
Booking Insights

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.

How much is a round-trip flight from Chicago to Washington, D.C. Dulles Intl Airport?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to Washington, D.C. Dulles Intl Airport departing in June.

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

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Chicago to Washington, D.C. Dulles Intl Airport costs $297 on the route between Chicago O'Hare Intl Airport (ORD) and Washington, D.C. Dulles Intl Airport (IAD). It is also the most popular route.

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 Sunday, 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 September, where tickets cost $210 (return) on average. On the other hand, the most expensive months are January and March, where the average cost of round-trip tickets is $432 and $423 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 $265 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, which saves you about 47% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 16 weeks before departure.

Expert advice

Expert advice for your flight from Chicago to Dulles Intl

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on ORD and IAD

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.

Good to know

Low seasonJanuary
Cheapest flight$102
Best time to beat the crowds but there is an average 35% increase in price.
Most popular time to fly and prices are also 16% lower on average.
Flight from Chicago Midway 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 $102 for a one-way ticket and $210 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 Midway Airport.

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

    American Airlines, Finnair, British Airways, and Iberia 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 787 Dreamliner 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 $315 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 $175 and an overall rating of 5.7.

  • 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 $198 or less one-way and $522 or less round-trip.

Prefer to fly direct from Chicago to Washington Dulles Airport?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago to Washington, D.C. Dulles Intl.
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

Reviews of the 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 9562 reviews
7.1Entertainment
8.1Crew
6.6Food
7.7Boarding
7.3Comfort
Airline reviews

I liked that it was on time, however, the food was not good.

8.0 ExcellentAnonymous, Apr 2026
HND - IAD
Read more United Airlines reviews

I liked that it was on time, however, the food was not good.

Offered to check carry on to final destination. This is the most absurd thing in the world. I'm carrying on because I need what is in the carry-on. I'm okay with picking up at next stop but then I will be on much larger plane that can accommodate it. Also, if there is ever a change to your flight. Go to the airport and have the people there fix your ticket. Don't do it over the phone or online with United they screwed us up and ended up with flights for our last leg that took off before our first leg.

United is one airline which regardless of how many separate United tickets in existence, if one flight breaks down, the airline will take care of all the flights.

It was okay, the food was good, but after the landing there was not enough time for luggage and security to catch a connection. It was crowded on board.

When I went to check in at the United counter in Barcelona, Spain I had 2 different menat 2 different times in United uniforms (standing around with a couple other employees) ask me if I was traveling alone. The one man asked me 3 different ways if I was traveling alone. I am, 68 yeaers old and have all my faculties. I thought it was weird and it made me feel very uncomfortable. What difference does it make if I was traveling alone or with someone? What if I was a recent widow? That would have been horrible. They never gave me a reason why they needed to know who I was traveling with. I was hesitant to question them because I needed to be on that flight.

We were delayed for about an hour from taking off due to traffic control procedures at the destination airport. But once in the air, the flight went well. The crew members were great and provided cabin service despite moderate turbulence during much of the flight.

Crew was great. 2 1/2 hour delay was due to staff needing "rest" was avoidable and self inflicted as United not willing to hire enough crew to keep flight on time.. Ridiculous. The crew and the passengers both suffered due to this.

Fine not above and beyond as I had a connection that was delayed due to maintenance

Bad food, bad service, cold cabin with no additional blankets when asked for (they told me they don’t provide additional blankets). I’m a frequent traveler and this is one of the worst companies I traveled with (by the way I thought that I booked my ticket with Lufthansa but I didn’t see that the flights were handled by United).

Great other than a couple very drunk guys that for a while kept bumping my seat from behind. The staff did their best to control them. Even refused serving them alcohol and allowed the gal sitting next to them to move.

They switched our terminal 3 times and we were delayed for four plus hours!!!

It was an early flight and most people napped/slept and the crew let us which was nice.

The crew acted like they had never done this and kept barking passive aggressive orders at people. + the security line + the delay + sitting on the tarmac for 2 hours + none of the apps or signage updating with correct times

More inflight connection. And leg space is horrible. And the paying for baggage I'd ridiculous!!!

My flight was originally from SAT to MCO connecting from MCO to ORD. We got diverted to ATL and than Frontier staff there was sooo un helpful first they said they couldn’t give us any accommodation since our flight first got delayed that cancelled and now it’s 221am and I am still in ATL since they said they need to create a new flight my final destination is ORD and I have been delayed twice and cancelled. With no real help the frontier app didn’t work no email updates over all such a horrible experience

There's no seats that lean back with little leg space i wad uncomfortable the entire flight. Your charges for extra baggage is despicable and costly!!

Remind customers of the need to have passport or new ID for boarding.

Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!

The flight never took off and we spent 7 hours at the airport

Gate not determined until I got to the airport - hard to plan the trip to the airport.

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

Information on your arrival and departure airports