CHI - IAD

$88 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 4/21. 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
$181
Frontier
Wed 4/8Sat 4/25
MDW - IAD • 1 stop
Cheapest non-stop
$203
Typical prices: $267-$387
United Airlines
Sat 4/4Sat 4/18
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 $181 (round-trip)
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
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Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with United Airlines. Average duration is 1h 58m
Direct flights
Direct flights
+1
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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 $180 (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 50% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 27% price drop
Most popular
Good to know
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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

Wed, Apr 8 - Sat, Apr 25
Frontier Logo
2:56 pm - 12:36 am
MDW
-
IAD
8h 40m
1 stop
Frontier Logo
10:51 am - 6:37 pm
IAD
-
MDW
8h 46m
1 stop
$181Frontier
Wed, Apr 8 - Sat, Apr 11
Frontier Logo
4:34 pm - 12:36 am
ORD
-
IAD
7h 02m
1 stop
Frontier Logo
5:35 am - 11:08 am
IAD
-
ORD
6h 33m
1 stop
$181Frontier
Wed, May 13 - Tue, May 19
Multiple Airlines Logo
4:28 pm - 12:36 am
ORD
-
IAD
7h 08m
1 stop
Multiple Airlines Logo
6:20 am - 5:11 pm
IAD
-
ORD
11h 51m
2 stops
$182Multiple Airlines
Sat, Apr 11 - Sat, Apr 25
Delta Logo
9:35 am - 4:49 pm
MDW
-
IAD
6h 14m
1 stop
Delta Logo
10:40 am - 4:29 pm
IAD
-
MDW
6h 49m
1 stop
$183Delta
Thu, Apr 23 - Thu, Apr 30
Frontier Logo
4:28 pm - 12:36 am
ORD
-
IAD
7h 08m
1 stop
Frontier Logo
12:23 pm - 9:30 pm
IAD
-
ORD
10h 07m
1 stop
$183Frontier
Thu, Apr 23 - Thu, Apr 30
Frontier Logo
4:28 pm - 12:36 am
ORD
-
IAD
7h 08m
1 stop
Frontier Logo
12:23 pm - 9:30 pm
IAD
-
ORD
10h 07m
1 stop
$184Frontier
Tue, Apr 7 - Tue, Apr 14
Frontier Logo
5:05 am - 12:36 am
ORD
-
IAD
18h 31m
1 stop
Frontier Logo
6:05 am - 5:00 pm
IAD
-
ORD
11h 55m
1 stop
$185Frontier
Thu, Apr 9 - Sun, Apr 12
Frontier Logo
4:31 pm - 12:36 am
ORD
-
IAD
7h 05m
1 stop
Frontier Logo
2:24 pm - 8:17 am
IAD
-
ORD
18h 53m
1 stop
$187Frontier
Fri, May 8 - Sun, May 10
Frontier Logo
5:01 am - 9:54 am
ORD
-
IAD
27h 53m
1 stop
Frontier Logo
9:51 am - 10:44 am
IAD
-
ORD
25h 53m
1 stop
$188Frontier
Wed, Apr 1 - Tue, Apr 7
Frontier Logo
4:34 pm - 12:36 am
ORD
-
IAD
7h 02m
1 stop
Frontier Logo
3:15 pm - 10:39 pm
IAD
-
ORD
8h 24m
1 stop
$189Frontier
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 April.

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 $263 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 August, where tickets cost $229 (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 $387 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 $267 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 50% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 8 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$88
Best time to beat the crowds but there is an average 37% increase in price.
Most popular time to fly and prices are also 15% 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 $88 for a one-way ticket and $181 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?

    Finnair, American Airlines, 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 $310 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 5.7.

  • 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 $211 or less one-way and $516 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 9418 reviews
8.1Crew
7.3Comfort
7.1Entertainment
7.7Boarding
6.6Food
Airline reviews

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.

6.0 GoodOlga, Mar 2026
FRA - IAD
Read more United Airlines reviews

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.

Good crew. Boarding delays. Almost two hours wait for the bags in DC.

Unfortunately weather delayed our flight waiting for our plane to arrive and due to a little snow time was needed to deice the plane so departure was very delayed and I missed the connecting flight

It was great. There were some issues prior to takeoff. The weather was poor so we had to go through deicing, and we were delayed a bit by the pilots' concern about one of the engines, but that's aviation. The pilots handled everything with aplomb, and kept us apprised

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.

Our flight was canceled. I will never use Kayak nor Frontier for travel again. The entire experience was a headache.

Frontier.. nickel and dime add-ons. Flight late, on time, late again, last minute gate change, arrival gate required a shuttle to the terminal. They sure keep you guessing.. if you like a little chaos and airport anxiety, this is the airline for you!

This is my second time flying with Frontier. My current experience was very favorable. The staff from the gate to the plane was friendly, warm and professional. The food options lacked in my opinion. This area needs some attention in my opinion.

There was no food and no entertainment, so I'm not sure why these are even in the survey, as my understanding is frontier does not ever offer food without a few, not even a snack, and there are no screens so unless the flight safety talk is our entertainment why ask how we liked it?. One of the flight attendants say in the back of the plane as people filed in to their seats, yelling orders about where to put baggage and telling people to hurry up. It was the least professional experience I've ever had on a flight.

Very well recently! Frontier is improving and less harrassing customer on luggages! Positive!

Good for a budget airline! It was easy to get on, staff was really nice. Can’t say anything about the food or entertainment because it wasn’t available, which is fine.

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

Information on your arrival and departure airports