CHI - IAD

$105 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 7/15. 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
$228
Delta
Tue 8/11Thu 8/13
MDW - IAD • 1 stop
Cheapest non-stop
$237
Typical prices: $406-$299
United Airlines
Thu 7/2Tue 7/7
ORD - IAD • Non-stop
Top airlines
Cheapest • from $228 (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 04m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
Cheapest
Most popular
Insights
Insights
Insights
Insights
Avoid delays
Most punctual • 81% on-time
Best time • Fewest delays
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $200 (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 49% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 35% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Dulles Intl!
Flight Deals
Booking Insights
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

Tue, Aug 11 - Thu, Aug 13
Delta Logo
9:24 am - 4:38 pm
MDW
-
IAD
6h 14m
1 stop
Delta Logo
6:00 am - 9:59 am
IAD
-
MDW
4h 59m
1 stop
$228Delta
Sat, Sep 12 - Tue, Sep 15
Delta Logo
5:45 pm - 10:59 pm
ORD
-
IAD
4h 14m
1 stop
Delta Logo
5:08 pm - 8:22 pm
IAD
-
ORD
4h 14m
1 stop
$228Delta
Wed, Jun 24 - Tue, Jun 30
Frontier Logo
12:04 pm - 11:17 pm
MDW
-
IAD
10h 13m
1 stop
Frontier Logo
11:24 am - 10:11 pm
IAD
-
MDW
11h 47m
1 stop
$230Frontier
Tue, Jun 23 - Tue, Jun 30
Frontier Logo
1:29 pm - 11:17 pm
ORD
-
IAD
8h 48m
1 stop
Frontier Logo
11:24 am - 7:50 pm
IAD
-
ORD
9h 26m
1 stop
$230Frontier
Tue, Aug 4 - Thu, Aug 6
Delta Logo
6:42 pm - 11:26 pm
MDW
-
IAD
3h 44m
1 stop
Delta Logo
6:10 am - 9:17 am
IAD
-
MDW
4h 07m
1 stop
$231Delta
Tue, Aug 4 - Thu, Aug 6
Delta Logo
5:20 pm - 11:26 pm
ORD
-
IAD
5h 06m
1 stop
Delta Logo
6:10 am - 10:42 am
IAD
-
ORD
5h 32m
1 stop
$231Delta
Tue, Jun 30 - Sat, Aug 29
Frontier Logo
12:27 pm - 11:17 pm
MDW
-
IAD
9h 50m
1 stop
Frontier Logo
11:11 am - 10:11 pm
IAD
-
MDW
12h 00m
1 stop
$235Frontier
Thu, Jul 2 - Tue, Jul 7
United Airlines Logo
11:07 am - 2:12 pm
ORD
-
IAD
2h 05mnonstop
United Airlines Logo
1:15 pm - 2:29 pm
IAD
-
ORD
2h 14mnonstop
$237United Airlines
Thu, Sep 3 - Mon, Sep 7
United Airlines Logo
10:50 am - 1:55 pm
ORD
-
IAD
2h 05mnonstop
United Airlines Logo
10:35 am - 11:53 am
IAD
-
ORD
2h 18mnonstop
$239United Airlines
Sat, Aug 8 - Sat, Aug 15
United Airlines Logo
6:12 pm - 9:22 pm
ORD
-
IAD
2h 10mnonstop
United Airlines Logo
8:20 am - 9:38 am
IAD
-
ORD
2h 18mnonstop
$242United 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 August.

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 $264 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, Thursday 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 October, where tickets cost $80 (return) on average. On the other hand, the most expensive months are April and May, where the average cost of round-trip tickets is $161 and $161 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 $291 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 49% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 15 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$105
Best time to beat the crowds but there is an average 34% increase in price.
Most popular time to fly and prices are also 8% 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 7 days, the lowest price for a flight from Chicago to Washington, D.C. Dulles Intl Airport was $105 for a one-way ticket and $228 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, Iberia, Finnair, 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 $333 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 $179 and an overall rating of 5.6.

  • 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 $166 or less one-way and $407 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 9751 reviews
7.1Entertainment
7.3Comfort
8.1Crew
7.7Boarding
6.6Food
Airline reviews

MY FAMILY'S LUGGAGE WAS LOST FROM ROME TO BARI. I WAS THE ONLY ONE THAT RECEIVED MY LUGGAGE FROM ROME TO BARI. AFTER DEPLANING IN BARI, WE WASTED A LOT OF TIME AT BAG CLAIMS LOST AND FOUND REPORTING THE CLAIM AND PLEADING FOR THE BAGS TO BE DELIVERED THE NEXT DAY. WE WERE TOLD THAT IT TAKES 3 DAYS MINIMUM TO DELIVER. MY DAUGHTER AND MY GIRLFRIEND NEEDED THEIR PERSONAL THINGS AND WE WERE STAYING 3 HOURS AWAY FROM THE BARI AIRPORT. WE HAD TO DRIVE 3 HOURS TO THE AIRPORT TO COLLECT OUR LOST LUGGAGE THE NEXT DAY. WE ARE NOT HAPPY WITH THE EXPERIENCE

2.0 MediocreChris, May 2026
AUS - IAD
Read more United Airlines reviews

MY FAMILY'S LUGGAGE WAS LOST FROM ROME TO BARI. I WAS THE ONLY ONE THAT RECEIVED MY LUGGAGE FROM ROME TO BARI. AFTER DEPLANING IN BARI, WE WASTED A LOT OF TIME AT BAG CLAIMS LOST AND FOUND REPORTING THE CLAIM AND PLEADING FOR THE BAGS TO BE DELIVERED THE NEXT DAY. WE WERE TOLD THAT IT TAKES 3 DAYS MINIMUM TO DELIVER. MY DAUGHTER AND MY GIRLFRIEND NEEDED THEIR PERSONAL THINGS AND WE WERE STAYING 3 HOURS AWAY FROM THE BARI AIRPORT. WE HAD TO DRIVE 3 HOURS TO THE AIRPORT TO COLLECT OUR LOST LUGGAGE THE NEXT DAY. WE ARE NOT HAPPY WITH THE EXPERIENCE

There were no facilities in the middle of the aircraft and premium economy was not allowed to use the business class facilities, and had to share the only two toilets at the back with economy. The upgrade to Premium was definitely not worth it

Our flight to Rome, Italy was cancelled the day of and we were never informed. We only found out because I was trying to get into my husbands account and called to get his account number. Had to pay more for worse seating on another airline.

The economy seat was much less comfortable for an international flight in terms of recline and moving space when food tray is expanded. Per entertainment, it would be amazing if I could connect my Bluetooth headset or ear phones to the entertainment screen. Or provide in-flight wifi to connect directly from my own device.

We were a little disappointed to not be able to complete check in online without uploading pics of passports. Also we have KTN's and they weren't on our boarding passes when we got to security. Had to trek back to counter to have them fix.

Excellent service in Polaris class IAD to ZRH. Arrived rested and well fed after the overnight flight.

It's a short hop. My carryon was checked at the gate, I didn't have to drag it all over the airport. Excellent wheelchair assist.

Was great in general, try to respect time and excuses when slight changes have been made, appreciated!

Terrific in every way. On time, professional staff, multiple movie options to select, great food and drink.

My bags were misplaced!!! Im in a foreign country with no bags

There weren't enough employees at check in took awhile to get bags checked. There wasn't a wheel chair for me, I was sent to someone who turns out to work for a different airline, if My flight hadn't been delayed I probably would have missed my flight as it was, by the time I arrived at my gate, they started boarding in about 15 minutes. I don't know who took me to my gate, definitely was not the normal people who take passengers to the gate. I'm guessing she may have been in a management position. I wish I knew her name, she went beyond to help me. With that said everyone was kind, and were doing the best they could. So, I choose to say it was an Adventure, stressful start, but good. In the end went well. The situation was not only difficult for passengers but the employee's.

The staff at the check in counter was so rude. Made you feel Incompetent

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

They didn’t offer a water, even after I asked

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.

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

Information on your arrival and departure airports