IAD - ORD

$101 Find Cheap Flights from Washington Dulles Airport to Chicago O'Hare 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 Dulles Intl to O'Hare Intl departing on 6/10. 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 Chicago O'Hare Intl Airport

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

Cheapest round-trip
$226
Typical prices: $457-$264
Frontier
Wed 5/27Tue 6/2
IAD - ORD • 1 stop
Cheapest non-stop
$231
Typical prices: $467-$276
United Airlines
Wed 6/3Mon 6/8
IAD - ORD • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
Use the AeroTrain for quick terminal transfers at IAD.
The CTA Blue Line from ORD offers a 45-minute downtown ride.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from $226 (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 16m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top layover airports
Cheapest • Avg $220 (round-trip)
Shortest trip • 4h 11m (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 55% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 21% 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 O'Hare Intl!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Dulles Intl to O'Hare Intl (IAD-ORD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Dulles Intl to O'Hare 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 Dulles Intl to O'Hare Intl

Wed, May 27 - Tue, Jun 2
Frontier Logo
6:22 pm - 12:37 pm
IAD
-
ORD
19h 15m
1 stop
Frontier Logo
9:37 pm - 4:22 pm
ORD
-
IAD
17h 45m
2 stops
$226Frontier
Wed, May 27 - Sat, May 30
Delta Logo
6:00 am - 10:29 am
IAD
-
ORD
5h 29m
1 stop
Delta Logo
12:00 pm - 8:02 pm
ORD
-
IAD
7h 02m
1 stop
$228Delta
Fri, Jun 12 - Thu, Jun 18
Frontier Logo
11:17 am - 7:50 pm
IAD
-
ORD
9h 33m
1 stop
Frontier Logo
1:29 pm - 11:22 pm
ORD
-
IAD
8h 53m
1 stop
$230Frontier
Fri, Jun 19 - Fri, Jun 26
Frontier Logo
8:57 pm - 8:03 am
IAD
-
ORD
12h 06m
1 stop
Frontier Logo
1:29 pm - 11:22 pm
ORD
-
IAD
8h 53m
1 stop
$231Frontier
Tue, Jun 9 - Fri, Jul 10
Frontier Logo
7:30 am - 7:53 pm
IAD
-
ORD
13h 23m
1 stop
Frontier Logo
8:05 pm - 3:51 pm
ORD
-
IAD
18h 46m
2 stops
$232Frontier
Thu, Jun 11 - Tue, Jun 16
United Airlines Logo
8:15 am - 9:36 am
IAD
-
ORD
2h 21mnonstop
United Airlines Logo
8:40 am - 11:52 am
ORD
-
IAD
2h 12mnonstop
$233United Airlines
Sun, May 24 - Thu, Jun 4
Frontier Logo
8:47 pm - 6:24 am
IAD
-
ORD
10h 37m
1 stop
Frontier Logo
6:55 am - 4:21 pm
ORD
-
IAD
8h 26m
1 stop
$234Frontier
Tue, May 26 - Thu, Jun 4
Frontier Logo
11:07 am - 7:41 pm
IAD
-
ORD
9h 34m
1 stop
Frontier Logo
6:55 am - 4:21 pm
ORD
-
IAD
8h 26m
1 stop
$235Frontier
Wed, May 27 - Fri, May 29
Frontier Logo
11:07 am - 7:41 pm
IAD
-
ORD
9h 34m
1 stop
Frontier Logo
6:55 am - 5:27 pm
ORD
-
IAD
9h 32m
1 stop
$236Frontier
Tue, Jun 30 - Tue, Jul 7
United Airlines Logo
10:20 pm - 11:31 pm
IAD
-
ORD
2h 11mnonstop
United Airlines Logo
1:30 pm - 4:30 pm
ORD
-
IAD
2h 00mnonstop
$237United Airlines
Booking Insights

KAYAK's insights & trends for Dulles Intl to O'Hare Intl flights

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

How much is a round-trip flight from Washington, D.C. Dulles Intl Airport to Chicago O'Hare 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 Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport departing in May.

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

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

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

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Washington, D.C. Dulles Intl Airport to Chicago O'Hare 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 Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport is August, where tickets cost $296 (return) on average. On the other hand, the most expensive months are March and January, where the average cost of round-trip tickets is $539 and $463 respectively.

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

No, with an average price for the route of $372, prices are generally cheapest when you fly direct.

How far in advance should I book a flight from Washington, D.C. Dulles Intl Airport to Chicago O'Hare 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 Washington, D.C. Dulles Intl Airport to Chicago O'Hare 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 Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport, you should book around 4 weeks before departure, which saves you about 55% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 17 weeks before departure.

Expert advice

Expert advice for your flight from Dulles Intl to O'Hare 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 seasonFebruary
Cheapest flight$101
Best time to beat the crowds but there is an average 11% increase in price.
Most popular time to fly and prices are also 18% lower on average.
Flight from Washington Dulles Airport to Chicago O'Hare Airport

When to book flights from Dulles Intl to O'Hare Intl

Are your dates flexible? Find out the best times to travel from Dulles Intl to O'Hare 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 Washington Dulles Airport to Chicago O'Hare Airport flights

  • Which airlines have their hub at O’Hare International Airport?

    Consider booking flights from Washington Dulles Airport to Chicago O’Hare with American Airlines, United Airlines, or Spirit Airlines. O’Hare International Airport (ORD) is a hub for United Airlines and American Airlines and is an operating base for Spirit Airlines. Flying with these three carriers gives you more flight options to ORD, and you can easily connect to other cities from the destination airport. American Airlines and Spirit Airlines operate out of Terminal 3, while United Airlines operates from Terminal 1.

  • Which airlines from Washington Dulles Airport to Chicago O’Hare Airport offer the Unaccompanied Minor Service?

    Delta Air Lines requires children aged five to 14 to use the Unaccompanied Minor Service when flying to ORD from IAD alone. It is also available for those aged from 15 to 17 on request. The accompanying guardian should also show a photo ID with their address, phone number, and the pick-up adult’s address, contact, and name at check-in.

  • Which airlines from Washington Dulles to Chicago O’Hare have accessible services for reduced-mobility passengers?

    Differently-abled travelers can book flights from Washington Dulles Airport (IAD) to Chicago O’Hare Airport (ORD) with Alaska Airlines or United Airlines. The carrier’s seats have armrests to ease movement, and aircraft lavatories have handrails. In addition to wheelchair assistance, they provide baggage handling services. Low-vision passengers get braille and large-print reading materials on Alaska Airlines, while hard-of-hearing travelers get free headsets.

  • What is the carry-on policy for flights from Washington Dulles to Chicago O’Hare?

    Frontier allows one carry-on and a personal item like a computer bag or a backpack on flights from IAD to ORD. The carry-on should be at most 35 lb and 24 x 16 x 10 inches to fit in the overhead bin. The personal item should be no larger than 14 x 18 x 8 inches and fit beneath an airplane seat.

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

    In the last 3 days, the lowest price for a flight from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport was $101 for a one-way ticket and $226 for a round-trip.

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

    No, a passport isn't needed to fly from Washington Dulles Airport to Chicago O'Hare Airport. However, local authorities might ask for an official ID.

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

    Washington Dulles Airport and Chicago O'Hare Airport are both served by 1 main airport. You will leave Washington Dulles Airport from Washington, D.C. Dulles Intl and will be arriving at Chicago O'Hare Intl.

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

    American Airlines, Alaska Airlines, and Delta offer inflight Wi-Fi service on the Washington Dulles Airport to Chicago O'Hare Airport flight route.

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

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

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

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

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

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

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

    The two airlines most popular with KAYAK users for flights from Washington, D.C. to Chicago are United Airlines and Frontier. With an average price for the route of $375 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 $214 and an overall rating of 5.6.

  • How does KAYAK find such low prices on flights from Washington Dulles Airport to Chicago O'Hare 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 Washington Dulles Airport to Chicago O'Hare Airport.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago O'Hare Airport from Washington Dulles Airport 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 Washington Dulles Airport to Chicago O'Hare 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 Chicago O'Hare Airport with an airline and back to Washington Dulles Airport with another airline. Booking your flights between Washington Dulles Airport and ORD can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Washington Dulles Airport to Chicago O'Hare 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 Chicago O'Hare Airport from Washington Dulles Airport 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 Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $203 or less one-way and $364 or less round-trip.
  • If you are flying from Washington Dulles Airport (IAD) to O’Hare International Airport (ORD) with your kids, consider booking flights with Alaska Airlines. The airline has a Family Boarding program for fast-track boarding so you can get settled early.
  • Flights from IAD to ORD may have layovers, depending on your airline. United Airlines, Delta, American Airlines, and Alaska Airlines operate on this route, and they frequently stop at their operating bases or hubs, including Charlotte, San Francisco, Seattle, Detroit, and New Jersey.
  • Frontier and American Airlines are eco-friendly airlines that operate from IAD to ORD. Frontier has a young fuel-efficient fleet, and American Airlines has a carbon offset program that invests in carbon reduction projects.
  • You can fly First Class from IAD to ORD with American Airlines or United Airlines. United First passengers can access the United Club lounges in Terminal 1 near Gates B6 and B18. American Airlines First Class passengers get access to the American Airlines Admirals Club in Concourse G of ORD’s Terminal 3. Other perks include priority boarding and in-flight entertainment.
  • You can carry your pet on flights from IAD to ORD with American Airlines. The pet should be in an 18 x 11 x 11 inches kennel with enough room to move around. The total weight of the carrier plus pet should not exceed 20 lb.

Prefer to fly direct from Washington Dulles Airport to Chicago O'Hare Airport?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Washington, D.C. Dulles Intl to Chicago O'Hare Intl.
Find which airlines fly direct from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport, which days they fly and book direct flights.

Direct departures

Washington, D.C. Dulles Intl to Chicago O'Hare 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

Chicago O'Hare Intl 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

Reviews of the top airlines flying from Dulles Intl to O'Hare Intl

 
See real verified KAYAK customer reviews for airlines flying from Washington, D.C. to Chicago. 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 Dulles Intl to O'Hare 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 9700 reviews
8.1Crew
7.7Boarding
6.6Food
7.1Entertainment
7.3Comfort
Airline reviews

O’hsre taxi and deboarding took 40 minutes. Needed 20 minutes extra time between connecting flights to avoid running through terminal.

6.0 GoodAnonymous, May 2026
DEN - ORD
Read more United Airlines reviews

O’hsre taxi and deboarding took 40 minutes. Needed 20 minutes extra time between connecting flights to avoid running through terminal.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

boarded early to only find out that flight would sit at gate for 45 min to an hour. Landed in chicago and sat on runway for over an hour before got to gate. Total delay was extensive for a 45 min flight door to door.

The flight was significantly delayed. The inbound flight from EWR was delayed departing because of mechanical problems. My original departure from CLT was 5:28 pm but due to the delay of the inbound flight, after arrival, deplaning, cleaning, boarding, we did not push back from the gate until 9:00 pm. Once in the air, the flight was smooth and what was originally supposed to be an arrival in ORD at 7:30 pm local time turned out to be 9:35 pm.

The flight I was supposed to be on was supposed to take off at 1:50 from State College. It was delayed over and over and over again until somehow I had to rebook on a flight that was supposed to have left State College at 8 am that morning but didn't end up taking off until almost 6 pm. Not only was this completely unacceptable, the "token from United" was a 15 dollar meal voucher that has to be used by today. I would personally like some miles added to my account for this inconvenience. I was in transit for 8 hours from the time I arrive at State College Aiport to when I got home. I was supposed to be home at 3 pm and I returned at 8 pm. Unacceptable. I have not been on an on Time united flight in nearly 5 years.

newer aircraft, ability to connect my headset via blue tooth for entertainment.

Very comfortable flight, snacks and drinks were good, good communication from crew. Could have used a little more information on timing of boarding for group 5

Great flight. Got to watch a movie. Smooth flight and early arrival at ORD.

It was better than excellent. The staff in Mason City were great. The young woman that pushed my wheelchair did more than could be expected of her. She came from India 17 years ago. I don't remember her name.

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.

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

Everything you need to know for your flight from Dulles Intl to O'Hare Intl

Information on your arrival and departure airports