CHI - IAD

$71 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 2/25. 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
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
$152
Frontier
Fri 1/23Fri 1/30
MDW - IAD • 1 stop
Cheapest non-stop
$223
Typical prices: $264-$584
United Airlines
Sat 1/17Sun 1/18
ORD - IAD • Non-stop
Our travelers' advice
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
Frontier
Cheapest • from $163 (round-trip)
United Airlines
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top routes
ORD-IAD
Cheapest
ORD-IAD
Most popular
Insights
Insights
Insights
Insights
When to book
4 weeks
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 54% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
August
Cheapest • 23% price drop
June
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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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

Fri, Jan 23 - Fri, Jan 30
Frontier Logo
5:01 pm - 10:44 am
MDW
-
IAD
16h 43m1 stop
Frontier Logo
9:35 am - 7:52 pm
IAD
-
MDW
11h 17m1 stop
$152Frontier
Thu, Jan 29 - Sun, Feb 1
Frontier Logo
8:27 pm - 9:55 am
ORD
-
IAD
12h 28m1 stop
Frontier Logo
5:37 pm - 10:46 pm
IAD
-
ORD
6h 09m1 stop
$159Frontier
Fri, Jan 30 - Sun, Feb 1
Multiple Airlines Logo
9:23 am - 7:58 pm
ORD
-
IAD
9h 35m1 stop
Multiple Airlines Logo
5:37 pm - 10:46 pm
IAD
-
ORD
6h 09m1 stop
$160Multiple Airlines
Thu, Jan 22 - Mon, Jan 26
Multiple Airlines Logo
6:57 pm - 7:58 pm
ORD
-
IAD
24h 01m1 stop
Multiple Airlines Logo
5:33 pm - 11:22 am
IAD
-
ORD
18h 49m2 stops
$161Multiple Airlines
Thu, Jan 15 - Thu, Jan 22
Frontier Logo
6:20 am - 4:52 pm
ORD
-
IAD
9h 32m1 stop
Frontier Logo
11:37 am - 11:16 pm
IAD
-
ORD
12h 39m1 stop
$162Frontier
Thu, Feb 5 - Thu, Feb 12
Frontier Logo
6:20 am - 4:28 pm
MDW
-
IAD
9h 08m1 stop
Frontier Logo
11:44 am - 10:34 pm
IAD
-
MDW
11h 50m1 stop
$163Frontier
Thu, Jan 22 - Mon, Jan 26
Frontier Logo
5:40 am - 4:28 pm
ORD
-
IAD
9h 48m1 stop
Frontier Logo
5:33 pm - 10:46 pm
IAD
-
ORD
6h 13m1 stop
$163Frontier
Thu, Jan 22 - Thu, Jan 29
Frontier Logo
6:20 am - 4:28 pm
MDW
-
IAD
9h 08m1 stop
Frontier Logo
5:37 pm - 10:19 pm
IAD
-
MDW
5h 42m1 stop
$164Frontier
Thu, Jan 22 - Mon, Jan 26
Multiple Airlines Logo
6:57 pm - 7:58 pm
ORD
-
IAD
24h 01m1 stop
Multiple Airlines Logo
5:33 pm - 11:22 am
IAD
-
ORD
18h 49m2 stops
$164Multiple Airlines
Thu, Feb 19 - Sun, Feb 22
Frontier Logo
7:30 am - 7:20 am
MDW
-
IAD
22h 50m1 stop
Frontier Logo
11:43 am - 7:59 pm
IAD
-
MDW
9h 16m1 stop
$165Frontier
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 January.

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 $270 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 March and December, where the average cost of round-trip tickets is $349 and $345 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 $307 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 54% 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.
Airports
ORD

For early flights from ORD, consider the 24-hour Dunkin' in Terminal 3 for a quick breakfast option.

IAD

Use the Silver Line Metro from IAD for a convenient 50-minute ride to downtown D.C.

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

Good to know

Low seasonFebruary
Cheapest flight$74
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly with an average 1% 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 $71 for a one-way ticket and $152 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, and Finnair 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 $300 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 $592 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 9135 reviews
7.7Boarding
8.1Crew
6.6Food
7.1Entertainment
7.3Comfort
Airline reviews

The flight was delayed for 1:30 hours for maintenance issues. They should give more information about connecting flights. For a Business Cabin the Crew was mediocre.

6.0 GoodClaudia, Dec 2025
AMS - IAD
Read more United Airlines reviews

The flight was delayed for 1:30 hours for maintenance issues. They should give more information about connecting flights. For a Business Cabin the Crew was mediocre.

The food is terrible. The same pasta or chicken with bad taste and presentation

It was probably one of the worst flights I’ve been on. The restrooms were never cleaned or stocked. The food was very subpar, and i usually enjoy airline food, so I was disappointed. It was just all around a bad experience. The only saving grace was the flight attendants.

The only downside was my cell phone charger wouldn’t work in the charging port but everyone else’s would work in them all. My cell phone cable works fine in my hotel room in Frankfurt.

Very thoughtful flight attendant offered me water immediately since I had run to make my connection.

Great crew, excellent landing, good food. Over all great experience. Thank you!

One bag is incorrect and not acceptable for an international flight. The food was not just good. I won't fly with them again.

Not pleasant trip cross country when the entertainment and WiFi system not working. No entertainment for entirety of route. Staff was rather nonchalant in that they dismissed the problem due to age of plane. It would have been nice to know this up front so I could have come prepared to read or download movies before boarding Coincidentally or not, there was a similar issue with the entertainment system on my previous flight I took on my fist leg of the trip. There are no seat TVs, so you must rely on the app when it works. United can do better. Also, what use it it to pay for boarding group 2 when half of the passengers are in the same line as you?

Crew was dismissive. Snacks and refills not offered. Poor business class experience. Bed not comfortable compared to Emirates or BA.

Flight was delayed for 5 hours because crew didn’t have enough time to rest - this seems like it could have been avoided with better scheduling. Food was not good.

A 630departure flight Delayed 6hours! They changed my gate, I moved to the new gate. Had our flight on the screen for 12noon departure. I go get above to eat, check screen again and the flight was gone, no notice no announcement, nothing!! They sent my bag on the flight I wasn’t on, got it back to me 3days later. Thank goodness they did refund my money but I will NEVER fly them again.

Due to weather, my flight was delayed, further delayed, then canceled. I eventually got through to a support person who helped me find a different route out of MSP, but to get to DIA, they didn't want to, but eventually did help with the connection ticket purchase. But even this replacement flight was delayed time and time again, and I would have missed my connecting flights and I didn't want to get stuck in a layover city, so after 12 hours at the airport with two young boys who were very tired, we just cancelled our plans and spent the week at home, instead of Nana's.

Plane and crew on board were fine. Everything else was terrible.

The third party booking with cheapflightsfares was awful. Kayak should NOT partner with them. They sold me a bundle including seat selection and carry-on, but did not book the carry-ons with Frontier, so I’m out of pocket for $414 more while I await resolution.

This company socks. It's fraud. They canceled our flight yesterday, and today we were late because of a really long line at the check in bag. At the rebook station, there was ton of people. The workers were all rude. I am gonna make a report to FTC.

One of the worst travel experiences I've had. Had a flight scheduled with CVG to RSW on VLSWQX this morning departing at 5:30. Two individuals at the gate and one was in training. Not her fault but she didn't have the ability to check people in resulting in at least 15 families that didn't make it on the plane because they weren't checked into the system in time. When arriving at the airport to drop off our prepaid checked bags, the bag drop off agent asked if we could check our bags at the gate because of the long line. We said no problem so arrived at the gate by 5:00. They told those people that had previously paid for checked bags to stand off to the side while they let others that either didn't have a checked bag or their bag was already on the plan through. Realizing the gate workers had an issue, they either called for help or this lady showed up late for work as she didn't arrive until 5:15. The worker who had been there training the other individual and working diligently to make sure all passengers got on board. He even said that at one point all people that are currently in line are fine but asked the person in training to stand outside the ticketing area around 5:15 to notify any late travels that the flight was in boarding process and they arrrived too late. At that point, we're sill standing off to the side with our pre-paid checked bags patiently waiting. When the new lady arrived she couldn't have been more rude. It was an awful seen. Essentially they had asked for those without an assigned seat to board last, those with pre-paid checked bag stand off to the site and any traveling with a larger items that needed to be checked at the gate (such as a stroller), wait on the side. They realized that the flight needed to leave on time so the gate attendant shut the gate. So anyone without a seat assignment, those that had pre-checked bags, and the worst one I saw was a mother with two infant children was in line with use because she was asked to stand to the side because her stroller. When they shut the door to the plan they told her she could no longer get on. Her checked bags were already on the plane with her car keys in them, and the lady told her we couldn't accept anyone else on because the door was shut. She didn't even have a way to get home from the airport. Truely evil behavior. I've flown Frontier enough to know customer service is not a top priority in the company's mission, but this was an all-time low. I'm sending this after an 18 hour drive that our family just completed to Bonita Springs . I felt really bad for the lady being trained and the other individual trying to help, but when the new lady came to the gate she was truly one of the rudest individuals I've ever met. One lady had been there since 4am but because she didn't have an assigned seat they wouldn't let her on the plan.

I loved the staff on the plane. So friendly and helpful! However, there was an argument and misunderstanding by the staff and a customer at the gate, and the staff member was being unprofessional. When we arrived in Atlanta, we waited 1.5 hrs for our luggage to arrive. When I asked the airport attendant, they said Frontier had the longest wait for luggage out of any airlines, and that they could not be held responsible for the delay.

Not clean and was told I would get a great seat and it was not great at all

Flight got delayed for 5 hours no good explanation was offered ;(

Horrible. I would never fly Frontier again. The booking process is tricky at best, but fraudulent in my opinion. Frontier customer service did nothing to rectify my purchase -- I ended up paying more than double what I could have gotten from other airlines and nearly triple what I thought I was buying from Frontier. Their booking practices are unfair to the consumer.

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

Information on your arrival and departure airports