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

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Good to Know

Low Season:
December
Best time to beat the crowds
2%
expected price decrease
High Season:
May
Most popular time to fly
6%
expected price increase
Average Price:
$263
(avg. price over the last 2 weeks)
Good Deal:
$186
or less (round trip)

When to Book Flights from Washington Dulles Intl to Chicago

Average price per month
Flight prices as travel date approaches
-1 day
-2 days

Top tips for Finding a Cheap Flight

Looking for a cheap flight? 25% of our users found flights on this route for $186 or less.
The cheapest flight from Washington Dulles Intl to Chicago was found 52 days before departure, on average.
Book at least 2 weeks before departure in order to get a below-average price.
High season is considered to be April, May and June. The cheapest month to fly is December.
Morning departure is around 7% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for Booking Washington Dulles Intl to Chicago Flights

How long does a flight from Washington Dulles Intl to Chicago take?
An average nonstop flight takes 1h 58m, covering a distance of 572 miles.
How many flights are there between Washington Dulles Intl and Chicago?
There are 442 (nonstop) flights between Washington Dulles Intl and Chicago per week, averaging 64 per day.
Which airlines provide the cheapest flights from Washington Dulles Intl to Chicago?
In the past 3 days, the cheapest round-trip tickets were found on Frontier ($198), United ($207) and JetBlue ($214).
Do I need a passport to fly between Washington Dulles Intl and Chicago?
No.
Which airlines fly most frequently between Washington Dulles Intl and Chicago?
Air Canada (13 times daily), United (12 times daily), South African (7 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly Washington Dulles Intl to Chicago?
For Washington Dulles Intl to Chicago, Tuesday is the cheapest day to fly on average and Wednesday is the most expensive. Flying from Chicago back to Washington Dulles Intl, the best deals are generally found on Wednesday, with Friday being the most expensive.

Book cheap flights from Washington Dulles Intl to Chicago (round-trip)

Airports
Origin
Washington
$198
only
$198
Destination
Chicago
$198
only
$198
$280
only
$280
Tue, May 1
IAD
ORD
8h 29m
Tue, May 8
ORD
IAD
8h 31m
Trip: 8 days
5.2OkayShow reviews
Overall 5.2 Okay
Based on 30 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
IAD
ORD
Good 6.0

The flight attendants were funny.

Thought I was saving money until I discovered that even carry on luggage had a charge ($40)!

IAD
ORD
Mediocre 3.0

Crew did the best they could but I am sure were embarrassed to work for Frontier

Flight was over 31/2hours late and took off at 1:25am. I received a $15 food coupon for my inconvenience and nothing was open to even get water and your airline told me I could use it when I land at 2:30am in Chicago..give me money off charging me for my seat and my luggage for this inconvenience. I arrived in my home at 4:00am and I have work to go to today after 2 hours of sleep!

IAD
ORD
Mediocre 2.0

Nothing

Everything

IAD
ORD
Okay 4.3

Sleek new seats. i

Budget friendly parents not controlling their kids that kept screaming and kicking my seat. Very rude and crew didn't do anything about it. The whole plane heard these kids screaming.

IAD
ORD
Mediocre 2.0

Duration of flight was good.

4 hour delay is terrible. I will be calling the booking company.

Sat, May 26
IAD
ORD
19h 01m
Sun, May 27
ORD
IAD
1h 45m
Trip: 2 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 66 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.4
IAD
ORD
Excellent 10.0

Omg the movie selection was amazing!!!!

IAD
ORD
Excellent 9.0

No food

IAD
ORD
Okay 5.6

No leg room

IAD
ORD
Mediocre 2.0

Nothing

My connecting flight from Chicago to Madison was cancelled with no explanation and no other alternatives provided, other than to get a hotel in Chicago and try to catch a flight to Madison the next day. United said they would not cover the cost of transportation to a hotel or the cost of the hotel. In addition, my luggage was misplaced and sent to Madison and could not be located. The number United provided to me to check on the whereabouts of my bag no one ever answered, even though I called multiple, multiple times.

IAD
ORD
Good 7.3

Everything for this flight was as expected for my ticket purchase.

I had no problems with this flight.

Tue, May 8
IAD
ORD
7h 24m
Wed, May 9
ORD
IAD
6h 24m
Trip: 2 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 8606 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
8.0
Food
7.8
SYR
JFK
Excellent 8.0

when we finally left it was a fast flight

the delay

PSP
JFK
Good 6.3

Seats very hard and uncomfortable

PBI
JFK
Excellent 10.0

Fun and friendly crew

BOS
SFO
Okay 5.3

Late departure; headphone jack on my armrest was faulty so I had to hold the plug in the whole time if I wanted to hear sound of movies; once we were at the gate in SFO, it took a good 10 minutes for them to open the door to let us off.

JAX
DCA
Excellent 10.0

What an amazing staff!! We loved our flight experience!!

Sat, Apr 28
IAD
ORD
1h 58m
Tue, May 1
ORD
IAD
1h 46m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Mar 17
IAD
MDW
3h 47m
Tue, Mar 20
MDW
IAD
3h 35m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16166 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
SLC
YYZ
Excellent 8.0

was a difficult transition from delta to west jet in Toronto and we almost missed the flight

JFK
MCO
Excellent 8.0

Entertainment system great. Individual choices include recent movies. On board staff very nice

We had issues with baggage. Delta was supposed to transfer 4 bags to Disney for Magic Express transportation. Only 3 went. Disney tried hard to fix problem, and even gave us something to ameliorate the situation. Delta took hard line, wasn't helpful and gave nothing. It took 2 days to find bag.

LAX
MCO
Excellent 10.0

I am used to flying Frontier because of cost but recently traveled Delta and boy did I feel completely spoiled! Not only did my other half get our bags for free due to his status with Delta but the amenities they offer and the comfort of the economy seats compared to other airlines is a major difference. As a chronic pain patient, if I can find a Delta flight for a little more, I will be booking with them for sure! Highly recommend them!

MSP
CZM
Excellent 10.0

Everything went smoothly.

All was good.

GDL
ATL
Excellent 9.6

Expensive food

Tue, Jun 19
IAD
ORD
23h 03m
Mon, Jun 25
ORD
IAD
13h 14m
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Jul 10
IAD
ORD
5h 11m
Tue, Jul 17
ORD
IAD
7h 07m
Trip: 8 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 8606 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
8.0
Food
7.8
JFK
PHX
Excellent 10.0

The easy breezy

Nothing not to like

JFK
SLC
Excellent 10.0

Got there on time, had paid for more leg room, was good

Nothing

JAX
DCA
Excellent 10.0

What an amazing staff!! We loved our flight experience!!

JFK
DEN
Okay 5.2

The TV was nice

Some of the most uncomfortable seats both to and from Denver that I have ever sat in. Felt like sitting on a stone park bench. My back still aches 2 days later. It was a redeye, so I didn't much interact with the crew, but they seemed efficient and professional. They did not wake up during drink service, which was appreciated. Those planes suck!

BOS
SFO
Okay 5.3

Late departure; headphone jack on my armrest was faulty so I had to hold the plug in the whole time if I wanted to hear sound of movies; once we were at the gate in SFO, it took a good 10 minutes for them to open the door to let us off.

Wed, Mar 21
IAD
ORD
7h 00m
Thu, Apr 5
ORD
IAD
5h 44m
Trip: 16 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 8606 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
8.0
Food
7.8
JFK
RDU
Excellent 8.0

nice friendly service and comfy seats

delayed out of jfk around dinner time tusk tusk and very long lines at TSA in terminal 5 - not neccessary

SDQ
BOS
Excellent 10.0

Very good

SYR
JFK
Excellent 8.0

when we finally left it was a fast flight

the delay

PSP
JFK
Good 6.3

Seats very hard and uncomfortable

JAX
DCA
Excellent 10.0

What an amazing staff!! We loved our flight experience!!

Sat, Mar 17
IAD
ORD
2h 09m
Tue, Mar 20
ORD
IAD
1h 50m
Trip: 4 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 66 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.4
IAD
ORD
Good 6.6

Nice crew and entertainment

3 hrs delay

IAD
ORD
Okay 4.0

Extended layover by over an hour

IAD
ORD
Good 7.0

Everything was fine but not having the option of personal device entertainment was annoying, really annoying, I don't appreciate that kind of cheapness annoying.

No personal device entertainment and I'm 5'2 and my legs felt cramped, I felt sorry for the two guys sitting next to me

IAD
ORD
Okay 4.0

Nothing

Having to depart from another airport

IAD
ORD
Mediocre 2.0

Nothing

My connecting flight from Chicago to Madison was cancelled with no explanation and no other alternatives provided, other than to get a hotel in Chicago and try to catch a flight to Madison the next day. United said they would not cover the cost of transportation to a hotel or the cost of the hotel. In addition, my luggage was misplaced and sent to Madison and could not be located. The number United provided to me to check on the whereabouts of my bag no one ever answered, even though I called multiple, multiple times.

Tue, Apr 3
IAD
MDW
5h 04m
Sat, Apr 7
MDW
IAD
3h 23m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16166 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
JFK
MCO
Excellent 8.0

Entertainment system great. Individual choices include recent movies. On board staff very nice

We had issues with baggage. Delta was supposed to transfer 4 bags to Disney for Magic Express transportation. Only 3 went. Disney tried hard to fix problem, and even gave us something to ameliorate the situation. Delta took hard line, wasn't helpful and gave nothing. It took 2 days to find bag.

PVR
MSP
Good 7.3

They have few movies selection that was good

I like being in a big space faster. And clean good service I

GDL
ATL
Excellent 9.6

Expensive food

JFK
CDG
Excellent 10.0

The food and the service

LAX
MCO
Excellent 10.0

I am used to flying Frontier because of cost but recently traveled Delta and boy did I feel completely spoiled! Not only did my other half get our bags for free due to his status with Delta but the amenities they offer and the comfort of the economy seats compared to other airlines is a major difference. As a chronic pain patient, if I can find a Delta flight for a little more, I will be booking with them for sure! Highly recommend them!

Sat, Mar 24
IAD
ORD
2h 03m
Wed, Mar 28
ORD
IAD
1h 50m
Trip: 5 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 66 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.4
IAD
ORD
Mediocre 2.0

Nothing

My connecting flight from Chicago to Madison was cancelled with no explanation and no other alternatives provided, other than to get a hotel in Chicago and try to catch a flight to Madison the next day. United said they would not cover the cost of transportation to a hotel or the cost of the hotel. In addition, my luggage was misplaced and sent to Madison and could not be located. The number United provided to me to check on the whereabouts of my bag no one ever answered, even though I called multiple, multiple times.

IAD
ORD
Good 6.6

Nice crew and entertainment

3 hrs delay

IAD
ORD
Good 7.3

Everything for this flight was as expected for my ticket purchase.

I had no problems with this flight.

IAD
ORD
Okay 4.0

Nothing

Having to depart from another airport

IAD
ORD
Good 7.0

Everything was fine but not having the option of personal device entertainment was annoying, really annoying, I don't appreciate that kind of cheapness annoying.

No personal device entertainment and I'm 5'2 and my legs felt cramped, I felt sorry for the two guys sitting next to me

Wed, Apr 4
IAD
MDW
3h 46m
Sat, Apr 7
MDW
IAD
3h 23m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16166 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
MSP
CZM
Excellent 10.0

Everything went smoothly.

All was good.

PIT
ATL
Excellent 10.0

I have always known of airlines to offer preboarding to those military members in uniform or on official orders. Delta took it one step further and allows prior service members to board also.

SLC
YYZ
Excellent 9.6

Z

JFK
MCO
Excellent 8.0

Entertainment system great. Individual choices include recent movies. On board staff very nice

We had issues with baggage. Delta was supposed to transfer 4 bags to Disney for Magic Express transportation. Only 3 went. Disney tried hard to fix problem, and even gave us something to ameliorate the situation. Delta took hard line, wasn't helpful and gave nothing. It took 2 days to find bag.

ATL
EWR
Excellent 8.6

No LCD screen for entertainment.

Tue, Apr 3
IAD
ORD
2h 10m
Sat, Apr 7
ORD
IAD
1h 48m
Trip: 5 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 66 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.4
IAD
ORD
Good 7.3

Everything for this flight was as expected for my ticket purchase.

I had no problems with this flight.

IAD
ORD
Okay 4.0

Extended layover by over an hour

IAD
ORD
Okay 5.6

No leg room

IAD
ORD
Mediocre 2.6

We have to pay for entertainment The flight wasn't smooth honestly one of the worst ever Even counting the combat flights that I took to Iraq seriously I almost vomited and that never ever happened to me on a flight

IAD
ORD
Good 7.0

Everything was fine but not having the option of personal device entertainment was annoying, really annoying, I don't appreciate that kind of cheapness annoying.

No personal device entertainment and I'm 5'2 and my legs felt cramped, I felt sorry for the two guys sitting next to me

Tue, Apr 10
IAD
ORD
4h 27m
Fri, Apr 13
ORD
IAD
1h 44m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Sat, May 19
IAD
MDW
3h 42m
Tue, May 22
MDW
IAD
5h 37m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16166 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
FLL
ATL
Excellent 8.0

Departure was right on time and we actually arrived 15 minutes early.

The inflight monitor worked but none of the data (GPS altitude or speed) was working.

MSP
CZM
Excellent 10.0

Everything went smoothly.

All was good.

PIT
ATL
Excellent 10.0

I have always known of airlines to offer preboarding to those military members in uniform or on official orders. Delta took it one step further and allows prior service members to board also.

ATL
EWR
Excellent 8.6

No LCD screen for entertainment.

PVR
MSP
Good 7.3

They have few movies selection that was good

I like being in a big space faster. And clean good service I

Sat, Jun 2
IAD
ORD
1h 58m
Tue, Jun 5
ORD
IAD
1h 45m
Trip: 4 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 66 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.4
IAD
ORD
Good 6.6

Nice crew and entertainment

3 hrs delay

IAD
ORD
Good 7.0

Everything was fine but not having the option of personal device entertainment was annoying, really annoying, I don't appreciate that kind of cheapness annoying.

No personal device entertainment and I'm 5'2 and my legs felt cramped, I felt sorry for the two guys sitting next to me

IAD
ORD
Excellent 10.0

Omg the movie selection was amazing!!!!

IAD
ORD
Mediocre 2.0

Worst shittiest experience! Delayed by 3 hours

IAD
ORD
Mediocre 2.0

Nothing

My connecting flight from Chicago to Madison was cancelled with no explanation and no other alternatives provided, other than to get a hotel in Chicago and try to catch a flight to Madison the next day. United said they would not cover the cost of transportation to a hotel or the cost of the hotel. In addition, my luggage was misplaced and sent to Madison and could not be located. The number United provided to me to check on the whereabouts of my bag no one ever answered, even though I called multiple, multiple times.

Wed, Jun 20
IAD
ORD
2h 07m
Mon, Jun 25
ORD
IAD
1h 46m
Trip: 6 days
Overall 0.0 Poor
Based on 0 reviews
Mon, Apr 23
IAD
MDW
6h 10m
Thu, Apr 26
MDW
IAD
4h 37m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16166 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
LAX
MCO
Excellent 10.0

I am used to flying Frontier because of cost but recently traveled Delta and boy did I feel completely spoiled! Not only did my other half get our bags for free due to his status with Delta but the amenities they offer and the comfort of the economy seats compared to other airlines is a major difference. As a chronic pain patient, if I can find a Delta flight for a little more, I will be booking with them for sure! Highly recommend them!

GDL
ATL
Excellent 9.6

Expensive food

FLL
ATL
Excellent 8.0

Departure was right on time and we actually arrived 15 minutes early.

The inflight monitor worked but none of the data (GPS altitude or speed) was working.

SLC
YYZ
Excellent 9.6

Z

PIT
ATL
Excellent 10.0

I have always known of airlines to offer preboarding to those military members in uniform or on official orders. Delta took it one step further and allows prior service members to board also.

Tue, Mar 27
IAD
ORD
2h 02m
Mon, Apr 2
ORD
IAD
1h 50m
Trip: 7 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 66 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.4
IAD
ORD
Excellent 10.0

Omg the movie selection was amazing!!!!

IAD
ORD
Excellent 10.0

Great fly very attenty personal

IAD
ORD
Excellent 9.0

No food

IAD
ORD
Okay 4.0

Nothing

Having to depart from another airport

IAD
ORD
Okay 5.6

No leg room

Sat, Apr 28
IAD
ORD
2h 09m
Mon, Apr 30
ORD
IAD
1h 45m
Trip: 3 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 66 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.4
IAD
ORD
Mediocre 2.6

We have to pay for entertainment The flight wasn't smooth honestly one of the worst ever Even counting the combat flights that I took to Iraq seriously I almost vomited and that never ever happened to me on a flight

IAD
ORD
Excellent 10.0

Omg the movie selection was amazing!!!!

IAD
ORD
Okay 4.0

Extended layover by over an hour

IAD
ORD
Mediocre 2.0

Nothing

My connecting flight from Chicago to Madison was cancelled with no explanation and no other alternatives provided, other than to get a hotel in Chicago and try to catch a flight to Madison the next day. United said they would not cover the cost of transportation to a hotel or the cost of the hotel. In addition, my luggage was misplaced and sent to Madison and could not be located. The number United provided to me to check on the whereabouts of my bag no one ever answered, even though I called multiple, multiple times.

IAD
ORD
Good 6.6

Nice crew and entertainment

3 hrs delay

Show more results

Washington Dulles Intl to Chicago Flight Information

Avg. Flight Duration 1h 56m
Flights Arrive in Chicago
Flights Depart from Washington Dulles Intl
Flight Price $198
Distance 572 miles
Airlines Frontier, United, JetBlue, Major Airline, Delta
*
Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

We compile tonnes of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
please send us an and someone from our team will get back to you promptly.

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The fares displayed include all taxes and fees for economy class travel and were found by the provider in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.