Find Cheap Flights from Washington Reagan-National to Chicago (DCA - CHI)

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Good to Know

Low Season:
December
Best time to beat the crowds
2%
expected price decrease
High Season:
April
Most popular time to fly
8%
expected price increase
Average Price:
$296
(avg. price over the last 2 weeks)
Good Deal:
$198
or less (round trip)

When to Book Flights from Washington Reagan-National 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 $198 or less.
The cheapest flight from Washington Reagan-National to Chicago was found 47 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 March, April and May. The cheapest month to fly is December.
On average*, there is no price difference when choosing to fly in the morning or the evening on this flight route.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for Booking Washington Reagan-National to Chicago Flights

How long does a flight from Washington Reagan-National to Chicago take?
An average nonstop flight takes 2h 04m, covering a distance of 595 miles.
How many flights are there between Washington Reagan-National and Chicago?
There are 641 (nonstop) flights between Washington Reagan-National and Chicago per week, averaging 95 per day.
Which airlines provide the cheapest flights from Washington Reagan-National to Chicago?
In the past 3 days, the cheapest round-trip tickets were found on American Airlines ($143), Multiple Airlines ($157) and United ($157).
Do I need a passport to fly between Washington Reagan-National and Chicago?
No.
Which airlines fly most frequently between Washington Reagan-National and Chicago?
United (28 times daily), American Airlines (14 times daily), Alaska Airlines (9 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly Washington Reagan-National to Chicago?
For Washington Reagan-National to Chicago, Saturday is the cheapest day to fly on average and Thursday is the most expensive. Flying from Chicago back to Washington Reagan-National, the best deals are generally found on Tuesday, with Friday being the most expensive.

Book cheap flights from Washington Reagan-National to Chicago (round-trip)

Airports
Origin
Washington
$143
only
$143
Destination
Chicago
$143
only
$143
Sat, Feb 10
DCA
ORD
11h 35m
Sun, Feb 11
ORD
DCA
1h 46m
Trip: 2 days
7.6GoodShow reviews
Overall 7.6 Good
Based on 35 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
DCA
ORD
Excellent 10.0

Arrived 40 minutes early

DCA
ORD
Excellent 10.0

On time, good service.

DCA
ORD
Excellent 8.6

The Resolution team assisted me initially when I arrived to correct an issue from my online attempt. The agent printed bag checks for me to my final destination and told me how to get needed boarding pass for the final stage. How wonderful to have pleasant and professional personal attention.

DCA
ORD
Good 7.2

I liked that the flight was basically on time, boarding was a breeze, and the staff was professional, friendly, and helpful.

The seats! They were very uncomfortable. They were more comfortable than United, but less comfortable than JetBlue.

DCA
ORD
Good 6.3

Boarding was quick (once started)

I flew from DC to Austin, through Chicago. Flight was late leaving DC, was late leaving Chicago (mad had a gate change that wasn't announced), and when we go to Austin had to sit in the runway for 20 minutes due to someone else at the gate. I don't know if this was all AA's fault, or just bad luck.

Tue, Apr 10
DCA
ORD
2h 26m
Wed, Apr 18
ORD
DCA
1h 47m
Trip: 9 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Apr 28
DCA
ORD
2h 06m
Tue, May 1
ORD
DCA
1h 45m
Trip: 4 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 112 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
DCA
ORD
Excellent 10.0

Great crew, smooth flight

DCA
ORD
Mediocre 2.0

Flight was cancelled which I accept, but couldn't get me on another flight for 24 hours???? (When at least 15 flights, some with empty seats, went to Chicago in that time!!!). That's bull United.

DCA
ORD
Excellent 8.0

Seat was pretty comfortable, as it goes in coach these days.

DCA
ORD
Excellent 10.0

Everyone was very helpful and very friendly. I had recently visited my,daughter and her family in March and flew with another airlines. I didn't have a good experience, they seemed rather bothered when I asked for some help. So this time my daughter booked my flight with United. Like I said everyone was helpful and very pleasant, it didn't seem to be an act. I enjoyed my flights. Thank you

Nothing

DCA
ORD
Excellent 8.3

Liked that it wasn’t the smallest regional jet that flies to Springfield

There was a delay because inbound plane was late. Didn’t like that jetway was very cold when we were waiting for our gate checked luggage. My gloves and hat were in the gate checked luggage.

Thu, Feb 8
DCA
ORD
5h 00m
Sun, Feb 11
ORD
DCA
4h 59m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15239 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
MSY
JFK
Excellent 10.0

The overhead bin did not stay down low enough so that I could place my bag in. It would lower then before I could place my bag raise slightly by a few inches. For someone of my height (5’5”) that was problematic. Fortunately another passenger saw my dilemma and held the bin lower to its full opening capacity. This also momentarily slowed down the boarding process.

FAR
MSP
Good 7.3

Love the free movies and individual screen, and the new seats are more comfortable

That it wasn’t 1970, with full meals and more leg room

SYR
JFK
Good 7.0

Nothing Special

SEA
LAX
Good 6.0

On time flight arrival

Baggage Claim was very disorganized. They indicated bags were to be picked up at a carousel that was under construction. When we went to the service desk, they directed us to another carousel which was incorrect. There was no announcement made and there was a delay in updating the baggage claim board.

SAN
LAX
Excellent 10.0

on time

Sat, Feb 24
DCA
ORD
11h 34m
Sun, Feb 25
ORD
DCA
1h 46m
Trip: 2 days
7.6GoodShow reviews
Overall 7.6 Good
Based on 35 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
DCA
ORD
Excellent 10.0

ON TIME I want to mention GLORIA who was the flight attendant from ORD to Reagan on my way out. She was funny and had us laughing. I flew out Tuesday June 28th but didn't take the survey for that flight.

DCA
ORD
Excellent 8.6

The Resolution team assisted me initially when I arrived to correct an issue from my online attempt. The agent printed bag checks for me to my final destination and told me how to get needed boarding pass for the final stage. How wonderful to have pleasant and professional personal attention.

DCA
ORD
Excellent 10.0

I love the fact I've flown with American Airlines 4 times over the last month and have not had any issues, delays or even an unfriendly face no matter the time or airport!

DCA
ORD
Good 7.2

I liked that the flight was basically on time, boarding was a breeze, and the staff was professional, friendly, and helpful.

The seats! They were very uncomfortable. They were more comfortable than United, but less comfortable than JetBlue.

DCA
ORD
Good 7.3

Seating is a bit cramped.

Wed, Apr 11
DCA
ORD
2h 18m
Wed, Apr 18
ORD
DCA
1h 46m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Feb 17
DCA
ORD
11h 34m
Sun, Feb 18
ORD
DCA
1h 46m
Trip: 2 days
7.6GoodShow reviews
Overall 7.6 Good
Based on 35 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
DCA
ORD
Excellent 9.6

Good flight.

A little crowded

DCA
ORD
Good 7.3

Seating is a bit cramped.

DCA
ORD
Good 7.2

I liked that the flight was basically on time, boarding was a breeze, and the staff was professional, friendly, and helpful.

The seats! They were very uncomfortable. They were more comfortable than United, but less comfortable than JetBlue.

DCA
ORD
Excellent 10.0

Arrived 40 minutes early

DCA
ORD
Good 7.0

Overall the flight was good, on time

Nothing at this stage

Sun, Apr 8
DCA
ORD
2h 13m
Wed, Apr 18
ORD
DCA
1h 47m
Trip: 11 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 112 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
DCA
ORD
Excellent 8.0

Very baby friendly especially when the ground crew was delayed because of lightening. The crew let us sit down if we wanted while we waited for our strollers and car seats.

No crew member at gate desk til right before flight.

DCA
ORD
Okay 4.0

1.5 hr delay on Tarmac

DCA
ORD
Good 6.0

Captain came out and talked with us

Delay seemed very avoidable.

DCA
ORD
Mediocre 2.0

Flight was cancelled which I accept, but couldn't get me on another flight for 24 hours???? (When at least 15 flights, some with empty seats, went to Chicago in that time!!!). That's bull United.

DCA
ORD
Excellent 8.3

Liked that it wasn’t the smallest regional jet that flies to Springfield

There was a delay because inbound plane was late. Didn’t like that jetway was very cold when we were waiting for our gate checked luggage. My gloves and hat were in the gate checked luggage.

Sat, Apr 14
DCA
ORD
2h 08m
Wed, Apr 18
ORD
DCA
1h 52m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Apr 10
DCA
ORD
2h 09m
Thu, Apr 19
ORD
DCA
1h 51m
Trip: 10 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 112 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
DCA
ORD
Okay 4.0

1.5 hr delay on Tarmac

DCA
ORD
Excellent 10.0

Everything was as expected from United.

DCA
ORD
Mediocre 2.3

We didn't have seats assigned and the gate attendent didn't take the time to tell any of the 20 of us waiting for 15-20 mins to speak to a gate agent what was going on until AFTER she boarded the rest of the plane. When asked what was going on she responded "excuse me, I'll get to you when I get to you and thanks for your 'non attitude'" to the woman who asked her if she had any plans to greet us or even ackwnowledge us. Then the flight attendants became flustered as they realized they separated a 5 year old child and his father and sat the child in the emergency seat. When several of us attempted to help they were rude so when I put my headphones in to pass the time and didn't hear the woman ask if I was willing to sit in the emergency isle she snidely said "there's always one millenial not paying attention." Ummm.... I had my eyes closed and was listening to my music since they clearly wanted us to mind our own business and NOT try to help the father (meanwhile all of us strangers were trying to figure out how to rearrange in order to help). The only reason entertainment gets a 2 is bc I had good conversation with the passenger next to me, not because of anything United did. Really unbelievable that they continue to operate this way and treat PAYING customers like this. It's sad actually.

DCA
ORD
Excellent 8.0

Seat was pretty comfortable, as it goes in coach these days.

DCA
ORD
Mediocre 2.0

Flight was cancelled which I accept, but couldn't get me on another flight for 24 hours???? (When at least 15 flights, some with empty seats, went to Chicago in that time!!!). That's bull United.

Sat, Apr 21
DCA
ORD
2h 04m
Wed, Apr 25
ORD
DCA
2h 00m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Apr 25
DCA
ORD
2h 16m
Tue, May 1
ORD
DCA
2h 00m
Trip: 7 days
7.6GoodShow reviews
Overall 7.6 Good
Based on 35 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
DCA
ORD
Excellent 10.0

On time, good service.

DCA
ORD
Excellent 9.6

Good flight.

A little crowded

DCA
ORD
Excellent 10.0

ON TIME I want to mention GLORIA who was the flight attendant from ORD to Reagan on my way out. She was funny and had us laughing. I flew out Tuesday June 28th but didn't take the survey for that flight.

DCA
ORD
Good 7.3

Seating is a bit cramped.

DCA
ORD
Good 7.0

Overall the flight was good, on time

Nothing at this stage

Wed, Feb 21
DCA
ORD
5h 10m
Sat, Feb 24
ORD
DCA
7h 20m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15239 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
HKG
SEA
Good 6.0

The flight was on time and the arrival was early

SYR
JFK
Good 7.0

Nothing Special

SAN
LAX
Excellent 10.0

on time

MKE
ATL
Okay 4.0

Nothing

I never got to Cabo. It took 2 hours for Delta to de-ice the plane in Milwaukee. Because of the long delay we missed the flight to Cabo. We asked Delta to book us on another flight to get us to Cabo today, Delta reps said nothing was available. Delta gave us a discounted coupon for a hotel in Atlanta and rebooked us on a flight to Cabo tomorrow.

YUL
DTW
Mediocre 2.0

Not applied

Not applied

Fri, Apr 13
DCA
ORD
2h 04m
Wed, Apr 18
ORD
DCA
1h 51m
Trip: 6 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 112 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
DCA
ORD
Excellent 8.0

Seat was pretty comfortable, as it goes in coach these days.

DCA
ORD
Okay 4.0

1.5 hr delay on Tarmac

DCA
ORD
Mediocre 2.3

We didn't have seats assigned and the gate attendent didn't take the time to tell any of the 20 of us waiting for 15-20 mins to speak to a gate agent what was going on until AFTER she boarded the rest of the plane. When asked what was going on she responded "excuse me, I'll get to you when I get to you and thanks for your 'non attitude'" to the woman who asked her if she had any plans to greet us or even ackwnowledge us. Then the flight attendants became flustered as they realized they separated a 5 year old child and his father and sat the child in the emergency seat. When several of us attempted to help they were rude so when I put my headphones in to pass the time and didn't hear the woman ask if I was willing to sit in the emergency isle she snidely said "there's always one millenial not paying attention." Ummm.... I had my eyes closed and was listening to my music since they clearly wanted us to mind our own business and NOT try to help the father (meanwhile all of us strangers were trying to figure out how to rearrange in order to help). The only reason entertainment gets a 2 is bc I had good conversation with the passenger next to me, not because of anything United did. Really unbelievable that they continue to operate this way and treat PAYING customers like this. It's sad actually.

DCA
ORD
Excellent 10.0

Great crew, smooth flight

DCA
ORD
Good 6.0

Captain came out and talked with us

Delay seemed very avoidable.

Tue, Apr 24
DCA
ORD
2h 15m
Tue, May 1
ORD
DCA
1h 46m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Mar 3
DCA
ORD
11h 34m
Sun, Mar 4
ORD
DCA
1h 46m
Trip: 2 days
7.6GoodShow reviews
Overall 7.6 Good
Based on 35 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
DCA
ORD
Excellent 9.6

Good flight.

A little crowded

DCA
ORD
Excellent 10.0

ON TIME I want to mention GLORIA who was the flight attendant from ORD to Reagan on my way out. She was funny and had us laughing. I flew out Tuesday June 28th but didn't take the survey for that flight.

DCA
ORD
Excellent 10.0

I love the fact I've flown with American Airlines 4 times over the last month and have not had any issues, delays or even an unfriendly face no matter the time or airport!

DCA
ORD
Excellent 10.0

On time, good service.

DCA
ORD
Mediocre 3.0

Delayed flight caused us to become grounded on the Tarmac for an hour. We deplaned and waited another hour. Waited on the Tarmac once again for a half hour until we finally took off. Got in to ohare and had to wait on the Tarmac another half hour before they got us a gate. All in all, 4 hours of waiting and delays.

Fri, Mar 2
DCA
ORD
4h 39m
Mon, Mar 5
ORD
DCA
3h 40m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15239 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
HKG
SEA
Good 6.0

The flight was on time and the arrival was early

LAX
CUN
Mediocre 2.6

Terrible customer service both on the phone before the flight, but Especially from the gate agent. Wow she was really horrible.

The flight attendants on board were good! They helped get everything straight. Easily could have been handled by the incompetent gate agent. Wow.

SYR
JFK
Good 7.0

Nothing Special

LAX
SJC
Excellent 10.0

It’s was the best flight in my life

SAN
LAX
Excellent 10.0

on time

Sat, Apr 14
DCA
ORD
2h 08m
Thu, Apr 19
ORD
DCA
1h 46m
Trip: 6 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 112 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
DCA
ORD
Okay 4.0

1.5 hr delay on Tarmac

DCA
ORD
Mediocre 2.0

Flight was cancelled which I accept, but couldn't get me on another flight for 24 hours???? (When at least 15 flights, some with empty seats, went to Chicago in that time!!!). That's bull United.

DCA
ORD
Excellent 10.0

Everything was as expected from United.

DCA
ORD
Excellent 8.0

Very baby friendly especially when the ground crew was delayed because of lightening. The crew let us sit down if we wanted while we waited for our strollers and car seats.

No crew member at gate desk til right before flight.

DCA
ORD
Okay 4.0

Average stuff

Flight was delayed 5.5 hrs (due to their own fault) and they did not even have anyone come and tell us nor have any food or drinks for us in the meanwhile. They did not even have options for anyone to board another flight if needed. They did give 50 e-dollars to use for another trip at the end but I do t think that's enough compensation for their poor service. I probably would avoid them on another trip.

Wed, Apr 25
DCA
ORD
2h 16m
Tue, May 1
ORD
DCA
1h 45m
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Mar 10
DCA
ORD
11h 34m
Sun, Mar 11
ORD
DCA
1h 46m
Trip: 2 days
7.6GoodShow reviews
Overall 7.6 Good
Based on 35 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
DCA
ORD
Good 7.3

Seating is a bit cramped.

DCA
ORD
Good 7.2

I liked that the flight was basically on time, boarding was a breeze, and the staff was professional, friendly, and helpful.

The seats! They were very uncomfortable. They were more comfortable than United, but less comfortable than JetBlue.

DCA
ORD
Excellent 9.6

Good flight.

A little crowded

DCA
ORD
Excellent 10.0

Arrived 40 minutes early

DCA
ORD
Excellent 10.0

ON TIME I want to mention GLORIA who was the flight attendant from ORD to Reagan on my way out. She was funny and had us laughing. I flew out Tuesday June 28th but didn't take the survey for that flight.

Show more results

Washington Reagan-National to Chicago Flight Information

Avg. Flight Duration 2h 00m
Flights Arrive in Chicago
Flights Depart from Washington Reagan-National
Flight Price $143
Distance 595 miles
Airlines American Airlines, United, Delta
*
Prices are per person and are for e–tickets and include all taxes & fees in USD.

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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.