Find Cheap Flights from District of Columbia to Chicago

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Book cheap flights from District of Columbia to Chicago (round-trip)

Airports
Origin
Washington
$140
only
$140
$169
only
$169
Destination
Chicago
$140
only
$140
$194
only
$194
Tue, Aug 7
IAD
ORD
9h 21m
Wed, Aug 8
ORD
IAD
1h 49m
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
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
Mediocre 2.0

Worst shittiest experience! Delayed by 3 hours

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

Tue, Apr 24
IAD
MDW
3h 48m
Sat, Apr 28
MDW
IAD
5h 10m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
MSP
CUN
Mediocre 2.0

nothing

They lost my luggage.

DTW
MEX
Excellent 8.3

Even though I was disappointed by not being able to get the boarding passes from Delta for Aeromexico’s connecting flight to Bogota, I had an agent greet me after customs in Mexico to issue the boarding pass so I could use the transfer flight line. Excellent service throughout the entire trip.

Confusion over my boarding pass at the Delta terminal in Detroit.

GDL
ATL
Excellent 9.0

Staff was great!

No TV for movies.

DTW
YOW
Excellent 9.3

Please see above. Sherry was amazing

Plane was small and older but it was a short flight

ECP
ATL
Excellent 9.6

We have been on 6 flights over the last 8 days, all with Delta and we have already started telling people how wonderful the service was. Sherry on this last flight was amazing, working so hard all by herself as our flight attendant. We were very impressed. And the pilots all came out to say goodbye and thank you. All very nice...esp for me who needed some wheelchair assistance. We will certainly fly with you again in the future.

Smaller plane but ok for short flight

Wed, Mar 21
DCA
ORD
2h 13m
Wed, Mar 28
ORD
DCA
1h 50m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Mar 10
DCA
ORD
2h 20m
Tue, Mar 13
ORD
DCA
1h 49m
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Jul 6
IAD
ORD
8h 24m
Tue, Jul 10
ORD
IAD
7h 07m
Trip: 5 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 8432 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
8.0
Food
7.8
RDU
BOS
Excellent 10.0

everything

nothing

JFK
PHX
Excellent 9.6

Leg space, free carry on, nice staff, good snacks

15 minute delay

BOS
PHX
Okay 4.6

Flight attendants were very friendly

Paid $70 for a ticket that provides a seat that had a broken TV. No power outlets as well is annoying.

SJU
JFK
Good 6.6

The bathroom was filthy and the toilet did not flush properly. Overall cleanliness lacking.

MCO
LGA
Okay 4.6

My flight to New York was delayed 4 hours. My flight home to Orlando was delayed almost 3 hours. That is absolutely ridiculous and makes me never want to fly JetBlue again.

Tue, Aug 14
IAD
ORD
9h 21m
Wed, Aug 15
ORD
IAD
1h 49m
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 9.0

No food

IAD
ORD
Excellent 10.0

Omg the movie selection was amazing!!!!

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 7.3

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

I had no problems with this flight.

IAD
ORD
Excellent 10.0

Great fly very attenty personal

Wed, May 23
IAD
ORD
1h 58m
Sat, May 26
ORD
IAD
1h 44m
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
Okay 4.0

Extended layover by over an hour

IAD
ORD
Excellent 9.0

No food

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 7.0

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
Mediocre 2.0

Worst shittiest experience! Delayed by 3 hours

Sun, Jul 1
DCA
ORD
2h 09m
Sat, Jul 7
ORD
DCA
4h 30m
Trip: 7 days
7.6GoodShow reviews
Overall 7.6 Good
Based on 36 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.7
DCA
ORD
Excellent 10.0

On time, good service.

DCA
ORD
Good 7.3

Seating is a bit cramped.

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
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.

Tue, Apr 24
IAD
ORD
5h 55m
Mon, Apr 30
ORD
IAD
5h 07m
Trip: 7 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
ECP
ATL
Excellent 9.6

We have been on 6 flights over the last 8 days, all with Delta and we have already started telling people how wonderful the service was. Sherry on this last flight was amazing, working so hard all by herself as our flight attendant. We were very impressed. And the pilots all came out to say goodbye and thank you. All very nice...esp for me who needed some wheelchair assistance. We will certainly fly with you again in the future.

Smaller plane but ok for short flight

DTW
YOW
Excellent 9.3

Please see above. Sherry was amazing

Plane was small and older but it was a short flight

BOS
BNA
Excellent 8.0

Service vey Good. Nice choices. Comfort seating very nice

WiFi awful. Useless.

ATL
MEX
Excellent 10.0

Flight was on time, crew was friendly, plane was clean, and boarding was painless and efficient. Food was served which was a huge plus. I appreciate having a choice of almonds for a snack.

DTW
MEX
Excellent 8.3

Even though I was disappointed by not being able to get the boarding passes from Delta for Aeromexico’s connecting flight to Bogota, I had an agent greet me after customs in Mexico to issue the boarding pass so I could use the transfer flight line. Excellent service throughout the entire trip.

Confusion over my boarding pass at the Delta terminal in Detroit.

Thu, May 10
DCA
ORD
2h 09m
Sat, May 12
ORD
DCA
1h 59m
Trip: 3 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 113 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.4
DCA
ORD
Excellent 10.0

Great crew, smooth flight

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
Excellent 8.0

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

DCA
ORD
Mediocre 2.0

It was a plane

Could only bring one personal bag and no carry on

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

Wed, Mar 21
IAD
ORD
2h 02m
Wed, Mar 28
ORD
IAD
1h 50m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Tue, May 15
DCA
MDW
3h 32m
Wed, May 16
MDW
DCA
5h 45m
Trip: 2 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
DTW
MEX
Excellent 8.3

Even though I was disappointed by not being able to get the boarding passes from Delta for Aeromexico’s connecting flight to Bogota, I had an agent greet me after customs in Mexico to issue the boarding pass so I could use the transfer flight line. Excellent service throughout the entire trip.

Confusion over my boarding pass at the Delta terminal in Detroit.

BOS
JFK
Excellent 9.3

The volume controls on the tv we’re pretty poor. Was either too loud or too soft with only 5-6 volume settings.

ATL
MEX
Excellent 10.0

Flight was on time, crew was friendly, plane was clean, and boarding was painless and efficient. Food was served which was a huge plus. I appreciate having a choice of almonds for a snack.

BOS
ATL
Okay 4.0

Comfort Plus allowed us to board early, useful USB ports.

GDL
ATL
Excellent 9.0

Staff was great!

No TV for movies.

Thu, May 24
DCA
ORD
2h 15m
Tue, May 29
ORD
DCA
1h 59m
Trip: 6 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Mar 2
IAD
MDW
3h 47m
Tue, Mar 6
MDW
IAD
4h 15m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
MSP
CUN
Mediocre 2.0

nothing

They lost my luggage.

GDL
ATL
Excellent 9.0

Staff was great!

No TV for movies.

BOS
BNA
Excellent 8.0

Service vey Good. Nice choices. Comfort seating very nice

WiFi awful. Useless.

ATL
MEX
Excellent 10.0

Flight was on time, crew was friendly, plane was clean, and boarding was painless and efficient. Food was served which was a huge plus. I appreciate having a choice of almonds for a snack.

ECP
ATL
Excellent 9.6

We have been on 6 flights over the last 8 days, all with Delta and we have already started telling people how wonderful the service was. Sherry on this last flight was amazing, working so hard all by herself as our flight attendant. We were very impressed. And the pilots all came out to say goodbye and thank you. All very nice...esp for me who needed some wheelchair assistance. We will certainly fly with you again in the future.

Smaller plane but ok for short flight

Mon, Mar 12
IAD
MDW
4h 31m
Thu, Mar 15
MDW
IAD
4h 38m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
DTW
YOW
Excellent 9.3

Please see above. Sherry was amazing

Plane was small and older but it was a short flight

BOS
ATL
Okay 4.0

Comfort Plus allowed us to board early, useful USB ports.

ATL
JNB
Okay 4.0

Aircraft seemed shabby despite refresh of Comfort Plus, food was really mediocre. Steer clear of the Asian Veg option.

ATL
DTW
Excellent 10.0

Pls see above

ATL
MEX
Excellent 10.0

Flight was on time, crew was friendly, plane was clean, and boarding was painless and efficient. Food was served which was a huge plus. I appreciate having a choice of almonds for a snack.

Fri, Jul 6
DCA
ORD
7h 10m
Tue, Jul 10
ORD
DCA
6h 49m
Trip: 5 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 8407 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
8.0
Food
7.8
BOS
PHL
Excellent 9.2

Jetblue is very reliable, very friendly and professional crew, and the make the flight very smooth.

Food choices are limited, but I understand it is a short flight.

SLC
FLL
Okay 4.0

Fast boarding

Seating

LGB
SMF
Mediocre 3.3

Bad excuse for delayed flight since a flight took off from the same gate we were to leave from at the same time we were to fly. No refreshments for the delay Old airplane cabin not appealing

BDL
FLL
Excellent 10.0

The flight wa on time, fast and safe.

Everthing was fine

LAX
JFK
Excellent 10.0

First time flying JeBlue and loved it! Price was great. Plane was nice - movies etc.

Tue, Mar 20
IAD
ORD
2h 02m
Tue, Mar 27
ORD
IAD
1h 47m
Trip: 8 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
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
Okay 5.6

No leg room

IAD
ORD
Good 6.6

Nice crew and entertainment

3 hrs delay

Tue, Apr 3
DCA
MDW
5h 49m
Sat, Apr 7
MDW
DCA
4h 39m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
BOS
BNA
Excellent 8.0

Service vey Good. Nice choices. Comfort seating very nice

WiFi awful. Useless.

ATL
JNB
Okay 4.0

Aircraft seemed shabby despite refresh of Comfort Plus, food was really mediocre. Steer clear of the Asian Veg option.

DTW
YOW
Excellent 9.3

Please see above. Sherry was amazing

Plane was small and older but it was a short flight

MSP
CUN
Mediocre 2.0

nothing

They lost my luggage.

ATL
DTW
Excellent 10.0

Pls see above

Tue, Apr 3
IAD
ORD
2h 02m
Sat, Apr 7
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
Excellent 9.0

No food

IAD
ORD
Excellent 10.0

Omg the movie selection was amazing!!!!

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.

IAD
ORD
Okay 4.0

Extended layover by over an hour

Mon, Apr 23
IAD
MDW
6h 23m
Thu, Apr 26
MDW
IAD
4h 27m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
BOS
JFK
Excellent 9.3

The volume controls on the tv we’re pretty poor. Was either too loud or too soft with only 5-6 volume settings.

BOS
ATL
Okay 4.0

Comfort Plus allowed us to board early, useful USB ports.

GDL
ATL
Excellent 9.0

Staff was great!

No TV for movies.

BOS
BNA
Excellent 8.0

Service vey Good. Nice choices. Comfort seating very nice

WiFi awful. Useless.

ECP
ATL
Excellent 9.6

We have been on 6 flights over the last 8 days, all with Delta and we have already started telling people how wonderful the service was. Sherry on this last flight was amazing, working so hard all by herself as our flight attendant. We were very impressed. And the pilots all came out to say goodbye and thank you. All very nice...esp for me who needed some wheelchair assistance. We will certainly fly with you again in the future.

Smaller plane but ok for short flight

District of Columbia to Chicago Flight Information

Flights Arrive in Chicago
Flights Depart from District of Columbia
Flight Price $140
Airlines United, Delta, Major Airline, JetBlue, American Airlines
*
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