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Virginia to Chicago Flight Information

Flights Arrive in Chicago
Flights Depart from Virginia
Flight Price $192
Airlines United Airlines, Delta, American Airlines, JetBlue, Spirit Airlines

Book cheap flights from Virginia to Chicago (round-trip)

Airports
Origin
Charlottesville
$206
only
$206
Staunton
$202
only
$202
Norfolk
$201
only
$201
Richmond
$192
only
$192
Destination
Chicago
$192
only
$192
$206
only
$206
Sat, Apr 27
RIC
Richmond Byrd Intl
ORD
Chicago O'Hare Intl
2h 30m
Wed, May 1
ORD
Chicago O'Hare Intl
RIC
Richmond Byrd Intl
6h 07m
Trip: 5 days
6.6GoodShow reviews
Overall 6.6 Good
Based on 36 reviews
Overall
7.3
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
SJC
ORD
Good 6.3

Cons: The seats are getting smaller and the leg space is nonexistent.

RIC
ORD
Mediocre 2.0

Cons: Had to sit on runway for over 2 hours causing me to miss connecting flight in Chicago. Then no more flights to Little Rock so had to spend the nite in airport very uncomfortable!! Kept changing gate numbers causing me to walk all over airport while having severe knee pain!! Very upsetting and painful

IAH
DCA
Excellent 8.0

Cons: There was a very strong smell of urine in the back of the plane. Unfortunately, I was in the last row (38F). They (IAH) should offer TSA precheck after customs in the "connecting flights" area.

RIC
ORD
Excellent 9.2

Pros: ANA Chicago to Tokyo was so awesome. Crew is super courteous and polite. Food is good even economy class. Good headphones were already in front of the seats. ANA is the one that you want to fly!

SEA
LAX
Okay 5.2

Pros: Was your standard airlplane.

Cons: Plane was delayed due to a mechanical, then again because the cleaning crew didn’t do a good enough job the first time, then a seat mechanical, and then the truck used to back out onto the tarmac broke down

Sat, Apr 27
CHO
Charlottesville Albemarle
MDW
Chicago Midway
4h 57m
Wed, May 1
MDW
Chicago Midway
CHO
Charlottesville Albemarle
7h 02m
Trip: 5 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,593 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
DTW
PVR
Excellent 10.0

Cons: It was perfect.

OAK
SLC
Excellent 10.0

Cons: Everything was excellent.

LAX
SAN
Good 6.0

Pros: Crew was nice, despite multiple hoardings and time delays.

Cons: Plane was originally set to leave at 11:30 am, but was delayed until 3:00 pm for equipment. We boarded the plane at 3:00, the door was closed, and 30 minutes of waiting at the gate, where told to deplane, and the flight would leave at 5:06. There was another flight to San Diego, also delayed for hou

MCO
IND
Good 7.6

Pros: The flight timings and the arrival time

JFK
SAN
Good 6.0

Pros: Very professional crew.

Cons: The plane was delayed 1 and a half hours getting out of the gate because of a malfunctioning fuel gauge

Wed, May 1
ORF
Norfolk
ORD
Chicago O'Hare Intl
5h 48m
Sat, May 4
ORD
Chicago O'Hare Intl
ORF
Norfolk
2h 08m
Trip: 4 days
8.0ExcellentShow reviews
Overall 8.0 Excellent
Based on 8 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.9
Entertainment
6.8
Food
6.7
EGE
JFK
Excellent 8.0

Cons: Leg room

MIA
STX
Okay 4.6

Pros: I liked the ability to choose my meal ahead of time.

Cons: Pre-boarding drinks could have been offered to all business class customers, but again, the flight attendants with American aren’t as customer service oriented as those from Delta.

DFW
BOS
Excellent 8.0

Pros: on time; new plane with entertainment system on the seat

Cons: seat was not clean

MBJ
CLT
Excellent 8.6

Pros: The inflight enternet selection was great, totally enjoyed it. Crew service was good and kept us updated as we approached Charlotte.

Cons: Gate C19 was hot and didn’t have adequate seating for passengers in the area

DFW
OAK
Excellent 10.0

Pros: Comfortable seat

Cons: Umm, maybe a tv in the headrest

Sat, May 4
ORF
Norfolk
ORD
Chicago O'Hare Intl
2h 24m
Sat, May 11
ORD
Chicago O'Hare Intl
ORF
Norfolk
2h 13m
Trip: 8 days
7.4GoodShow reviews
Overall 7.4 Good
Based on 52 reviews
Overall
7.3
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
ORF
ORD
Excellent 8.6

Pros: Everything went as well as can be expected. No issues or delays. Very smooth uneventful flight.

ORF
ORD
Excellent 9.3

Pros: I think your agents on up did well handling rebooking and upset people. I was told I would miss my flight first thing this morning but the agent was able to get me on and I arrived in CR only 1. Hour late. Thank you for the great service. It has to be hard picking up the pieces after the hurricane.

SEA
IAH
Okay 5.6

Cons: The fact that United forces basic economy customers to check carry-on luggage is nothing but a cash grab. Some of the overhead compartments were completely empty yet they force you to pay ?30/ bag. They also gouge you an extra $25 per bag if you bring your carry on to the gate.

ORF
ORD
Excellent 8.8

Pros: The plane was not very full...that made the experience so nice. All passengers were there early and boarded quickly allowing us to leave the ground ahead of schedule. They offer entertainment using their app on your phone or notepad.

SEA
LAX
Okay 5.2

Pros: Was your standard airlplane.

Cons: Plane was delayed due to a mechanical, then again because the cleaning crew didn’t do a good enough job the first time, then a seat mechanical, and then the truck used to back out onto the tarmac broke down

Sat, Jun 8
RIC
Richmond Byrd Intl
ORD
Chicago O'Hare Intl
6h 59m
Sat, Jun 15
ORD
Chicago O'Hare Intl
RIC
Richmond Byrd Intl
8h 01m
Trip: 8 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 16,803 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
7.9
Food
7.8
BOS
BWI
Good 7.3

Pros: The plane was comfortable

Cons: The flight was delayed by 1.5 hours so would have preferred to be on time

RSW
BOS
Excellent 9.3

Pros: Free Wi-Fi

Cons: Outlets on plane for charging phone

JAX
JFK
Okay 5.2

Pros: The crew was attentive and friendly.

Cons: My entertainment screen never worked for more than 30 seconds. I had to watch whatever my neighbor was watching.

LGA
MCO
Good 7.0

Cons: The wifi didn't work, and this wasn't the first time thier wifi was out. I've been flying on jetblue frequently lately and that's my only issue. Everything else was good.

MBJ
FLL
Excellent 8.4

Pros: Lots of space.

Cons: Could have cleaned the spilt coffee from the tray table which was dry and sticky. Flight delays could have been communicated earlier (instead of after we were already delayed in boarding and it was already obvious)

Sat, May 11
RIC
Richmond Byrd Intl
ORD
Chicago O'Hare Intl
5h 06m
Sat, May 18
ORD
Chicago O'Hare Intl
RIC
Richmond Byrd Intl
2h 07m
Trip: 8 days
5.1OkayShow reviews
Overall 5.1 Okay
Based on 3 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.9
Entertainment
6.8
Food
6.7
BWI
MIA
Excellent 8.3

Pros: Very helpful crew.

Cons: Too often the video screen I’m given doesn’t charge up and it has to be replaced mid flight. This happened again during this flight when 2 screens didn’t charge and had to be replaced before the movie ended. The crew was helpful, but this problem is annoying.

PDX
PHX
Good 7.2

Pros: The free movie

ITH
PHL
Excellent 8.0

Pros: Nice crew!

Cons: Flight delayed

PHX
SEA
Good 6.6

Pros: comfortable seats

Cons: food

LAX
LHR
Excellent 8.3

Cons: We had a good trip

Tue, Apr 16
ORF
Norfolk
MDW
Chicago Midway
4h 55m
Tue, Apr 23
MDW
Chicago Midway
ORF
Norfolk
5h 50m
Trip: 8 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,593 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
DTW
BWI
Excellent 10.0

Cons: Excellent

MEM
MSP
Good 7.3

Cons: I booked a business class ticket through klm, but it was a delta code share flight. Delta was unable to locate me in their system, and I had to contact klm myself to straighten it out.

ATL
SFO
Excellent 10.0

Pros: Yes

Cons: Took off late. Other than that very comfortable and great experience

LAX
SAN
Good 6.0

Pros: Crew was nice, despite multiple hoardings and time delays.

Cons: Plane was originally set to leave at 11:30 am, but was delayed until 3:00 pm for equipment. We boarded the plane at 3:00, the door was closed, and 30 minutes of waiting at the gate, where told to deplane, and the flight would leave at 5:06. There was another flight to San Diego, also delayed for hou

JAX
JFK
Good 7.3

Cons: No in flight entertainment

Tue, Aug 20
ORF
Norfolk
ORD
Chicago O'Hare Intl
2h 13m
Sat, Aug 24
ORD
Chicago O'Hare Intl
ORF
Norfolk
2h 02m
Trip: 5 days
7.4GoodShow reviews
Overall 7.4 Good
Based on 52 reviews
Overall
7.3
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
IAH
CUN
Excellent 9.3

Pros: I got upgraded to first class for free

Cons: I was very happy with this flight!

IAD
LIS
Good 7.3

Pros: Fast boarding and helpful crew.

Cons: Food was cold and soggy.

OGG
LAX
Mediocre 3.0

Pros: Haven't flown United, now we remember why. Paid extra for comfort and the seats we had were actually more cramped than those around our seating. A long trip with no food, unless you want to pay more than a high end restaurant in Maui. No entertainment made a long, uncomfortable flight unbearable.

ORF
ORD
Okay 4.0

Pros: If your going to fly Boeing or nothing. Hell with regional carriers

Cons: You

PHL
DEN
Excellent 10.0

Pros: The attendants were amazing, fun, attentive and provided for a very quick four-hour trip!

Cons: Not one thing.

Tue, Jun 4
RIC
Richmond Byrd Intl
ORD
Chicago O'Hare Intl
4h 46m
Tue, Jun 11
ORD
Chicago O'Hare Intl
RIC
Richmond Byrd Intl
2h 08m
Trip: 8 days
5.1OkayShow reviews
Overall 5.1 Okay
Based on 3 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.9
Entertainment
6.8
Food
6.7
CAE
CLT
Excellent 10.0

Pros: Easy access and commute

LAX
LAS
Good 7.3

Pros: Crew was very nice

Cons: No drunk option other than orange juice or water, and orange juice gives me heartburn so more options necessary

MIA
STX
Okay 4.6

Pros: I liked the ability to choose my meal ahead of time.

Cons: Pre-boarding drinks could have been offered to all business class customers, but again, the flight attendants with American aren’t as customer service oriented as those from Delta.

LAX
LHR
Excellent 8.3

Cons: We had a good trip

AVL
CLT
Excellent 8.3

Cons: Be on time. Also we sat in first class and it would be nice if the center counsel was smaller giving the passengers more seat room.

Tue, Apr 16
ORF
Norfolk
ORD
Chicago O'Hare Intl
5h 00m
Tue, Apr 23
ORD
Chicago O'Hare Intl
ORF
Norfolk
4h 28m
Trip: 8 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,593 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
CDG
MSP
Excellent 8.3

Pros: Excellent cabin crew!

Cons: Boarding on time and announcing changes to the bowrding schedule instead of leaving customers guessing.

JFK
SAN
Good 6.0

Pros: Very professional crew.

Cons: The plane was delayed 1 and a half hours getting out of the gate because of a malfunctioning fuel gauge

HNL
FUK
Good 7.3

Cons: Ran out of hot water on flight

JFK
AMS
Excellent 8.0

Pros: Crew was courteous.

JFK
DEN
Good 7.2

Pros: Boarding was easy.

Cons: I am 6' 1" tall and weigh 220, so not out of the ordinary and I felt like I was stuffed into a sardine can.

Fri, Apr 5
SHD
Staunton Shenandoah Valley
ORD
Chicago O'Hare Intl
2h 15m
Mon, Apr 8
ORD
Chicago O'Hare Intl
SHD
Staunton Shenandoah Valley
1h 56m
Trip: 4 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 62,526 reviews
Overall
7.3
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
STI
EWR
Good 6.4

Pros: The crew, and boarding process was good.

Cons: The snacks are really bad.

PDX
DEN
Excellent 10.0

Pros: Captain actually briefed passengers before the plane took off. Refreshing.

Cons: Maple cookie snacks aren't my favorite. Stroopwaffels are the best.

ORD
SFO
Excellent 8.6

Cons: If they had veggie options or any options for food when they arrived to my seat

RIC
ORD
Excellent 9.2

Pros: ANA Chicago to Tokyo was so awesome. Crew is super courteous and polite. Food is good even economy class. Good headphones were already in front of the seats. ANA is the one that you want to fly!

BOI
SFO
Good 6.4

Pros: Yes, crew were great, seat was okay

Cons: Have life vests on board for the crew, was delayed over 2 1/2 hours on run way!

Sat, Apr 20
RIC
Richmond Byrd Intl
MDW
Chicago Midway
3h 52m
Wed, Apr 24
MDW
Chicago Midway
RIC
Richmond Byrd Intl
5h 38m
Trip: 5 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,593 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
RDU
LGA
Good 6.0

Cons: Too much delay - departure was planned on March 15 @ 7 pm and take off happened on March 16 @ 12pm - a complete failure!!!!

ATL
SJO
Excellent 10.0

Cons: Let was a typical flight. About all you can hope for is that it is on time. That makes it excellent.

BIL
MSP
Excellent 9.6

Pros: The crew was helpful and seemed genuinely nice. The seats felt a little narrow

BGR
LGA
Okay 4.0

Cons: If it had left on time Waited 3 hours at the airport

ATL
MSY
Okay 5.2

Cons: CheezIts were too salty. We had to sit on NO tarmac for over 10 minutes because a plane was stuck at our gate...several other gates empty - what's up?

Wed, Jul 31
ORF
Norfolk
ORD
Chicago O'Hare Intl
2h 38m
Mon, Aug 5
ORD
Chicago O'Hare Intl
ORF
Norfolk
2h 05m
Trip: 6 days
8.0ExcellentShow reviews
Overall 8.0 Excellent
Based on 8 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.9
Entertainment
6.8
Food
6.7
DFW
SHV
Good 6.5

Cons: The flight was delayed twice and ended up arriving hours after schedule. I get sometimes this happens. I was frustrated bc we were boarded and seated, ready to taxi with no pilot! It took another 30 minutes to get one! I realize when flights are late there are ripple effects but this was excessive.

CLT
SMF
Excellent 8.3

Cons: Be on time. Plus we were in first class and it would be nice if the center counsel was smaller giving the passenger more seat room.

LAX
LAS
Good 7.3

Pros: Crew was very nice

Cons: No drunk option other than orange juice or water, and orange juice gives me heartburn so more options necessary

JFK
LAS
Mediocre 2.3

Pros: Nothing.

Cons: Staff, room, boarding process, flight schedule and more!

LGA
DFW
Okay 5.2

Cons: Entertainment system for myself and my wife failed after an hour.

Wed, Jun 5
SHD
Staunton Shenandoah Valley
ORD
Chicago O'Hare Intl
2h 15m
Fri, Jun 21
ORD
Chicago O'Hare Intl
SHD
Staunton Shenandoah Valley
1h 49m
Trip: 17 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 62,526 reviews
Overall
7.3
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
GEG
ORD
Excellent 10.0

Pros: Service was amazing!

RIC
ORD
Excellent 9.2

Pros: ANA Chicago to Tokyo was so awesome. Crew is super courteous and polite. Food is good even economy class. Good headphones were already in front of the seats. ANA is the one that you want to fly!

SFO
EWR
Excellent 9.0

Pros: Nice and courteous crew

Cons: Better on increased International viewing options.

COU
ORD
Mediocre 2.0

Pros: Nothing

Cons: The flight was canceled, so taking off would have been an improvement.

ORD
SFO
Good 6.3

Cons: Boarding/unloading

Sat, Apr 27
RIC
Richmond Byrd Intl
MDW
Chicago Midway
4h 17m
Wed, May 1
MDW
Chicago Midway
RIC
Richmond Byrd Intl
4h 14m
Trip: 5 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,593 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
CHS
ATL
Okay 5.0

Cons: I had window seats on all flights and was boarded after those in middle/aisle seats 3 out of 4 times. Less legroom in the cheap seats. High whining pitch on speaker during announcements on last leg.

ATL
SFO
Excellent 10.0

Pros: Yes

Cons: Took off late. Other than that very comfortable and great experience

ATL
BOS
Good 6.6

Pros: Delta in flight entertainment is great.

Cons: Always delayed.

JFK
AMS
Excellent 8.0

Pros: Crew was courteous.

MCI
DTW
Excellent 8.0

Cons: If there could have been some sort of service at DTW to take customers to the gate of their connecting flight, for cases of really short time window of course, it’d be extremely helpful.

Sat, Sep 7
SHD
Staunton Shenandoah Valley
ORD
Chicago O'Hare Intl
1h 52m
Sat, Sep 21
ORD
Chicago O'Hare Intl
SHD
Staunton Shenandoah Valley
1h 57m
Trip: 15 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 62,526 reviews
Overall
7.3
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
DEN
MSY
Excellent 8.6

Pros: Ok.

Cons: Less time with seatbelt sign on.

EWR
MUC
Excellent 10.0

Pros: Crew was friendly, food was delicious and flight was nice and smooth!

ORD
SFO
Excellent 8.6

Cons: If they had veggie options or any options for food when they arrived to my seat

BRU
IAD
Good 7.6

Pros: They were OK

Cons: Terrible business class seating. You have to climb over your neighbor to go use the rest room.

PDX
DEN
Excellent 10.0

Pros: Captain actually briefed passengers before the plane took off. Refreshing.

Cons: Maple cookie snacks aren't my favorite. Stroopwaffels are the best.

Sat, Mar 23
RIC
Richmond Byrd Intl
ORD
Chicago O'Hare Intl
16h 52m
Sat, Mar 30
ORD
Chicago O'Hare Intl
RIC
Richmond Byrd Intl
25h 59m
Trip: 8 days
5.5OkayShow reviews
Overall 5.5 Okay
Based on 58,568 reviews
Overall
5.8
Boarding
6.1
Comfort
5.4
Crew
6.5
Entertainment
4.6
Food
4.7
IAH
BWI
Good 6.0

Pros: Very tight seating

MSP
RSW
Okay 4.0

Pros: Nothing

Cons: There was a screaming kid (not a baby - an 8 or 10 year old) 2 rows in front of me. It was terrible the whole time.

BWI
MCO
Okay 5.3

Pros: Great prices

Cons: Seats are uncomfortable

SJU
BWI
Okay 4.8

Pros: We paid more for extra space and the seats were big. Nice. But the back was so upright and you couldn’t adjust it back. Super uncomfortable.

Cons: The crew is rather blah. It’s clearly a j-o-b.

DEN
ORD
Okay 4.0

Pros: Paying $35 to “upgrade” to basically any other airlines regular seating

Cons: Literally everything.

Tue, Jul 30
ORF
Norfolk
ORD
Chicago O'Hare Intl
4h 14m
Mon, Aug 5
ORD
Chicago O'Hare Intl
ORF
Norfolk
2h 05m
Trip: 7 days
8.0ExcellentShow reviews
Overall 8.0 Excellent
Based on 8 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.9
Entertainment
6.8
Food
6.7
BOS
MIA
Good 7.3

Pros: Seat was not comfortable

Cons: Need more room

EGE
JFK
Excellent 8.0

Cons: Leg room

CLE
CLT
Excellent 8.0

Cons: Departing on time...30 minutes late.

JFK
MIA
Excellent 10.0

Pros: Calm no crowd organized and perfect

Cons: Umm

SFO
MIA
Good 6.0

Cons: Plane was old and dirty, would not recommend.

Wed, May 1
ORF
Norfolk
MDW
Chicago Midway
6h 14m
Sat, May 4
MDW
Chicago Midway
ORF
Norfolk
4h 20m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,593 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
SLC
SFO
Okay 5.6

Pros: Nice new seats

Cons: Was too warm inside the plane. Boarding address was mobbed and not very well managed

BRU
JFK
Excellent 8.0

Pros: great flight attendant

SJU
JFK
Good 6.0

Cons: Was refused to use the 1st clas restrooms but 10 minutes layer the flight attendant allowed an older gentleman and a lady to use them. I was in 10A with my service dog

LIM
ATL
Excellent 9.2

Pros: Delta did a great job getting our checked bags from an overseas arrival to this flight. Boarding smooth.

Cons: Seats are cramped in coach. Fact of life for all carriers.

LGA
MIA
Excellent 8.3

Pros: Crew was very attentive and friendly

Cons: Boarding could be better.

Tue, Sep 3
RIC
Richmond Byrd Intl
ORD
Chicago O'Hare Intl
2h 15m
Sat, Sep 7
ORD
Chicago O'Hare Intl
RIC
Richmond Byrd Intl
5h 33m
Trip: 5 days
6.6GoodShow reviews
Overall 6.6 Good
Based on 36 reviews
Overall
7.3
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
IAH
SJO
Poor 0.0

Cons: Flight was canceled due to United's mismanagement of crews.

DEN
MSY
Excellent 8.6

Pros: Ok.

Cons: Less time with seatbelt sign on.

SAN
DEN
Excellent 9.2

Pros: Flight was on time and crew was friendly

Cons: Seat was quite uncomfortable and I would love more soda choices.

ORD
SFO
Excellent 8.6

Cons: If they had veggie options or any options for food when they arrived to my seat

LAX
SBP
Excellent 10.0

Pros: This plane has more space than larger plane, was more comfortable.

*
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