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Kentucky to Chicago Flight Information

Flights Arrive in Chicago
Flights Depart from Kentucky
Flight Price $174
Airlines United Airlines, American Airlines, Delta

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

Airports
Origin
Paducah
$200
only
$200
Louisville
$174
only
$174
Lexington
$194
only
$194
Destination
Chicago
$174
only
$174
$194
only
$194
Sat, Apr 13
SDF
Louisville Standiford Field
ORD
Chicago O'Hare Intl
1h 38m
Sat, May 4
ORD
Chicago O'Hare Intl
SDF
Louisville Standiford Field
1h 25m
Trip: 22 days
5.6OkayShow reviews
Overall 5.6 Okay
Based on 33 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
LAX
ITO
Excellent 8.6

Cons: I would have liked if the crew kept us a bit more in the loop about what's going on - I took a Southwest flight earlier the same day, and the crew all seemed to be having a lot more fun than the crew on United. Which is more likely more a management/structure issue of United than the crew themselves

GEG
ORD
Excellent 10.0

Pros: Service was amazing!

SDF
ORD
Good 7.6

Pros: The Embraer ERJ-170 has comfortable seats!

DEN
PDX
Excellent 10.0

Cons: I miss the good old days where Captain X tells us what’s seeable out the window!

YOW
ORD
Okay 5.6

Pros: The crew was friendly and helpful.

Cons: Better snacks would be nice, and there was no entertainment available, even for personal devices.

Sat, May 25
SDF
Louisville Standiford Field
ORD
Chicago O'Hare Intl
1h 34m
Sat, Jun 1
ORD
Chicago O'Hare Intl
SDF
Louisville Standiford Field
1h 25m
Trip: 8 days
5.9OkayShow reviews
Overall 5.9 Okay
Based on 6 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.9
Entertainment
6.8
Food
6.7
ORD
LHR
Excellent 10.0

Pros: Seat was really nice. So were the meals

CDG
DFW
Okay 5.3

Pros: Some of the flight attendants were helpful, some were not. The movie selection was good.

Cons: The Food was not fully warmed, seats were uncomfortable. The boarding process did not seem organized.

AUS
JFK
Mediocre 3.0

Pros: That we didn’t crash

Cons: No food offered. Premium seating that I paid for was so narrow there was no way I could sit next to the person next to me and not have their elbows on me.

MIA
YYZ
Excellent 8.0

Pros: Entertainment available excellent

Cons: Seating space seems to narrow

PHL
LAS
Mediocre 2.4

Pros: Not much. The pilot did try to keep us updated on our 5 hour delay The airline had conflicting rules on getting off the plane while waiting at the gate the pilot said yes, the attendants said no

Cons: At least offer water while trapped on a plane

Wed, May 29
LEX
Lexington Blue Grass
ORD
Chicago O'Hare Intl
3h 56m
Wed, Jun 5
ORD
Chicago O'Hare Intl
LEX
Lexington Blue Grass
3h 16m
Trip: 8 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,528 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
YYZ
ATL
Excellent 9.6

Pros: I liked the touch screen displays in each headrest. Seats and leg room comfortable

Cons: Boarding was somewhat unorganized

BIL
MSP
Excellent 9.6

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

MSP
ATL
Excellent 8.0

Pros: Attendant was friendly and efficient.

Cons: No beverages or snacks.

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

Tue, Jun 11
SDF
Louisville Standiford Field
ORD
Chicago O'Hare Intl
1h 43m
Mon, Jul 15
ORD
Chicago O'Hare Intl
SDF
Louisville Standiford Field
1h 29m
Trip: 35 days
5.6OkayShow reviews
Overall 5.6 Okay
Based on 33 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
SDF
ORD
Mediocre 2.0

Pros: Nothing

Cons: Held up at check in because of understaffing. Long TSA line. When we finally got to gate wouldn't let us board. Then agent was extremely rude about putting us on a different flight. Have always flown Delta and am sorry I ever strayed. It will never happen again.

SJC
ORD
Good 6.3

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

DEN
PHL
Excellent 10.0

Pros: Attendants were wonderful!

Cons: Baggage claim time - but that's a Philly issue.

SFO
BOS
Mediocre 2.0

Cons: Leaving on time

SDF
ORD
Good 6.0

Cons: It was freezing on the plane.

Mon, Jun 24
SDF
Louisville Standiford Field
ORD
Chicago O'Hare Intl
1h 33m
Wed, Jun 26
ORD
Chicago O'Hare Intl
SDF
Louisville Standiford Field
1h 29m
Trip: 3 days
5.9OkayShow reviews
Overall 5.9 Okay
Based on 6 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.9
Entertainment
6.8
Food
6.7
PHX
SEA
Good 6.6

Pros: comfortable seats

Cons: food

CAE
CLT
Excellent 10.0

Pros: Easy access and commute

PHL
LAS
Mediocre 2.4

Pros: Not much. The pilot did try to keep us updated on our 5 hour delay The airline had conflicting rules on getting off the plane while waiting at the gate the pilot said yes, the attendants said no

Cons: At least offer water while trapped on a plane

DFW
BOS
Excellent 8.0

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

Cons: seat was not clean

CLT
MCI
Okay 4.5

Cons: Left very late with very poor communications that kept changing as well as the gate info!

Wed, May 29
LEX
Lexington Blue Grass
MDW
Chicago Midway
4h 06m
Wed, Jun 5
MDW
Chicago Midway
LEX
Lexington Blue Grass
4h 12m
Trip: 8 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,575 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
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

IAD
MSP
Good 7.6

Pros:

Cons:

DEN
SEA
Good 7.0

Pros: On time flight, bag made it, great price, can’t complain.

Cons: Seat pretty tight for an average size adult man. No inflight phone charger.

SYD
LAX
Excellent 10.0

Pros: Delta always does a superior job - domestically and internationally!

BRU
JFK
Mediocre 2.6

Cons: Healthier snacks instead of just candy and cookies... an apple for example would be great.

Thu, Jul 11
SDF
Louisville Standiford Field
ORD
Chicago O'Hare Intl
1h 39m
Sun, Jul 14
ORD
Chicago O'Hare Intl
SDF
Louisville Standiford Field
1h 15m
Trip: 4 days
5.6OkayShow reviews
Overall 5.6 Okay
Based on 33 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
YOW
ORD
Okay 5.6

Pros: The crew was friendly and helpful.

Cons: Better snacks would be nice, and there was no entertainment available, even for personal devices.

SDF
ORD
Good 6.0

Cons: The delay!!!

SDF
ORD
Mediocre 2.0

Pros: Nothing

Cons: Flight was 3 hrs late leaving Louisville and there was no acknowledgement of that or apology from the United staff.

SDF
ORD
Mediocre 2.0

Cons: Had to pay for entertainment. This was my 50th flight this year and first time any airline has no free entertainment. Probably will boycott united on future flights

ORD
FRA
Good 6.0

Pros: Crew was nice; not out of their way, though.

Cons: Food, movies, space

Sat, Sep 28
SDF
Louisville Standiford Field
ORD
Chicago O'Hare Intl
1h 32m
Sun, Sep 29
ORD
Chicago O'Hare Intl
SDF
Louisville Standiford Field
1h 18m
Trip: 2 days
5.9OkayShow reviews
Overall 5.9 Okay
Based on 6 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.9
Entertainment
6.8
Food
6.7
CDG
DFW
Okay 5.3

Pros: Some of the flight attendants were helpful, some were not. The movie selection was good.

Cons: The Food was not fully warmed, seats were uncomfortable. The boarding process did not seem organized.

SFO
LAX
Excellent 10.0

Pros: Comfortable

EGE
JFK
Excellent 8.0

Cons: Leg room

ORD
SJD
Okay 4.8

Pros: Crew was friendly.

Cons: 4.5 hour flight to international destination and no meal provided. As usual, if you want a snack pay more. Slow chaotic boarding.

MIA
MDE
Mediocre 3.6

Pros: Short flight.

Cons: Flight got delayed several times. Had to reschedule flight.

Fri, Apr 12
SDF
Louisville Standiford Field
MDW
Chicago Midway
3h 21m
Sun, Apr 14
MDW
Chicago Midway
SDF
Louisville Standiford Field
3h 15m
Trip: 3 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,552 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
HNL
FUK
Good 7.3

Cons: Ran out of hot water on flight

LGA
DTW
Excellent 9.6

Pros: We landed 45 minutes ahead of schedule.

Cons: Boarding was rushed and we left the gate late.

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.

CDG
MSP
Excellent 10.0

Pros: The care and good food was much appreciated. There were plenty of excellent movies to watch to make the time pass in an enjoyable way.

ATL
SFO
Excellent 10.0

Pros: Yes

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

Fri, Mar 22
PAH
Paducah Barkley Regional
ORD
Chicago O'Hare Intl
2h 59m
Mon, Mar 25
ORD
Chicago O'Hare Intl
PAH
Paducah Barkley Regional
1h 24m
Trip: 4 days
5.6OkayShow reviews
Overall 5.6 Okay
Based on 5 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
MRY
SFO
Good 6.0

Pros: Safety of the flight, the route

Cons: The remote for the AV was so torn. I coukdnt even use it

SIN
SFO
Excellent 8.3

Pros: Amenities. And courteous crew

Cons: Choice of Vegeterian options

MBJ
EWR
Good 6.0

Cons: Ground crew and in Jamaica was horrible. They asked me if I have flew United before when I asked her a question.

YOW
ORD
Okay 5.6

Pros: The crew was friendly and helpful.

Cons: Better snacks would be nice, and there was no entertainment available, even for personal devices.

GUM
YAP
Excellent 8.0

Pros: Empty flight- every passenger could have had their own row! Excellent piloting through a rough approach on a short landing.

Cons: The weather upon arrival- uncontrollable. So, nothing else about this flight could have been better.

Sat, Jun 15
SDF
Louisville Standiford Field
MDW
Chicago Midway
3h 12m
Tue, Aug 6
MDW
Chicago Midway
SDF
Louisville Standiford Field
3h 16m
Trip: 53 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,552 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
ORD
SEA
Excellent 8.6

Pros: Jeff was our flight attendant in first class. He is an excellent flight attendant. He has an amazing attitude and his manner made us feel as if we had been friends with him for years.

Cons: Passengers who pay retail for first class on domestic flights should get access to the Delta lounges even without the AE card. Other airlines do this, and we have come to expect it.

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

JFK
MSY
Excellent 9.0

Cons: Snacks

MSP
TUS
Good 7.6

Pros:

Cons:

MSY
ATL
Okay 5.0

Pros: Boarding was fast

Cons: The seats were incredibly uncomfortable. This was a Comfort + seat. Very hard, unbearable for an overnight flight.

Fri, May 3
LEX
Lexington Blue Grass
ORD
Chicago O'Hare Intl
1h 40m
Sat, May 4
ORD
Chicago O'Hare Intl
LEX
Lexington Blue Grass
1h 23m
Trip: 2 days
8.6ExcellentShow reviews
Overall 8.6 Excellent
Based on 1 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.9
Entertainment
6.8
Food
6.7
DFW
BOS
Excellent 8.0

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

Cons: seat was not clean

CLT
SYR
Good 7.5

Cons: Very cold temperature in the cabin both flights, could have been warmer. Wore hooded packable jacket and gloves and was still cold

SEA
PHX
Okay 5.6

Pros: Crew was very friendly

Cons: Seats were extremely uncomfortable, and hurt my back very much.

EGE
JFK
Excellent 8.0

Cons: Leg room

AQP
LIM
Okay 4.0

Cons: The flight attendant didn’t allow me to put my only one personal item I had (with no carry on) to the locker! He allows people from other seats to put their laguagges into my compartment!

Thu, May 9
PAH
Paducah Barkley Regional
ORD
Chicago O'Hare Intl
2h 58m
Sun, May 12
ORD
Chicago O'Hare Intl
PAH
Paducah Barkley Regional
2h 45m
Trip: 4 days
5.6OkayShow reviews
Overall 5.6 Okay
Based on 5 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
CLE
DCA
Mediocre 3.6

Cons: Crew was late. Delayed the flight by 45 minutes.

IAH
OKC
Excellent 9.0

Pros: Great crew!

IAD
LIS
Good 7.3

Pros: Fast boarding and helpful crew.

Cons: Food was cold and soggy.

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.

SKB
EWR
Excellent 8.5

Pros: The crew was friendly. After a week in the Caribbean sun, we were tired and had a low tolerance of everything.

Fri, Aug 16
LEX
Lexington Blue Grass
MDW
Chicago Midway
3h 35m
Tue, Aug 20
MDW
Chicago Midway
LEX
Lexington Blue Grass
5h 44m
Trip: 5 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,575 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
BOS
SEA
Excellent 10.0

Pros: The crew was so lovely and accommodating, flight was smooth, and I was impressed with the meal service. I travel a lot and this was one of my best experiences. I will definitely favor Delta in the future.

SAN
LAS
Excellent 10.0

Pros: Great flight

DUB
JFK
Excellent 8.0

Cons: The seats are not very comfortable for such a long flight

ATL
SJO
Excellent 10.0

Cons: Great flight. On time and friendly staff.

ORD
LGA
Excellent 10.0

Pros: Flight attendant in first class was amazing.

Tue, Apr 2
LEX
Lexington Blue Grass
ORD
Chicago O'Hare Intl
1h 40m
Tue, Apr 9
ORD
Chicago O'Hare Intl
LEX
Lexington Blue Grass
1h 22m
Trip: 8 days
7.7GoodShow reviews
Overall 7.7 Good
Based on 13 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
ORD
SFO
Okay 4.0

Cons: Flight departed late

CLE
DCA
Mediocre 3.6

Cons: Crew was late. Delayed the flight by 45 minutes.

LAX
SBP
Excellent 10.0

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

STI
EWR
Good 6.4

Pros: The crew, and boarding process was good.

Cons: The snacks are really bad.

BOI
DEN
Mediocre 2.0

Pros: Poor customer service and not understanding.

Cons: Don’t now it’s not the company’s fault it’s just the representative that I spoke to. I don’t know how many times I could explain my situation, and my English is not poor and I thought I was explaining myself clearly. Best think I could do is just say forget it I’ll take my $ 430 dollar last.

Wed, May 15
SDF
Louisville Standiford Field
MDW
Chicago Midway
4h 46m
Fri, May 17
MDW
Chicago Midway
SDF
Louisville Standiford Field
5h 10m
Trip: 3 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,552 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
SEA
SAN
Excellent 10.0

Pros: It was a nice flight. No troubles

Cons: Nothing

JFK
MAD
Excellent 8.3

Pros: The crew was very good. So was the food.

Cons: The flight was 1 hour delayed

BDL
ATL
Excellent 8.0

Pros: I liked the wide variety of movies and snacks available.

Cons: The kid behind me wouldn't stop kicking my seat.

IAD
MSP
Good 7.6

Pros:

Cons:

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.

Fri, Jun 14
LEX
Lexington Blue Grass
ORD
Chicago O'Hare Intl
1h 30m
Mon, Jun 17
ORD
Chicago O'Hare Intl
LEX
Lexington Blue Grass
1h 23m
Trip: 4 days
7.7GoodShow reviews
Overall 7.7 Good
Based on 13 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
SKB
EWR
Excellent 8.5

Pros: The crew was friendly. After a week in the Caribbean sun, we were tired and had a low tolerance of everything.

ORD
LAX
Excellent 9.5

Cons: Longer seat belts

IAD
LIS
Good 7.3

Pros: Fast boarding and helpful crew.

Cons: Food was cold and soggy.

NAS
EWR
Excellent 8.6

Pros: Crew was great. Food was ok. Seats were nice

Cons: It was good. I’m satisfied

LEX
ORD
Mediocre 2.0

Cons: This airline is so beyond awful. American has the most janky planes, uncomfortable seats, and worst service on the plane. I had to beg the flight attendant to get me a wine because I was asleep when they came by and missed them by not even a half hour... She acted like it was so hard and it took asking 4 times and finally just asking another person. I was so annoyed. They also have shitty food selections per usual. Who chooses those snack items?! They clearly have no taste. I was miserable the whole flight. I usually am not a miserable traveler so this isn't just me being negative, I seriously may write one review every few months, only if something is really good or really bad. The fact that I'm even taking the time to write this says a lot!!!

Thu, Mar 28
LEX
Lexington Blue Grass
ORD
Chicago O'Hare Intl
1h 39m
Sun, Mar 31
ORD
Chicago O'Hare Intl
LEX
Lexington Blue Grass
1h 21m
Trip: 4 days
8.6ExcellentShow reviews
Overall 8.6 Excellent
Based on 1 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.

BOS
MIA
Good 7.3

Pros: Seat was not comfortable

Cons: Need more room

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.

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.

CRW
CLT
Mediocre 3.6

Pros: I liked that we arrived on time. Besides that. Not much.

Cons: Having to us use our cell phones to watch a few channels was terrible. No movie. No help. You were just left on your own. Total of waste of time. Give us a monitor. Give us options. You are American Airlines, not Allegiant Air

Fri, Apr 19
LEX
Lexington Blue Grass
ORD
Chicago O'Hare Intl
3h 52m
Sun, Apr 21
ORD
Chicago O'Hare Intl
LEX
Lexington Blue Grass
3h 13m
Trip: 3 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,528 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
ATL
SJO
Excellent 10.0

Cons: Great flight. On time and friendly staff.

SEA
SAN
Excellent 10.0

Pros: It was a nice flight. No troubles

Cons: Nothing

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.

ORD
SEA
Excellent 8.6

Pros: Jeff was our flight attendant in first class. He is an excellent flight attendant. He has an amazing attitude and his manner made us feel as if we had been friends with him for years.

Cons: Passengers who pay retail for first class on domestic flights should get access to the Delta lounges even without the AE card. Other airlines do this, and we have come to expect it.

BIL
MSP
Excellent 9.6

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

Wed, Aug 14
LEX
Lexington Blue Grass
ORD
Chicago O'Hare Intl
1h 30m
Mon, Aug 19
ORD
Chicago O'Hare Intl
LEX
Lexington Blue Grass
1h 23m
Trip: 6 days
7.7GoodShow reviews
Overall 7.7 Good
Based on 13 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
GEG
ORD
Excellent 10.0

Pros: Service was amazing!

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.

LAX
ITO
Excellent 8.6

Cons: I would have liked if the crew kept us a bit more in the loop about what's going on - I took a Southwest flight earlier the same day, and the crew all seemed to be having a lot more fun than the crew on United. Which is more likely more a management/structure issue of United than the crew themselves

LGA
DEN
Good 6.0

Cons: I was in coach. I am 6’2” and my legs were pressed against the seat in front of me for the full 4 hours. Uncomfortable.

SFO
SEA
Good 7.0

Pros: united is united

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