Find Cheap Flights from Chicago to Lexington Blue Grass (CHI - LEX)

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Sat 12/16
Sat 12/23
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Good to Know

Average Price:
$361
(avg. price over the last 2 weeks)
Good Deal:
$236
or less (round trip)

When to Book Flights from Chicago to Lexington Blue Grass

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 $236 or less.
The cheapest flight from Chicago to Lexington Blue Grass was found 87 days before departure, on average.
Book at least 3 weeks before departure in order to get a below-average price.
Morning departure is around 2% more expensive 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 Chicago to Lexington Blue Grass Flights

How long does a flight from Chicago to Lexington Blue Grass take?
An average nonstop flight takes 1h 13m, covering a distance of 311 miles.
How many flights are there between Chicago and Lexington Blue Grass?
There are 225 (nonstop) flights between Chicago and Lexington Blue Grass per week, averaging 34 per day.
Which airlines provide the cheapest flights from Chicago to Lexington Blue Grass?
In the past 3 days, the cheapest round-trip tickets were found on American Airlines ($137), Delta ($261) and United ($341).
Do I need a passport to fly between Chicago and Lexington Blue Grass?
No.
Which airlines fly most frequently between Chicago and Lexington Blue Grass?
United (9 times daily), Lufthansa (4 times daily), American Airlines (3 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly Chicago to Lexington Blue Grass?
For Chicago to Lexington Blue Grass, Tuesday is the cheapest day to fly on average and Friday is the most expensive. Flying from Lexington Blue Grass back to Chicago, the best deals are generally found on Thursday, with Friday being the most expensive.

Book cheap flights from Chicago to Lexington Blue Grass (round-trip)

Airports
Origin
Chicago
$137
only
$137
$331
only
$331
Destination
Lexington
$137
only
$137
Tue, Jan 16
ORD
LEX
1h 19m
Wed, Jan 17
LEX
ORD
1h 42m
Trip: 2 days
10.0ExcellentShow reviews
Overall 10.0 Excellent
Based on 1 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
ORD
LAX
Excellent 9.5

Easy, smooth.

CLE
JFK
Mediocre 3.3

Plane was dirty and crew inattentive.

SFO
DFW
Excellent 10.0

On time. Comfortable seat. Courteous crew. Easy transfer.

ATL
CLT
Excellent 9.6

The flight was late

JFK
CDG
Mediocre 2.0

Nothing. From the plane to the awful delay and poor service.

Lack of communication. Old plane, no comfort and 6 HOURS DELAYED. Truly disappointed by the airline

Sat, Jan 20
ORD
LEX
5h 27m
Sun, Jan 21
LEX
ORD
4h 41m
Trip: 2 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14257 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
GSO
ATL
Excellent 10.0

Plane nice and comfortable

ZAG
CDG
Good 6.0

Old plane, bad food & old crew

BWI
JFK
Mediocre 3.6

There was a change in our flight. According to Delta you didn't confirm every leg of our flight and the plane was over booked.

JFK
MIA
Okay 5.3

Some of the flight attendants were rude and not very welcoming at all.

MSP
YXE
Excellent 9.3

I was traveling for medical reasons and the Delta crew took great care of me, made sure I was at my connecting gate on time, and even put me in a better seat on the plane. Not sure if that was a coincidental upgrade, or intentional, but it was perfect.

Wed, Dec 27
ORD
LEX
1h 18m
Wed, Jan 3
LEX
ORD
1h 39m
Trip: 8 days
10.0ExcellentShow reviews
Overall 10.0 Excellent
Based on 1 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
LAX
LHR
Excellent 9.2

Easy and efficient boarding for a busy flight. Efficient, attentive and intuitive cabin crew. Good in-flight entertainment and facilities.

The aircraft was extremely cold throughout the duration of the flight. Of all of the long haul airlines I've flown with, I find that American Airlines offers the least leg room.

SFO
DFW
Excellent 10.0

On time. Comfortable seat. Courteous crew. Easy transfer.

ORD
LAX
Excellent 9.5

Easy, smooth.

DFW
SCL
Excellent 9.6

The food is very tasty, but AA has not changed the menu in at least one year.

BNA
DFW
Good 7.3

Everything else

Thu, Jan 4
ORD
LEX
1h 19m
Sun, Jan 7
LEX
ORD
1h 34m
Trip: 4 days
7.6GoodShow reviews
Overall 7.6 Good
Based on 23 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
ORD
LEX
Excellent 8.0

Good time of day flight

Very cramped small plane

ORD
LEX
Excellent 8.0

Plane late leaving Chicago due to no pilot.

ORD
LEX
Excellent 10.0

Went smoothly, no complaints!

ORD
LEX
Good 6.4

Broken luggage

ORD
LEX
Good 7.3

Great pilot. Smoothest landing ever

No snacks :(

Wed, Dec 27
ORD
LEX
1h 18m
Thu, Jan 4
LEX
ORD
6h 40m
Trip: 9 days
10.0ExcellentShow reviews
Overall 10.0 Excellent
Based on 1 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
SFO
DFW
Excellent 10.0

On time. Comfortable seat. Courteous crew. Easy transfer.

CLE
JFK
Mediocre 3.3

Plane was dirty and crew inattentive.

LAX
AKL
Okay 5.6

Smooth operation, on time

Seat pitch on the plane unbelievably cramped. When seats are so close that if you drop something on the floor you have to be a contortionist to get it, you know it's a problem NEVER fly the 787-900 economy.

JFK
MXP
Mediocre 2.6

Plane was old and dirty, seat pocket had junk in it. Seat was broken and couldn’t stay up. In flight movies were from few years back with a center tv and no head rest screen. Crew on overseas flights tend to be older in age and less tolerant..much better on continental on the same route.

DFW
SCL
Excellent 9.6

The food is very tasty, but AA has not changed the menu in at least one year.

Fri, Dec 29
ORD
LEX
1h 18m
Mon, Jan 1
LEX
ORD
6h 21m
Trip: 4 days
10.0ExcellentShow reviews
Overall 10.0 Excellent
Based on 1 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
JFK
MXP
Mediocre 2.6

Plane was old and dirty, seat pocket had junk in it. Seat was broken and couldn’t stay up. In flight movies were from few years back with a center tv and no head rest screen. Crew on overseas flights tend to be older in age and less tolerant..much better on continental on the same route.

SFO
DFW
Excellent 10.0

On time. Comfortable seat. Courteous crew. Easy transfer.

CLT
SJU
Mediocre 3.3

Direct flight

Horrible customer service, excessive baggage fees, rude counter staff, no leg room, narrow seats

LAX
AKL
Okay 5.6

Smooth operation, on time

Seat pitch on the plane unbelievably cramped. When seats are so close that if you drop something on the floor you have to be a contortionist to get it, you know it's a problem NEVER fly the 787-900 economy.

BNA
DFW
Good 7.3

Everything else

Wed, Dec 27
ORD
LEX
1h 18m
Fri, Dec 29
LEX
ORD
1h 43m
Trip: 3 days
10.0ExcellentShow reviews
Overall 10.0 Excellent
Based on 1 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
LAX
LHR
Excellent 9.2

Easy and efficient boarding for a busy flight. Efficient, attentive and intuitive cabin crew. Good in-flight entertainment and facilities.

The aircraft was extremely cold throughout the duration of the flight. Of all of the long haul airlines I've flown with, I find that American Airlines offers the least leg room.

SFO
DFW
Excellent 10.0

On time. Comfortable seat. Courteous crew. Easy transfer.

LAX
AKL
Okay 5.6

Smooth operation, on time

Seat pitch on the plane unbelievably cramped. When seats are so close that if you drop something on the floor you have to be a contortionist to get it, you know it's a problem NEVER fly the 787-900 economy.

CLT
SJU
Mediocre 3.3

Direct flight

Horrible customer service, excessive baggage fees, rude counter staff, no leg room, narrow seats

CLE
JFK
Mediocre 3.3

Plane was dirty and crew inattentive.

Fri, Dec 29
ORD
LEX
1h 18m
Sun, Dec 31
LEX
ORD
6h 43m
Trip: 3 days
10.0ExcellentShow reviews
Overall 10.0 Excellent
Based on 1 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
LAX
AKL
Okay 5.6

Smooth operation, on time

Seat pitch on the plane unbelievably cramped. When seats are so close that if you drop something on the floor you have to be a contortionist to get it, you know it's a problem NEVER fly the 787-900 economy.

JFK
CDG
Mediocre 2.0

Nothing. From the plane to the awful delay and poor service.

Lack of communication. Old plane, no comfort and 6 HOURS DELAYED. Truly disappointed by the airline

ATL
CLT
Excellent 9.6

The flight was late

CLT
SJU
Mediocre 3.3

Direct flight

Horrible customer service, excessive baggage fees, rude counter staff, no leg room, narrow seats

ORD
LAX
Excellent 9.5

Easy, smooth.

Fri, Dec 29
MDW
LEX
5h 16m
Wed, Jan 3
LEX
MDW
6h 34m
Trip: 6 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14257 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
ATL
DFW
Excellent 10.0

My entire flight experience was delightful. Was dry impressed with the staff both at Hartsfield-Jackson and DFW...and our flight crew was positively sublime.

JFK
YYZ
Excellent 10.0

The staff is very friendly. Most pleasant airline I've flown with.

BWI
JFK
Mediocre 3.6

There was a change in our flight. According to Delta you didn't confirm every leg of our flight and the plane was over booked.

JFK
MIA
Okay 5.3

Some of the flight attendants were rude and not very welcoming at all.

ZAG
CDG
Good 6.0

Old plane, bad food & old crew

Fri, Jan 5
ORD
LEX
1h 20m
Sun, Jan 7
LEX
ORD
1h 39m
Trip: 3 days
7.6GoodShow reviews
Overall 7.6 Good
Based on 23 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
ORD
LEX
Good 6.4

Broken luggage

ORD
LEX
Good 7.6

Great flight!!!

ORD
LEX
Excellent 10.0

Went smoothly, no complaints!

ORD
LEX
Mediocre 2.0

Flight from Calgary to Chicago was excellent!

ORD
LEX
Mediocre 2.0

Eveything

Sat, Jan 6
ORD
LEX
1h 23m
Sun, Jan 7
LEX
ORD
1h 33m
Trip: 2 days
7.6GoodShow reviews
Overall 7.6 Good
Based on 23 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
ORD
LEX
Mediocre 2.0

Eveything

ORD
LEX
Mediocre 2.0

Nothing

It was awful. Flight was delayed for 3 hours because united couldn't get a pilot here who was even coming from a warm weather destination so weather shouldn't have been a problem. Poor planning. There was another flight I tried to get on but they couldn't seem to locate their flight attendants and it was delayed about 6 hours.

ORD
LEX
Okay 5.3

Why does the airport have so many flights coming in at the same time that you can't deplane as soon as you touch the ground? Feels like someone doesn't know what they are doing! Very frustrating! I was late to my event due to this!

ORD
LEX
Good 7.6

Great flight!!!

ORD
LEX
Good 7.3

Great pilot. Smoothest landing ever

No snacks :(

Fri, Jan 12
ORD
LEX
1h 13m
Mon, Jan 15
LEX
ORD
1h 42m
Trip: 4 days
10.0ExcellentShow reviews
Overall 10.0 Excellent
Based on 1 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
DFW
SCL
Excellent 9.6

The food is very tasty, but AA has not changed the menu in at least one year.

LAX
LHR
Excellent 9.2

Easy and efficient boarding for a busy flight. Efficient, attentive and intuitive cabin crew. Good in-flight entertainment and facilities.

The aircraft was extremely cold throughout the duration of the flight. Of all of the long haul airlines I've flown with, I find that American Airlines offers the least leg room.

JFK
CDG
Mediocre 2.0

Nothing. From the plane to the awful delay and poor service.

Lack of communication. Old plane, no comfort and 6 HOURS DELAYED. Truly disappointed by the airline

JFK
MXP
Mediocre 2.6

Plane was old and dirty, seat pocket had junk in it. Seat was broken and couldn’t stay up. In flight movies were from few years back with a center tv and no head rest screen. Crew on overseas flights tend to be older in age and less tolerant..much better on continental on the same route.

BNA
DFW
Good 7.3

Everything else

Fri, Feb 23
ORD
LEX
1h 17m
Sun, Feb 25
LEX
ORD
1h 36m
Trip: 3 days
7.6GoodShow reviews
Overall 7.6 Good
Based on 23 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
ORD
LEX
Excellent 8.0

Good time of day flight

Very cramped small plane

ORD
LEX
Excellent 8.0

Plane late leaving Chicago due to no pilot.

ORD
LEX
Good 7.6

Great flight!!!

ORD
LEX
Okay 5.3

Why does the airport have so many flights coming in at the same time that you can't deplane as soon as you touch the ground? Feels like someone doesn't know what they are doing! Very frustrating! I was late to my event due to this!

ORD
LEX
Mediocre 2.0

Nothing

It was awful. Flight was delayed for 3 hours because united couldn't get a pilot here who was even coming from a warm weather destination so weather shouldn't have been a problem. Poor planning. There was another flight I tried to get on but they couldn't seem to locate their flight attendants and it was delayed about 6 hours.

Fri, Feb 2
ORD
LEX
1h 19m
Tue, Feb 6
LEX
ORD
1h 42m
Trip: 5 days
10.0ExcellentShow reviews
Overall 10.0 Excellent
Based on 1 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
SFO
DFW
Excellent 10.0

On time. Comfortable seat. Courteous crew. Easy transfer.

CLE
JFK
Mediocre 3.3

Plane was dirty and crew inattentive.

LAX
LHR
Excellent 9.2

Easy and efficient boarding for a busy flight. Efficient, attentive and intuitive cabin crew. Good in-flight entertainment and facilities.

The aircraft was extremely cold throughout the duration of the flight. Of all of the long haul airlines I've flown with, I find that American Airlines offers the least leg room.

ATL
CLT
Excellent 9.6

The flight was late

CLT
SJU
Mediocre 3.3

Direct flight

Horrible customer service, excessive baggage fees, rude counter staff, no leg room, narrow seats

Thu, Jan 11
ORD
LEX
1h 19m
Sun, Jan 14
LEX
ORD
1h 42m
Trip: 4 days
10.0ExcellentShow reviews
Overall 10.0 Excellent
Based on 1 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
CLE
JFK
Mediocre 3.3

Plane was dirty and crew inattentive.

SFO
DFW
Excellent 10.0

On time. Comfortable seat. Courteous crew. Easy transfer.

JFK
MXP
Mediocre 2.6

Plane was old and dirty, seat pocket had junk in it. Seat was broken and couldn’t stay up. In flight movies were from few years back with a center tv and no head rest screen. Crew on overseas flights tend to be older in age and less tolerant..much better on continental on the same route.

DFW
SCL
Excellent 9.6

The food is very tasty, but AA has not changed the menu in at least one year.

ATL
CLT
Excellent 9.6

The flight was late

Fri, Apr 20
MDW
LEX
5h 11m
Sun, Apr 22
LEX
MDW
5h 39m
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14257 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
SEA
LAX
Okay 5.3

Mu seat!

My baggage took for to long to arrive

ZAG
CDG
Good 6.0

Old plane, bad food & old crew

LGA
ORD
Excellent 10.0

Flight was on time. Boarded quickly with no fuss.

ATL
ABE
Okay 4.0

Long wait for de-Icing. Got on and off the plane 3 times. First wait was 1 hour, but plane aborted takeoff. Second plane waited at gate with all aboard for 2-1/2 hours and never got slot and de-planed. Third plane waited 1-1/2 hours for de-Icing and finally we were headed home. Arrived 8.5 hours after schedule.

JFK
YYZ
Excellent 10.0

The staff is very friendly. Most pleasant airline I've flown with.

Thu, Jan 4
ORD
LEX
1h 20m
Mon, Jan 8
LEX
ORD
1h 29m
Trip: 5 days
7.6GoodShow reviews
Overall 7.6 Good
Based on 23 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
ORD
LEX
Good 7.6

Great flight!!!

ORD
LEX
Excellent 10.0

The flight was rerouted due to the blizzard, but the staff made it very pleasant and easy to make it to my destination on time.

ORD
LEX
Good 7.3

Great pilot. Smoothest landing ever

No snacks :(

ORD
LEX
Good 6.4

Broken luggage

ORD
LEX
Mediocre 2.0

Flight from Calgary to Chicago was excellent!

Fri, Jan 12
ORD
LEX
1h 19m
Sat, Jan 13
LEX
ORD
5h 56m
Trip: 2 days
10.0ExcellentShow reviews
Overall 10.0 Excellent
Based on 1 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
DFW
SCL
Excellent 9.6

The food is very tasty, but AA has not changed the menu in at least one year.

JFK
CDG
Mediocre 2.0

Nothing. From the plane to the awful delay and poor service.

Lack of communication. Old plane, no comfort and 6 HOURS DELAYED. Truly disappointed by the airline

CLT
SJU
Mediocre 3.3

Direct flight

Horrible customer service, excessive baggage fees, rude counter staff, no leg room, narrow seats

ORD
LAX
Excellent 9.5

Easy, smooth.

CLE
JFK
Mediocre 3.3

Plane was dirty and crew inattentive.

Fri, Jan 5
ORD
LEX
1h 19m
Mon, Jan 8
LEX
ORD
1h 33m
Trip: 4 days
7.6GoodShow reviews
Overall 7.6 Good
Based on 23 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
ORD
LEX
Excellent 8.0

Plane late leaving Chicago due to no pilot.

ORD
LEX
Mediocre 2.0

Eveything

ORD
LEX
Excellent 8.0

Good time of day flight

Very cramped small plane

ORD
LEX
Mediocre 2.0

Flight from Calgary to Chicago was excellent!

ORD
LEX
Good 7.3

Great pilot. Smoothest landing ever

No snacks :(

Sat, Jan 6
ORD
LEX
1h 23m
Mon, Jan 8
LEX
ORD
1h 38m
Trip: 3 days
7.6GoodShow reviews
Overall 7.6 Good
Based on 23 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
ORD
LEX
Excellent 8.0

Plane late leaving Chicago due to no pilot.

ORD
LEX
Excellent 10.0

The flight was rerouted due to the blizzard, but the staff made it very pleasant and easy to make it to my destination on time.

ORD
LEX
Good 6.4

Broken luggage

ORD
LEX
Okay 5.3

Why does the airport have so many flights coming in at the same time that you can't deplane as soon as you touch the ground? Feels like someone doesn't know what they are doing! Very frustrating! I was late to my event due to this!

ORD
LEX
Mediocre 2.0

Eveything

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