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Kentucky

$60+ Cheap flights from Connecticut to Kentucky

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/27. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SDF
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap flight deals from Connecticut to Kentucky

Cheapest flights from Connecticut to Kentucky
Explore the most affordable flight options available from Connecticut to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

This Delta deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/285:35 pm
LGA
-
BNA
Nonstop2h 47m
Delta
Mon 3/26:05 am
BNA
-
LGA
Nonstop2h 20m
Delta
Deal found 1/28$127
This American Airlines deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/113:38 pm
JFK
-
BNA
Nonstop2h 52m
American Airlines
Sun 2/156:00 am
BNA
-
JFK
Nonstop2h 29m
American Airlines
Deal found 1/28$127
This United Airlines deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/238:55 pm
EWR
-
BNA
Nonstop2h 37m
United Airlines
Wed 2/256:25 pm
BNA
-
EWR
1 stop4h 29m
United Airlines
Deal found 1/27$128
This Trip.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/186:29 am
JFK
-
BNA
Nonstop2h 36m
JetBlue
Wed 3/118:56 am
BNA
-
JFK
Nonstop2h 20m
JetBlue
Deal found 1/28$129
This Super.com deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/98:35 am
JFK
-
BNA
Nonstop2h 38m
JetBlue
Fri 2/138:55 am
BNA
-
JFK
Nonstop2h 19m
JetBlue
Deal found 1/27$130
This United Airlines deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/157:50 am
EWR
-
BNA
Nonstop2h 36m
United Airlines
Thu 2/198:00 am
BNA
-
EWR
Nonstop2h 17m
United Airlines
Deal found 1/27$130
This Mytrip deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/248:00 am
LGA
-
BNA
1 stop12h 48m
Spirit Airlines
Wed 2/258:30 am
BNA
-
LGA
1 stop10h 20m
Spirit Airlines
Deal found 1/27$131
This Trip.com deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/266:00 am
JFK
-
BNA
Nonstop2h 35m
JetBlue
Tue 3/38:56 am
BNA
-
JFK
Nonstop2h 20m
JetBlue
Deal found 1/29$131
This Mytrip deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/257:58 am
EWR
-
BNA
1 stop12h 50m
Spirit Airlines
Thu 2/266:15 am
BNA
-
EWR
1 stop9h 49m
Spirit Airlines
Deal found 1/27$131
This Southwest deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/197:20 am
LGA
-
BNA
Nonstop2h 50m
Southwest
Mon 2/238:05 pm
BNA
-
LGA
Nonstop2h 20m
Southwest
Deal found 1/27$132
This Delta deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/306:45 pm
JFK
-
BNA
Nonstop2h 50m
Delta
Thu 4/211:09 am
BNA
-
JFK
Nonstop2h 24m
Delta
Deal found 1/27$132
This CheapOair deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/1812:02 pm
EWR
-
BNA
1 stop8h 46m
Spirit Airlines
Wed 3/118:30 am
BNA
-
EWR
1 stop11h 39m
Spirit Airlines
Deal found 1/28$132

Find flight deals from Connecticut to Kentucky

Keep the following information in mind while searching for Connecticut to Kentucky flight deals. Data was last updated January 29, 2026.

Round-trip from

$127
(American Airlines)

One-way from

$60
(Expedia)

Popular in

January

Cheapest in

August

Average price

$656
From Connecticut to Kentucky
Search Deals
One-way flight from Connecticut to Kentucky
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($59 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($24 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Connecticut to Kentucky that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 29, 2026.
Use the filters below to find and compare flights from Connecticut to Kentucky that are best for you.

Fly from

Connecticut

Fly to

Kentucky

Route

Depart

Return

Price

New YorkNashville

JFK - BNA

JFKBNA

New York John F Kennedy Intl

Sun 3/1

6:00 am-7:36 am

Nonstop2h 36m

Nashville Intl

Wed 3/4

8:56 am-12:16 pm

Nonstop2h 20m

$127

New YorkNashville

JFK - BNA

JFKBNA

New York John F Kennedy Intl

Thu 2/26

8:59 am-10:44 am

Nonstop2h 45m

Nashville Intl

Tue 3/3

5:00 pm-8:29 pm

Nonstop2h 29m

$127

New YorkNashville

LGA - BNA

LGABNA

New York LaGuardia

Thu 2/19

7:20 am-9:10 am

Nonstop2h 50m

Nashville Intl

Mon 2/23

8:05 pm-11:25 pm

Nonstop2h 20m

$132

New YorkNashville

LGA - BNA

LGABNA

New York LaGuardia

Mon 3/30

7:50 pm-9:31 pm

Nonstop2h 41m

Nashville Intl

Thu 4/2

7:38 pm-10:59 pm

Nonstop2h 21m

$132

NewarkNashville

EWR - BNA

EWRBNA

Newark

Thu 3/12

6:00 am-9:21 am

1 stop4h 21m

Nashville Intl

Mon 3/16

7:46 pm-11:00 pm

Nonstop2h 14m

$133

New YorkNashville

JFK - BNA

JFKBNA

New York John F Kennedy Intl

Sat 2/21

2:25 pm-4:02 pm

Nonstop2h 37m

Nashville Intl

Mon 2/23

5:00 pm-8:32 pm

Nonstop2h 32m

$137

New YorkNashville

JFK - BNA

JFKBNA

New York John F Kennedy Intl

Sat 4/18

3:54 pm-5:48 pm

Nonstop2h 54m

Nashville Intl

Sat 4/25

7:10 am-10:45 am

Nonstop2h 35m

$137

New YorkNashville

JFK - BNA

JFKBNA

New York John F Kennedy Intl

Tue 4/7

2:34 pm-4:19 pm

Nonstop2h 45m

Nashville Intl

Tue 4/14

7:10 am-10:45 am

Nonstop2h 35m

$137

New YorkNashville

JFK - BNA

JFKBNA

New York John F Kennedy Intl

Sat 4/11

7:00 pm-8:52 pm

Nonstop2h 52m

Nashville Intl

Tue 4/14

6:31 pm-10:09 pm

Nonstop2h 38m

$137

New YorkNashville

JFK - BNA

JFKBNA

New York John F Kennedy Intl

Tue 2/10

8:59 am-10:46 am

Nonstop2h 47m

Nashville Intl

Tue 2/10

5:05 pm-8:39 pm

Nonstop2h 34m

$137

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 60 results
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Best time to book a flight from Connecticut to Kentucky

Have a flexible travel schedule? Discover the best time to fly to Kentucky from Connecticut with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Connecticut to Kentucky

What is the cheapest month to book a flight from Connecticut to Kentucky?

Currently, June is the cheapest month in which you can book a flight from Connecticut to Kentucky (average of $109). Flying from Connecticut to Kentucky in April is currently the most expensive (average of $286). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Kentucky

Get insights into the airlines that provide service to Kentucky. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Kentucky. Reviews last updated January 29, 2026.
Get a feel of what it's like to fly with Southwest, Delta, and United Airlines from Connecticut to Kentucky by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,267 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,267 reviews
Southwest
8.0
Very good
4,267 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,128 reviews
Southwest
8.0
Very good
4,267 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,215 reviews
Southwest
8.0
Very good
4,267 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,205 reviews
Southwest
8.0
Very good
4,267 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Connecticut to Kentucky. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Connecticut to Kentucky?

    For as low as $127, JetBlue can have you in Kentucky from Connecticut in 2h 36m. There are 764 mi between Connecticut and Kentucky. Most flights are nonstop.

  • What are the cheapest airlines to fly from Connecticut to Kentucky one-way?

    To fly one-way, consider booking your trip with American Airlines, which is currently one of the cheapest options available, starting at $108. Southwest flights start at $128 while deals on Delta start at $128 one-way.

  • Can I find deals for flights from Connecticut to Kentucky that include hotel bookings?

    Yes. In addition to deals on Connecticut to Kentucky flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Connecticut to Kentucky?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Connecticut to Kentucky.

  • Can I find deals for business class flights from Connecticut to Kentucky?

    Yes. Cheapflights offers flight deals from Connecticut to Kentucky by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Connecticut to Kentucky?

    Currently, June is the cheapest month in which you can book a flight from Connecticut to Kentucky (average of $109). Flying from Connecticut to Kentucky in April is currently the most expensive (average of $286). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Connecticut to Kentucky

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Connecticut to Kentucky

Discover the top 4 airlines that operate flights from Connecticut to Kentucky. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$223Average$381FlexibilityNo cancel feeOn-time71%
DeltaCheapest$232Average$330FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$276Average$436FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$280Average$386FlexibilityNo cancel feeOn-time63%

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