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Kentucky

$54+ 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 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SDF
Dec 2 — Dec 91
Tue 12/2
Tue 12/9
1 adult, Economy
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Find 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 November 2, 2025.

This United Airlines deal was found by Cheapflights users on 11/1. 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 11/231:00 pmEWR - BNA
Nonstop2h 21mUnited Airlines
Tue 12/26:00 amBNA - EWR
Nonstop2h 15mUnited Airlines
Deal found 11/1$122
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1712:15 pmEWR - BNA
1 stop6h 15mSpirit Airlines
Wed 11/196:45 amBNA - EWR
1 stop5h 36mSpirit Airlines
Deal found 11/1$125
This Trip.com deal was found by Cheapflights users on 11/1. 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.
Sun 11/1610:37 amJFK - BNA
Nonstop2h 38mJetBlue
Wed 11/191:10 pmBNA - JFK
Nonstop2h 19mJetBlue
Deal found 11/1$126
This JetBlue deal was found by Cheapflights users on 11/1. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1610:37 amJFK - BNA
Nonstop2h 38mJetBlue
Tue 11/181:10 pmBNA - JFK
Nonstop2h 19mJetBlue
Deal found 11/1$127
This Southwest deal was found by Cheapflights users on 10/31. 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 12/46:05 amLGA - BNA
Nonstop2h 35mSouthwest
Mon 12/83:10 pmBNA - LGA
1 stop6h 40mSouthwest
Deal found 10/31$127
This United Airlines deal was found by Cheapflights users on 10/31. 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.
Fri 11/219:44 pmEWR - BNA
Nonstop2h 36mUnited Airlines
Mon 11/248:15 pmBNA - EWR
Nonstop2h 27mUnited Airlines
Deal found 10/31$127
This Trip.com deal was found by Cheapflights users on 10/31. 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.
Tue 12/27:30 pmJFK - BNA
Nonstop2h 37mJetBlue
Fri 12/51:10 pmBNA - JFK
Nonstop2h 19mJetBlue
Deal found 10/31$129
This Cheapflightsfares deal was found by Cheapflights users on 10/31. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/136:38 amEWR - BNA
1 stop13h 33mSpirit Airlines
Fri 11/147:18 pmBNA - EWR
Nonstop2h 13mSpirit Airlines
Deal found 10/31$130
This Priceline deal was found by Cheapflights users on 10/31. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/210:37 amJFK - BNA
Nonstop2h 38mJetBlue
Thu 12/46:00 amBNA - JFK
Nonstop2h 13mJetBlue
Deal found 10/31$132
This American Airlines deal was found by Cheapflights users on 11/1. 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.
Thu 12/49:09 amLGA - BNA
Nonstop2h 47mAmerican Airlines
Mon 12/82:35 pmBNA - LGA
Nonstop2h 25mAmerican Airlines
Deal found 11/1$132
This Trip.com deal was found by Cheapflights users on 11/1. 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.
Sun 11/239:30 amJFK - BNA
Nonstop2h 40mJetBlue
Tue 12/26:00 amBNA - JFK
Nonstop2h 16mJetBlue
Deal found 11/1$134
This United Airlines deal was found by Cheapflights users on 11/1. 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.
Wed 11/2612:15 pmEWR - BNA
Nonstop2h 34mUnited Airlines
Mon 12/18:15 pmBNA - EWR
Nonstop2h 27mUnited Airlines
Deal found 11/1$136

Cheap flight deals from Connecticut to Kentucky

Keep the following information in mind while searching for Connecticut to Kentucky flight deals. Data was last updated November 2, 2025.

Round-trip from

$122
(United Airlines)

One-way from

$54
(Kiwi.com)

Popular in

January

Cheapest in

August

Average price

$421
From Connecticut to Kentucky
Search Deals
One-way flight from Connecticut to Kentucky
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($24 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
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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 November 2, 2025.
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

NewarkNashville

EWR - BNA

EWRBNA

Newark

Sun 11/23

1:00 pm-2:21 pm

Nonstop2h 21m

Nashville Intl

Tue 12/2

6:00 am-9:15 am

Nonstop2h 15m

$122

New YorkNashville

LGA - BNA

LGABNA

New York LaGuardia

Thu 12/4

2:20 pm-9:25 pm

1 stop8h 05m

Nashville Intl

Mon 12/8

8:05 pm-11:25 pm

Nonstop2h 20m

$127

New YorkNashville

JFK - BNA

JFKBNA

New York John F Kennedy Intl

Sun 11/16

10:37 am-12:15 pm

Nonstop2h 38m

Nashville Intl

Tue 11/18

1:10 pm-4:29 pm

Nonstop2h 19m

$127

NewarkNashville

EWR - BNA

EWRBNA

Newark

Fri 11/28

9:44 pm-11:20 pm

Nonstop2h 36m

Nashville Intl

Mon 12/1

8:15 pm-11:42 pm

Nonstop2h 27m

$127

NewarkNashville

EWR - BNA

EWRBNA

Newark

Mon 11/24

1:47 pm-3:21 pm

Nonstop2h 34m

Nashville Intl

Fri 11/28

7:00 am-10:14 am

Nonstop2h 14m

$127

New YorkNashville

LGA - BNA

LGABNA

New York LaGuardia

Sun 11/16

7:05 am-8:45 am

Nonstop2h 40m

Nashville Intl

Wed 11/19

7:40 pm-11:01 pm

Nonstop2h 21m

$137

New YorkNashville

JFK - BNA

JFKBNA

New York John F Kennedy Intl

Wed 1/14

2:39 pm-4:21 pm

Nonstop2h 42m

Nashville Intl

Sat 1/17

5:01 pm-8:35 pm

Nonstop2h 34m

$137

New YorkNashville

JFK - BNA

JFKBNA

New York John F Kennedy Intl

Mon 11/24

8:55 am-10:36 am

Nonstop2h 41m

Nashville Intl

Tue 12/2

5:52 pm-9:29 pm

Nonstop2h 37m

$137

New YorkNashville

JFK - BNA

JFKBNA

New York John F Kennedy Intl

Sun 11/16

8:55 am-10:36 am

Nonstop2h 41m

Nashville Intl

Wed 11/19

5:52 pm-9:29 pm

Nonstop2h 37m

$137

NewarkNashville

EWR - BNA

EWRBNA

Newark

Fri 12/5

7:30 pm-11:09 pm

1 stop4h 39m

Nashville Intl

Mon 12/8

5:53 pm-11:21 pm

1 stop4h 28m

$137

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

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 December is currently the most expensive (average of $321). 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.

What is the cheapest time of day to fly from CT to KY?

Find hourly flight availability from Connecticut to Kentucky. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 2, 2025.

One of the essential ways to save on airfare from Connecticut to Kentucky is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the afternoon could potentially save you up to 22% on airfare.

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 November 2, 2025.
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
4,241 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
7,997 reviews
Southwest
8.0
Very good
4,241 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,994 reviews
Southwest
8.0
Very good
4,241 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,033 reviews
Southwest
8.0
Very good
4,241 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 $122, United Airlines can have you in Kentucky from Connecticut in 2h 21m. There are 746 mi between Connecticut and Kentucky. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    To fly one-way, consider booking your trip with United Airlines, which is currently one of the cheapest options available, starting at $59. Allegiant Air flights start at $64 while deals on JetBlue start at $64 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 December is currently the most expensive (average of $321). 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

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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 November 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$223Average$393FlexibilityNo cancel feeOn-time71%
DeltaCheapest$232Average$339FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$280Average$387FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$296Average$481FlexibilityNo cancel feeOn-time69%

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