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Kentucky

$52+ 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 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SDF
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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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 September 15, 2025.

Round-trip from

$114
(Priceline)

One-way from

$52
(Cheapflightsfares)

Popular in

January

Cheapest in

August

Average price

$491
From Connecticut to Kentucky
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One-way flight from Connecticut to Kentucky
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Highest demand for flights based on searches. 6% potential increase in price ($30 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 September 15, 2025.

This Expedia deal was found by Cheapflights users on 9/15. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2110:05 amEWR - BNA
Nonstop2h 33mSpirit Airlines
Thu 9/2512:47 pmBNA - EWR
Nonstop2h 13mSpirit Airlines
Deal found 9/15$115
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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.
Mon 10/132:40 pmEWR - BNA
Nonstop2h 19mSpirit Airlines
Tue 10/143:40 pmBNA - EWR
Nonstop2h 19mSpirit Airlines
Deal found 9/14$119
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Sun 9/2810:05 amEWR - BNA
Nonstop2h 33mSpirit Airlines
Thu 10/212:47 pmBNA - EWR
Nonstop2h 13mSpirit Airlines
Deal found 9/14$120
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Tue 10/1410:05 amEWR - BNA
1 stop9h 17mSpirit Airlines
Fri 10/175:39 pmBNA - EWR
Nonstop2h 21mSpirit Airlines
Deal found 9/15$121
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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.
Fri 9/261:52 pmEWR - BNA
Nonstop2h 23mSpirit Airlines
Fri 9/264:27 pmBNA - EWR
Nonstop2h 14mSpirit Airlines
Deal found 9/15$123
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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.
Mon 9/291:52 pmEWR - BNA
Nonstop2h 23mSpirit Airlines
Thu 10/25:05 amBNA - EWR
1 stop9h 07mSpirit Airlines
Deal found 9/14$124
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Sun 9/2810:05 amEWR - BNA
Nonstop2h 33mSpirit Airlines
Tue 10/73:40 pmBNA - EWR
Nonstop2h 19mSpirit Airlines
Deal found 9/14$125
This SmartFares deal was found by Cheapflights users on 9/14. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2910:37 amJFK - BNA
Nonstop2h 38mJetBlue
Wed 11/51:10 pmBNA - JFK
Nonstop2h 19mJetBlue
Deal found 9/14$126
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 10/62:40 pmEWR - BNA
Nonstop2h 19mSpirit Airlines
Tue 10/143:40 pmBNA - EWR
Nonstop2h 19mSpirit Airlines
Deal found 9/14$126
This JetBlue deal was found by Cheapflights users on 9/15. 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.
Wed 9/248:00 pmJFK - BNA
Nonstop2h 37mJetBlue
Tue 9/301:53 pmBNA - JFK
Nonstop2h 20mJetBlue
Deal found 9/15$127
This Southwest deal was found by Cheapflights users on 9/15. 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 10/309:45 pmLGA - BNA
Nonstop2h 25mSouthwest
Mon 11/36:40 amBNA - LGA
Nonstop2h 20mSouthwest
Deal found 9/15$127
This United Airlines deal was found by Cheapflights users on 9/14. 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 9/2110:00 amEWR - BNA
Nonstop2h 24mUnited Airlines
Wed 9/247:27 pmBNA - EWR
Nonstop2h 14mUnited Airlines
Deal found 9/14$127

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 September 15, 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

Tue 10/14

10:05 am-6:22 pm

1 stop9h 17m

Nashville Intl

Tue 10/21

3:40 pm-6:59 pm

Nonstop2h 19m

$121

New YorkNashville

LGA - BNA

LGABNA

New York LaGuardia

Tue 10/14

6:05 am-7:30 am

Nonstop2h 25m

Nashville Intl

Tue 10/21

6:45 am-10:00 am

Nonstop2h 15m

$127

New YorkNashville

JFK - BNA

JFKBNA

New York John F Kennedy Intl

Wed 12/3

7:30 pm-9:07 pm

Nonstop2h 37m

Nashville Intl

Mon 12/8

6:00 am-9:13 am

Nonstop2h 13m

$127

NewarkNashville

EWR - BNA

EWRBNA

Newark

Sat 11/8

8:50 pm-10:25 pm

Nonstop2h 35m

Nashville Intl

Tue 11/11

6:00 am-9:15 am

Nonstop2h 15m

$127

New YorkNashville

JFK - BNA

JFKBNA

New York John F Kennedy Intl

Sat 11/1

7:30 pm-9:07 pm

Nonstop2h 37m

Nashville Intl

Wed 11/5

1:10 pm-4:29 pm

Nonstop2h 19m

$127

NewarkNashville

EWR - BNA

EWRBNA

Newark

Tue 11/11

12:09 pm-1:41 pm

Nonstop2h 32m

Nashville Intl

Fri 11/14

6:00 am-9:15 am

Nonstop2h 15m

$127

New YorkNashville

JFK - BNA

JFKBNA

New York John F Kennedy Intl

Wed 10/1

8:00 pm-9:37 pm

Nonstop2h 37m

Nashville Intl

Tue 10/7

7:08 am-10:29 am

Nonstop2h 21m

$127

New YorkNashville

JFK - BNA

JFKBNA

New York John F Kennedy Intl

Fri 10/31

7:30 pm-9:07 pm

Nonstop2h 37m

Nashville Intl

Sun 11/2

5:09 am-8:25 am

Nonstop2h 16m

$127

New YorkNashville

JFK - BNA

JFKBNA

New York John F Kennedy Intl

Tue 10/21

8:00 pm-9:39 pm

Nonstop2h 39m

Nashville Intl

Tue 10/28

1:10 pm-4:29 pm

Nonstop2h 19m

$127

New YorkNashville

JFK - BNA

JFKBNA

New York John F Kennedy Intl

Wed 9/24

11:30 am-12:55 pm

Nonstop2h 25m

Nashville Intl

Thu 10/2

1:53 pm-5:13 pm

Nonstop2h 20m

$127

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

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, January is the cheapest month in which you can book a flight from Connecticut to Kentucky (average of $299). Flying from Connecticut to Kentucky in April is currently the most expensive (average of $369). 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 September 15, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Connecticut to Kentucky as you normally would.

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 September 15, 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
4,242 reviews

Entertainment

7.5

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

Boarding

8.1

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
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

Boarding

8.1

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
8.0
Very good
7,954 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

Boarding

8.1

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
8,929 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

Boarding

8.1

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
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

Boarding

8.1

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 $127, Spirit Airlines can have you in Kentucky from Connecticut in 2h 25m. There are 763 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 American Airlines, which is currently one of the cheapest options available, starting at $64. JetBlue flights start at $64 while deals on Southwest 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, January is the cheapest month in which you can book a flight from Connecticut to Kentucky (average of $299). Flying from Connecticut to Kentucky in April is currently the most expensive (average of $369). 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$223Average$387FlexibilityNo cancel feeOn-time71%
DeltaCheapest$248Average$363FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$296Average$522FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$301Average$394FlexibilityNo cancel feeOn-time63%

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