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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 6/15. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SDF
Apr 22 — Apr 291
Wed 4/22
Wed 4/29
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 March 23, 2026.

This Southwest deal was found by Cheapflights users on 3/23. 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.
Wed 4/159:30 pm
LGA
-
BNA
Nonstop2h 35m
Southwest
Wed 4/2212:40 pm
BNA
-
LGA
2 stops6h 40m
Southwest
Deal found 3/23$146
This Southwest deal was found by Cheapflights users on 3/22. 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.
Wed 6/36:00 am
LGA
-
BNA
1 stop6h 15m
Southwest
Sat 6/67:40 pm
BNA
-
LGA
Nonstop2h 20m
Southwest
Deal found 3/22$148
This Southwest deal was found by Cheapflights users on 3/22. 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.
Mon 4/205:35 pm
LGA
-
BNA
Nonstop2h 40m
Southwest
Thu 4/2312:40 pm
BNA
-
LGA
Nonstop2h 20m
Southwest
Deal found 3/22$150
This Flysmarter deal was found by Cheapflights users on 3/18. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/38:10 pm
JFK
-
BNA
Nonstop2h 43m
JetBlue
Sun 4/56:40 am
BNA
-
JFK
Nonstop2h 19m
JetBlue
Deal found 3/18$150
This Southwest deal was found by Cheapflights users on 3/23. 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.
Fri 4/245:35 pm
LGA
-
BNA
Nonstop2h 40m
Southwest
Sat 4/256:45 pm
BNA
-
LGA
Nonstop2h 25m
Southwest
Deal found 3/23$151
This Cheapflightsfares deal was found by Cheapflights users on 3/20. 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.
Sat 4/186:30 am
JFK
-
BNA
Nonstop2h 29m
JetBlue
Tue 4/218:49 am
BNA
-
JFK
Nonstop2h 16m
JetBlue
Deal found 3/20$152
This Southwest deal was found by Cheapflights users on 3/23. 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.
Tue 4/146:05 am
LGA
-
BNA
2 stops8h 55m
Southwest
Sat 4/186:45 pm
BNA
-
LGA
Nonstop2h 25m
Southwest
Deal found 3/23$153
This Southwest deal was found by Cheapflights users on 3/22. 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.
Wed 4/86:55 am
LGA
-
BNA
Nonstop2h 30m
Southwest
Tue 4/141:15 pm
BNA
-
LGA
1 stop7h 35m
Southwest
Deal found 3/22$154
This Super.com deal was found by Cheapflights users on 3/20. 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.
Sat 7/48:32 am
JFK
-
BNA
Nonstop2h 28m
JetBlue
Tue 7/710:50 am
BNA
-
JFK
Nonstop2h 23m
JetBlue
Deal found 3/20$155
This Southwest deal was found by Cheapflights users on 3/22. 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.
Tue 4/143:05 pm
LGA
-
BNA
1 stop5h 45m
Southwest
Wed 4/1510:25 am
BNA
-
LGA
2 stops8h 00m
Southwest
Deal found 3/22$156
This Southwest deal was found by Cheapflights users on 3/20. 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.
Sat 4/186:20 am
LGA
-
BNA
Nonstop2h 25m
Southwest
Tue 4/218:05 pm
BNA
-
LGA
Nonstop2h 20m
Southwest
Deal found 3/20$157
This Delta deal was found by Cheapflights users on 3/20. 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.
Tue 4/146:25 pm
JFK
-
BNA
Nonstop2h 52m
Delta
Wed 4/157:11 am
BNA
-
JFK
Nonstop2h 35m
Delta
Deal found 3/20$157

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 March 23, 2026.

Round-trip from

$146
(Southwest)

One-way from

$54
(Kiwi.com)

Popular in

March

Cheapest in

January

Average price

$518

Good one-way deal

$66 or less
From Connecticut to Kentucky
Search Deals
One-way flight from Connecticut to Kentucky
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($43 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals
Price to beat on a one-way flight from Connecticut to Kentucky.
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 March 23, 2026.
Use the filters below to find and compare flights from Connecticut to Kentucky that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

New YorkNashville

LGA - BNA

LGABNA

New York LaGuardia

Mon 4/20

5:35 pm-7:15 pm

Nonstop2h 40m

Nashville Intl

Thu 4/23

11:20 am-9:25 pm

2 stops9h 05m

$165

NewarkNashville

EWR - BNA

EWRBNA

Newark

Fri 4/10

6:50 pm-11:29 pm

1 stop5h 39m

Nashville Intl

Fri 4/17

7:33 pm-10:59 pm

Nonstop2h 26m

$167

NewarkNashville

EWR - BNA

EWRBNA

Newark

Tue 4/14

8:30 am-12:24 pm

1 stop4h 54m

Nashville Intl

Sat 4/18

4:13 pm-11:43 pm

1 stop6h 30m

$177

NewarkNashville

EWR - BNA

EWRBNA

Newark

Tue 4/7

6:00 am-9:35 am

1 stop4h 35m

Nashville Intl

Wed 4/8

6:00 am-12:03 pm

1 stop5h 03m

$177

NewarkNashville

EWR - BNA

EWRBNA

Newark

Tue 4/7

6:10 am-9:27 am

1 stop4h 17m

Nashville Intl

Wed 4/8

9:35 am-12:57 pm

Nonstop2h 22m

$179

New YorkNashville

LGA - BNA

LGABNA

New York LaGuardia

Wed 4/29

6:55 am-8:25 am

Nonstop2h 30m

Nashville Intl

Wed 4/29

10:25 am-7:25 pm

2 stops8h 00m

$192

New YorkNashville

LGA - BNA

LGABNA

New York LaGuardia

Fri 5/1

3:00 pm-9:55 pm

1 stop7h 55m

Nashville Intl

Mon 5/4

9:55 pm-8:15 am

1 stop9h 20m

$193

New YorkNashville

JFK - BNA

JFKBNA

New York John F Kennedy Intl

Mon 4/27

6:30 am-7:59 am

Nonstop2h 29m

Nashville Intl

Wed 4/29

6:05 am-12:55 pm

1 stop5h 50m

$195

New YorkNashville

LGA - BNA

LGABNA

New York LaGuardia

Sat 4/4

6:30 pm-8:10 pm

Nonstop2h 40m

Nashville Intl

Tue 4/7

8:05 pm-11:25 pm

Nonstop2h 20m

$197

New YorkNashville

JFK - BNA

JFKBNA

New York John F Kennedy Intl

Sun 5/3

7:45 am-9:13 am

Nonstop2h 28m

Nashville Intl

Tue 5/5

12:40 pm-6:23 pm

1 stop4h 43m

$209

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/19

Showing 1-10 of 60 resultsSorted by cheapest first
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6

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 $71). Flying from Connecticut to Kentucky in April is currently the most expensive (average of $275). 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 March 23, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andUnited 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
4,324 reviews

Crew

8.6

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,324 reviews
Southwest
8.0
Very good
4,324 reviews

Crew

8.6

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Delta
7.9
Good
8,319 reviews
Southwest
8.0
Very good
4,324 reviews

Crew

8.6

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
United Airlines
7.4
Good
9,460 reviews
Southwest
8.0
Very good
4,324 reviews

Crew

8.6

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,489 reviews
Southwest
8.0
Very good
4,324 reviews

Crew

8.6

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 $165, Southwest can have you in Kentucky from Connecticut in 2h 40m. 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 $108. Southwest flights start at $123 while deals on United Airlines start at $129 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 $71). Flying from Connecticut to Kentucky in April is currently the most expensive (average of $275). 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 March 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$203Average$319FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$223Average$386FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$276Average$436FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$280Average$406FlexibilityNo cancel feeOn-time63%

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