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Kentucky

$105+ Cheap flights from Islip, NY (ISP) 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 3/9. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — SDF
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap flight deals from Islip to Kentucky

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

This Orbitz deal was found by Cheapflights users on 1/26. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/304:07 pm
ISP
-
CVG
1 stop7h 13m
Frontier
Sun 5/36:00 am
CVG
-
ISP
1 stop27h 13m
Frontier
Deal found 1/26$195
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/244:07 pm
ISP
-
CVG
1 stop7h 13m
Frontier
Mon 4/277:15 am
CVG
-
ISP
1 stop7h 40m
Frontier
Deal found 1/27$216
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/54:10 pm
ISP
-
CVG
1 stop6h 45m
Southwest
Wed 5/66:15 am
CVG
-
ISP
1 stop5h 40m
Southwest
Deal found 1/28$233
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/263:34 pm
ISP
-
CVG
1 stop9h 25m
Frontier
Mon 3/26:05 am
CVG
-
ISP
1 stop7h 27m
Frontier
Deal found 1/28$244
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/278:33 am
ISP
-
BNA
1 stop12h 24m
Multiple Airlines
Sun 3/16:15 am
BNA
-
ISP
1 stop24h 23m
Multiple Airlines
Deal found 1/29$246
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/263:34 pm
ISP
-
TYS
1 stop21h 30m
Multiple Airlines
Sun 3/16:07 pm
TYS
-
ISP
1 stop13h 31m
Multiple Airlines
Deal found 1/27$250
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/14:07 pm
ISP
-
BNA
1 stop26h 15m
Multiple Airlines
Thu 5/75:58 pm
BNA
-
ISP
1 stop14h 15m
Multiple Airlines
Deal found 1/28$252
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2512:40 pm
ISP
-
SDF
1 stop10h 05m
Southwest
Sat 2/284:25 pm
SDF
-
ISP
1 stop6h 20m
Southwest
Deal found 1/27$313
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/84:07 pm
ISP
-
BNA
1 stop7h 40m
Multiple Airlines
Mon 5/115:58 pm
BNA
-
ISP
2 stops21h 49m
Multiple Airlines
Deal found 1/28$314
This Southwest deal was found by Cheapflights users on 1/26. 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 2/215:30 am
ISP
-
SDF
1 stop6h 50m
Southwest
Tue 2/2411:05 am
SDF
-
ISP
2 stops10h 50m
Southwest
Deal found 1/26$319
This Southwest deal was found by Cheapflights users on 1/26. 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 4/244:30 pm
ISP
-
TYS
1 stop4h 45m
Southwest
Thu 4/3012:15 pm
TYS
-
ISP
1 stop10h 15m
Southwest
Deal found 1/26$323
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/308:45 pm
ISP
-
BNA
2 stops17h 44m
Multiple Airlines
Mon 4/66:31 am
BNA
-
ISP
1 stop15h 43m
Multiple Airlines
Deal found 1/28$324

Find flight deals from Islip to Kentucky

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

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$195
(Orbitz)

One-way from

$105
(Frontier)

Popular in

December

Cheapest in

July

Average price

$319
Provider with most accurate pricing for New York (NYC)-Louisville Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for New York (NYC)-Louisville Intl flights.
Search Deals
From Islip Long Island to Kentucky
Search Deals
One-way flight from Islip Long Island to Kentucky
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($39 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 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 Islip 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 Islip to Kentucky that are best for you.

Fly from

Islip

Fly to

Kentucky

Route

Depart

Return

Price

IslipCincinnati

ISP - CVG

ISPCVG

Islip Long Island

Tue 5/5

4:10 pm-10:55 pm

1 stop6h 45m

Cincinnati Cinci./N. Kentucky

Wed 5/6

6:15 am-11:55 am

1 stop5h 40m

$233

IslipCincinnati

ISP - CVG

ISPCVG

Islip Long Island

Thu 2/26

3:34 pm-12:59 am

1 stop9h 25m

Cincinnati Cinci./N. Kentucky

Mon 3/2

6:05 am-1:32 pm

1 stop7h 27m

$244

IslipNashville

ISP - BNA

ISPBNA

Islip Long Island

Fri 2/27

8:33 am-7:57 pm

1 stop12h 24m

Nashville Intl

Sun 3/1

6:15 am-7:38 am

1 stop24h 23m

$246

IslipKnoxville

ISP - TYS

ISPTYS

Islip Long Island

Thu 2/26

3:34 pm-1:04 pm

1 stop21h 30m

Knoxville McGhee Tyson

Sun 3/1

6:07 pm-7:38 am

1 stop13h 31m

$250

IslipNashville

ISP - BNA

ISPBNA

Islip Long Island

Fri 5/1

4:07 pm-5:22 pm

1 stop26h 15m

Nashville Intl

Thu 5/7

5:58 pm-9:13 am

1 stop14h 15m

$252

IslipLouisville

ISP - SDF

ISPSDF

Islip Long Island

Wed 2/25

12:40 pm-10:45 pm

1 stop10h 05m

Louisville Intl

Sat 2/28

4:25 pm-10:45 pm

1 stop6h 20m

$313

IslipNashville

ISP - BNA

ISPBNA

Islip Long Island

Fri 5/8

4:07 pm-10:47 pm

1 stop7h 40m

Nashville Intl

Mon 5/11

5:58 pm-4:47 pm

2 stops21h 49m

$314

IslipLouisville

ISP - SDF

ISPSDF

Islip Long Island

Sat 2/21

5:30 am-12:20 pm

1 stop6h 50m

Louisville Intl

Tue 2/24

11:05 am-9:55 pm

2 stops10h 50m

$319

IslipKnoxville

ISP - TYS

ISPTYS

Islip Long Island

Fri 4/24

4:30 pm-9:15 pm

1 stop4h 45m

Knoxville McGhee Tyson

Thu 4/30

12:15 pm-11:30 pm

2 stops11h 15m

$323

IslipNashville

ISP - BNA

ISPBNA

Islip Long Island

Mon 3/30

8:45 pm-1:29 pm

2 stops17h 44m

Nashville Intl

Mon 4/6

6:31 am-11:14 pm

1 stop15h 43m

$324

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 33 results
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Best time to book a flight from Islip to Kentucky

Have a flexible travel schedule? Discover the best time to fly to Kentucky from Islip 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 Islip to Kentucky

What is the cheapest month to book a flight from Islip, New York to Kentucky?

Currently, June is the cheapest month in which you can book a flight from Islip, New York to Kentucky (average of $60). Flying from Islip, New York to Kentucky in December is currently the most expensive (average of $220). 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.

Related info for your journey

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

  • What airport do you fly from for flights from Islip to Kentucky?

    Islip Long Island (ISP), located 7.2 mi from the city center, is the airport you fly out of when you book flights from Islip to Kentucky.

  • How long is the flight from Islip, New York to Kentucky?

    Departing from Islip, New York to Kentucky will take you 6h 45m. Islip, New York and Kentucky are separated by a distance of 624 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Islip, New York to Kentucky?

    The most popular route from Islip, New York to Kentucky is Islip Long Island - Nashville Intl. You may also consider Islip Long Island - Cincinnati Cinci./N. Kentucky or Islip Long Island - Knoxville McGhee Tyson.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Islip 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 Islip, New York to Kentucky?

    Currently, June is the cheapest month in which you can book a flight from Islip, New York to Kentucky (average of $60). Flying from Islip, New York to Kentucky in December is currently the most expensive (average of $220). 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

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