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Jamaica

$162+ Cheap flights from Kentucky to Jamaica

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 9/12. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — MBJ
Jul 27 — Aug 31
Mon 7/27
Mon 8/3
1 adult, Economy
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Cheap flight deals from Kentucky to Jamaica

Cheapest flights from Kentucky to Jamaica
Explore the most affordable flight options available from Kentucky to Jamaica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 27, 2026.

This American Airlines deal was found by Cheapflights users on 6/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/75:01 pm
EVV
-
MBJ
2 stops20h 48m
American Airlines
Fri 8/142:37 pm
MBJ
-
EVV
2 stops21h 13m
American Airlines
Deal found 6/23$377
This American Airlines deal was found by Cheapflights users on 6/24. 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.
Fri 11/278:10 pm
LEX
-
MBJ
2 stops18h 04m
American Airlines
Thu 12/33:50 pm
MBJ
-
LEX
2 stops18h 44m
American Airlines
Deal found 6/24$377
This American Airlines deal was found by Cheapflights users on 6/25. 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.
Fri 8/287:48 am
LEX
-
MBJ
1 stop7h 35m
American Airlines
Tue 9/82:12 pm
MBJ
-
LEX
1 stop19h 30m
American Airlines
Deal found 6/25$378
This American Airlines deal was found by Cheapflights users on 6/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/307:22 pm
BNA
-
MBJ
1 stop13h 43m
American Airlines
Wed 11/412:37 pm
MBJ
-
BNA
1 stop11h 16m
American Airlines
Deal found 6/22$380
This American Airlines deal was found by Cheapflights users on 6/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:59 pm
LEX
-
MBJ
1 stop19h 13m
American Airlines
Mon 8/245:08 pm
MBJ
-
LEX
2 stops18h 48m
American Airlines
Deal found 6/23$383
This American Airlines deal was found by Cheapflights users on 6/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/197:00 pm
LEX
-
MBJ
1 stop22h 16m
American Airlines
Sat 9/265:16 pm
MBJ
-
LEX
2 stops16h 26m
American Airlines
Deal found 6/23$384
This American Airlines deal was found by Cheapflights users on 6/24. 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.
Fri 8/147:34 am
BNA
-
MBJ
1 stop6h 15m
American Airlines
Fri 8/2812:47 pm
MBJ
-
BNA
1 stop10h 40m
American Airlines
Deal found 6/24$390
This American Airlines deal was found by Cheapflights users on 6/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/204:54 pm
BNA
-
MBJ
1 stop23h 14m
American Airlines
Sun 8/235:08 pm
MBJ
-
BNA
1 stop6h 09m
American Airlines
Deal found 6/23$392
This American Airlines deal was found by Cheapflights users on 6/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/265:50 am
CVG
-
MBJ
1 stop6h 27m
American Airlines
Wed 10/710:50 am
MBJ
-
CVG
1 stop12h 37m
American Airlines
Deal found 6/23$392
This American Airlines deal was found by Cheapflights users on 6/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/207:00 am
SDF
-
MBJ
1 stop10h 17m
American Airlines
Wed 11/114:02 pm
MBJ
-
SDF
1 stop18h 09m
American Airlines
Deal found 6/23$392
This American Airlines deal was found by Cheapflights users on 6/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/206:13 pm
SDF
-
MBJ
2 stops17h 47m
American Airlines
Sat 11/144:05 pm
MBJ
-
SDF
2 stops18h 06m
American Airlines
Deal found 6/23$397
This American Airlines deal was found by Cheapflights users on 6/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/65:24 am
BNA
-
MBJ
2 stops10h 44m
American Airlines
Sun 9/135:16 pm
MBJ
-
BNA
1 stop24h 30m
American Airlines
Deal found 6/22$399

Find flight deals from Kentucky to Jamaica

Keep the following information in mind while searching for Kentucky to Jamaica flight deals. Data was last updated June 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$377
(American Airlines)

One-way from

$162
(American Airlines)

Popular in

November

Cheapest in

May

Average price

$689
Provider with most accurate pricing for Louisville Intl-Montego Bay Sangster Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Louisville Intl-Montego Bay Sangster Intl flights.
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From Kentucky to Jamaica
Search Deals
One-way flight from Kentucky to Jamaica
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($54 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($24 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Kentucky to Jamaica 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 June 27, 2026.
Use the filters below to find and compare flights from Kentucky to Jamaica that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CincinnatiMontego Bay

CVG - MBJ

CVGMBJ

Cincinnati Cinci./N. Kentucky

Sat 10/3

7:24 pm-11:02 am

2 stops16h 38m

Montego Bay Sangster Intl

Sat 10/10

5:00 pm-10:27 am

2 stops16h 27m

$397

CincinnatiMontego Bay

CVG - MBJ

CVGMBJ

Cincinnati Cinci./N. Kentucky

Mon 8/17

5:25 am-3:10 pm

2 stops10h 45m

Montego Bay Sangster Intl

Sat 8/22

2:40 pm-11:59 pm

1 stop8h 19m

$402

LouisvilleMontego Bay

SDF - MBJ

SDFMBJ

Louisville Intl

Mon 8/24

7:05 am-3:34 pm

1 stop9h 29m

Montego Bay Sangster Intl

Sat 8/29

4:59 pm-12:09 am

1 stop6h 10m

$402
Quickest round-trip

CincinnatiMontego Bay

CVG - MBJ

CVGMBJ

Cincinnati Cinci./N. Kentucky

Sat 9/26

8:36 am-12:53 pm

1 stop5h 17m

Montego Bay Sangster Intl

Wed 10/7

10:50 am-5:39 pm

1 stop5h 49m

$402

LouisvilleMontego Bay

SDF - MBJ

SDFMBJ

Louisville Intl

Mon 11/9

7:10 am-1:48 pm

1 stop6h 38m

Montego Bay Sangster Intl

Sat 11/14

5:21 pm-10:31 am

1 stop17h 10m

$402

LouisvilleMontego Bay

SDF - MBJ

SDFMBJ

Louisville Intl

Thu 9/17

6:00 am-4:16 pm

1 stop11h 16m

Montego Bay Sangster Intl

Mon 9/21

5:16 pm-12:04 pm

2 stops17h 48m

$407

CincinnatiMontego Bay

CVG - MBJ

CVGMBJ

Cincinnati Cinci./N. Kentucky

Sat 8/8

7:23 am-4:08 pm

1 stop9h 45m

Montego Bay Sangster Intl

Sat 8/15

12:47 pm-12:56 pm

1 stop23h 09m

$410

LouisvilleMontego Bay

SDF - MBJ

SDFMBJ

Louisville Intl

Tue 11/3

6:00 am-2:14 pm

1 stop8h 14m

Montego Bay Sangster Intl

Sun 11/8

4:05 pm-10:48 am

2 stops18h 43m

$412

LouisvilleMontego Bay

SDF - MBJ

SDFMBJ

Louisville Intl

Wed 9/2

7:12 pm-1:49 pm

2 stops19h 37m

Montego Bay Sangster Intl

Sat 9/5

2:52 pm-10:35 am

2 stops18h 43m

$412

LouisvilleMontego Bay

SDF - MBJ

SDFMBJ

Louisville Intl

Sat 10/24

7:25 am-1:30 pm

1 stop7h 05m

Montego Bay Sangster Intl

Sat 11/14

2:54 pm-10:30 pm

1 stop7h 36m

$413

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/23

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Kentucky to Jamaica

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

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

Currently, March is the cheapest month in which you can book a flight from Kentucky to Jamaica (average of $276). Flying from Kentucky to Jamaica in June is currently the most expensive (average of $495). 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 Kentucky to Jamaica. 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 Kentucky to Jamaica?

    Departing from Kentucky to Jamaica will take you 9h 29m. Kentucky and Jamaica are separated by a distance of 1437 mi. This flight may include one or multiple stops.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Kentucky to Jamaica 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 Kentucky to Jamaica?

    Currently, March is the cheapest month in which you can book a flight from Kentucky to Jamaica (average of $276). Flying from Kentucky to Jamaica in June is currently the most expensive (average of $495). 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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Alternative routes for Kentucky to Jamaica

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

Discover the top 4 airlines that operate flights from Kentucky to Jamaica. 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 June 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$276Average$708FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$362Average$511FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$372Average$524FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$538Average$630FlexibilityNo cancel feeOn-time63%

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