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Simpson Bay

$117+ Cheap flights from Kentucky to Simpson Bay (SXM)

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 2/21. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SXM
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Kentucky to Simpson Bay

Cheapest flights from Kentucky to Simpson Bay
Explore the most affordable flight options available from Kentucky to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This Expedia deal was found by Cheapflights users on 12/15. 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 12/218:38 pmBNA - SXM
1 stop15h 37mSpirit Airlines
Sat 12/273:20 pmSXM - BNA
1 stop9h 07mSpirit Airlines
Deal found 12/15$376
This Kiwi.com deal was found by Cheapflights users on 12/15. 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.
Sun 12/218:38 pmBNA - SXM
1 stop15h 37mMultiple Airlines
Sat 12/273:20 pmSXM - BNA
1 stop9h 48mMultiple Airlines
Deal found 12/15$401
This Kiwi.com deal was found by Cheapflights users on 12/15. 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.
Sun 12/216:10 amBNA - SXM
1 stop30h 05mSpirit Airlines
Fri 12/263:20 pmSXM - BNA
1 stop9h 07mSpirit Airlines
Deal found 12/15$422
This KAYAK deal was found by Cheapflights users on 12/15. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/218:38 pmBNA - SXM
1 stop15h 37mSpirit Airlines
Mon 12/293:20 pmSXM - BNA
1 stop9h 07mSpirit Airlines
Deal found 12/15$444
This KAYAK deal was found by Cheapflights users on 12/15. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/226:10 amBNA - SXM
1 stop6h 05mSpirit Airlines
Fri 12/263:20 pmSXM - BNA
1 stop9h 07mSpirit Airlines
Deal found 12/15$449
This KAYAK deal was found by Cheapflights users on 12/15. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/226:10 amBNA - SXM
1 stop6h 05mSpirit Airlines
Mon 12/293:20 pmSXM - BNA
1 stop9h 07mSpirit Airlines
Deal found 12/15$468
This FlightHub deal was found by Cheapflights users on 12/15. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/206:10 amBNA - SXM
1 stop6h 05mSpirit Airlines
Sat 12/273:20 pmSXM - BNA
1 stop9h 07mSpirit Airlines
Deal found 12/15$528
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 12/232:30 pmCVG - SXM
1 stop22h 45mMultiple Airlines
Tue 12/301:25 pmSXM - CVG
2 stops29h 19mMultiple Airlines
Deal found 12/16$741
This Delta deal was found by Cheapflights users on 12/16. 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 12/236:00 amCVG - SXM
1 stop7h 50mDelta
Tue 12/301:45 pmSXM - CVG
1 stop11h 39mDelta
Deal found 12/16$831
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/235:00 amCVG - SXM
2 stops10h 33mAmerican Airlines
Tue 12/305:33 pmSXM - CVG
2 stops18h 14mAmerican Airlines
Deal found 12/16$861
This Delta deal was found by Cheapflights users on 12/17. 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.
Mon 12/226:00 amCVG - SXM
1 stop7h 50mDelta
Mon 12/291:45 pmSXM - CVG
1 stop11h 39mDelta
Deal found 12/17$956
This American Airlines deal was found by Cheapflights users on 12/16. 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.
Mon 12/226:44 amCVG - SXM
1 stop8h 49mAmerican Airlines
Mon 12/292:59 pmSXM - CVG
1 stop9h 52mAmerican Airlines
Deal found 12/16$981

Find flight deals from Kentucky to Simpson Bay

Keep the following information in mind while searching for Kentucky to Simpson Bay flight deals. Data was last updated December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$278
(Expedia)

One-way from

$117
(Kiwi.com)

Popular in

June

Cheapest in

November

Average price

$814
Provider with most accurate pricing for Louisville Intl-Simpson Bay Princess Juliana flight deals.
Search Deals
Provider most trusted by Cheapflights users for Louisville Intl-Simpson Bay Princess Juliana flights.
Search Deals
From Kentucky to Simpson Bay Princess Juliana
Search Deals
One-way flight from Kentucky to Simpson Bay Princess Juliana
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($97 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($30 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Kentucky to Simpson Bay 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 December 18, 2025.
Use the filters below to find and compare flights from Kentucky to Simpson Bay that are best for you.

Fly from

Kentucky

Fly to

Simpson Bay

Route

Depart

Return

Price

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

Wed 2/25

8:47 pm-2:10 pm

1 stop15h 23m

Simpson Bay Princess Juliana

Sun 3/1

3:15 pm-7:25 am

1 stop18h 10m

$278

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

Thu 1/29

8:12 pm-2:10 pm

1 stop15h 58m

Simpson Bay Princess Juliana

Thu 2/5

3:15 pm-8:29 am

2 stops19h 14m

$283

CincinnatiSimpson Bay

CVG - SXM

CVGSXM

Cincinnati Cinci./N. Kentucky

Mon 2/23

5:05 am-2:15 pm

1 stop8h 10m

Simpson Bay Princess Juliana

Sun 3/1

3:20 pm-11:35 am

1 stop21h 15m

$322

HuntingtonSimpson Bay

HTS - SXM

HTSSXM

Huntington Tri State

Tue 4/14

11:00 am-2:10 pm

2 stops27h 10m

Simpson Bay Princess Juliana

Tue 4/21

2:25 pm-10:30 am

2 stops20h 05m

$346

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

Fri 1/30

8:12 pm-2:10 pm

1 stop15h 58m

Simpson Bay Princess Juliana

Wed 2/4

3:43 pm-10:13 am

1 stop20h 30m

$373

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

Thu 1/1

8:38 pm-2:15 pm

1 stop15h 37m

Simpson Bay Princess Juliana

Mon 1/12

3:15 pm-8:29 am

2 stops19h 14m

$374

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

Mon 1/5

6:10 am-2:15 pm

1 stop6h 05m

Simpson Bay Princess Juliana

Tue 1/13

3:40 pm-3:05 pm

1 stop25h 25m

$388

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

Fri 1/23

8:12 pm-2:10 pm

1 stop15h 58m

Simpson Bay Princess Juliana

Fri 1/30

3:15 pm-8:29 am

2 stops19h 14m

$390

CincinnatiSimpson Bay

CVG - SXM

CVGSXM

Cincinnati Cinci./N. Kentucky

Sun 1/11

6:40 pm-4:00 pm

1 stop20h 20m

Simpson Bay Princess Juliana

Thu 1/15

3:40 pm-6:00 pm

2 stops27h 20m

$428

CincinnatiSimpson Bay

CVG - SXM

CVGSXM

Cincinnati Cinci./N. Kentucky

Sun 1/25

6:40 pm-4:00 pm

1 stop20h 20m

Simpson Bay Princess Juliana

Thu 1/29

3:40 pm-6:00 pm

2 stops27h 20m

$529

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 23 results
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Best time to book a flight from Kentucky to Simpson Bay

Have a flexible travel schedule? Discover the best time to fly to Simpson Bay 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 Simpson Bay
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Kentucky to Simpson Bay. 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 into for flights to Simpson Bay from Kentucky?

    Most people fly into Simpson Bay Princess Juliana (SXM) if they book a flight to Simpson Bay from Kentucky. Princess Juliana is conveniently located just 0.5 mi from Simpson Bay’s city center.

  • How long is the flight from Kentucky to Simpson Bay?

    There are many flights that can get you from Kentucky to Simpson Bay in 15h 23m. Fly via Spirit Airlines, American Airlines, or Air Canada to get the fastest option. The distance between Kentucky and Simpson Bay is about 1903 mi. This flight may include one or multiple stops.

  • What are the most popular routes from Kentucky to Simpson Bay?

    Most travelers choose Cincinnati Cinci./N. Kentucky - Simpson Bay Princess Juliana, Lexington Blue Grass - Simpson Bay Princess Juliana or Nashville Intl - Simpson Bay Princess Juliana when deciding on the best route from Kentucky to Simpson Bay.

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

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

  • How can I find direct flights from Kentucky to Simpson Bay?

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

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

    Yes. Cheapflights offers flight deals from Kentucky to Simpson Bay by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Simpson Bay?

Book flights to Simpson Bay if you plan to visit one of these locations
Philipsburg

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Alternative routes for Kentucky to Simpson Bay

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Top 2 airlines flying from Kentucky to Simpson Bay

Discover the top 2 airlines that operate flights from Kentucky to Simpson Bay. 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$551Average$683FlexibilityNo cancel feeOn-time71%
DeltaCheapest$586Average$791FlexibilityNo cancel feeOn-timeN/A

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