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Simpson Bay

$151+ 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 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SXM
oct. 17 — oct. 241
vie. 10/17
vie. 10/24
1 adult, Economy
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Cheap 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 septiembre 17, 2025.

Round-trip from

$343
(FlightHub)

One-way from

$151
(Air Canada)

Popular in

June

Cheapest in

December
From Kentucky to Simpson Bay Princess Juliana
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One-way flight from Kentucky to Simpson Bay Princess Juliana
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Highest demand for flights based on searches. 16% potential increase in price ($138 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($33 potential savings vs. average RT price).
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Find 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 septiembre 17, 2025.

This FlightHub deal was found by Cheapflights users on 9/16. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/32:25 pmBNA - SXM
1 stop22h 15mMultiple Airlines
lun. 12/84:28 pmSXM - BNA
1 stop8h 26mMultiple Airlines
Deal found 9/16$343
This Air Canada deal was found by Cheapflights users on 9/16. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/32:25 pmBNA - SXM
1 stop22h 15mAir Canada
lun. 12/85:00 pmSXM - BNA
2 stops24h 05mAir Canada
Deal found 9/16$363
This FlightHub deal was found by Cheapflights users on 9/16. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/52:25 pmBNA - SXM
1 stop22h 15mMultiple Airlines
lun. 12/84:28 pmSXM - BNA
1 stop8h 26mMultiple Airlines
Deal found 9/16$365
This FlightHub deal was found by Cheapflights users on 9/16. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/48:15 amBNA - SXM
1 stop29h 45mMultiple Airlines
lun. 12/84:28 pmSXM - BNA
1 stop8h 26mMultiple Airlines
Deal found 9/16$371
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/238:44 pmBNA - SXM
1 stop16h 16mSpirit Airlines
vie. 10/313:05 pmSXM - BNA
1 stop9h 54mSpirit Airlines
Deal found 9/15$372
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.
sáb. 11/15:45 amBNA - SXM
1 stop7h 15mSpirit Airlines
vie. 11/74:28 pmSXM - BNA
1 stop18h 11mSpirit Airlines
Deal found 9/15$376
This Mytrip deal was found by Cheapflights users on 9/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/318:44 pmBNA - SXM
1 stop16h 16mSpirit Airlines
vie. 11/74:28 pmSXM - BNA
1 stop8h 26mSpirit Airlines
Deal found 9/16$383
This Air Canada deal was found by Cheapflights users on 9/16. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/52:25 pmBNA - SXM
1 stop22h 15mAir Canada
lun. 12/85:00 pmSXM - BNA
2 stops24h 05mAir Canada
Deal found 9/16$385
This Air Canada deal was found by Cheapflights users on 9/16. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/42:25 pmBNA - SXM
2 stops23h 35mAir Canada
lun. 12/85:00 pmSXM - BNA
2 stops24h 05mAir Canada
Deal found 9/16$392
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.
sáb. 10/186:00 amCVG - SXM
1 stop8h 00mMultiple Airlines
lun. 10/273:05 pmSXM - CVG
2 stops17h 01mMultiple Airlines
Deal found 9/15$439
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.
sáb. 10/186:00 amCVG - SXM
1 stop8h 00mMultiple Airlines
mar. 10/283:20 pmSXM - CVG
2 stops55h 36mMultiple Airlines
Deal found 9/15$511
This American Airlines deal was found by Cheapflights users on 9/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/16:00 amSDF - SXM
1 stop9h 22mAmerican Airlines
sáb. 12/65:25 pmSXM - SDF
2 stops18h 15mAmerican Airlines
Deal found 9/17$511

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 septiembre 17, 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

mié. 12/3

2:25 pm-2:40 pm

1 stop22h 15m

Simpson Bay Princess Juliana

lun. 12/8

4:28 pm-10:54 pm

1 stop8h 26m

$343

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

jue. 12/4

8:15 am-4:00 pm

1 stop29h 45m

Simpson Bay Princess Juliana

lun. 12/8

4:28 pm-10:54 pm

1 stop8h 26m

$371

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

jue. 10/23

8:44 pm-2:00 pm

1 stop16h 16m

Simpson Bay Princess Juliana

vie. 10/31

3:05 pm-11:59 pm

1 stop9h 54m

$372

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

mié. 12/3

8:15 am-2:40 pm

2 stops28h 25m

Simpson Bay Princess Juliana

lun. 12/8

5:00 pm-3:05 pm

2 stops24h 05m

$380

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

vie. 10/31

8:44 pm-2:00 pm

1 stop16h 16m

Simpson Bay Princess Juliana

vie. 11/7

4:28 pm-10:54 pm

1 stop8h 26m

$383

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

vie. 12/5

2:25 pm-2:40 pm

1 stop22h 15m

Simpson Bay Princess Juliana

lun. 12/8

5:00 pm-3:05 pm

2 stops24h 05m

$385

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

jue. 12/4

2:25 pm-4:00 pm

2 stops23h 35m

Simpson Bay Princess Juliana

lun. 12/8

5:00 pm-3:05 pm

2 stops24h 05m

$392

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

sáb. 11/1

5:45 am-2:00 pm

1 stop7h 15m

Simpson Bay Princess Juliana

vie. 11/7

4:28 pm-8:23 am

2 stops41h 55m

$414

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

dom. 11/2

8:44 pm-2:59 pm

1 stop16h 15m

Simpson Bay Princess Juliana

vie. 11/7

4:28 pm-10:54 pm

1 stop8h 26m

$425

CincinnatiSimpson Bay

CVG - SXM

CVGSXM

Cincinnati Cinci./N. Kentucky

sáb. 10/18

6:00 am-2:00 pm

1 stop8h 00m

Simpson Bay Princess Juliana

lun. 10/27

3:05 pm-8:06 am

2 stops17h 01m

$439

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 41 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 9h 22m. Fly via Spirit Airlines, Air Canada, or American Airlines to get the fastest option. The distance between Kentucky and Simpson Bay is about 1947 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Kentucky to Simpson Bay one-way?

    $151 is the cheapest one-way deal found within the past few days, from Air Canada. You may also be able to find cheap deals on Spirit Airlines and Frontier, with prices starting from $197 and $294, respectively.

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

    Most travelers choose Cincinnati Cinci./N. Kentucky - Simpson Bay Princess Juliana, Nashville Intl - Simpson Bay Princess Juliana or Louisville 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.

  • What is the cheapest month to book a flight from Kentucky to Simpson Bay?

    Currently, September is the cheapest month in which you can book a flight from Kentucky to Simpson Bay (average of $459). Flying from Kentucky to Simpson Bay in March is currently the most expensive (average of $652). 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

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 septiembre 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$533Average$684FlexibilityNo cancel feeOn-time71%
DeltaCheapest$543Average$696FlexibilityNo cancel feeOn-timeN/A

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