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Simpson Bay

$128+ 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 6/2. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SXM
Mar 6 — Mar 131
Fri 3/6
Fri 3/13
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 February 4, 2026.

This Mytrip deal was found by Cheapflights users on 2/2. 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.
Fri 2/278:52 pm
BNA
-
SXM
1 stop15h 23m
Spirit Airlines
Sat 3/73:20 pm
SXM
-
BNA
1 stop17h 05m
Spirit Airlines
Deal found 2/2$309
This CheapOair deal was found by Cheapflights users on 2/1. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/278:52 pm
BNA
-
SXM
1 stop15h 23m
Spirit Airlines
Mon 3/23:20 pm
SXM
-
BNA
1 stop18h 05m
Spirit Airlines
Deal found 2/1$310
This CheapOair deal was found by Cheapflights users on 2/2. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/257:44 am
BNA
-
SXM
1 stop28h 31m
Spirit Airlines
Mon 3/302:35 pm
SXM
-
BNA
1 stop23h 54m
Spirit Airlines
Deal found 2/2$311
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 2/278:52 pm
BNA
-
SXM
1 stop15h 23m
Spirit Airlines
Sun 3/13:20 pm
SXM
-
BNA
1 stop18h 05m
Spirit Airlines
Deal found 2/1$314
This CheapOair deal was found by Cheapflights users on 2/1. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/48:52 pm
BNA
-
SXM
1 stop15h 23m
Spirit Airlines
Sun 3/82:20 pm
SXM
-
BNA
1 stop18h 05m
Spirit Airlines
Deal found 2/1$315
This CheapOair deal was found by Cheapflights users on 2/1. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/268:52 pm
BNA
-
SXM
1 stop15h 23m
Spirit Airlines
Sun 3/13:20 pm
SXM
-
BNA
1 stop18h 05m
Spirit Airlines
Deal found 2/1$324
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 4/72:27 pm
BNA
-
SXM
1 stop22h 03m
Spirit Airlines
Mon 4/132:35 pm
SXM
-
BNA
1 stop23h 54m
Spirit Airlines
Deal found 2/1$329
This American Airlines deal was found by Cheapflights users on 2/2. 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 4/146:04 pm
HTS
-
SXM
2 stops19h 12m
American Airlines
Tue 4/2112:41 pm
SXM
-
HTS
2 stops21h 48m
American Airlines
Deal found 2/2$340
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 4/102:27 pm
BNA
-
SXM
1 stop22h 03m
Spirit Airlines
Tue 4/142:35 pm
SXM
-
BNA
1 stop10h 03m
Spirit Airlines
Deal found 2/1$342
This CheapOair deal was found by Cheapflights users on 2/1. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/196:15 am
BNA
-
SXM
1 stop6h 01m
Spirit Airlines
Wed 5/272:11 pm
SXM
-
BNA
1 stop10h 08m
Spirit Airlines
Deal found 2/1$343
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 4/96:30 am
BNA
-
SXM
1 stop30h 00m
Multiple Airlines
Wed 4/152:11 pm
SXM
-
BNA
1 stop10h 08m
Multiple Airlines
Deal found 2/1$348
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 2/279:30 pm
BNA
-
SXM
2 stops14h 45m
Multiple Airlines
Sun 3/13:20 pm
SXM
-
BNA
1 stop18h 05m
Multiple Airlines
Deal found 2/1$349

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 February 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$309
(Mytrip)

One-way from

$128
(CheapOair)

Popular in

June

Cheapest in

November

Average price

$691
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. 12% potential increase in price ($102 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 February 2026
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 February 4, 2026.
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

Thu 3/19

2:27 pm-1:15 pm

1 stop21h 48m

Simpson Bay Princess Juliana

Thu 3/26

2:20 pm-11:38 pm

1 stop10h 18m

$324

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

Tue 4/7

2:27 pm-1:30 pm

1 stop22h 03m

Simpson Bay Princess Juliana

Tue 4/14

2:35 pm-11:38 pm

1 stop10h 03m

$329

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

Tue 4/7

2:27 pm-1:30 pm

1 stop22h 03m

Simpson Bay Princess Juliana

Wed 4/15

2:11 pm-11:19 pm

1 stop10h 08m

$329

HuntingtonSimpson Bay

HTS - SXM

HTSSXM

Huntington Tri State

Tue 4/14

6:04 pm-1:16 pm

2 stops19h 12m

Simpson Bay Princess Juliana

Tue 4/21

12:41 pm-10:29 am

2 stops21h 48m

$340

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

Sat 4/11

6:29 am-1:30 pm

1 stop30h 01m

Simpson Bay Princess Juliana

Wed 4/15

2:11 pm-11:19 pm

1 stop10h 08m

$342

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

Tue 5/19

6:15 am-1:16 pm

1 stop6h 01m

Simpson Bay Princess Juliana

Wed 5/27

2:11 pm-11:19 pm

1 stop10h 08m

$343

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

Thu 4/9

6:30 am-1:30 pm

1 stop30h 00m

Simpson Bay Princess Juliana

Mon 4/13

2:35 pm-1:29 pm

1 stop23h 54m

$348

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

Thu 4/9

6:30 am-1:30 pm

1 stop30h 00m

Simpson Bay Princess Juliana

Wed 4/15

2:11 pm-11:19 pm

1 stop10h 08m

$348

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

Thu 4/16

6:15 am-1:16 pm

1 stop6h 01m

Simpson Bay Princess Juliana

Sun 4/19

2:11 pm-11:19 pm

1 stop10h 08m

$368

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

Thu 4/9

6:30 am-1:30 pm

1 stop30h 00m

Simpson Bay Princess Juliana

Thu 4/16

2:11 pm-11:19 pm

1 stop10h 08m

$375

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/1

Showing 1-10 of 35 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 18h 55m. Fly via Spirit Airlines, American Airlines, or Air Canada to get the fastest option. The distance between Kentucky and Simpson Bay is about 1942 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, Nashville Intl - Simpson Bay Princess Juliana or Lexington Blue Grass - 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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Omaha to Simpson Bay flights

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 February 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$576Average$682FlexibilityNo cancel feeOn-time71%
DeltaCheapest$591Average$791FlexibilityNo cancel feeOn-timeN/A

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