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Simpson Bay

$271+ Cheap flights from Kentucky to Simpson Bay (SXM)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SXM
Feb 28 — Mar 71
Fri 2/28
Fri 3/7
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 February 23, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$271
(FlightHub)

Popular in

October

Cheapest in

September

Average price

$610
Provider with most accurate pricing for Louisville Intl-Simpson Bay Princess Juliana flight deals.
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Provider most trusted by Cheapflights users for Louisville Intl-Simpson Bay Princess Juliana flights.
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From Kentucky to Simpson Bay Princess Juliana
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High demand for flights, 2% potential price rise
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Cheapest flight prices on average. 2% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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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 February 23, 2025.

This FlightHub deal was found by Cheapflights users on 2/22. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/105:30 amBNA - SXM
1 stop6h 58mSpirit Airlines
Wed 3/122:33 pmSXM - BNA
1 stop7h 25mSpirit Airlines
Deal found 2/22$301
This FlightHub deal was found by Cheapflights users on 2/22. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/246:00 amSDF - SXM
1 stop7h 28mSpirit Airlines
Wed 3/262:33 pmSXM - SDF
1 stop8h 25mSpirit Airlines
Deal found 2/22$301
This Mytrip deal was found by Cheapflights users on 2/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/134:57 pmCVG - SXM
1 stop20h 31mMultiple Airlines
Mon 3/172:33 pmSXM - CVG
1 stop23h 04mMultiple Airlines
Deal found 2/22$344
This Priceline deal was found by Cheapflights users on 2/22. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/297:09 pmCVG - SXM
2 stops46h 11mFrontier
Fri 4/46:26 pmSXM - CVG
2 stops30h 52mFrontier
Deal found 2/22$366
This Kiwi.com deal was found by Cheapflights users on 2/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/266:00 amSDF - SXM
1 stop7h 27mMultiple Airlines
Wed 4/302:34 pmSXM - SDF
2 stops29h 54mMultiple Airlines
Deal found 2/22$452
This American Airlines deal was found by Cheapflights users on 2/22. 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.
Mon 3/245:40 amBNA - SXM
1 stop7h 40mAmerican Airlines
Thu 3/273:20 pmSXM - BNA
1 stop8h 14mAmerican Airlines
Deal found 2/22$499
This Kiwi.com deal was found by Cheapflights users on 2/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/246:04 pmBNA - SXM
2 stops16h 19mMultiple Airlines
Sat 5/312:56 pmSXM - BNA
1 stop7h 55mMultiple Airlines
Deal found 2/22$535
This Delta deal was found by Cheapflights users on 2/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/277:10 amCVG - SXM
1 stop6h 55mDelta
Thu 5/11:46 pmSXM - CVG
1 stop10h 11mDelta
Deal found 2/22$551
This Delta deal was found by Cheapflights users on 2/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/276:00 amSDF - SXM
1 stop8h 05mDelta
Wed 4/301:46 pmSXM - SDF
1 stop9h 03mDelta
Deal found 2/22$551
This American Airlines deal was found by Cheapflights users on 2/23. 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.
Sun 5/45:35 amCVG - SXM
1 stop7h 25mAmerican Airlines
Fri 5/93:24 pmSXM - CVG
2 stops18h 52mAmerican Airlines
Deal found 2/23$556
This American Airlines deal was found by Cheapflights users on 2/22. 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 4/256:00 amSDF - SXM
1 stop7h 14mAmerican Airlines
Tue 4/293:18 pmSXM - SDF
1 stop8h 27mAmerican Airlines
Deal found 2/22$576
This Delta deal was found by Cheapflights users on 2/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/277:10 amLEX - SXM
1 stop6h 55mDelta
Wed 4/301:46 pmSXM - LEX
1 stop7h 43mDelta
Deal found 2/22$595

Find flights from Kentucky to Simpson Bay within your budget

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 23, 2025.

Fly from

Kentucky

Fly to

Simpson Bay

Route

Depart

Return

Price

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

Mon 3/10

5:30 am-1:28 pm

1 stop6h 58m

Simpson Bay Princess Juliana

Wed 3/12

2:33 pm-8:58 pm

1 stop7h 25m

$301

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

Mon 3/24

6:00 am-1:28 pm

1 stop7h 28m

Simpson Bay Princess Juliana

Wed 3/26

2:33 pm-10:58 pm

1 stop8h 25m

$301

CincinnatiSimpson Bay

CVG - SXM

CVGSXM

Cincinnati Cinci./N. Kentucky

Thu 3/13

4:57 pm-1:28 pm

1 stop20h 31m

Simpson Bay Princess Juliana

Mon 3/17

2:33 pm-1:37 pm

1 stop23h 04m

$344

CincinnatiSimpson Bay

CVG - SXM

CVGSXM

Cincinnati Cinci./N. Kentucky

Sat 3/29

7:09 pm-5:20 pm

2 stops46h 11m

Simpson Bay Princess Juliana

Fri 4/4

6:26 pm-1:18 am

2 stops30h 52m

$366

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

Sat 4/26

6:00 am-1:27 pm

1 stop7h 27m

Simpson Bay Princess Juliana

Wed 4/30

2:34 pm-8:28 pm

2 stops29h 54m

$452

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

Mon 3/24

5:40 am-2:20 pm

1 stop7h 40m

Simpson Bay Princess Juliana

Thu 3/27

3:20 pm-10:34 pm

1 stop8h 14m

$499

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

Sat 5/24

6:04 pm-11:23 am

2 stops16h 19m

Simpson Bay Princess Juliana

Sat 5/31

2:56 pm-9:51 pm

1 stop7h 55m

$535

CincinnatiSimpson Bay

CVG - SXM

CVGSXM

Cincinnati Cinci./N. Kentucky

Sun 4/27

7:10 am-2:05 pm

1 stop6h 55m

Simpson Bay Princess Juliana

Wed 4/30

1:46 pm-9:13 pm

1 stop7h 27m

$551

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

Sun 4/27

6:00 am-2:05 pm

1 stop8h 05m

Simpson Bay Princess Juliana

Tue 4/29

1:46 pm-11:59 pm

1 stop10h 13m

$551

CincinnatiSimpson Bay

CVG - SXM

CVGSXM

Cincinnati Cinci./N. Kentucky

Sun 5/4

5:33 pm-1:09 pm

2 stops19h 36m

Simpson Bay Princess Juliana

Fri 5/9

2:24 pm-10:16 am

2 stops19h 52m

$556

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/22

Showing 1-10 of 18 results
1
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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.

Travel insights for flights from Kentucky to Simpson Bay

Get recent, data-driven insights about flights from Kentucky to Simpson Bay including ideal travel times, pricing trends, and more.

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 July is currently the most expensive (average of $684). 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.

What is the cheapest time of day to fly from KY to SXM?

Find hourly flight availability from Kentucky to Simpson Bay. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 23, 2025.

When flying from Kentucky to Simpson Bay, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Simpson Bay

Get insights into the airlines that provide service to Simpson Bay. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Simpson Bay. Reviews last updated February 23, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines and American Airlines from Kentucky to Simpson Bay to help guide your decision. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,203 reviews

Overall

8.0

Comfort

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Delta
8.0
Very good
8,203 reviews
Delta
8.0
Very good
8,203 reviews

Overall

8.0

Comfort

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

United Airlines
7.4
Good
8,754 reviews
Delta
8.0
Very good
8,203 reviews

Overall

8.0

Comfort

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
8,203 reviews

Overall

8.0

Comfort

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Spirit Airlines
6.3
Okay
8,006 reviews
Delta
8.0
Very good
8,203 reviews

Overall

8.0

Comfort

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Frontier
6.0
Okay
3,351 reviews
Delta
8.0
Very good
8,203 reviews

Overall

8.0

Comfort

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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.

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

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

  • 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 July is currently the most expensive (average of $684). 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 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 February 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$375Average$626FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$471Average$726FlexibilityNo cancel feeOn-time71%
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