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Simpson Bay

$360+ 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 5/3. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SXM
Apr 7 — Apr 141
Mon 4/7
Mon 4/14
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 April 2, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$360
(CheapOair)

Popular in

November

Cheapest in

September

Average price

$660
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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Highest demand for flights based on searches. 13% potential increase in price ($104 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($26 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 2, 2025.

This CheapOair deal was found by Cheapflights users on 4/1. 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.
Sat 5/35:30 amBNA - SXM
1 stop7h 30mSpirit Airlines
Sat 5/103:05 pmSXM - BNA
1 stop18h 15mSpirit Airlines
Deal found 4/1$360
This Priceline deal was found by Cheapflights users on 3/31. 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.
Wed 4/95:45 amSDF - SXM
1 stop8h 15mSpirit Airlines
Wed 4/163:05 pmSXM - SDF
1 stop7h 12mSpirit Airlines
Deal found 3/31$386
This Mytrip deal was found by Cheapflights users on 4/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/146:15 amCVG - SXM
1 stop7h 45mMultiple Airlines
Fri 4/183:05 pmSXM - CVG
1 stop21h 06mMultiple Airlines
Deal found 4/1$398
This Kiwi.com deal was found by Cheapflights users on 4/1. 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.
Wed 6/186:05 pmBNA - SXM
1 stop18h 10mWestJet
Sun 6/222:10 pmSXM - BNA
1 stop28h 05mWestJet
Deal found 4/1$497
This deal was found by Cheapflights users on 4/1. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/205:15 amBNA - SXM
1 stop7h 50mDelta
Thu 5/11:46 pmSXM - BNA
1 stop10h 20mDelta
Deal found 4/1$499
This American Airlines deal was found by Cheapflights users on 4/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/37:19 pmBNA - SXM
2 stops16h 55mAmerican Airlines
Wed 5/72:24 pmSXM - BNA
2 stops10h 08mAmerican Airlines
Deal found 4/1$504
This American Airlines deal was found by Cheapflights users on 4/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/47:50 pmCVG - SXM
1 stop17h 25mAmerican Airlines
Fri 5/92:24 pmSXM - CVG
1 stop7h 49mAmerican Airlines
Deal found 4/1$511
This Delta deal was found by Cheapflights users on 3/31. 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 5/127:05 amSDF - SXM
1 stop6h 49mDelta
Thu 5/153:19 pmSXM - SDF
1 stop7h 24mDelta
Deal found 3/31$511
This American Airlines deal was found by Cheapflights users on 3/31. 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 5/128:15 pmSDF - SXM
2 stops17h 00mAmerican Airlines
Thu 5/153:24 pmSXM - SDF
2 stops19h 34mAmerican Airlines
Deal found 3/31$516
This Air Canada deal was found by Cheapflights users on 4/1. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/54:45 pmBNA - SXM
2 stops21h 05mAir Canada
Mon 4/74:15 pmSXM - BNA
1 stop17h 52mAir Canada
Deal found 4/1$566
This American Airlines deal was found by Cheapflights users on 4/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/168:06 pmLEX - SXM
1 stop15h 29mAmerican Airlines
Fri 5/232:05 pmSXM - LEX
1 stop9h 53mAmerican Airlines
Deal found 4/1$567
This Mytrip deal was found by Cheapflights users on 4/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/54:45 pmBNA - SXM
2 stops21h 05mMultiple Airlines
Mon 4/74:15 pmSXM - BNA
3 stops30h 03mMultiple Airlines
Deal found 4/1$569

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 April 2, 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

Sat 5/3

5:30 am-2:00 pm

1 stop7h 30m

Simpson Bay Princess Juliana

Sat 5/10

3:05 pm-8:20 am

1 stop18h 15m

$360

CincinnatiSimpson Bay

CVG - SXM

CVGSXM

Cincinnati Cinci./N. Kentucky

Mon 4/14

6:15 am-2:00 pm

1 stop7h 45m

Simpson Bay Princess Juliana

Fri 4/18

3:05 pm-12:11 pm

1 stop21h 06m

$398

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

Wed 6/18

6:05 pm-1:15 pm

1 stop18h 10m

Simpson Bay Princess Juliana

Sun 6/22

2:10 pm-5:15 pm

1 stop28h 05m

$497

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

Sun 4/20

5:15 am-2:05 pm

1 stop7h 50m

Simpson Bay Princess Juliana

Thu 5/1

1:46 pm-11:06 pm

1 stop10h 20m

$499

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

Sat 5/3

7:19 pm-1:14 pm

2 stops16h 55m

Simpson Bay Princess Juliana

Wed 5/7

2:24 pm-11:32 pm

2 stops10h 08m

$504

CincinnatiSimpson Bay

CVG - SXM

CVGSXM

Cincinnati Cinci./N. Kentucky

Sun 5/4

7:50 pm-1:15 pm

1 stop17h 25m

Simpson Bay Princess Juliana

Fri 5/9

2:24 pm-10:13 pm

1 stop7h 49m

$511

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

Mon 5/12

7:05 am-1:54 pm

1 stop6h 49m

Simpson Bay Princess Juliana

Thu 5/15

3:19 pm-10:43 pm

1 stop7h 24m

$511

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

Mon 5/12

8:15 pm-1:15 pm

2 stops17h 00m

Simpson Bay Princess Juliana

Thu 5/15

3:24 pm-10:58 am

2 stops19h 34m

$516

LexingtonSimpson Bay

LEX - SXM

LEXSXM

Lexington Blue Grass

Fri 5/16

8:06 pm-11:35 am

1 stop15h 29m

Simpson Bay Princess Juliana

Fri 5/23

2:05 pm-11:58 pm

1 stop9h 53m

$567

LexingtonSimpson Bay

LEX - SXM

LEXSXM

Lexington Blue Grass

Mon 9/22

6:00 am-1:50 pm

1 stop7h 50m

Simpson Bay Princess Juliana

Mon 9/29

3:15 pm-11:55 pm

1 stop8h 40m

$585

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/1

Showing 1-10 of 14 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.

Cheapflights Insights

Everything you need to know about your flight from Kentucky to Simpson Bay

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 $675). 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 April 2, 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 April 2, 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
7,898 reviews

Overall

8.0

Crew

8.5

Food

7.3

Comfort

7.9

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
7,898 reviews
Delta
8.0
Very good
7,898 reviews

Overall

8.0

Crew

8.5

Food

7.3

Comfort

7.9

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
8,616 reviews
Delta
8.0
Very good
7,898 reviews

Overall

8.0

Crew

8.5

Food

7.3

Comfort

7.9

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
7,898 reviews

Overall

8.0

Crew

8.5

Food

7.3

Comfort

7.9

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.
WestJet
7.2
Good
2,789 reviews
Delta
8.0
Very good
7,898 reviews

Overall

8.0

Crew

8.5

Food

7.3

Comfort

7.9

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
7,886 reviews
Delta
8.0
Very good
7,898 reviews

Overall

8.0

Crew

8.5

Food

7.3

Comfort

7.9

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 $675). 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

See prices for flight routes from nearby airports that may be better suited for you.
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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 April 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$375Average$682FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$517Average$693FlexibilityNo cancel feeOn-time71%

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