HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Simpson Bay

$337+ 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 6/12. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SXM
May 5 — May 121
Mon 5/5
Mon 5/12
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Kentucky to Simpson Bay with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 30, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$337
(Flightnetwork)

Popular in

November

Cheapest in

September

Average price

$660
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
Highest demand for flights based on searches. 13% potential increase in price ($103 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($26 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals

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 30, 2025.

This Flightnetwork deal was found by Cheapflights users on 4/28. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/128:20 pmBNA - SXM
1 stop16h 40mSpirit Airlines
Wed 6/183:05 pmSXM - BNA
1 stop7h 34mSpirit Airlines
Deal found 4/28$337
This Priceline deal was found by Cheapflights users on 4/29. 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 6/145:03 amSDF - SXM
1 stop8h 57mSpirit Airlines
Sat 6/213:05 pmSXM - SDF
1 stop8h 33mSpirit Airlines
Deal found 4/29$389
This Mytrip deal was found by Cheapflights users on 4/28. 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 6/123:39 pmBNA - SXM
2 stops21h 21mMultiple Airlines
Wed 6/183:05 pmSXM - BNA
1 stop17h 48mMultiple Airlines
Deal found 4/28$407
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 6/145:34 pmSDF - SXM
2 stops14h 35mMultiple Airlines
Sat 6/213:05 pmSXM - SDF
1 stop8h 33mMultiple Airlines
Deal found 4/29$484
This American Airlines deal was found by Cheapflights users on 4/28. 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 6/217:06 pmBNA - SXM
2 stops18h 59mAmerican Airlines
Thu 6/262:34 pmSXM - BNA
2 stops19h 56mAmerican Airlines
Deal found 4/28$509
This American Airlines deal was found by Cheapflights users on 4/29. 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 6/147:02 pmCVG - SXM
2 stops18h 32mAmerican Airlines
Thu 6/192:20 pmSXM - CVG
1 stop10h 06mAmerican Airlines
Deal found 4/29$527
This Delta deal was found by Cheapflights users on 4/29. 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.
Sat 6/147:00 amCVG - SXM
1 stop7h 10mDelta
Thu 6/193:25 pmSXM - CVG
1 stop7h 26mDelta
Deal found 4/29$547
This Delta deal was found by Cheapflights users on 4/29. 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.
Fri 11/76:00 amSDF - SXM
1 stop7h 35mDelta
Fri 11/144:00 pmSXM - SDF
1 stop7h 30mDelta
Deal found 4/29$576
This American Airlines deal was found by Cheapflights users on 4/29. 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 6/78:11 pmSDF - SXM
1 stop17h 04mAmerican Airlines
Thu 6/122:20 pmSXM - SDF
1 stop9h 39mAmerican Airlines
Deal found 4/29$587
This American Airlines deal was found by Cheapflights users on 4/29. 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 8/55:00 amLEX - SXM
1 stop8h 25mAmerican Airlines
Mon 8/112:22 pmSXM - LEX
1 stop9h 33mAmerican Airlines
Deal found 4/29$612
This Mytrip deal was found by Cheapflights users on 4/29. 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 5/235:13 pmCVG - SXM
1 stop20h 47mMultiple Airlines
Tue 5/2711:40 amSXM - CVG
2 stops32h 04mMultiple Airlines
Deal found 4/29$690
This JetBlue deal was found by Cheapflights users on 4/28. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/177:00 amBNA - SXM
1 stop7h 55mJetBlue
Sat 5/241:35 pmSXM - BNA
1 stop10h 27mJetBlue
Deal found 4/28$694

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 30, 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

Thu 6/12

8:20 pm-2:00 pm

1 stop16h 40m

Simpson Bay Princess Juliana

Wed 6/18

3:05 pm-9:39 pm

1 stop7h 34m

$337

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

Sat 6/14

5:03 am-2:00 pm

1 stop8h 57m

Simpson Bay Princess Juliana

Sat 6/21

3:05 pm-11:38 pm

1 stop8h 33m

$389

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

Thu 6/12

3:39 pm-2:00 pm

2 stops21h 21m

Simpson Bay Princess Juliana

Wed 6/18

3:05 pm-7:53 am

1 stop17h 48m

$407

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

Sat 6/14

5:34 pm-8:09 am

2 stops14h 35m

Simpson Bay Princess Juliana

Sat 6/21

3:05 pm-11:38 pm

1 stop8h 33m

$484

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

Sat 6/21

7:06 pm-3:05 pm

2 stops18h 59m

Simpson Bay Princess Juliana

Thu 6/26

2:34 pm-9:30 am

2 stops19h 56m

$509

CincinnatiSimpson Bay

CVG - SXM

CVGSXM

Cincinnati Cinci./N. Kentucky

Sat 6/14

7:02 pm-1:34 pm

2 stops18h 32m

Simpson Bay Princess Juliana

Thu 6/19

2:20 pm-12:26 am

1 stop10h 06m

$527

CincinnatiSimpson Bay

CVG - SXM

CVGSXM

Cincinnati Cinci./N. Kentucky

Sat 6/14

7:00 am-2:10 pm

1 stop7h 10m

Simpson Bay Princess Juliana

Thu 6/19

3:25 pm-10:51 pm

1 stop7h 26m

$547

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

Sat 6/7

8:11 pm-1:15 pm

1 stop17h 04m

Simpson Bay Princess Juliana

Thu 6/12

2:20 pm-11:59 pm

1 stop9h 39m

$587

LexingtonSimpson Bay

LEX - SXM

LEXSXM

Lexington Blue Grass

Tue 8/5

5:00 am-1:25 pm

1 stop8h 25m

Simpson Bay Princess Juliana

Mon 8/11

2:22 pm-11:55 pm

1 stop9h 33m

$612

CincinnatiSimpson Bay

CVG - SXM

CVGSXM

Cincinnati Cinci./N. Kentucky

Fri 5/23

5:13 pm-2:00 pm

1 stop20h 47m

Simpson Bay Princess Juliana

Tue 5/27

11:40 am-7:44 pm

2 stops32h 04m

$690

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Showing 1-10 of 12 results
1
2

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 30, 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 30, 2025.
Peruse reviews from past customers who have flown with Delta, JetBlue 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
7,936 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Crew

8.5

Overall

8.0

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
7,936 reviews
Delta
8.0
Very good
7,936 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Crew

8.5

Overall

8.0

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.
JetBlue
7.3
Good
2,922 reviews
Delta
8.0
Very good
7,936 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Crew

8.5

Overall

8.0

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
7,936 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Crew

8.5

Overall

8.0

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
7,961 reviews
Delta
8.0
Very good
7,936 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Crew

8.5

Overall

8.0

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Kentucky to Simpson Bay

See prices for flight routes from nearby airports that may be better suited for you.
Newark to Simpson Bay flights
John F Kennedy Intl to Simpson Bay flights
LaGuardia to Simpson Bay flights
Atlanta to Simpson Bay flights
Boston to Simpson Bay flights
Dulles Intl to Simpson Bay flights
Baltimore to Simpson Bay flights
Miami to Simpson Bay flights
Charlotte to Simpson Bay flights
Philadelphia to Simpson Bay flights
Reagan-National to Simpson Bay flights
O'Hare Intl to Simpson Bay flights
Los Angeles to Simpson Bay flights
Orlando to Simpson Bay flights
Dallas/Fort Worth to Simpson Bay flights
Raleigh to Simpson Bay flights
Hobby to Simpson Bay flights
Richmond to Simpson Bay flights
Tampa to Simpson Bay flights
Denver to Simpson Bay flights
San Francisco to Simpson Bay flights
Fort Lauderdale to Simpson Bay flights
George Bush Intcntl to Simpson Bay flights
New Orleans to Simpson Bay flights
Nashville to Simpson Bay flights
Cincinnati to Simpson Bay flights
Pittsburgh to Simpson Bay flights
Indianapolis to Simpson Bay flights
Memphis to Simpson Bay flights
Sky Harbor Intl to Simpson Bay flights
Jacksonville to Simpson Bay flights
Seattle to Simpson Bay flights
San Antonio to Simpson Bay flights
Minneapolis to Simpson Bay flights
Hartford to Simpson Bay flights
Cleveland to Simpson Bay flights
Providence to Simpson Bay flights
Columbus to Simpson Bay flights
Austin to Simpson Bay flights
Buffalo to Simpson Bay flights
Charleston to Simpson Bay flights
Ontario to Simpson Bay flights
Birmingham to Simpson Bay flights
Jackson to Simpson Bay flights
Love Field to Simpson Bay flights
Detroit to Simpson Bay flights
Kansas City to Simpson Bay flights
Santa Ana to Simpson Bay flights
West Palm Beach to Simpson Bay flights
St. Louis 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 April 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$375Average$699FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$517Average$692FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.