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Simpson Bay

$357+ 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 2/14. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SXM
ene. 26 — feb. 21
dom. 1/26
dom. 2/2
1 adult, Economy
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Cheap flight deals from Kentucky to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from Kentucky (USKY) to Simpson Bay (SXM). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated enero 21, 2025.

Round-trip from

$357
(FlightHub)
From Kentucky to Simpson Bay Princess Juliana
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 enero 21, 2025.

This FlightHub deal was found by Cheapflights users on 1/20. 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. 2/149:30 pmSDF - SXM
1 stop16h 00mSpirit Airlines
vie. 2/213:25 pmSXM - SDF
2 stops9h 21mSpirit Airlines
Deal found 1/20$357
This Frontier deal was found by Cheapflights users on 1/21. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 3/106:14 amCVG - SXM
2 stops11h 01mFrontier
vie. 3/146:35 pmSXM - CVG
2 stops16h 13mFrontier
Deal found 1/21$379
This CheapOair deal was found by Cheapflights users on 1/21. 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.
lun. 3/35:04 pmBNA - SXM
2 stops43h 24mSpirit Airlines
lun. 3/102:33 pmSXM - BNA
2 stops20h 43mSpirit Airlines
Deal found 1/21$461
This Kiwi.com deal was found by Cheapflights users on 1/20. 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.
lun. 3/310:30 amBNA - SXM
2 stops22h 50mMultiple Airlines
lun. 3/102:33 pmSXM - BNA
1 stop19h 25mMultiple Airlines
Deal found 1/20$471
This Kiwi.com deal was found by Cheapflights users on 1/21. 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.
dom. 3/304:57 pmCVG - SXM
1 stop20h 31mMultiple Airlines
mié. 4/22:33 pmSXM - CVG
1 stop22h 08mMultiple Airlines
Deal found 1/21$501
This Delta deal was found by Cheapflights users on 1/21. 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.
dom. 8/177:10 amLEX - SXM
1 stop6h 38mDelta
mié. 8/203:10 pmSXM - LEX
1 stop8h 46mDelta
Deal found 1/21$520
This American Airlines deal was found by Cheapflights users on 1/20. 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.
mar. 4/227:50 pmCVG - SXM
1 stop17h 10mAmerican Airlines
mar. 4/291:50 pmSXM - CVG
1 stop10h 22mAmerican Airlines
Deal found 1/20$526
This American Airlines deal was found by Cheapflights users on 1/21. 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.
mar. 8/57:58 amBNA - SXM
1 stop6h 17mAmerican Airlines
mar. 8/124:10 pmSXM - BNA
1 stop7h 14mAmerican Airlines
Deal found 1/21$526
This Delta deal was found by Cheapflights users on 1/21. 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.
lun. 3/177:10 amCVG - SXM
1 stop6h 51mDelta
mié. 3/261:40 pmSXM - CVG
1 stop10h 19mDelta
Deal found 1/21$541
This Delta deal was found by Cheapflights users on 1/20. 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.
lun. 4/77:08 amSDF - SXM
1 stop6h 51mDelta
mié. 4/162:22 pmSXM - SDF
1 stop9h 34mDelta
Deal found 1/20$541
This United Airlines deal was found by Cheapflights users on 1/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/184:15 pmCVG - SXM
2 stops20h 36mUnited Airlines
mar. 3/253:55 pmSXM - CVG
2 stops21h 17mUnited Airlines
Deal found 1/21$546
This American Airlines deal was found by Cheapflights users on 1/20. 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.
sáb. 2/227:53 pmSDF - SXM
1 stop17h 02mAmerican Airlines
mar. 3/44:15 pmSXM - SDF
1 stop9h 06mAmerican Airlines
Deal found 1/20$587

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 enero 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

vie. 2/14

9:30 pm-2:30 pm

1 stop16h 00m

Simpson Bay Princess Juliana

vie. 2/21

3:25 pm-11:46 pm

2 stops9h 21m

$357

CincinnatiSimpson Bay

CVG - SXM

CVGSXM

Cincinnati Cinci./N. Kentucky

lun. 3/10

6:14 am-5:15 pm

2 stops11h 01m

Simpson Bay Princess Juliana

vie. 3/14

6:35 pm-10:48 am

2 stops16h 13m

$379

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

lun. 3/3

5:04 pm-2:28 pm

2 stops43h 24m

Simpson Bay Princess Juliana

lun. 3/10

2:33 pm-10:16 am

2 stops20h 43m

$461

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

lun. 3/3

10:30 am-11:20 am

2 stops22h 50m

Simpson Bay Princess Juliana

lun. 3/10

2:33 pm-8:58 am

1 stop19h 25m

$471

CincinnatiSimpson Bay

CVG - SXM

CVGSXM

Cincinnati Cinci./N. Kentucky

dom. 3/30

4:57 pm-1:28 pm

1 stop20h 31m

Simpson Bay Princess Juliana

mié. 4/2

2:33 pm-12:41 pm

1 stop22h 08m

$501

CincinnatiSimpson Bay

CVG - SXM

CVGSXM

Cincinnati Cinci./N. Kentucky

mar. 4/22

7:50 pm-1:00 pm

1 stop17h 10m

Simpson Bay Princess Juliana

mar. 4/29

1:50 pm-12:12 am

1 stop10h 22m

$526

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

mar. 2/18

5:27 am-4:20 pm

1 stop8h 53m

Simpson Bay Princess Juliana

mar. 2/25

4:15 pm-10:16 pm

1 stop8h 01m

$537

CincinnatiSimpson Bay

CVG - SXM

CVGSXM

Cincinnati Cinci./N. Kentucky

lun. 3/17

7:10 am-2:01 pm

1 stop6h 51m

Simpson Bay Princess Juliana

mar. 3/25

1:40 pm-11:59 pm

1 stop10h 19m

$541

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

lun. 4/7

7:08 am-1:59 pm

1 stop6h 51m

Simpson Bay Princess Juliana

mié. 4/16

2:22 pm-11:56 pm

1 stop9h 34m

$541

CincinnatiSimpson Bay

CVG - SXM

CVGSXM

Cincinnati Cinci./N. Kentucky

mar. 3/18

4:15 pm-12:51 pm

2 stops20h 36m

Simpson Bay Princess Juliana

mar. 3/25

3:55 pm-1:12 pm

2 stops21h 17m

$546

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 17 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.

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 enero 21, 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 enero 21, 2025.
Peruse reviews from past customers who have flown with United Airlines, American Airlines and Spirit 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
8,521 reviews

Comfort

8.0

Food

7.3

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.6

Reviews

1 / 10

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

Delta
8.0
Very good
8,521 reviews
Delta
8.0
Very good
8,521 reviews

Comfort

8.0

Food

7.3

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.6

Reviews

1 / 10

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

United Airlines
7.4
Good
8,984 reviews
Delta
8.0
Very good
8,521 reviews

Comfort

8.0

Food

7.3

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.6

Reviews

1 / 10

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
8,521 reviews

Comfort

8.0

Food

7.3

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.6

Reviews

1 / 10

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

WestJet
7.2
Good
2,829 reviews
Delta
8.0
Very good
8,521 reviews

Comfort

8.0

Food

7.3

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.6

Reviews

1 / 10

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

Air Canada
7.0
Good
8,633 reviews
Delta
8.0
Very good
8,521 reviews

Comfort

8.0

Food

7.3

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.6

Reviews

1 / 10

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 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 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 enero 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$375Average$653FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$469Average$729FlexibilityNo cancel feeOn-time71%
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