What is the cheapest airline that flies from Kentucky to Simpson Bay Princess Juliana?

Delta, American Airlines, and United Airlines are the most popular carriers operating from Kentucky to Simpson Bay Princess Juliana

How long does it take to fly to Simpson Bay?

If you’re flying from a popular airport in Kentucky, such as Louisville or Lexington, and flying into Simpson Bay, then you can expect flight times to average 6h 35m and 15h 45m, respectively.

When did momondo last update prices for flights from Kentucky to Simpson Bay Princess Juliana Airport?

Prices for flights from Kentucky to Simpson Bay Princess Juliana Airport are updated daily.

How many operators does momondo search for flights from Kentucky to Simpson Bay Princess Juliana Airport?

There are 2 operators available for flights from Kentucky to Simpson Bay Princess Juliana Airport as of October 2026.

How old do you have to be to fly from Kentucky to Simpson Bay Princess Juliana Airport?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Kentucky to Simpson Bay Princess Juliana Airport.

What documentation or ID do you need to fly to Simpson Bay Princess Juliana Airport?

The travel and health documents required for your trip to Simpson Bay Princess Juliana Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Simpson Bay Princess Juliana Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$233 Cheap Flights from Kentucky to Simpson Bay in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Kentucky to Simpson Bay

Round-trip

One-way

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:05 am - 1:40 pmSDF Louisville Intl-SXM Simpson Bay Princess Juliana

6h 35m1 stop Atlanta Hartsfield-Jackson

4:05 pm - 10:47 pmSXM Simpson Bay Princess Juliana-SDF Louisville Intl

7h 42m1 stop Atlanta Hartsfield-Jackson

$555Delta

Wed, Oct 28 - Wed, Nov 4

4:52 pm - 2:59 pmLEX Lexington Blue Grass-SXM Simpson Bay Princess Juliana

21h 07m2 stops Dallas/Fort Worth Charlotte Douglas

4:02 pm - 11:05 pmSXM Simpson Bay Princess Juliana-LEX Lexington Blue Grass

8h 03m1 stop Charlotte Douglas

$564American Airlines

Wed, Jan 20 - Wed, Jan 27

4:56 pm - 4:26 pmLEX Lexington Blue Grass-SXM Simpson Bay Princess Juliana

22h 30m2 stops Charlotte Douglas Miami

5:29 pm - 11:25 amSXM Simpson Bay Princess Juliana-LEX Lexington Blue Grass

18h 56m2 stops Miami Chicago O'Hare Intl

$564American Airlines

Wed, Jan 20 - Wed, Jan 27

5:04 am - 3:39 pmSDF Louisville Intl-SXM Simpson Bay Princess Juliana

10h 35m2 stops Charlotte Douglas Miami

3:26 pm - 12:25 amSXM Simpson Bay Princess Juliana-SDF Louisville Intl

9h 59m1 stop Miami

$565American Airlines

Wed, Oct 28 - Wed, Nov 4

6:00 am - 2:40 pmSDF Louisville Intl-SXM Simpson Bay Princess Juliana

7h 40m1 stop Atlanta Hartsfield-Jackson

4:05 pm - 11:03 pmSXM Simpson Bay Princess Juliana-SDF Louisville Intl

7h 58m1 stop Atlanta Hartsfield-Jackson

$584Delta

Mon, Nov 23 - Thu, Dec 3

7:05 am - 2:40 pmSDF Louisville Intl-SXM Simpson Bay Princess Juliana

6h 35m1 stop Atlanta Hartsfield-Jackson

4:05 pm - 12:08 amSXM Simpson Bay Princess Juliana-SDF Louisville Intl

9h 03m1 stop Atlanta Hartsfield-Jackson

$584Delta

Wed, Nov 25 - Thu, Dec 3

7:05 am - 2:40 pmSDF Louisville Intl-SXM Simpson Bay Princess Juliana

6h 35m1 stop Atlanta Hartsfield-Jackson

4:05 pm - 11:05 pmSXM Simpson Bay Princess Juliana-SDF Louisville Intl

8h 00m1 stop Atlanta Hartsfield-Jackson

$584Delta

Wed, Nov 25 - Wed, Dec 2

1:50 pm - 1:50 pmLEX Lexington Blue Grass-SXM Simpson Bay Princess Juliana

23h 00m2 stops Chicago O'Hare Intl Newark

2:52 pm - 8:32 pmSXM Simpson Bay Princess Juliana-LEX Lexington Blue Grass

30h 40m2 stops Newark Chicago O'Hare Intl

$697United Airlines

Mon, Feb 1 - Fri, Feb 5

1:50 pm - 1:50 pmLEX Lexington Blue Grass-SXM Simpson Bay Princess Juliana

23h 00m2 stops Chicago O'Hare Intl Newark

2:52 pm - 8:32 pmSXM Simpson Bay Princess Juliana-LEX Lexington Blue Grass

30h 40m2 stops Newark Chicago O'Hare Intl

$719United Airlines

Mon, Feb 1 - Fri, Feb 5

6:18 pm - 1:50 pmSDF Louisville Intl-SXM Simpson Bay Princess Juliana

18h 32m1 stop Newark

2:52 pm - 6:17 pmSXM Simpson Bay Princess Juliana-SDF Louisville Intl

28h 25m2 stops Newark Chicago O'Hare Intl

$719United Airlines

Wed, Nov 25 - Thu, Dec 3

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American Airlines flights from Kentucky to Simpson Bay

Our best American Airlines deals on Kentucky to Simpson Bay flight tickets

American Airlines

Jan 20

LEX4:56 pmLexington Blue Grass

22h 30m

2 stops

SXM4:26 pmSimpson Bay Princess Juliana

Jan 27

SXM5:29 pmSimpson Bay Princess Juliana

18h 56m

2 stops

LEX11:25 amLexington Blue Grass

$564

American Airlines

Oct 28

SDF5:04 amLouisville Intl

10h 35m

2 stops

SXM3:39 pmSimpson Bay Princess Juliana

Nov 4

SXM5:33 pmSimpson Bay Princess Juliana

17h 05m

2 stops

SDF9:38 amLouisville Intl

$565

American Airlines

Jan 20

LEX7:17 pmLexington Blue Grass

18h 42m

1 stop

SXM2:59 pmSimpson Bay Princess Juliana

Jan 27

SXM4:02 pmSimpson Bay Princess Juliana

8h 03m

1 stop

LEX11:05 pmLexington Blue Grass

$567

United Airlines flights from Kentucky to Simpson Bay

Our best United Airlines deals on Kentucky to Simpson Bay flight tickets

United Airlines

Feb 1

LEX1:50 pmLexington Blue Grass

23h 00m

2 stops

SXM1:50 pmSimpson Bay Princess Juliana

Feb 5

SXM2:52 pmSimpson Bay Princess Juliana

30h 40m

2 stops

LEX8:32 pmLexington Blue Grass

$697

United Airlines

Feb 1

LEX1:50 pmLexington Blue Grass

23h 00m

2 stops

SXM1:50 pmSimpson Bay Princess Juliana

Feb 5

SXM2:52 pmSimpson Bay Princess Juliana

30h 40m

2 stops

LEX8:32 pmLexington Blue Grass

$719

United Airlines

Jan 7

LEX6:09 pmLexington Blue Grass

18h 41m

2 stops

SXM1:50 pmSimpson Bay Princess Juliana

Jan 10

SXM5:00 pmSimpson Bay Princess Juliana

18h 04m

2 stops

LEX10:04 amLexington Blue Grass

$753

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

LouisvilleSimpson Bay

SDF Louisville Intl - SXM Simpson Bay Princess Juliana

SDFSXM

Louisville Intl

Wed 10/28

7:05 am-1:40 pm

1 stop6h 35m

Simpson Bay Princess Juliana

Wed 11/4

4:05 pm-10:47 pm

1 stop7h 42m

$555

LexingtonSimpson Bay

LEX Lexington Blue Grass - SXM Simpson Bay Princess Juliana

LEXSXM

Lexington Blue Grass

Wed 1/20

4:52 pm-2:59 pm

2 stops21h 07m

Simpson Bay Princess Juliana

Wed 1/27

4:02 pm-11:05 pm

1 stop8h 03m

$564

LexingtonSimpson Bay

LEX Lexington Blue Grass - SXM Simpson Bay Princess Juliana

LEXSXM

Lexington Blue Grass

Wed 1/20

4:56 pm-4:26 pm

2 stops22h 30m

Simpson Bay Princess Juliana

Wed 1/27

5:29 pm-11:25 am

2 stops18h 56m

$564

LouisvilleSimpson Bay

SDF Louisville Intl - SXM Simpson Bay Princess Juliana

SDFSXM

Louisville Intl

Wed 10/28

5:04 am-3:39 pm

2 stops10h 35m

Simpson Bay Princess Juliana

Wed 11/4

3:26 pm-12:25 am

1 stop9h 59m

$565

LouisvilleSimpson Bay

SDF Louisville Intl - SXM Simpson Bay Princess Juliana

SDFSXM

Louisville Intl

Mon 11/23

6:00 am-2:40 pm

1 stop7h 40m

Simpson Bay Princess Juliana

Thu 12/3

4:05 pm-11:03 pm

1 stop7h 58m

$584

LouisvilleSimpson Bay

SDF Louisville Intl - SXM Simpson Bay Princess Juliana

SDFSXM

Louisville Intl

Wed 11/25

7:05 am-2:40 pm

1 stop6h 35m

Simpson Bay Princess Juliana

Thu 12/3

4:05 pm-12:08 am

1 stop9h 03m

$584

LouisvilleSimpson Bay

SDF Louisville Intl - SXM Simpson Bay Princess Juliana

SDFSXM

Louisville Intl

Wed 11/25

7:05 am-2:40 pm

1 stop6h 35m

Simpson Bay Princess Juliana

Wed 12/2

4:05 pm-11:05 pm

1 stop8h 00m

$584

LexingtonSimpson Bay

LEX Lexington Blue Grass - SXM Simpson Bay Princess Juliana

LEXSXM

Lexington Blue Grass

Mon 2/1

1:50 pm-1:50 pm

2 stops23h 00m

Simpson Bay Princess Juliana

Fri 2/5

2:52 pm-8:32 pm

2 stops30h 40m

$697

LexingtonSimpson Bay

LEX Lexington Blue Grass - SXM Simpson Bay Princess Juliana

LEXSXM

Lexington Blue Grass

Mon 2/1

1:50 pm-1:50 pm

2 stops23h 00m

Simpson Bay Princess Juliana

Fri 2/5

2:52 pm-8:32 pm

2 stops30h 40m

$719

LouisvilleSimpson Bay

SDF Louisville Intl - SXM Simpson Bay Princess Juliana

SDFSXM

Louisville Intl

Wed 11/25

6:18 pm-1:50 pm

1 stop18h 32m

Simpson Bay Princess Juliana

Thu 12/3

2:52 pm-6:17 pm

2 stops28h 25m

$719

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Kentucky to Simpson Bay

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Simpson Bay?

In general, September is the cheapest month to fly from Kentucky to Simpson Bay. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $0. If you aren’t able to travel to Simpson Bay during the month of September, then flying in August is also cheap. Prices for this month can be found on momondo for an average of $0.

Cheap Kentucky to Simpson Bay flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Kentucky to Simpson Bay

Best Price Found	$233
Fastest flight time	5h 52m
Direct flights	None

The best one-way flight to Simpson Bay from Kentucky in the past 72 hours is $233. The best round-trip flight deal from Kentucky to Simpson Bay found on momondo in the last 72 hours is $555.

The fastest flight from Kentucky to Simpson Bay takes 5h 52m

There are no direct flights from Kentucky to Simpson Bay. There are no popular flight routes from Kentucky to Simpson Bay.

Search flight deals

Frequently asked questions about flying from Kentucky to Simpson Bay

When did momondo last update prices for flights from Kentucky to Simpson Bay Princess Juliana Airport?
Prices for flights from Kentucky to Simpson Bay Princess Juliana Airport are updated daily.
How many operators does momondo search for flights from Kentucky to Simpson Bay Princess Juliana Airport?
There are 2 operators available for flights from Kentucky to Simpson Bay Princess Juliana Airport as of October 2026.
How old do you have to be to fly from Kentucky to Simpson Bay Princess Juliana Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Kentucky to Simpson Bay Princess Juliana Airport.
What documentation or ID do you need to fly to Simpson Bay Princess Juliana Airport?
The travel and health documents required for your trip to Simpson Bay Princess Juliana Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Simpson Bay Princess Juliana Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Kentucky to Simpson Bay

Compare and see reviews for airlines that fly from Kentucky to Simpson Bay with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $515	Free Cancellation	Rating 7.8 8,622 reviews		Search Delta flights
American Airlines	PriceFrom $619	Free Cancellation	Rating 7.0 12,111 reviews		Search American Airlines flights

Philipsburg

Why use momondo?

Why should I use momondo to find a flight deal from Kentucky to Simpson Bay?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Simpson Bay from Kentucky.

Can I find flights from Kentucky to Simpson Bay with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Kentucky to Simpson Bay flights to just show those with flexible booking policies.

How can momondo help me find flights from Kentucky to Simpson Bay?

momondo helps you find the best flight between Kentucky and Simpson Bay by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Kentucky to Simpson Bay right now. Can momondo alert me if prices change?

Price alerts on flights to Simpson Bay from Kentucky are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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Cheap flights from Kentucky to Simpson Bay from $233

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Kentucky to Simpson Bay departing on 10/20. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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American Airlines flights from Kentucky to Simpson Bay

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How to get the cheapest flight ticket from Kentucky to Simpson Bay

What is the cheapest month to fly to Simpson Bay?

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How long does it take to fly to Simpson Bay?

Cheap Kentucky to Simpson Bay flight deals and tips

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Frequently asked questions about flying from Kentucky to Simpson Bay

Best airlines flying from Kentucky to Simpson Bay

Compare and see reviews for airlines that fly from Kentucky to Simpson Bay with momondo

Traveling to a place near Simpson Bay?

Why use momondo?

An easier way to manage your Simpson Bay trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to St. Maarten

Fly your favorite airline to Simpson Bay

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Simpson Bay

List of cabin classes available on flights landing in Simpson Bay. Availability may vary depending on flight origin and airline.

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