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SXM

$415 Find cheap flights from Kentucky to Simpson Bay

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight to Simpson Bay departing on 9/16. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Thu 5/30
Thu 6/6

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Good to know

Low season

September

High season

December

Cheapest flight

$415
Best time to beat the crowds with an average 22% drop in price.
Most popular time to fly with an average 2% increase in price.
Flight from Lexington to Simpson Bay

FAQs for booking flights from Kentucky to Simpson Bay

  • How does KAYAK find such low prices on flights from Kentucky to Simpson Bay?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Kentucky to Simpson Bay.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Kentucky to Simpson Bay?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Simpson Bay from Kentucky is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Kentucky to Simpson Bay?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Simpson Bay with an airline and back to Kentucky with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Kentucky to Simpson Bay?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Simpson Bay from Kentucky up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Prefer to fly non-stop from Kentucky to Simpson Bay?

Find which airlines fly direct from Kentucky to Princess Juliana, which days they fly and book direct flights.

Nonstop departures

Kentucky to Simpson Bay Princess Juliana

Monday

Air France, American Airlines, Anguilla Air Services, +13 more

Air France, American Airlines, +14 more

Tuesday

Air France, American Airlines, Anguilla Air Services, +12 more

Air France, American Airlines, +13 more

Wednesday

Air Canada, Air France, American Airlines, +14 more

Air Canada, Air France, +15 more

Thursday

Air Century, Air France, American Airlines, +12 more

Air Century, Air France, +13 more

Friday

Air France, American Airlines, Anguilla Air Services, +12 more

Air France, American Airlines, +13 more

Saturday

Air Canada, Air France, American Airlines, +14 more

Air Canada, Air France, +15 more

Sunday

Air Canada, Air Century, Air France, +16 more

Air Canada, Air Century, +17 more

See more direct flights

Nonstop returns

Simpson Bay Princess Juliana to Kentucky

Monday

Air France, American Airlines, Anguilla Air Services, +13 more

Air France, American Airlines, +14 more

Tuesday

Air France, American Airlines, Anguilla Air Services, +12 more

Air France, American Airlines, +13 more

Wednesday

Air Canada, Air France, American Airlines, +14 more

Air Canada, Air France, +15 more

Thursday

Air Century, Air France, American Airlines, +12 more

Air Century, Air France, +13 more

Friday

Air France, American Airlines, Anguilla Air Services, +12 more

Air France, American Airlines, +13 more

Saturday

Air Canada, Air France, American Airlines, +14 more

Air Canada, Air France, +15 more

Sunday

Air Canada, Air Century, Air France, +16 more

Air Canada, Air Century, +17 more

See more direct flights
See more direct flights

Top 3 airlines serving from Kentucky to Simpson Bay

 
Need help choosing which airline to fly with from Kentucky to Simpson Bay? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
6.2
FlexFlightOverall score based on 4 reviews
5.3Entertainment
6.5Crew
5.3Food
6.5Comfort
6.5Boarding
Airline reviews
Pros: "Ok crew and good enough planes. I was on a short flight, so I didn’t mind. Just know what you are getting, budget airlines with little or no service."
Cons: "too many to list"
7.0 GoodTigran, Jun 2020TBS - IEV
Read more about FlexFlight reviews
Pros: "Ok crew and good enough planes. I was on a short flight, so I didn’t mind. Just know what you are getting, budget airlines with little or no service."
Cons: "too many to list"

If you take this airline, they WILL change the flight time, and make you miss your connection. It has happened every time I used it. It's so unreliable that I think it shouldn't be offered on Kayak. You will regret it!

In addition to the fact that Silver changed the flight time several days before the trip without offering any choices , I was sick with Covid and unable to go on the trip. I tried to ask Silver for a credit for a flight when I’d recooperated but they don’t do credits, even for illness. I will Never fly on Silver again

I canceled due to a 7 hour delay. Was forced to book another airline last minute , very expensive. Silver Aorways sucks

Our pilot and flight attendant, Desiree, were great. I always fly this route and this crew was better than most.

The worst flight ever; 1st and last flying to this airlines

Easy boarding and deplaning. Short flight. Water was given but that was it.

Flight was delayed a bit since booking but otherwise everything was very good.

While this is a VERY SMALL plane; take-off to landing was fine. It's the constant departure time changes that wore me out and I'll try to never use this inconsistent airway again. Four delays in one day. Done!!!!!!

This has been, by far, my worst experience with an airline company. I had a reservation for a Tuesday at 8:30 pm departure from Gainesville, FL (1.5 hours - direct flight) I received an email on Monday that my flight had been changed to Monday at night to depart from Jacksonville, FL (and it was an 11 .5 hours flight ). There was no way I would have had the time to gather my things, drive 1.5 hours to the Jacksonville airport, and make it on time to board the plane. Besides, I had a full day of work on Tuesday. The only good thing I xan say about Silver airlines is that they did give me a refund, but I had to wait about 4 hours for a call back

Thank you so much for initiating these much needle in state flights especially to Gainesville. Your service and personnel are ALL awesome.

It was cancelled. And Kayak/Kiwi pocketed the money. Competence, ethics and customer service would be an idea.

There was nothing to like about this airline and everything needs improvement

Pros: "Nothing the flight was super late and there was no communication as to why or even and announcement to say it was late. I missed my flight to France lost a night in a hotel and missed an important event on my itinerary."
Cons: "My flight"
Cons: "it was too hot at the waiting gate in San Juan and the flight was delayed for about one hour and fifteen minutes. the terminal building smelled of mold."
Cons: "the arrival process in San Juan was horrible. passengers walk in the sun towards immigration and customs is way too long. Standing and waiting in line at immigration without any immigration officer took almost 25 minutes. that was horrible."

Book cheap flights from Kentucky to Simpson Bay

Recent round-trip flight deals

9/16Mon
1 stopDelta
6h 19mLEX-SXM
9/18Wed
1 stopDelta
8h 32mSXM-LEX
$415
9/14Sat
2 stopsAmerican Airlines
19h 09mLEX-SXM
9/21Sat
2 stopsAmerican Airlines
19h 33mSXM-LEX
$441
7/7Sun
1 stopAmerican Airlines
16h 55mSDF-SXM
7/10Wed
1 stopAmerican Airlines
9h 43mSXM-SDF
$472
7/7Sun
2 stopsAmerican Airlines
17h 15mSDF-SXM
7/10Wed
1 stopAmerican Airlines
8h 05mSXM-SDF
$476
6/9Sun
2 stopsAmerican Airlines
19h 54mLEX-SXM
6/21Fri
2 stopsAmerican Airlines
19h 32mSXM-LEX
$478
9/14Sat
1 stopDelta
6h 19mLEX-SXM
9/21Sat
1 stopDelta
8h 32mSXM-LEX
$495
9/14Sat
2 stopsAmerican Airlines
16h 54mLEX-SXM
9/21Sat
1 stopAmerican Airlines
8h 57mSXM-LEX
$501
9/16Mon
2 stopsAmerican Airlines
16h 54mLEX-SXM
9/18Wed
2 stopsAmerican Airlines
19h 50mSXM-LEX
$511
9/16Mon
2 stopsAmerican Airlines
16h 54mLEX-SXM
9/18Wed
2 stopsAmerican Airlines
21h 35mSXM-LEX
$513
6/9Sun
1 stopAmerican Airlines
16h 52mLEX-SXM
6/21Fri
2 stopsAmerican Airlines
19h 32mSXM-LEX
$548

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Flights to Simpson Bay

Destination:

Simpson Bay (SXM)St. Maarten

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