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Cheap flights from Kentucky to Simpson Bay from $118

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 9/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Kentucky to Simpson Bay

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
5:38 am - 3:44 pm
BNA
-
SXM
9h 06m
1 stop
American Airlines Logo
4:45 pm - 12:16 am
SXM
-
BNA
8h 31m
1 stop
$325American Airlines
Mon, Jul 13 - Fri, Jul 17
American Airlines Logo
6:25 pm - 3:39 pm
BNA
-
SXM
20h 14m
2 stops
American Airlines Logo
2:22 pm - 8:22 am
SXM
-
BNA
19h 00m
2 stops
$330American Airlines
Sat, Aug 8 - Sat, Aug 15
American Airlines Logo
5:25 am - 1:22 pm
BNA
-
SXM
6h 57m
1 stop
American Airlines Logo
4:39 pm - 9:53 am
SXM
-
BNA
18h 14m
1 stop
$333American Airlines
Sat, Aug 8 - Sat, Aug 15
American Airlines Logo
6:26 pm - 1:22 pm
BNA
-
SXM
17h 56m
2 stops
American Airlines Logo
4:39 pm - 10:54 am
SXM
-
BNA
19h 15m
2 stops
$335American Airlines
Thu, Aug 27 - Sun, Aug 30
JetBlue Logo
5:45 am - 12:37 pm
BNA
-
SXM
5h 52m
1 stop
JetBlue Logo
1:42 pm - 8:07 pm
SXM
-
BNA
7h 25m
1 stop
$358JetBlue
Mon, Jul 13 - Thu, Jul 16
Frontier Logo
9:23 pm - 11:30 am
CVG
-
SXM
14h 07m
1 stop
Frontier Logo
12:43 pm - 11:42 pm
SXM
-
CVG
10h 59m
1 stop
$438Frontier
Fri, Aug 7 - Sat, Aug 15
Frontier Logo
7:15 am - 11:30 am
CVG
-
SXM
28h 15m
1 stop
Frontier Logo
12:43 pm - 11:42 pm
SXM
-
CVG
10h 59m
1 stop
$439Frontier
Fri, Aug 7 - Sat, Aug 15
Delta Logo
6:00 am - 1:49 pm
SDF
-
SXM
7h 49m
1 stop
Delta Logo
4:14 pm - 10:35 pm
SXM
-
SDF
7h 21m
1 stop
$490Delta
Mon, Oct 26 - Mon, Nov 2
Delta Logo
6:00 am - 1:49 pm
CVG
-
SXM
7h 49m
1 stop
Delta Logo
4:14 pm - 12:24 am
SXM
-
CVG
9h 10m
1 stop
$532Delta
Mon, Oct 26 - Mon, Nov 2
Multiple Airlines Logo
9:00 am - 5:00 pm
CVG
-
SXM
8h 00m
1 stop
Multiple Airlines Logo
12:43 pm - 11:42 pm
SXM
-
CVG
10h 59m
1 stop
$539Multiple Airlines
Sat, Aug 8 - Sat, Aug 15

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JetBlue flights from Kentucky to Simpson Bay

Our best JetBlue deals on Kentucky to Simpson Bay flight tickets
JetBlue
Jul 13
BNA5:45 amNashville Intl
5h 52m
1 stop
SXM12:37 pmSimpson Bay Princess Juliana
Jul 16
SXM1:42 pmSimpson Bay Princess Juliana
7h 25m
1 stop
BNA8:07 pmNashville Intl
$358
JetBlue
Aug 13
BNA5:45 amNashville Intl
5h 52m
1 stop
SXM12:37 pmSimpson Bay Princess Juliana
Aug 20
SXM1:42 pmSimpson Bay Princess Juliana
7h 25m
1 stop
BNA8:07 pmNashville Intl
$383
JetBlue
Jul 13
BNA5:45 amNashville Intl
5h 52m
1 stop
SXM12:37 pmSimpson Bay Princess Juliana
Jul 16
SXM1:42 pmSimpson Bay Princess Juliana
7h 25m
1 stop
BNA8:07 pmNashville Intl
$385

American Airlines flights from Kentucky to Simpson Bay

Our best American Airlines deals on Kentucky to Simpson Bay flight tickets
American Airlines
Jul 13
BNA5:38 amNashville Intl
9h 06m
1 stop
SXM3:44 pmSimpson Bay Princess Juliana
Jul 17
SXM4:45 pmSimpson Bay Princess Juliana
8h 31m
1 stop
BNA12:16 amNashville Intl
$325
American Airlines
Aug 8
BNA6:25 pmNashville Intl
20h 14m
2 stops
SXM3:39 pmSimpson Bay Princess Juliana
Aug 15
SXM2:22 pmSimpson Bay Princess Juliana
19h 00m
2 stops
BNA8:22 amNashville Intl
$330
American Airlines
Aug 8
BNA5:25 amNashville Intl
6h 57m
1 stop
SXM1:22 pmSimpson Bay Princess Juliana
Aug 15
SXM4:39 pmSimpson Bay Princess Juliana
18h 14m
1 stop
BNA9:53 amNashville Intl
$333

momondo 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, momondo users made 832,500 searches. Data last updated July 1, 2026.
Use the filters below to find and compare flights from Kentucky to Simpson Bay that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

Mon 7/13

5:38 am-3:44 pm

1 stop9h 06m

Simpson Bay Princess Juliana

Fri 7/17

4:45 pm-12:16 am

1 stop8h 31m

$325

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

Sat 8/8

6:25 pm-3:39 pm

2 stops20h 14m

Simpson Bay Princess Juliana

Sat 8/15

2:22 pm-8:22 am

2 stops19h 00m

$330

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

Sat 8/8

5:25 am-1:22 pm

1 stop6h 57m

Simpson Bay Princess Juliana

Sat 8/15

4:39 pm-9:53 am

1 stop18h 14m

$333

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

Thu 8/27

6:26 pm-1:22 pm

2 stops17h 56m

Simpson Bay Princess Juliana

Sun 8/30

4:39 pm-10:54 am

2 stops19h 15m

$335
Quickest round-trip

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

Mon 7/13

5:45 am-12:37 pm

1 stop5h 52m

Simpson Bay Princess Juliana

Thu 7/16

1:42 pm-8:07 pm

1 stop7h 25m

$358

CincinnatiSimpson Bay

CVG - SXM

CVGSXM

Cincinnati Cinci./N. Kentucky

Fri 8/7

9:23 pm-11:30 am

1 stop14h 07m

Simpson Bay Princess Juliana

Sat 8/15

12:43 pm-11:42 pm

1 stop10h 59m

$438

CincinnatiSimpson Bay

CVG - SXM

CVGSXM

Cincinnati Cinci./N. Kentucky

Fri 8/7

7:15 am-11:30 am

1 stop28h 15m

Simpson Bay Princess Juliana

Sat 8/15

12:43 pm-11:42 pm

1 stop10h 59m

$439

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

Mon 10/26

6:00 am-1:49 pm

1 stop7h 49m

Simpson Bay Princess Juliana

Mon 11/2

4:14 pm-10:35 pm

1 stop7h 21m

$490

CincinnatiSimpson Bay

CVG - SXM

CVGSXM

Cincinnati Cinci./N. Kentucky

Mon 10/26

6:00 am-1:49 pm

1 stop7h 49m

Simpson Bay Princess Juliana

Mon 11/2

4:14 pm-12:24 am

1 stop9h 10m

$532

CincinnatiSimpson Bay

CVG - SXM

CVGSXM

Cincinnati Cinci./N. Kentucky

Sat 8/8

9:00 am-5:00 pm

1 stop8h 00m

Simpson Bay Princess Juliana

Sat 8/15

12:43 pm-11:42 pm

1 stop10h 59m

$539

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 19 resultsSorted by cheapest first
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See travel insights to Simpson Bay from

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

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 March is also cheap. Prices for this month can be found on momondo for an average of $361.

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

Fastest flight time

5h 52m

Direct flights

None
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?

  • 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
American AirlinesPriceFrom $581Free CancellationRating
7.1
11,765 reviews
Search American Airlines flights

Traveling to a place near Simpson Bay?

Book flights to Simpson Bay if you plan to visit one of these locations
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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