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Cheap flights from Kentucky to Simpson Bay from $110

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 6/15. 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
0 bags

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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
7:19 pm - 1:51 pm
BNA
-
SXM
17h 32m
1 stop
American Airlines Logo
2:19 pm - 12:16 am
SXM
-
BNA
10h 57m
1 stop
$309American Airlines
Sat, Jul 11 - Thu, Jul 16
American Airlines Logo
7:19 pm - 1:51 pm
BNA
-
SXM
17h 32m
1 stop
American Airlines Logo
4:45 pm - 10:52 am
SXM
-
BNA
19h 07m
2 stops
$314American Airlines
Sat, Jul 11 - Fri, Jul 17
American Airlines Logo
3:41 pm - 12:34 pm
BNA
-
SXM
19h 53m
1 stop
American Airlines Logo
4:45 pm - 12:02 pm
SXM
-
BNA
20h 17m
2 stops
$320American Airlines
Thu, Jul 23 - Tue, Jul 28
JetBlue Logo
5:45 am - 12:37 pm
BNA
-
SXM
5h 52m
1 stop
JetBlue Logo
1:45 pm - 10:22 pm
SXM
-
BNA
9h 37m
1 stop
$344JetBlue
Sun, Sep 6 - Thu, Sep 10
Multiple Airlines Logo
5:09 pm - 11:25 am
BNA
-
SXM
17h 16m
1 stop
Multiple Airlines Logo
1:42 pm - 8:07 pm
SXM
-
BNA
7h 25m
1 stop
$372Multiple Airlines
Fri, Jul 17 - Tue, Jul 21
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
$379JetBlue
Mon, Aug 10 - Thu, Aug 13
Air Canada Logo
6:15 am - 5:00 pm
CVG
-
SXM
10h 45m
1 stop
Air Canada Logo
6:00 pm - 1:13 pm
SXM
-
CVG
19h 13m
1 stop
$534Air Canada
Sat, Jun 6 - Sat, Jun 13
Air Canada Logo
9:00 am - 5:00 pm
CVG
-
SXM
8h 00m
1 stop
Air Canada Logo
6:00 pm - 1:23 pm
SXM
-
CVG
19h 23m
1 stop
$535Air Canada
Sat, Sep 19 - Sat, Sep 26
Delta Logo
6:00 am - 1:50 pm
LEX
-
SXM
7h 50m
1 stop
Delta Logo
3:20 pm - 11:55 pm
SXM
-
LEX
8h 35m
1 stop
$565Delta
Sun, Sep 20 - Thu, Sep 24
Delta Logo
7:10 am - 1:50 pm
LEX
-
SXM
6h 40m
1 stop
Delta Logo
3:20 pm - 11:55 pm
SXM
-
LEX
8h 35m
1 stop
$595Delta
Mon, Sep 14 - Fri, Sep 18

Southwest flights from Kentucky to Simpson Bay

Our best Southwest deals on Kentucky to Simpson Bay flight tickets
Southwest
May 19
BNA5:25 amNashville Intl
7h 05m
1 stop
SXM1:30 pmSimpson Bay Princess Juliana
May 24
SXM1:35 pmSimpson Bay Princess Juliana
9h 20m
1 stop
BNA9:55 pmNashville Intl
$643
Southwest
May 19
BNA5:25 amNashville Intl
7h 05m
1 stop
SXM1:30 pmSimpson Bay Princess Juliana
May 24
SXM1:35 pmSimpson Bay Princess Juliana
18h 35m
2 stops
BNA7:10 amNashville Intl
$648
Southwest
Jun 23
SDF6:50 amLouisville Intl
7h 10m
1 stop
SXM2:00 pmSimpson Bay Princess Juliana
Jun 30
SXM3:00 pmSimpson Bay Princess Juliana
7h 30m
1 stop
SDF10:30 pmLouisville Intl
$715

JetBlue flights from Kentucky to Simpson Bay

Our best JetBlue deals on Kentucky to Simpson Bay flight tickets
JetBlue
Sep 6
BNA5:45 amNashville Intl
5h 52m
1 stop
SXM12:37 pmSimpson Bay Princess Juliana
Sep 10
SXM1:45 pmSimpson Bay Princess Juliana
9h 37m
1 stop
BNA10:22 pmNashville Intl
$344
JetBlue
Aug 10
BNA5:45 amNashville Intl
5h 52m
1 stop
SXM12:37 pmSimpson Bay Princess Juliana
Aug 13
SXM1:42 pmSimpson Bay Princess Juliana
7h 25m
1 stop
BNA8:07 pmNashville Intl
$379
JetBlue
Aug 9
BNA5:45 amNashville Intl
5h 52m
1 stop
SXM12:37 pmSimpson Bay Princess Juliana
Aug 16
SXM1:42 pmSimpson Bay Princess Juliana
9h 40m
1 stop
BNA10:22 pmNashville Intl
$410

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 May 15, 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

Sat 7/11

7:19 pm-1:51 pm

1 stop17h 32m

Simpson Bay Princess Juliana

Thu 7/16

2:19 pm-12:16 am

1 stop10h 57m

$309

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

Sat 7/11

7:19 pm-1:51 pm

1 stop17h 32m

Simpson Bay Princess Juliana

Fri 7/17

4:45 pm-10:52 am

2 stops19h 07m

$314

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

Thu 7/23

3:41 pm-12:34 pm

1 stop19h 53m

Simpson Bay Princess Juliana

Tue 7/28

4:45 pm-12:02 pm

2 stops20h 17m

$320

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

Sun 9/6

5:45 am-12:37 pm

1 stop5h 52m

Simpson Bay Princess Juliana

Thu 9/10

1:45 pm-10:22 pm

1 stop9h 37m

$344

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

Fri 7/17

5:09 pm-11:25 am

1 stop17h 16m

Simpson Bay Princess Juliana

Tue 7/21

1:42 pm-8:07 pm

1 stop7h 25m

$372
Quickest round-trip

NashvilleSimpson Bay

BNA - SXM

BNASXM

Nashville Intl

Mon 8/10

5:45 am-12:37 pm

1 stop5h 52m

Simpson Bay Princess Juliana

Thu 8/13

1:42 pm-8:07 pm

1 stop7h 25m

$379

CincinnatiSimpson Bay

CVG - SXM

CVGSXM

Cincinnati Cinci./N. Kentucky

Sat 6/6

6:15 am-5:00 pm

1 stop10h 45m

Simpson Bay Princess Juliana

Sat 6/13

6:00 pm-1:13 pm

1 stop19h 13m

$534

CincinnatiSimpson Bay

CVG - SXM

CVGSXM

Cincinnati Cinci./N. Kentucky

Sat 9/19

9:00 am-5:00 pm

1 stop8h 00m

Simpson Bay Princess Juliana

Sat 9/26

6:00 pm-1:23 pm

1 stop19h 23m

$535

LexingtonSimpson Bay

LEX - SXM

LEXSXM

Lexington Blue Grass

Sun 9/20

6:00 am-1:50 pm

1 stop7h 50m

Simpson Bay Princess Juliana

Thu 9/24

3:20 pm-11:55 pm

1 stop8h 35m

$565

LexingtonSimpson Bay

LEX - SXM

LEXSXM

Lexington Blue Grass

Mon 9/14

7:10 am-1:50 pm

1 stop6h 40m

Simpson Bay Princess Juliana

Fri 9/18

3:20 pm-11:55 pm

1 stop8h 35m

$595

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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
11,665 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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American Airlines