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Cheap flights from Kentucky to Simpson Bay from $178

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 9/6. 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.
Air Canada Logo
6:35 pm - 5:00 pmBNA  Nashville Intl-SXM Simpson Bay Princess Juliana
21h 25m1 stop Toronto Pearson Intl
Air Canada Logo
3:45 pm - 1:14 pmSXM  Simpson Bay Princess Juliana-BNA Nashville Intl
22h 29m1 stop Toronto Pearson Intl
$378Air Canada
Fri, Oct 23 - Mon, Oct 26
Air Canada Logo
8:15 am - 2:45 pmBNA  Nashville Intl-SXM Simpson Bay Princess Juliana
53h 30m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
Air Canada Logo
3:45 pm - 7:38 pmSXM  Simpson Bay Princess Juliana-BNA Nashville Intl
28h 53m1 stop Toronto Pearson Intl
$381Air Canada
Fri, Oct 23 - Mon, Oct 26
Air Canada Logo
2:10 pm - 2:45 pmBNA  Nashville Intl-SXM Simpson Bay Princess Juliana
22h 35m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
4:45 pm - 1:14 pmSXM  Simpson Bay Princess Juliana-BNA Nashville Intl
22h 29m1 stop Toronto Pearson Intl
$384Air Canada
Fri, Nov 27 - Mon, Nov 30
Delta Logo
6:15 am - 1:53 pmBNA  Nashville Intl-SXM Simpson Bay Princess Juliana
6h 38m1 stop Atlanta Hartsfield-Jackson
Delta Logo
3:18 pm - 11:09 pmSXM  Simpson Bay Princess Juliana-BNA Nashville Intl
8h 51m1 stop Atlanta Hartsfield-Jackson
$429Delta
Mon, Sep 7 - Fri, Sep 11
JetBlue Logo
7:00 am - 2:00 pmBNA  Nashville Intl-SXM Simpson Bay Princess Juliana
6h 00m1 stop Fort Lauderdale
JetBlue Logo
3:05 pm - 9:53 pmSXM  Simpson Bay Princess Juliana-BNA Nashville Intl
7h 48m1 stop Fort Lauderdale
$445JetBlue
Mon, Sep 14 - Fri, Sep 18
JetBlue Logo
5:45 am - 12:37 pmBNA  Nashville Intl-SXM Simpson Bay Princess Juliana
5h 52m1 stop Fort Lauderdale
JetBlue Logo
3:05 pm - 9:53 pmSXM  Simpson Bay Princess Juliana-BNA Nashville Intl
7h 48m1 stop Fort Lauderdale
$445JetBlue
Sun, Sep 6 - Thu, Sep 10
Delta Logo
6:00 am - 1:53 pmCVG  Cincinnati Cinci./N. Kentucky-SXM Simpson Bay Princess Juliana
7h 53m1 stop Atlanta Hartsfield-Jackson
Delta Logo
3:18 pm - 12:23 amSXM  Simpson Bay Princess Juliana-CVG Cincinnati Cinci./N. Kentucky
9h 05m1 stop Atlanta Hartsfield-Jackson
$465Delta
Sun, Sep 27 - Sun, Oct 4
American Airlines Logo
6:34 am - 1:23 pmCVG  Cincinnati Cinci./N. Kentucky-SXM Simpson Bay Princess Juliana
6h 49m1 stop Miami
American Airlines Logo
2:23 pm - 10:36 pmSXM  Simpson Bay Princess Juliana-CVG Cincinnati Cinci./N. Kentucky
8h 13m1 stop Miami
$465American Airlines
Sat, Oct 3 - Wed, Oct 7
American Airlines Logo
5:53 am - 1:53 pmCVG  Cincinnati Cinci./N. Kentucky-SXM Simpson Bay Princess Juliana
8h 00m1 stop Charlotte Douglas
American Airlines Logo
2:23 pm - 10:36 pmSXM  Simpson Bay Princess Juliana-CVG Cincinnati Cinci./N. Kentucky
8h 13m1 stop Miami
$465American Airlines
Sat, Oct 3 - Wed, Oct 7
Delta Logo
6:00 am - 1:40 pmSDF  Louisville Intl-SXM Simpson Bay Princess Juliana
7h 40m1 stop Atlanta Hartsfield-Jackson
Delta Logo
4:05 pm - 11:59 pmSXM  Simpson Bay Princess Juliana-SDF Louisville Intl
8h 54m1 stop Atlanta Hartsfield-Jackson
$613Delta
Thu, Oct 22 - Mon, Nov 2

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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
Oct 3
CVG6:34 amCincinnati Cinci./N. Kentucky
6h 49m
1 stop
SXM1:23 pmSimpson Bay Princess Juliana
Oct 7
SXM2:23 pmSimpson Bay Princess Juliana
8h 13m
1 stop
CVG10:36 pmCincinnati Cinci./N. Kentucky
$465
American Airlines
Oct 3
CVG6:34 amCincinnati Cinci./N. Kentucky
6h 49m
1 stop
SXM1:23 pmSimpson Bay Princess Juliana
Oct 7
SXM2:23 pmSimpson Bay Princess Juliana
19h 01m
2 stops
CVG9:24 amCincinnati Cinci./N. Kentucky
$470
American Airlines
Feb 7
CVG8:28 amCincinnati Cinci./N. Kentucky
7h 00m
1 stop
SXM4:28 pmSimpson Bay Princess Juliana
Feb 19
SXM3:40 pmSimpson Bay Princess Juliana
9h 03m
1 stop
CVG11:43 pmCincinnati Cinci./N. Kentucky
$472

Southwest flights from Kentucky to Simpson Bay

Our best Southwest deals on Kentucky to Simpson Bay flight tickets
Southwest
Sep 13
BNA5:45 amNashville Intl
7h 20m
1 stop
SXM2:05 pmSimpson Bay Princess Juliana
Sep 17
SXM3:05 pmSimpson Bay Princess Juliana
17h 15m
2 stops
BNA7:20 amNashville Intl
$434
Southwest
Sep 13
BNA9:25 pmNashville Intl
15h 40m
2 stops
SXM2:05 pmSimpson Bay Princess Juliana
Sep 17
SXM3:05 pmSimpson Bay Princess Juliana
17h 15m
2 stops
BNA7:20 amNashville Intl
$455
Southwest
Sep 10
BNA7:00 amNashville Intl
6h 05m
1 stop
SXM2:05 pmSimpson Bay Princess Juliana
Sep 13
SXM3:05 pmSimpson Bay Princess Juliana
7h 10m
1 stop
BNA9:15 pmNashville Intl
$493

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 August 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 Nashville Intl - SXM Simpson Bay Princess Juliana

BNASXM

Nashville Intl

Fri 10/23

6:35 pm-5:00 pm

1 stop21h 25m

Simpson Bay Princess Juliana

Mon 10/26

3:45 pm-1:14 pm

1 stop22h 29m

$378

NashvilleSimpson Bay

BNA Nashville Intl - SXM Simpson Bay Princess Juliana

BNASXM

Nashville Intl

Fri 10/23

8:15 am-2:45 pm

2 stops53h 30m

Simpson Bay Princess Juliana

Mon 10/26

3:45 pm-7:38 pm

1 stop28h 53m

$381

NashvilleSimpson Bay

BNA Nashville Intl - SXM Simpson Bay Princess Juliana

BNASXM

Nashville Intl

Fri 11/27

2:10 pm-2:45 pm

1 stop22h 35m

Simpson Bay Princess Juliana

Mon 11/30

4:45 pm-1:14 pm

1 stop22h 29m

$384

NashvilleSimpson Bay

BNA Nashville Intl - SXM Simpson Bay Princess Juliana

BNASXM

Nashville Intl

Mon 9/7

6:15 am-1:53 pm

1 stop6h 38m

Simpson Bay Princess Juliana

Fri 9/11

3:18 pm-11:09 pm

1 stop8h 51m

$429

NashvilleSimpson Bay

BNA Nashville Intl - SXM Simpson Bay Princess Juliana

BNASXM

Nashville Intl

Mon 9/14

7:00 am-2:00 pm

1 stop6h 00m

Simpson Bay Princess Juliana

Fri 9/18

3:05 pm-9:53 pm

1 stop7h 48m

$445
Quickest round-trip

NashvilleSimpson Bay

BNA Nashville Intl - SXM Simpson Bay Princess Juliana

BNASXM

Nashville Intl

Sun 9/6

5:45 am-12:37 pm

1 stop5h 52m

Simpson Bay Princess Juliana

Thu 9/10

3:05 pm-9:53 pm

1 stop7h 48m

$445

CincinnatiSimpson Bay

CVG Cincinnati Cinci./N. Kentucky - SXM Simpson Bay Princess Juliana

CVGSXM

Cincinnati Cinci./N. Kentucky

Sun 9/27

6:00 am-1:53 pm

1 stop7h 53m

Simpson Bay Princess Juliana

Sun 10/4

3:18 pm-12:23 am

1 stop9h 05m

$465

CincinnatiSimpson Bay

CVG Cincinnati Cinci./N. Kentucky - SXM Simpson Bay Princess Juliana

CVGSXM

Cincinnati Cinci./N. Kentucky

Sat 10/3

6:34 am-1:23 pm

1 stop6h 49m

Simpson Bay Princess Juliana

Wed 10/7

2:23 pm-10:36 pm

1 stop8h 13m

$465

CincinnatiSimpson Bay

CVG Cincinnati Cinci./N. Kentucky - SXM Simpson Bay Princess Juliana

CVGSXM

Cincinnati Cinci./N. Kentucky

Sat 10/3

5:53 am-1:53 pm

1 stop8h 00m

Simpson Bay Princess Juliana

Wed 10/7

2:23 pm-10:36 pm

1 stop8h 13m

$465

LouisvilleSimpson Bay

SDF Louisville Intl - SXM Simpson Bay Princess Juliana

SDFSXM

Louisville Intl

Thu 10/22

6:00 am-1:40 pm

1 stop7h 40m

Simpson Bay Princess Juliana

Mon 11/2

4:05 pm-11:59 pm

1 stop8h 54m

$613

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 12 resultsSorted by cheapest first
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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 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

Fastest flight time

6h 00m

Direct flights

None
The fastest flight from Kentucky to Simpson Bay takes 6h 00m
There are no direct flights from Kentucky to Simpson Bay. There are no popular flight routes from Kentucky to Simpson Bay.
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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
DeltaPriceFrom $515Free CancellationRating
7.8
8,508 reviews
Search Delta flights
American AirlinesPriceFrom $581Free CancellationRating
7.1
11,941 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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