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Cheap flights from Louisville to Simpson Bay from $380

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Louisville to Simpson Bay departing on 3/24. 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 Louisville to Simpson Bay

Cheap round-trip flights

Enter your travel dates to find the best prices.
Spirit Airlines Logo
12:42 pm - 1:15 pm
SDF
-
SXM
24h 33m
1 stop
Spirit Airlines Logo
2:35 pm - 11:14 am
SXM
-
SDF
20h 39m
2 stops
$380Spirit Airlines
Tue, Mar 24 - Tue, Mar 31
Spirit Airlines Logo
3:33 pm - 2:15 pm
SDF
-
SXM
21h 42m
1 stop
Spirit Airlines Logo
3:20 pm - 1:38 pm
SXM
-
SDF
23h 18m
1 stop
$444Spirit Airlines
Sun, Mar 1 - Sat, Mar 7
Spirit Airlines Logo
3:33 pm - 2:15 pm
SDF
-
SXM
21h 42m
1 stop
Spirit Airlines Logo
2:20 pm - 11:14 am
SXM
-
SDF
20h 54m
2 stops
$499Spirit Airlines
Thu, Mar 5 - Thu, Mar 12
Multiple Airlines Logo
3:33 pm - 2:15 pm
SDF
-
SXM
21h 42m
1 stop
Multiple Airlines Logo
2:20 pm - 8:26 pm
SXM
-
SDF
30h 06m
1 stop
$513Multiple Airlines
Thu, Mar 5 - Thu, Mar 12
Multiple Airlines Logo
12:42 pm - 3:00 pm
SDF
-
SXM
26h 18m
3 stops
Multiple Airlines Logo
2:35 pm - 11:14 am
SXM
-
SDF
20h 39m
2 stops
$527Multiple Airlines
Tue, Mar 24 - Tue, Mar 31
Multiple Airlines Logo
9:13 pm - 1:30 pm
SDF
-
SXM
16h 17m
1 stop
Multiple Airlines Logo
2:35 pm - 11:14 am
SXM
-
SDF
20h 39m
2 stops
$531Multiple Airlines
Mon, Apr 6 - Sun, Apr 12
Multiple Airlines Logo
9:13 pm - 1:30 pm
SDF
-
SXM
16h 17m
1 stop
Multiple Airlines Logo
2:35 pm - 11:14 am
SXM
-
SDF
20h 39m
2 stops
$532Multiple Airlines
Mon, Apr 6 - Sun, Apr 12
Spirit Airlines Logo
12:42 pm - 1:15 pm
SDF
-
SXM
24h 33m
1 stop
Spirit Airlines Logo
2:20 pm - 2:33 pm
SXM
-
SDF
24h 13m
1 stop
$538Spirit Airlines
Tue, Mar 24 - Sat, Mar 28
Multiple Airlines Logo
9:13 pm - 1:30 pm
SDF
-
SXM
16h 17m
1 stop
Multiple Airlines Logo
2:35 pm - 11:14 am
SXM
-
SDF
20h 39m
2 stops
$545Multiple Airlines
Mon, Apr 6 - Sun, Apr 12
Multiple Airlines Logo
9:13 pm - 1:30 pm
SDF
-
SXM
16h 17m
1 stop
Multiple Airlines Logo
2:35 pm - 11:14 am
SXM
-
SDF
20h 39m
2 stops
$546Multiple Airlines
Mon, Apr 6 - Sun, Apr 12

American Airlines flights from Louisville to Simpson Bay

Our best American Airlines deals on Louisville to Simpson Bay flight tickets
American Airlines
Mar 24
SDF6:20 amLouisville Intl
8h 40m
1 stop
SXM3:00 pmSimpson Bay Princess Juliana
Mar 31
SXM12:29 pmSimpson Bay Princess Juliana
11h 30m
1 stop
SDF11:59 pmLouisville Intl
$589
American Airlines
May 31
SDF8:15 pmLouisville Intl
19h 16m
2 stops
SXM3:31 pmSimpson Bay Princess Juliana
Jun 4
SXM2:45 pmSimpson Bay Princess Juliana
7h 38m
1 stop
SDF10:23 pmLouisville Intl
$594
American Airlines
Apr 7
SDF6:01 amLouisville Intl
9h 21m
1 stop
SXM3:22 pmSimpson Bay Princess Juliana
Apr 13
SXM2:24 pmSimpson Bay Princess Juliana
7h 44m
1 stop
SDF10:08 pmLouisville Intl
$614

Spirit Airlines flights from Louisville to Simpson Bay

Our best Spirit Airlines deals on Louisville to Simpson Bay flight tickets
Spirit Airlines
Mar 24
SDF12:42 pmLouisville Intl
24h 33m
1 stop
SXM1:15 pmSimpson Bay Princess Juliana
Mar 31
SXM2:35 pmSimpson Bay Princess Juliana
20h 39m
2 stops
SDF11:14 amLouisville Intl
$380
Spirit Airlines
Mar 1
SDF3:33 pmLouisville Intl
21h 42m
1 stop
SXM2:15 pmSimpson Bay Princess Juliana
Mar 7
SXM3:20 pmSimpson Bay Princess Juliana
23h 18m
1 stop
SDF1:38 pmLouisville Intl
$444
Spirit Airlines
Mar 5
SDF3:33 pmLouisville Intl
21h 42m
1 stop
SXM2:15 pmSimpson Bay Princess Juliana
Mar 12
SXM2:20 pmSimpson Bay Princess Juliana
20h 54m
2 stops
SDF11:14 amLouisville Intl
$499

momondo Fare Finder

 
Customize your flight search to find flights from Louisville 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 February 7, 2026.
Use the filters below to find and compare flights from Louisville to Simpson Bay that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

Tue 3/24

12:42 pm-1:15 pm

1 stop24h 33m

Simpson Bay Princess Juliana

Tue 3/31

2:35 pm-11:14 am

2 stops20h 39m

$380

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

Sun 3/1

3:33 pm-2:15 pm

1 stop21h 42m

Simpson Bay Princess Juliana

Sat 3/7

3:20 pm-1:38 pm

1 stop23h 18m

$444

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

Thu 3/5

3:33 pm-2:15 pm

1 stop21h 42m

Simpson Bay Princess Juliana

Thu 3/12

2:20 pm-11:14 am

2 stops20h 54m

$499

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

Thu 3/5

3:33 pm-2:15 pm

1 stop21h 42m

Simpson Bay Princess Juliana

Thu 3/12

2:20 pm-8:26 pm

1 stop30h 06m

$513

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

Tue 3/24

12:42 pm-3:00 pm

3 stops26h 18m

Simpson Bay Princess Juliana

Tue 3/31

2:35 pm-11:14 am

2 stops20h 39m

$527

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

Mon 4/6

9:13 pm-1:30 pm

1 stop16h 17m

Simpson Bay Princess Juliana

Sun 4/12

2:35 pm-11:14 am

2 stops20h 39m

$531

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

Mon 4/6

9:13 pm-1:30 pm

1 stop16h 17m

Simpson Bay Princess Juliana

Sun 4/12

2:35 pm-11:14 am

2 stops20h 39m

$532

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

Tue 3/24

12:42 pm-1:15 pm

1 stop24h 33m

Simpson Bay Princess Juliana

Sat 3/28

2:20 pm-2:33 pm

1 stop24h 13m

$538

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

Mon 4/6

9:13 pm-1:30 pm

1 stop16h 17m

Simpson Bay Princess Juliana

Sun 4/12

2:35 pm-11:14 am

2 stops20h 39m

$545

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

Mon 4/6

9:13 pm-1:30 pm

1 stop16h 17m

Simpson Bay Princess Juliana

Sun 4/12

2:35 pm-11:14 am

2 stops20h 39m

$546

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Simpson Bay from

How to get the cheapest flight ticket from Louisville 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 airlines fly to Simpson Bay?

American Airlines, Delta and United Airlines are the top three most popular airlines that fly to Simpson Bay from Louisville according to our data. American Airlines is the first choice among our users, with 71% of people opting to fly with this airline when traveling to Simpson Bay. Keep in mind that there are 3 different airlines that fly to Simpson Bay on a routine basis, so you have a few additional options to choose from.

When to book flights from Louisville to Simpson Bay

Are you open to changing your travel dates? Check out the ideal times to fly from Louisville to Simpson Bay according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Louisville to Simpson Bay (SDF to SXM) flight deals and tips

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

Fastest flight time

7h 54m

Direct flights

None
The fastest flight from Louisville to Simpson Bay takes 7h 54m
There are no direct flights from Louisville to Simpson Bay. There are no popular flight routes from Louisville to Simpson Bay.
Search flight deals

  • How far is Louisville Intl to Simpson Bay Princess Juliana by plane?

    Louisville Intl and Simpson Bay Princess Juliana are 1950.5 mi apart from one another. Typically, this will take 7h 54m by plane in normal conditions.

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

    Prices for flights from Louisville Intl Airport to Simpson Bay Princess Juliana Airport are refreshed on a daily basis.

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

  • How old do you have to be to fly from Louisville Intl Airport 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 Louisville Intl Airport to Simpson Bay Princess Juliana Airport.

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

    The required travel and health documents for your Simpson Bay Princess Juliana Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Simpson Bay Princess Juliana Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Louisville to Simpson Bay?

Best airlines flying from Louisville to Simpson Bay

Compare and see reviews for airlines that fly from Louisville to Simpson Bay with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $576Free CancellationRating
7.2
11,248 reviews
Search American Airlines flights
DeltaPriceFrom $591Free CancellationRating
7.9
8,162 reviews
Search Delta 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 Louisville to Simpson Bay?

It is quick and easy to find Louisville to Simpson Bay flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Simpson Bay that suits you.

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

Yes. All flights to Simpson Bay from Louisville on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Simpson Bay from Louisville.

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

Yes momondo offers price alerts on flights to Simpson Bay from Louisville. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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Fly your favorite airline to Simpson Bay

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