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Cheap flights from Louisville to Simpson Bay from $252

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Louisville to Simpson Bay departing on 7/3. 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 Louisville to Simpson Bay

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
8:19 pm - 1:49 pm
SDF
-
SXM
17h 30m
1 stop
American Airlines Logo
2:51 pm - 10:39 pm
SXM
-
SDF
7h 48m
1 stop
$593American Airlines
Fri, Jul 24 - Fri, Jul 31
American Airlines Logo
6:13 pm - 1:15 pm
SDF
-
SXM
19h 02m
2 stops
American Airlines Logo
2:51 pm - 9:46 pm
SXM
-
SDF
7h 55m
1 stop
$598American Airlines
Thu, Oct 22 - Mon, Nov 2
American Airlines Logo
7:37 am - 12:34 pm
SDF
-
SXM
28h 57m
1 stop
American Airlines Logo
2:51 pm - 12:34 am
SXM
-
SDF
9h 43m
1 stop
$602American Airlines
Fri, Jul 3 - Tue, Jul 7
American Airlines Logo
6:25 pm - 3:44 pm
SDF
-
SXM
21h 19m
2 stops
American Airlines Logo
4:45 pm - 10:03 am
SXM
-
SDF
17h 18m
2 stops
$603American Airlines
Wed, Jul 8 - Tue, Jul 14
American Airlines Logo
8:19 pm - 1:49 pm
SDF
-
SXM
17h 30m
1 stop
American Airlines Logo
2:51 pm - 10:39 pm
SXM
-
SDF
7h 48m
1 stop
$614American Airlines
Fri, Jul 24 - Fri, Jul 31
American Airlines Logo
8:19 pm - 3:44 pm
SDF
-
SXM
19h 25m
2 stops
American Airlines Logo
1:34 pm - 9:22 am
SXM
-
SDF
19h 48m
2 stops
$619American Airlines
Fri, Jul 24 - Fri, Jul 31
American Airlines Logo
7:14 pm - 1:00 pm
SDF
-
SXM
17h 46m
2 stops
American Airlines Logo
4:30 pm - 12:36 am
SXM
-
SDF
8h 06m
1 stop
$620American Airlines
Fri, Oct 23 - Tue, Oct 27
American Airlines Logo
8:19 pm - 1:51 pm
SDF
-
SXM
17h 32m
1 stop
American Airlines Logo
12:40 pm - 12:34 am
SXM
-
SDF
11h 54m
1 stop
$629American Airlines
Sat, Jul 18 - Sat, Jul 25
American Airlines Logo
6:13 pm - 1:15 pm
SDF
-
SXM
19h 02m
2 stops
American Airlines Logo
2:51 pm - 9:46 pm
SXM
-
SDF
7h 55m
1 stop
$640American Airlines
Thu, Oct 22 - Mon, Nov 2
American Airlines Logo
8:08 pm - 1:22 pm
SDF
-
SXM
17h 14m
2 stops
American Airlines Logo
2:51 pm - 10:39 pm
SXM
-
SDF
7h 48m
1 stop
$661American Airlines
Sun, Jun 28 - Tue, Jul 7

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American Airlines flights from Louisville to Simpson Bay

Our best American Airlines deals on Louisville to Simpson Bay flight tickets
American Airlines
Jul 24
SDF8:19 pmLouisville Intl
17h 30m
1 stop
SXM1:49 pmSimpson Bay Princess Juliana
Jul 31
SXM2:51 pmSimpson Bay Princess Juliana
7h 48m
1 stop
SDF10:39 pmLouisville Intl
$593
American Airlines
Oct 22
SDF6:13 pmLouisville Intl
19h 02m
2 stops
SXM1:15 pmSimpson Bay Princess Juliana
Nov 2
SXM2:51 pmSimpson Bay Princess Juliana
7h 55m
1 stop
SDF9:46 pmLouisville Intl
$598
American Airlines
Jul 3
SDF7:37 amLouisville Intl
28h 57m
1 stop
SXM12:34 pmSimpson Bay Princess Juliana
Jul 7
SXM2:51 pmSimpson Bay Princess Juliana
9h 43m
1 stop
SDF12:34 amLouisville Intl
$602

United Airlines flights from Louisville to Simpson Bay

Our best United Airlines deals on Louisville to Simpson Bay flight tickets
United Airlines
Jun 28
SDF7:55 pmLouisville Intl
16h 38m
2 stops
SXM12:33 pmSimpson Bay Princess Juliana
Jul 3
SXM1:35 pmSimpson Bay Princess Juliana
19h 51m
2 stops
SDF9:26 amLouisville Intl
$673
United Airlines
Jun 28
SDF6:00 amLouisville Intl
6h 33m
1 stop
SXM12:33 pmSimpson Bay Princess Juliana
Jul 3
SXM1:35 pmSimpson Bay Princess Juliana
9h 15m
1 stop
SDF10:50 pmLouisville Intl
$689
United Airlines
Jul 1
SDF6:00 amLouisville Intl
6h 33m
1 stop
SXM12:33 pmSimpson Bay Princess Juliana
Aug 4
SXM3:50 pmSimpson Bay Princess Juliana
21h 45m
2 stops
SDF1:35 pmLouisville Intl
$694

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 June 15, 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

Cheapest round-trip

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

Fri 7/24

8:19 pm-1:49 pm

1 stop17h 30m

Simpson Bay Princess Juliana

Fri 7/31

2:51 pm-10:39 pm

1 stop7h 48m

$593

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

Thu 10/22

6:13 pm-1:15 pm

2 stops19h 02m

Simpson Bay Princess Juliana

Mon 11/2

2:51 pm-9:46 pm

1 stop7h 55m

$598

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

Fri 7/3

7:37 am-12:34 pm

1 stop28h 57m

Simpson Bay Princess Juliana

Tue 7/7

2:51 pm-12:34 am

1 stop9h 43m

$602

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

Wed 7/8

6:25 pm-3:44 pm

2 stops21h 19m

Simpson Bay Princess Juliana

Tue 7/14

4:45 pm-10:03 am

2 stops17h 18m

$603

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

Fri 7/24

8:19 pm-1:49 pm

1 stop17h 30m

Simpson Bay Princess Juliana

Fri 7/31

2:51 pm-10:39 pm

1 stop7h 48m

$614

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

Fri 7/24

8:19 pm-3:44 pm

2 stops19h 25m

Simpson Bay Princess Juliana

Fri 7/31

1:34 pm-9:22 am

2 stops19h 48m

$619

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

Fri 10/23

7:14 pm-1:00 pm

2 stops17h 46m

Simpson Bay Princess Juliana

Tue 10/27

4:30 pm-12:36 am

1 stop8h 06m

$620

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

Sat 7/18

8:19 pm-1:51 pm

1 stop17h 32m

Simpson Bay Princess Juliana

Sat 7/25

12:40 pm-12:34 am

1 stop11h 54m

$629

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

Thu 10/22

6:13 pm-1:15 pm

2 stops19h 02m

Simpson Bay Princess Juliana

Mon 11/2

2:51 pm-9:46 pm

1 stop7h 55m

$640
Quickest round-trip

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

Sun 6/28

8:08 pm-1:22 pm

2 stops17h 14m

Simpson Bay Princess Juliana

Tue 7/7

2:51 pm-10:39 pm

1 stop7h 48m

$661

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 17 resultsSorted by cheapest first
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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 is the typical price of a round-trip flight between Louisville and Simpson Bay?

What is the cheapest month to fly to Simpson Bay?

In general, September is the cheapest month to fly from Louisville 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 July is also cheap. Prices for this month can be found on momondo for an average of $0.

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

6h 33m

Direct flights

None
The fastest flight from Louisville to Simpson Bay takes 6h 33m
There are no direct flights from Louisville to Simpson Bay. There are no popular flight routes from Louisville to Simpson Bay.
Search flight deals

Frequently asked questions about flying from Louisville to Simpson Bay

  • 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 6h 33m 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
DeltaPriceFrom $515Free CancellationRating
7.9
8,396 reviews
Search Delta flights
American AirlinesPriceFrom $581Free CancellationRating
7.1
11,660 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 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