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Cheap flights from Louisville to Simpson Bay from $375

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 5/17. 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

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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.
Southwest Logo
5:50 am - 12:40 pm
SDF
-
SXM
6h 50m
1 stop
Southwest Logo
2:25 pm - 10:10 pm
SXM
-
SDF
7h 45m
1 stop
$375Southwest
Sun, May 17 - Thu, May 21
American Airlines Logo
7:52 pm - 1:21 pm
SDF
-
SXM
17h 29m
1 stop
American Airlines Logo
2:22 pm - 10:17 am
SXM
-
SDF
19h 55m
2 stops
$380American Airlines
Sun, May 17 - Thu, May 21
American Airlines Logo
6:06 am - 3:22 pm
SDF
-
SXM
9h 16m
1 stop
American Airlines Logo
2:21 pm - 11:59 pm
SXM
-
SDF
9h 38m
1 stop
$396American Airlines
Fri, May 8 - Fri, May 15
American Airlines Logo
5:41 pm - 11:37 am
SDF
-
SXM
17h 56m
2 stops
American Airlines Logo
4:35 pm - 8:38 am
SXM
-
SDF
16h 03m
2 stops
$401American Airlines
Fri, May 8 - Fri, May 15
American Airlines Logo
8:08 pm - 3:42 pm
SDF
-
SXM
19h 34m
2 stops
American Airlines Logo
2:53 pm - 11:42 am
SXM
-
SDF
20h 49m
2 stops
$422American Airlines
Thu, Jun 4 - Mon, Jun 8
American Airlines Logo
12:12 pm - 12:40 pm
SDF
-
SXM
24h 28m
1 stop
American Airlines Logo
1:40 pm - 11:08 pm
SXM
-
SDF
9h 28m
1 stop
$425American Airlines
Thu, Jun 4 - Mon, Jun 8
American Airlines Logo
8:08 pm - 1:50 pm
SDF
-
SXM
17h 42m
1 stop
American Airlines Logo
1:40 pm - 11:08 pm
SXM
-
SDF
9h 28m
1 stop
$518American Airlines
Sat, May 30 - Sat, Jun 6
American Airlines Logo
6:56 pm - 1:50 pm
SDF
-
SXM
18h 54m
2 stops
American Airlines Logo
2:22 pm - 11:27 am
SXM
-
SDF
21h 05m
2 stops
$525American Airlines
Sun, Jun 7 - Sat, Jun 13
American Airlines Logo
8:08 pm - 1:50 pm
SDF
-
SXM
17h 42m
1 stop
American Airlines Logo
1:40 pm - 11:42 am
SXM
-
SDF
22h 02m
1 stop
$530American Airlines
Sun, Jun 7 - Sat, Jun 13
American Airlines Logo
8:08 pm - 1:50 pm
SDF
-
SXM
17h 42m
1 stop
American Airlines Logo
1:40 pm - 11:42 am
SXM
-
SDF
22h 02m
1 stop
$545American Airlines
Sun, Jun 7 - Sat, Jun 13

United Airlines flights from Louisville to Simpson Bay

Our best United Airlines deals on Louisville to Simpson Bay flight tickets
United Airlines
Jun 4
SDF7:10 amLouisville Intl
31h 33m
3 stops
SXM2:43 pmSimpson Bay Princess Juliana
Jun 8
SXM3:50 pmSimpson Bay Princess Juliana
17h 12m
2 stops
SDF9:02 amLouisville Intl
$825
United Airlines
Jun 29
SDF7:10 amLouisville Intl
29h 23m
3 stops
SXM12:33 pmSimpson Bay Princess Juliana
Jul 4
SXM1:35 pmSimpson Bay Princess Juliana
19h 27m
2 stops
SDF9:02 amLouisville Intl
$940

Southwest flights from Louisville to Simpson Bay

Our best Southwest deals on Louisville to Simpson Bay flight tickets
Southwest
May 17
SDF5:50 amLouisville Intl
6h 50m
1 stop
SXM12:40 pmSimpson Bay Princess Juliana
May 21
SXM2:25 pmSimpson Bay Princess Juliana
7h 45m
1 stop
SDF10:10 pmLouisville Intl
$375
Southwest
Jul 24
SDF6:40 amLouisville Intl
6h 45m
1 stop
SXM1:25 pmSimpson Bay Princess Juliana
Jul 31
SXM2:25 pmSimpson Bay Princess Juliana
8h 25m
1 stop
SDF10:50 pmLouisville Intl
$645
Southwest
Jul 24
SDF6:40 amLouisville Intl
6h 45m
1 stop
SXM1:25 pmSimpson Bay Princess Juliana
Jul 31
SXM2:25 pmSimpson Bay Princess Juliana
19h 35m
2 stops
SDF10:00 amLouisville Intl
$650

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 March 26, 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
Quickest round-trip

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

Sun 5/17

5:50 am-12:40 pm

1 stop6h 50m

Simpson Bay Princess Juliana

Thu 5/21

2:25 pm-10:10 pm

1 stop7h 45m

$375

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

Sun 5/17

7:52 pm-1:21 pm

1 stop17h 29m

Simpson Bay Princess Juliana

Thu 5/21

2:22 pm-10:17 am

2 stops19h 55m

$380

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

Fri 5/8

6:06 am-3:22 pm

1 stop9h 16m

Simpson Bay Princess Juliana

Fri 5/15

2:21 pm-11:59 pm

1 stop9h 38m

$396

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

Fri 5/8

5:41 pm-11:37 am

2 stops17h 56m

Simpson Bay Princess Juliana

Fri 5/15

4:35 pm-8:38 am

2 stops16h 03m

$401

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

Thu 6/4

8:08 pm-3:42 pm

2 stops19h 34m

Simpson Bay Princess Juliana

Mon 6/8

2:53 pm-11:42 am

2 stops20h 49m

$422

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

Thu 6/4

12:12 pm-12:40 pm

1 stop24h 28m

Simpson Bay Princess Juliana

Mon 6/8

1:40 pm-11:08 pm

1 stop9h 28m

$425

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

Sat 5/30

8:08 pm-1:50 pm

1 stop17h 42m

Simpson Bay Princess Juliana

Sat 6/6

1:40 pm-11:08 pm

1 stop9h 28m

$518

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

Sun 6/7

6:56 pm-1:50 pm

2 stops18h 54m

Simpson Bay Princess Juliana

Sat 6/13

2:22 pm-11:27 am

2 stops21h 05m

$525

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

Sun 6/7

8:08 pm-1:50 pm

1 stop17h 42m

Simpson Bay Princess Juliana

Sat 6/13

1:40 pm-11:42 am

1 stop22h 02m

$530

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

Sun 6/7

8:08 pm-1:50 pm

1 stop17h 42m

Simpson Bay Princess Juliana

Sat 6/13

1:40 pm-11:42 am

1 stop22h 02m

$545

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 is the typical price of a round-trip flight between Louisville and Simpson Bay?

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

  • 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
American AirlinesPriceFrom $581Free CancellationRating
7.1
11,495 reviews
Search American Airlines flights
DeltaPriceFrom $591Free CancellationRating
7.9
8,331 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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