HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Simpson Bay

$91+ Cheap flights from Raleigh (RDU) to Simpson Bay (SXM)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/21. Fares are subject to change and may not be available on all flights or dates of travel.
RDU — SXM
Mar 7 — Mar 141
Sat 3/7
Sat 3/14
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Raleigh to Simpson Bay with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Raleigh to Simpson Bay

Cheapest flights from Raleigh to Simpson Bay
Explore the most affordable flight options available from Raleigh to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 5, 2026.

This American Airlines deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/128:00 am
RDU
-
SXM
1 stop7h 00m
American Airlines
Wed 3/1812:29 pm
SXM
-
RDU
1 stop11h 30m
American Airlines
Deal found 2/4$265
This United Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/96:00 am
RDU
-
SXM
1 stop6h 33m
United Airlines
Wed 5/131:35 pm
SXM
-
RDU
1 stop8h 05m
United Airlines
Deal found 2/3$271
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/26:28 pm
RDU
-
SXM
2 stops17h 10m
American Airlines
Sat 5/94:35 pm
SXM
-
RDU
2 stops17h 57m
American Airlines
Deal found 2/2$276
This American Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/268:00 am
RDU
-
SXM
1 stop7h 00m
American Airlines
Mon 3/25:01 pm
SXM
-
RDU
1 stop20h 30m
American Airlines
Deal found 2/3$277
This American Airlines deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/228:19 pm
RDU
-
SXM
2 stops15h 10m
American Airlines
Sun 3/294:28 pm
SXM
-
RDU
2 stops18h 05m
American Airlines
Deal found 2/5$280
This American Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/228:13 pm
RDU
-
SXM
2 stops15h 25m
American Airlines
Sun 4/264:35 pm
SXM
-
RDU
2 stops17h 57m
American Airlines
Deal found 2/3$281
This American Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/58:00 am
RDU
-
SXM
1 stop7h 00m
American Airlines
Sun 3/84:01 pm
SXM
-
RDU
1 stop23h 26m
American Airlines
Deal found 2/1$282
This American Airlines deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/271:07 pm
RDU
-
SXM
1 stop23h 38m
American Airlines
Thu 7/21:45 pm
SXM
-
RDU
1 stop22h 42m
American Airlines
Deal found 2/5$283
This American Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/148:21 pm
RDU
-
SXM
2 stops17h 01m
American Airlines
Sun 6/211:45 pm
SXM
-
RDU
1 stop22h 42m
American Airlines
Deal found 2/3$287
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/95:15 am
RDU
-
SXM
1 stop8h 39m
Delta
Tue 3/173:20 pm
SXM
-
RDU
1 stop16h 46m
Delta
Deal found 2/2$293
This Delta deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/97:45 am
RDU
-
SXM
1 stop6h 24m
Delta
Fri 8/283:21 pm
SXM
-
RDU
1 stop17h 30m
Delta
Deal found 2/4$305
This American Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/185:45 am
RDU
-
SXM
1 stop7h 31m
American Airlines
Wed 2/255:28 pm
SXM
-
RDU
1 stop7h 31m
American Airlines
Deal found 2/3$306

Find flight deals from Raleigh to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from Raleigh (RDU) to Simpson Bay (SXM). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated February 5, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$265
(American Airlines)

One-way from

$91
(United Airlines)

Popular in

December

Cheapest in

August

Average price

$560
Provider with most accurate pricing for Raleigh-Durham-Simpson Bay Princess Juliana flight deals.
Search Deals
Provider most trusted by Cheapflights users for Raleigh-Durham-Simpson Bay Princess Juliana flights.
Search Deals
From Raleigh-Durham to Simpson Bay Princess Juliana
Search Deals
One-way flight from Raleigh-Durham to Simpson Bay Princess Juliana
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($67 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($27 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Raleigh 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, Cheapflights users made 2,558,603 searches. Data last updated February 5, 2026.
Use the filters below to find and compare flights from Raleigh to Simpson Bay that are best for you.

Fly from

Raleigh

Fly to

Simpson Bay

Route

Depart

Return

Price

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Sat 5/9

6:00 am-12:33 pm

1 stop6h 33m

Simpson Bay Princess Juliana

Wed 5/13

1:35 pm-9:40 pm

1 stop8h 05m

$271

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Wed 3/4

8:00 am-4:00 pm

1 stop7h 00m

Simpson Bay Princess Juliana

Wed 3/11

12:29 pm-11:59 pm

1 stop11h 30m

$271

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Sat 5/30

6:10 am-12:33 pm

1 stop6h 23m

Simpson Bay Princess Juliana

Sat 6/6

3:50 pm-11:37 pm

1 stop7h 47m

$271

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Sat 5/9

7:55 pm-11:38 am

1 stop15h 43m

Simpson Bay Princess Juliana

Wed 5/13

4:35 pm-11:59 pm

1 stop7h 24m

$271

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Mon 5/4

8:13 pm-1:16 pm

2 stops17h 03m

Simpson Bay Princess Juliana

Fri 5/8

12:41 pm-8:06 am

2 stops19h 25m

$276

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Sat 3/21

6:30 pm-11:29 am

2 stops16h 59m

Simpson Bay Princess Juliana

Wed 3/25

4:28 pm-10:33 am

2 stops18h 05m

$276

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Sat 5/2

8:13 pm-1:16 pm

2 stops17h 03m

Simpson Bay Princess Juliana

Tue 5/5

4:35 pm-10:32 am

2 stops17h 57m

$276

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Thu 2/26

6:33 pm-12:29 pm

2 stops16h 56m

Simpson Bay Princess Juliana

Mon 3/2

5:28 pm-9:27 am

2 stops16h 59m

$276

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Sun 3/8

8:19 pm-11:29 am

2 stops15h 10m

Simpson Bay Princess Juliana

Thu 3/12

2:17 pm-8:03 am

2 stops17h 46m

$276

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Mon 4/20

6:00 am-3:22 pm

2 stops9h 22m

$91

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/5

Showing 1-10 of 17 results
1
2

Compare providers for flights from Raleigh to Simpson Bay

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Raleigh to Simpson Bay in February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*2 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Raleigh-Simpson Bay flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Raleigh-Simpson Bay flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Raleigh-Simpson Bay flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Raleigh-Simpson Bay flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Raleigh-Simpson Bay flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Raleigh to Simpson Bay

Have a flexible travel schedule? Discover the best time to fly to Simpson Bay from Raleigh with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Raleigh to Simpson Bay

How far ahead should I book a flight from Raleigh to Simpson Bay?

Use this chart to determine the optimal time to book a round-trip flight from Raleigh to Simpson Bay. Price data was last updated on January 30, 2026.

The price you pay for your flight from Raleigh to Simpson Bay may vary depending on when you book. For the best chance of a lower fare, look to book 39 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Raleigh to Simpson Bay?

Currently, June is the cheapest month in which you can book a flight from Raleigh to Simpson Bay (average of $245). Flying from Raleigh to Simpson Bay in September is currently the most expensive (average of $536). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

How much does it cost to fly round-trip from Raleigh to Simpson Bay?

Reviews of airlines servicing Simpson Bay

Get insights into the airlines that provide service to Simpson Bay. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Simpson Bay. Reviews last updated February 5, 2026.
Get a feel of what it's like to fly with Delta, United Airlines, and American Airlines from Raleigh to Simpson Bay by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,151 reviews

Boarding

8.1

Overall

7.9

Entertainment

7.8

Comfort

7.9

Food

7.2

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,151 reviews
Delta
7.9
Good
8,151 reviews

Boarding

8.1

Overall

7.9

Entertainment

7.8

Comfort

7.9

Food

7.2

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,240 reviews
Delta
7.9
Good
8,151 reviews

Boarding

8.1

Overall

7.9

Entertainment

7.8

Comfort

7.9

Food

7.2

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,237 reviews
Delta
7.9
Good
8,151 reviews

Boarding

8.1

Overall

7.9

Entertainment

7.8

Comfort

7.9

Food

7.2

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
JetBlue
7.2
Good
2,894 reviews
Delta
7.9
Good
8,151 reviews

Boarding

8.1

Overall

7.9

Entertainment

7.8

Comfort

7.9

Food

7.2

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Raleigh to Simpson Bay. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Raleigh to Simpson Bay?

    For as low as $271, United Airlines can have you in Simpson Bay from Raleigh in 6h 33m. The distance from Raleigh to Simpson Bay is about 1560 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Raleigh to Simpson Bay round-trip?

    According to our current data, United Airlines ($168), Delta ($220), and American Airlines ($280) offers the cheapest pricing from Raleigh to Simpson Bay. United Airlines is priced at 71% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest airlines to fly from Raleigh to Simpson Bay one-way?

    $91 is the cheapest one-way deal found within the past few days, from United Airlines. You may also be able to find cheap deals on American Airlines and JetBlue, with prices starting from $98 and $98, respectively.

  • Can I find deals for flights from Raleigh to Simpson Bay that include hotel bookings?

    Yes. In addition to deals on Raleigh to Simpson Bay flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Raleigh to Simpson Bay?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Raleigh to Simpson Bay.

  • Can I find deals for business class flights from Raleigh to Simpson Bay?

    Yes. Cheapflights offers flight deals from Raleigh to Simpson Bay by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Raleigh to Simpson Bay?

    Currently, June is the cheapest month in which you can book a flight from Raleigh to Simpson Bay (average of $245). Flying from Raleigh to Simpson Bay in September is currently the most expensive (average of $536). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Simpson Bay?

Book flights to Simpson Bay if you plan to visit one of these locations
Philipsburg

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 4 airlines flying from Raleigh to Simpson Bay

Discover the top 4 airlines that operate flights from Raleigh to Simpson Bay. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 5, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$168Average$373FlexibilityNo cancel feeOn-time69%
DeltaCheapest$220Average$654FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$280Average$618FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$311Average$476FlexibilityNo cancel feeOn-time62%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.