HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Simpson Bay

$99+ 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 11/18. Fares are subject to change and may not be available on all flights or dates of travel.
RDU — SXM
Nov 21 — Nov 281
Fri 11/21
Fri 11/28
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.

Cheapflights Tip: The best prices from Raleigh-Durham to Simpson Bay Princess Juliana are usually found in August or September, booked 39 days in advance, depart on a Tuesday or Monday and return on a Monday

Cheap 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 October 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$279
(American Airlines)

One-way from

$99
(American Airlines)

Popular in

May

Cheapest in

August

Average price

$572
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. 8% potential increase in price ($51 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

Find 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 October 22, 2025.

This American Airlines deal was found by Cheapflights users on 10/20. 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 12/48:13 pmRDU - SXM
1 stop16h 39mAmerican Airlines
Thu 12/112:51 pmSXM - RDU
1 stop10h 10mAmerican Airlines
Deal found 10/20$279
This American Airlines deal was found by Cheapflights users on 10/20. 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.
Mon 11/36:55 pmRDU - SXM
2 stops18h 24mAmerican Airlines
Thu 11/63:20 pmSXM - RDU
1 stop7h 44mAmerican Airlines
Deal found 10/20$284
This Expedia deal was found by Cheapflights users on 10/21. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/107:15 amRDU - SXM
1 stop6h 50mJetBlue
Sat 12/134:10 pmSXM - RDU
1 stop7h 02mJetBlue
Deal found 10/21$325
This American Airlines deal was found by Cheapflights users on 10/21. 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.
Mon 11/107:15 pmRDU - SXM
2 stops18h 04mAmerican Airlines
Wed 11/195:24 pmSXM - RDU
1 stop8h 02mAmerican Airlines
Deal found 10/21$332
This Flysmarter deal was found by Cheapflights users on 10/21. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/107:15 pmRDU - SXM
2 stops18h 04mBritish Airways
Wed 11/195:24 pmSXM - RDU
2 stops18h 02mBritish Airways
Deal found 10/21$344
This United Airlines deal was found by Cheapflights users on 10/21. 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.
Sun 11/166:30 amRDU - SXM
1 stop8h 27mUnited Airlines
Sun 11/233:00 pmSXM - RDU
1 stop20h 12mUnited Airlines
Deal found 10/21$397
This Delta deal was found by Cheapflights users on 10/20. 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.
Wed 11/125:15 amRDU - SXM
1 stop8h 40mDelta
Sat 11/154:30 pmSXM - RDU
1 stop18h 25mDelta
Deal found 10/20$398
This American Airlines deal was found by Cheapflights users on 10/21. 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 12/118:13 pmRDU - SXM
1 stop16h 39mAmerican Airlines
Mon 12/155:25 pmSXM - RDU
2 stops19h 15mAmerican Airlines
Deal found 10/21$399
This American Airlines deal was found by Cheapflights users on 10/21. 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 11/136:33 pmRDU - SXM
2 stops18h 46mAmerican Airlines
Sat 11/153:31 pmSXM - RDU
1 stop20h 19mAmerican Airlines
Deal found 10/21$406
This JetBlue deal was found by Cheapflights users on 10/21. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/126:00 amRDU - SXM
1 stop9h 38mJetBlue
Sat 11/151:21 pmSXM - RDU
1 stop10h 30mJetBlue
Deal found 10/21$407
This Delta deal was found by Cheapflights users on 10/20. 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 10/267:22 amRDU - SXM
1 stop6h 27mDelta
Fri 10/313:14 pmSXM - RDU
1 stop7h 45mDelta
Deal found 10/20$416

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 October 22, 2025.
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

Tue 2/3

7:30 am-4:28 pm

1 stop7h 58m

Simpson Bay Princess Juliana

Tue 2/10

3:31 pm-11:33 am

2 stops21h 02m

$284

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Mon 11/3

7:15 pm-4:22 pm

2 stops20h 07m

Simpson Bay Princess Juliana

Thu 11/6

5:24 pm-9:23 am

2 stops16h 59m

$284

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Thu 12/4

8:13 pm-1:52 pm

1 stop16h 39m

Simpson Bay Princess Juliana

Thu 12/11

5:25 pm-9:29 am

2 stops17h 04m

$284

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Mon 3/23

7:00 am-2:05 pm

1 stop7h 05m

Simpson Bay Princess Juliana

Fri 3/27

3:10 pm-10:57 pm

1 stop7h 47m

$307

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Fri 1/16

7:35 pm-12:58 pm

2 stops16h 23m

Simpson Bay Princess Juliana

Fri 1/23

5:33 pm-11:37 am

2 stops19h 04m

$309

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Wed 4/1

5:30 am-12:50 pm

1 stop7h 20m

Simpson Bay Princess Juliana

Mon 4/6

4:15 pm-9:59 am

2 stops17h 44m

$312

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Fri 1/16

7:00 am-3:20 pm

1 stop7h 20m

Simpson Bay Princess Juliana

Fri 1/23

4:25 pm-10:59 pm

1 stop7h 34m

$335

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Tue 11/18

6:00 am-4:22 pm

2 stops9h 22m

$99

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Tue 11/18

6:10 am-7:52 pm

3 stops36h 42m

$165

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/19

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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 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 October 17, 2025.

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, August is the cheapest month in which you can book a flight from Raleigh to Simpson Bay (average of $247). 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.

What is the cheapest time of day to fly from RDU to SXM?

Find hourly flight availability from Raleigh to Simpson Bay. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 22, 2025.

One of the essential ways to save on airfare from Raleigh to Simpson Bay is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the afternoon could potentially save you up to 48% on airfare.

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 October 22, 2025.
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
7,979 reviews

Entertainment

7.9

Food

7.3

Crew

8.5

Boarding

8.2

Comfort

7.9

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,979 reviews
Delta
7.9
Good
7,979 reviews

Entertainment

7.9

Food

7.3

Crew

8.5

Boarding

8.2

Comfort

7.9

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
United Airlines
7.4
Good
8,988 reviews
Delta
7.9
Good
7,979 reviews

Entertainment

7.9

Food

7.3

Crew

8.5

Boarding

8.2

Comfort

7.9

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,028 reviews
Delta
7.9
Good
7,979 reviews

Entertainment

7.9

Food

7.3

Crew

8.5

Boarding

8.2

Comfort

7.9

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
JetBlue
7.2
Good
2,909 reviews
Delta
7.9
Good
7,979 reviews

Entertainment

7.9

Food

7.3

Crew

8.5

Boarding

8.2

Comfort

7.9

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

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 $284, American Airlines can have you in Simpson Bay from Raleigh in 7h 58m. The distance from Raleigh to Simpson Bay is about 1560 mi.

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

    According to our current data, JetBlue ($325), Delta ($417), and American Airlines ($486) offers the cheapest pricing from Raleigh to Simpson Bay. JetBlue is priced at 45% lower than the current average price of a flight leaving 3 months from now.

  • 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, August is the cheapest month in which you can book a flight from Raleigh to Simpson Bay (average of $247). 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 October 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$325Average$534FlexibilityNo cancel feeOn-time62%
DeltaCheapest$417Average$686FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$486Average$625FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$509Average$600FlexibilityNo cancel feeOn-time69%

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.