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Simpson Bay

$195+ 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 2/19. Fares are subject to change and may not be available on all flights or dates of travel.
RDU — SXM
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheapflights Tip: The best prices from Raleigh-Durham to Simpson Bay Princess Juliana are usually found in August or November, 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 September 16, 2025.

Round-trip from

$307
(JetBlue)

One-way from

$195
(Priceline)

Popular in

May

Cheapest in

August

Average price

$585
From Raleigh-Durham to Simpson Bay Princess Juliana
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One-way flight from Raleigh-Durham to Simpson Bay Princess Juliana
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Highest demand for flights based on searches. 6% potential increase in price ($42 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 September 16, 2025.

This Expedia deal was found by Cheapflights users on 9/15. 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.
Thu 12/114:23 pmRDU - SXM
1 stop21h 42mJetBlue
Mon 12/154:10 pmSXM - RDU
1 stop6h 57mJetBlue
Deal found 9/15$384
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/169:09 amRDU - SXM
1 stop28h 51mMultiple Airlines
Mon 10/273:05 pmSXM - RDU
2 stops25h 34mMultiple Airlines
Deal found 9/15$427
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/169:09 amRDU - SXM
1 stop28h 51mSpirit Airlines
Sat 10/253:05 pmSXM - RDU
1 stop23h 15mSpirit Airlines
Deal found 9/15$428
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/169:09 amRDU - SXM
1 stop28h 51mMultiple Airlines
Sat 10/253:05 pmSXM - RDU
2 stops19h 17mMultiple Airlines
Deal found 9/15$429
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/179:09 amRDU - SXM
1 stop28h 51mMultiple Airlines
Fri 10/243:05 pmSXM - RDU
2 stops27h 33mMultiple Airlines
Deal found 9/15$433
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/179:09 amRDU - SXM
1 stop28h 51mSpirit Airlines
Sat 10/253:05 pmSXM - RDU
1 stop23h 15mSpirit Airlines
Deal found 9/15$434
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/179:09 amRDU - SXM
1 stop28h 51mMultiple Airlines
Sat 10/253:05 pmSXM - RDU
2 stops19h 17mMultiple Airlines
Deal found 9/15$435
This American Airlines deal was found by Cheapflights users on 9/13. 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 10/186:15 pmRDU - SXM
2 stops19h 22mAmerican Airlines
Sat 10/254:24 pmSXM - RDU
2 stops18h 20mAmerican Airlines
Deal found 9/13$442
This United Airlines deal was found by Cheapflights users on 9/15. 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 11/16:30 amRDU - SXM
1 stop8h 27mUnited Airlines
Sat 11/82:40 pmSXM - RDU
1 stop20h 34mUnited Airlines
Deal found 9/15$445
This American Airlines deal was found by Cheapflights users on 9/15. 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 10/307:55 pmRDU - SXM
1 stop19h 20mAmerican Airlines
Thu 11/62:51 pmSXM - RDU
1 stop10h 13mAmerican Airlines
Deal found 9/15$446
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/179:09 amRDU - SXM
1 stop28h 51mMultiple Airlines
Sun 10/2612:25 pmSXM - RDU
2 stops24h 31mMultiple Airlines
Deal found 9/15$448

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 September 16, 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

Thu 12/11

4:23 pm-3:05 pm

1 stop21h 42m

Simpson Bay Princess Juliana

Mon 12/15

4:10 pm-10:07 pm

1 stop6h 57m

$384

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Sat 10/18

6:15 pm-1:37 pm

2 stops19h 22m

Simpson Bay Princess Juliana

Sat 10/25

4:24 pm-10:44 am

2 stops18h 20m

$442

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Sat 11/1

6:30 am-2:57 pm

1 stop8h 27m

Simpson Bay Princess Juliana

Sat 11/8

2:40 pm-10:14 am

1 stop20h 34m

$445

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Sun 11/16

6:00 am-4:38 pm

1 stop9h 38m

Simpson Bay Princess Juliana

Sun 11/23

4:15 pm-11:51 pm

1 stop8h 36m

$453

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Sat 11/15

6:00 am-2:29 pm

1 stop7h 29m

Simpson Bay Princess Juliana

Sun 11/23

4:15 pm-11:51 pm

1 stop8h 36m

$453

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Sun 10/19

9:09 am-2:00 pm

1 stop28h 51m

Simpson Bay Princess Juliana

Sat 10/25

3:05 pm-2:20 pm

1 stop23h 15m

$456

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Thu 2/19

5:55 pm-3:05 pm

1 stop20h 10m

$195

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Mon 12/29

8:05 am-3:05 pm

1 stop6h 00m

$214

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Thu 2/19

5:32 am-4:15 pm

2 stops9h 43m

$235

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Tue 12/30

7:15 pm-12:18 pm

1 stop16h 03m

$235

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 14 results
1
2

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 September 12, 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, September is the cheapest month in which you can book a flight from Raleigh to Simpson Bay (average of $459). Flying from Raleigh to Simpson Bay in March is currently the most expensive (average of $652). 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 September 16, 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 49% on airfare.

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 September 16, 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
8.0
Very good
7,957 reviews

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,957 reviews
Delta
8.0
Very good
7,957 reviews

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,924 reviews
Delta
8.0
Very good
7,957 reviews

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,957 reviews

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
JetBlue
7.2
Good
2,914 reviews
Delta
8.0
Very good
7,957 reviews

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 $445, JetBlue can have you in Simpson Bay from Raleigh in 8h 27m. 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 ($347), Delta ($417), and JetBlue ($427) offers the cheapest pricing from Raleigh to Simpson Bay. United Airlines is priced at 42% 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, September is the cheapest month in which you can book a flight from Raleigh to Simpson Bay (average of $459). Flying from Raleigh to Simpson Bay in March is currently the most expensive (average of $652). 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

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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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$347Average$604FlexibilityNo cancel feeOn-time69%
DeltaCheapest$417Average$666FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$427Average$598FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$496Average$630FlexibilityNo cancel feeOn-time71%

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