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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 2/23. Fares are subject to change and may not be available on all flights or dates of travel.
RDU — SXM
Feb 20 — Feb 271
Fri 2/20
Fri 2/27
1 adult, Economy
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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 January 21, 2026.

This American Airlines deal was found by Cheapflights users on 1/21. 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.
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 1/21$271
This American Airlines deal was found by Cheapflights users on 1/21. 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.
Tue 2/176:06 am
RDU
-
SXM
1 stop7h 13m
American Airlines
Mon 2/235:01 pm
SXM
-
RDU
1 stop20h 30m
American Airlines
Deal found 1/21$277
This American Airlines deal was found by Cheapflights users on 1/20. 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.
Tue 2/36:00 am
RDU
-
SXM
1 stop9h 28m
American Airlines
Tue 2/105:33 pm
SXM
-
RDU
1 stop7h 26m
American Airlines
Deal found 1/20$278
This American Airlines deal was found by Cheapflights users on 1/21. 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 2/196:33 pm
RDU
-
SXM
2 stops16h 56m
American Airlines
Mon 2/235:01 pm
SXM
-
RDU
1 stop20h 30m
American Airlines
Deal found 1/21$281
This American Airlines deal was found by Cheapflights users on 1/21. 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.
Sat 2/77:54 pm
RDU
-
SXM
1 stop16h 04m
American Airlines
Mon 2/165:01 pm
SXM
-
RDU
1 stop18h 48m
American Airlines
Deal found 1/21$284
This United Airlines deal was found by Cheapflights users on 1/19. 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.
Wed 7/15:30 am
RDU
-
SXM
1 stop6h 59m
United Airlines
Tue 7/73:50 pm
SXM
-
RDU
1 stop7h 44m
United Airlines
Deal found 1/19$291
This United Airlines deal was found by Cheapflights users on 1/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/256:13 am
RDU
-
SXM
1 stop6h 37m
United Airlines
Sun 3/293:50 pm
SXM
-
RDU
1 stop17h 42m
United Airlines
Deal found 1/20$294
This Frontier deal was found by Cheapflights users on 1/21. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/76:00 am
RDU
-
SXM
1 stop6h 59m
Frontier
Sat 2/143:20 pm
SXM
-
RDU
1 stop9h 50m
Frontier
Deal found 1/21$295
This Kiwi.com deal was found by Cheapflights users on 1/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/233:08 pm
RDU
-
SXM
1 stop22h 07m
Spirit Airlines
Tue 3/33:20 pm
SXM
-
RDU
2 stops26h 51m
Spirit Airlines
Deal found 1/21$297

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 January 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$271
(American Airlines)

One-way from

$91
(American Airlines)

Popular in

December

Cheapest in

August

Average price

$540
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. 9% potential increase in price ($65 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 January 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 January 21, 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

Wed 2/18

5:45 am-2:16 pm

1 stop7h 31m

Simpson Bay Princess Juliana

Wed 2/25

5:28 pm-11:59 pm

1 stop7h 31m

$271

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Tue 4/21

7:50 pm-12:33 pm

1 stop16h 43m

Simpson Bay Princess Juliana

Wed 4/29

3:50 pm-11:44 pm

1 stop7h 54m

$271

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Sun 3/8

6:15 am-12:50 pm

1 stop6h 35m

Simpson Bay Princess Juliana

Thu 3/12

3:55 pm-11:44 pm

1 stop7h 49m

$271

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Tue 5/12

7:55 pm-11:37 am

1 stop15h 42m

Simpson Bay Princess Juliana

Sat 5/16

2:56 pm-11:35 pm

1 stop8h 39m

$271

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Wed 5/27

6:00 am-12:45 pm

1 stop6h 45m

Simpson Bay Princess Juliana

Wed 6/3

4:36 pm-10:06 am

2 stops17h 30m

$276

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Mon 3/2

6:13 pm-12:29 pm

1 stop17h 16m

Simpson Bay Princess Juliana

Fri 3/6

5:28 pm-10:33 am

2 stops18h 05m

$276

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Thu 2/19

6:33 pm-12:29 pm

2 stops16h 56m

Simpson Bay Princess Juliana

Mon 2/23

3:17 pm-9:27 am

2 stops19h 10m

$276

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Tue 2/17

6:06 am-2:19 pm

1 stop7h 13m

Simpson Bay Princess Juliana

Mon 2/23

5:28 pm-9:27 am

2 stops16h 59m

$276

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Mon 2/23

5:03 am-4:28 pm

2 stops10h 25m

$91

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Fri 7/17

7:51 pm-12:29 pm

1 stop16h 38m

$91

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
AranGrantPrice Accuracy2 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 Expedia the most. Expedia 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 16, 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 $240). 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.

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 January 21, 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
8,088 reviews

Boarding

8.1

Crew

8.5

Overall

7.9

Entertainment

7.8

Food

7.2

Comfort

7.9

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
8,088 reviews
Delta
7.9
Good
8,088 reviews

Boarding

8.1

Crew

8.5

Overall

7.9

Entertainment

7.8

Food

7.2

Comfort

7.9

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
9,191 reviews
Delta
7.9
Good
8,088 reviews

Boarding

8.1

Crew

8.5

Overall

7.9

Entertainment

7.8

Food

7.2

Comfort

7.9

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
11,174 reviews
Delta
7.9
Good
8,088 reviews

Boarding

8.1

Crew

8.5

Overall

7.9

Entertainment

7.8

Food

7.2

Comfort

7.9

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
2,891 reviews
Delta
7.9
Good
8,088 reviews

Boarding

8.1

Crew

8.5

Overall

7.9

Entertainment

7.8

Food

7.2

Comfort

7.9

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, American Airlines can have you in Simpson Bay from Raleigh in 7h 31m. 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 JetBlue ($311) offers the cheapest pricing from Raleigh to Simpson Bay. United Airlines is priced at 72% 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?

    $98 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on JetBlue and Delta, with prices starting from $98 and $108, 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 $240). 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

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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 January 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$168Average$373FlexibilityNo cancel feeOn-time69%
DeltaCheapest$220Average$666FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$311Average$485FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$331Average$605FlexibilityNo cancel feeOn-time71%

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