RDU - SXM

$116 Find Cheap Flights from Raleigh to Simpson Bay

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Raleigh to Simpson Bay departing on 4/21. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Simpson Bay

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Raleigh to Simpson Bay, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Raleigh to Simpson Bay, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$321
Typical prices: $482-$735
American Airlines
Sat 5/2Sat 5/9
RDU - SXM • 1 stop
Cheapest one-way
$116
Typical prices: $134-$434
Southwest
Tue 4/21
RDU - SXM • 1 stop
Top airlines
Cheapest • from $321 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Raleigh and Simpson Bay. You'll need at least 1 connection.
Insights
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Top layover airports
Cheapest • Avg $285 (round-trip)
Shortest trip • 6h 36m (one-way)
Insights
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When to book
in advance
Our data shows that travelers who book at least 7 weeks in advance save around 21% compared to booking last minute.
Insights
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Insights
When to travel
Cheapest • 21% price drop
Most popular
Good to know
Good to know
+1
+1
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Good to know
+1
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We hope you love your trip to Simpson Bay!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Raleigh to Simpson Bay (RDU-SXM)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Raleigh to Simpson Bay that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Raleigh to Simpson Bay

Sat, May 2 - Sat, May 9
American Airlines Logo
6:00 am - 1:56 pm
RDU
-
SXM
7h 56m
1 stop
American Airlines Logo
2:56 pm - 11:35 pm
SXM
-
RDU
8h 39m
1 stop
$321American Airlines
Tue, May 26 - Tue, Jun 2
American Airlines Logo
6:43 am - 1:50 pm
RDU
-
SXM
7h 07m
1 stop
American Airlines Logo
4:43 pm - 10:22 am
SXM
-
RDU
17h 39m
2 stops
$326American Airlines
Mon, Jun 8 - Fri, Jun 12
American Airlines Logo
8:08 pm - 1:50 pm
RDU
-
SXM
17h 42m
1 stop
American Airlines Logo
1:40 pm - 9:48 pm
SXM
-
RDU
8h 08m
1 stop
$327American Airlines
Thu, May 7 - Mon, May 11
American Airlines Logo
7:55 pm - 1:20 pm
RDU
-
SXM
17h 25m
1 stop
American Airlines Logo
4:35 pm - 10:37 am
SXM
-
RDU
18h 02m
1 stop
$328American Airlines
Wed, May 6 - Mon, May 11
JetBlue Logo
7:15 am - 2:06 pm
RDU
-
SXM
6h 51m
1 stop
JetBlue Logo
3:11 pm - 11:06 pm
SXM
-
RDU
7h 55m
1 stop
$329JetBlue
Wed, May 6 - Mon, May 11
American Airlines Logo
9:03 am - 3:22 pm
RDU
-
SXM
6h 19m
1 stop
American Airlines Logo
4:35 pm - 11:27 am
SXM
-
RDU
18h 52m
2 stops
$331American Airlines
Tue, Jul 28 - Mon, Aug 3
American Airlines Logo
8:08 pm - 1:46 pm
RDU
-
SXM
17h 38m
2 stops
American Airlines Logo
2:46 pm - 12:28 pm
SXM
-
RDU
21h 42m
1 stop
$332American Airlines
Wed, Apr 22 - Wed, Apr 29
American Airlines Logo
6:30 am - 3:22 pm
RDU
-
SXM
8h 52m
1 stop
American Airlines Logo
4:35 pm - 6:58 pm
SXM
-
RDU
26h 23m
1 stop
$333American Airlines
Sun, May 31 - Sun, Jun 7
American Airlines Logo
5:21 pm - 12:40 pm
RDU
-
SXM
19h 19m
1 stop
American Airlines Logo
4:43 pm - 10:22 am
SXM
-
RDU
17h 39m
2 stops
$337American Airlines
Wed, Apr 15 - Wed, Apr 22
United Airlines Logo
6:00 am - 12:33 pm
RDU
-
SXM
6h 33m
1 stop
United Airlines Logo
3:50 pm - 11:44 pm
SXM
-
RDU
7h 54m
1 stop
$341United Airlines
Booking Insights

KAYAK's insights & trends for Raleigh to Simpson Bay flights

Get data-powered insights and trends into flights from Raleigh to Simpson Bay to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Raleigh to Simpson Bay?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Raleigh to Simpson Bay departing in May.

What is the cheapest month to fly from Raleigh to Simpson Bay?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Raleigh to Simpson Bay, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Raleigh to Simpson Bay is March, where tickets cost $447 (return) on average. On the other hand, the most expensive months are December and July, where the average cost of round-trip tickets is $829 and $714 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Raleigh to Simpson Bay, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Raleigh to Simpson Bay, you should book around 7 weeks before departure, which saves you about 21% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 10 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$116
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly and prices are also 1% lower on average.
Flight from Raleigh to Simpson Bay

When to book flights from Raleigh to Simpson Bay

Are your dates flexible? Find out the best times to travel from Raleigh to Simpson Bay based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Raleigh to Simpson Bay

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

    In the last 3 days, the lowest price for a flight from Raleigh to Simpson Bay was $116 for a one-way ticket and $321 for a round-trip.

  • Do I need a passport to fly between Raleigh and Simpson Bay?

    A passport is required to fly from Raleigh to Simpson Bay.

  • Which airports will I be using when flying from Raleigh to Simpson Bay?

    On your way to Simpson Bay, you’ll fly out from Raleigh-Durham. You’ll be landing at Simpson Bay Princess Juliana.

  • Which aircraft models fly most regularly from Raleigh to Simpson Bay?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Raleigh to Simpson Bay?

    Star Alliance, SkyTeam, and oneworld are the airline alliances operating flights between Raleigh and Simpson Bay, with Star Alliance being the most commonly used for this route.

  • Which is the best airline for flights from Raleigh to Simpson Bay, Delta or United Airlines?

    The two airlines most popular with KAYAK users for flights from Raleigh to Simpson Bay are Delta and United Airlines. With an average price for the route of $636 and an overall rating of 7.9, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $373 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Raleigh to Simpson Bay?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Raleigh to Simpson Bay.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Raleigh to Simpson Bay?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Simpson Bay from Raleigh is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Raleigh to Simpson Bay?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Simpson Bay with an airline and back to Raleigh with another airline. Booking your flights between Raleigh and SXM can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Raleigh to Simpson Bay?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Simpson Bay from Raleigh up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 4 airlines serving from Raleigh to Simpson Bay

 
See real verified KAYAK customer reviews for airlines flying from Raleigh to Simpson Bay. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Raleigh to Simpson Bay? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8288 reviews
7.9Comfort
7.8Entertainment
7.2Food
8.5Crew
8.1Boarding
Airline reviews

Perhaps when you’re sitting in 1st class and the crew closes the bathroom for the pilots, there could be a notification other than holding your hands up as a blockade when you get there and you’re told the restrooms are closed please turn around … especially at night when visibility is poor and you’re met by a flight attendants with their arms up

10.0 ExcellentDebra, Mar 2026
PBI - ATL
Read more Delta reviews

Perhaps when you’re sitting in 1st class and the crew closes the bathroom for the pilots, there could be a notification other than holding your hands up as a blockade when you get there and you’re told the restrooms are closed please turn around … especially at night when visibility is poor and you’re met by a flight attendants with their arms up

First class is comfortable. Enjoyed a movie and was able to relax compared to coach.

Loved flying First Class. Very comfortable. The seat was amazing. Enjoyed a movie and was able to relax so much better than in coach.

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

The WiFi was not working. That made for a long flight.

With Aeromexico it ended up good but with Delta it was bad because we did everything through Delta... Showed up at the Delta terminal... It was the wrong place! Nothing ever told us to go to the Aeromexico terminal. It said "in partnership with Aeromexico" but I was never instructed to check in with them or go to their terminal. We had to haul @$$ running through the airport and almost didn't make it thanks to this poor communication. 👎🏽

Absolutely no communication on why there's a delay and multiple flight time reschedules. I would have canceled the flight and drove back home if I known it was going to be rescheduled 3 or 4 times.

Another late night flight and MORE men belligerently drinking and yelling. I had to move from first to economy because they were so obnoxious and disruptive. Crazy to go from a cozy chair to cardboard when you were supposed to be in first. Delta allows was too much drinking which leads to belligerent behavior.

I was in first class and literally the men behind me were so aggressively loud I moved myself to economy. This has become so common on Delta - people using audio without headphones, and men on 12am / late night flights drinking and yelling to talk to each other which prevents anyone around them from resting. Pretty crazy to have to move from first to economy (poorer service, less comfort...). Wild wild. Looking into other airlines.

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

OK, we were delayed and had to de plane and reboard.

United is one airline which regardless of how many separate United tickets in existence, if one flight breaks down, the airline will take care of all the flights.

Both our flights were delayed. Almost didn’t get in the second flight. Staff was rude to the bone.

Both my flight where delayed Had 25min to make it to my transfer flight

Everything was on time and service on the flight was great!

Wifi Bluetooth features for watching in flight movie was horrible. Screen kept blacking out no connection of sound although it said connected. Other than that smooth trip .

The 777’s economy seat’s legroom was more tolerable than expected. I appreciate the reclining mechanism which slides the seat forward to minimize cannibalizing the space behind. The food was terrible: very salty.

The travel company that you have on your site did me so wrong. I don’t know how it happened, but they put my son‘s name on my plane ticket flying to Vietnam. Along with his birthday. They would not have let me fly from Fort Myers to Ho Chi Minh City. I don’t think that I can ever use your service again. I typed my information into the browser along with my passport number and four days before I’m leaving I have to quickly search another ticket to fly out here.

Seats are uncomfortable. This has been a trend in the industry for decades. Trying to fit more seats on each plane to increase profits at the expense of the passenger.

The flight was delayed so we were dead tired, and after that the turbulence was horrible. I was very scared.

Delayed by 1.5 hours. Terrible apologies, half hearted at best. It will be a LONG time until i book w Jet Blue again. Very disappointed.

My check in was stressful. I somehow lost my seat from my original booking, the plane showed no availability/no seat when it was time to check-in. I called and was instructed to try to get a seat at the airport. I asked if it was a full flight and the travel agent said the site showed some seating but was not able to secure one for me. Why not? On my way to the airport the app finally revealed one available seat towards the back of the aircraft that I was able to book. It ended up being an overbooked flight, so glad I wasn't stuck.

Flights with JetBlue from San Diego to Boston are a miserable experience. The flight was delayed about 1.5 hours due to “weather” supposedly but the flights for other airlines left on time so it just have been some kind of weather that only affects JetBlue. I had a small carry on - purse. The crew stored it in a bin 2 rows down from me because they were using the bin next to my seat for other people’s stuff. The TV screen in the emergency row seats does not work. It just was awful from start to finish. When we landed, we had to sit inside the plane for a very long time because the plane had to be moved to a different gate.

They made me check my bag and I didn't need to as there was overhead space available. I paid for a seat towards the front of the plane and it didn't recline. I requested a refund and they declined to give me one.

I have to congratulate Kayak (and Dylan the Chatdeal agent) because because when we decided extended our trip in Florida by two days, there were many direct flights oprions back to Boston available on the Friday we wanted to fly on the JetBlue website, but once I canceled the original JetBlue flight on their website, those direct return options disappeared immediatley! I think it's a game JetBlue plays. . Luckily, I checked Kayak and they had a direct flight that wasn't appearing on JetBlue's website and so I booked it, and we were able to fly home direct through the Kayak booking when JetBlue was offering nothing (even though I have been a True Blue member for 20 years, and also am a Mosaic member). So much for loyalty- their algorithm for booking is like a shell game. JetBlue used to be a good company but now they're worse than anyone. Also I was originally booked this trip to Florida, two months before the departure date, I booked the trip on JetBlue's website and then after the payment part, they said there was a problem and that I needed to do the booking again, so when I immediately went to rebook , the price had gone up 30%! I called them and it sounded like they had heard this so many times before and the guy told me to check back in 10 minutes and the price would be back to where it was when I was booking- it but it never was. How could the price go up 30% in one minute two months before the flight???? They're playing a game with their customers. Anyways, I booked a cheaper flight then at a less convenient time. So fast forward two months the night before the 7 AM flight, they sent me an email at midnight when I was sleeping to let me know that my flight at 7 AM had been canceled. The only thing they offered was a flight that night from from a different airport (Providence) to a different airport in Florida (West Palm Beach) or a flight two days later. No compensation, nothing. They couldn't of tried to get another plane to the Boston airport? They had all night to do it. I passed on their ridiculous options and flew with Delta and it was a great experience. Of course, I had to pay a lot more booking on the same day, but JetBlue doesn't care. I put in a lengthy complaint with the agent who assured me someone would get back to me by email within three days and I haven't heard a thing. JetBlue used to be a good company but now they're among the worst. The only thing they still have is decent legroom, but the corporate bean counters will probably start taking that away too.

We were made to wait in the airport for six hours for a flight that was ultimately canceled.

Both flights were significantly delayed. The flight experience itself was great.

My flight got delayed and eventually canceled, then rescheduled. I and several others had a connection from Boston to Paris and asked several times if we would make it. They assured us we would and then rebooked us mid flight without our consent and closed doors early even though they said they communicated we were a bit delayed. We got stranded in Boston and I opted with being rebooked for a different connection to France since they refused to pay for a Hotel. I've now been in Europe for 5 days and still haven't recieved my bags. There was absolutely no urgency for the fact that I'm in a foreign country with absolutely no change of clothes or any of my medication. Such an overwhelming and frustrating experience.

Automated scanning was slow and somewhat haphazard. Too many people were unfamiliar with the tech and were forced to learn on the fly. The hands off approach of the gate staff made it more uncomfortable. This needs work. Overall the flight and cabin crew were excellent.

The crew for the flight was A+ top notch. They were friendly and professional and made the flight a very relaxing and enjoable.

American Airlines did everything they could with the high Spring Break crowd. I was frustrated to be changed from 1st class to a middle seat at the back of the plane. This has happened before, not sure booking 1st class and paying the extra actually works.

Plane from partner PSA was filthy. Plastic needs to be thoroughly cleaned. Really disgusting to look at and wonder about cleanliness of parts less visible.

Arrived early picked up my bag in a few minutes- great trip - thank you

I like that the flight attendant was very attentive and helpful. The meal menu could have more of an variety of food choices.

We missed our flight and got stranded in Miami where we had to rent a hotel we could not afford. they would not work with us because they said it was weather related even though the gate attendant said it was not. I could go on but trying to get satisfaction has wore me down, which I believe is the intent. My only solution is to never fly AA again.

Overall it was a good flight. Because we traveled on a Saturday we were upgraded to FC since my wife and I are both Executive Platinum. The only areas for improvement we noted are better snack assortment and perhaps a little nicer plane as American is flying some older planes now. Everything else on this flight was excellent, which is frankly not the norm for American since we have had multiple issues on prior AA flights.

Didn't get a seat assignment until the last minute even though i picked a seat.

Flight was smooth, quick and felt safe. The 2 delays not happening would have been better but I guess that happens in the airline industry

2 hour delay due to equipment failure. No updates via the app and airport screens (which continued to show a departure time in the past). AA eventually switched planes and the new plane was not catered or cleaned correctly.

Could we please end the loud announcements about credit card offers on your flights? We are trying to sleep, work, watch videos, etc. and if we need a credit card, we will ask for one. Flying is already not what it used to be.

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

Information on your arrival and departure airports