NYC - SXM

$133 Find Cheap Flights from New York to Simpson Bay - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from New York to Simpson Bay departing on 11/3. 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

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Everything you should know

Cheapest round-trip
$358
Typical prices: $411-$634
JetBlue
Thu 8/27Thu 9/3
JFK - SXM • Non-stop
Cheapest one-way
$133
Typical prices: $164-$259
Arajet
Tue 11/3
EWR - SXM • 1 stop
Top airlines
Cheapest • from $358 (round-trip)
Best reviews • 7.8 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with JetBlue and Delta. Average duration is 4h 14m
Direct flights
Direct flights
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Direct flights
Direct flights
+1
Top routes
Cheapest • 4% average savings
Most popular
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $331 (round-trip)
Shortest trip • 6h 38m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 34% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 15% price drop
Most popular
Good to know
Good to know
+1
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We hope you love your trip to Simpson Bay!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from New York to Simpson Bay (NYC-SXM)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from New York 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 New York to Simpson Bay

Thu, Aug 27 - Thu, Sep 3
JetBlue Logo
9:30 am - 1:54 pm
JFK
-
SXM
4h 24mnonstop
JetBlue Logo
3:14 pm - 7:27 pm
SXM
-
JFK
4h 13mnonstop
$358JetBlue
Sun, Sep 6 - Thu, Sep 10
JetBlue Logo
9:30 am - 1:54 pm
JFK
-
SXM
4h 24mnonstop
JetBlue Logo
2:43 pm - 6:57 pm
SXM
-
JFK
4h 14mnonstop
$359JetBlue
Sat, Sep 19 - Sat, Sep 26
United Airlines Logo
8:19 am - 12:33 pm
EWR
-
SXM
4h 14mnonstop
United Airlines Logo
1:35 pm - 6:00 pm
SXM
-
EWR
4h 25mnonstop
$372United Airlines
Sat, Sep 19 - Sat, Sep 26
United Airlines Logo
8:19 am - 12:33 pm
EWR
-
SXM
4h 14mnonstop
United Airlines Logo
1:35 pm - 6:00 pm
SXM
-
EWR
4h 25mnonstop
$372United Airlines
Tue, Jan 19 - Wed, Jan 27
Delta Logo
7:10 am - 12:15 pm
JFK
-
SXM
4h 05mnonstop
Delta Logo
4:05 pm - 7:50 pm
SXM
-
JFK
4h 45mnonstop
$376Delta
Wed, Jan 6 - Thu, Jan 14
Delta Logo
7:10 am - 12:15 pm
JFK
-
SXM
4h 05mnonstop
Delta Logo
4:05 pm - 7:50 pm
SXM
-
JFK
4h 45mnonstop
$376Delta
Tue, Nov 3 - Tue, Nov 10
Multiple Airlines Logo
11:59 pm - 8:30 am
EWR
-
SXM
7h 31m
1 stop
Multiple Airlines Logo
2:35 pm - 11:50 pm
SXM
-
EWR
10h 15m
1 stop
$381Multiple Airlines
Tue, Sep 22 - Wed, Oct 21
Multiple Airlines Logo
12:59 am - 8:30 am
EWR
-
SXM
7h 31m
1 stop
Multiple Airlines Logo
1:45 pm - 9:29 pm
SXM
-
EWR
7h 44m
1 stop
$381Multiple Airlines
Sat, Aug 22 - Fri, Aug 28
American Airlines Logo
9:00 pm - 1:42 pm
JFK
-
SXM
16h 42m
2 stops
American Airlines Logo
4:39 pm - 7:26 am
SXM
-
JFK
14h 47m
2 stops
$390American Airlines
Sat, Aug 22 - Fri, Aug 28
American Airlines Logo
9:00 pm - 1:42 pm
JFK
-
SXM
16h 42m
2 stops
American Airlines Logo
2:22 pm - 12:59 am
SXM
-
JFK
10h 37m
1 stop
$390American Airlines
Booking Insights

KAYAK's insights & trends for New York to Simpson Bay flights

Get data-powered insights and trends into flights from New York 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 New York 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 New York to Simpson Bay departing in August.

Flight prices are below average for this route right now.

Flights to Simpson Bay from New York usually cost between $488 and $693 in August.
The lowest price found in the past 5 days was $358 on JetBlue (Aug 27-Sep 3).

What is the cheapest New York to Simpson Bay flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from New York to Simpson Bay costs $334 on the route between New York John F Kennedy Intl Airport (JFK) and Simpson Bay (SXM). Over the past month, this route was, on average, 4% cheaper than other New York-Simpson Bay routes. It is also the most popular route.

What’s the cheapest day of the week to fly from New York to Simpson Bay?

The average price of all round-trip flights from New York to Simpson Bay clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Simpson Bay on a Monday, as we generally find the cheapest rates on that day for this route. On the other hand, Thursday is the most expensive day to fly from New York to Simpson Bay. For your return ticket, we recommend flying on a Sunday and avoiding Mondays for the best deals.

What is the cheapest month to fly from New York to Simpson Bay?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from New York 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 New York to Simpson Bay is September, where tickets cost $449 (return) on average. On the other hand, the most expensive months are July and August, where the average cost of round-trip tickets is $593 and $589 respectively.

Can I save money by flying with a layover from New York to Simpson Bay?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $552 on average.

How far in advance should I book a flight from New York 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 New York 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 New York to Simpson Bay, you should book around 3 weeks before departure, which saves you about 34% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 9 weeks before departure.

Expert advice

Expert advice for your flight from New York to Simpson Bay

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on JetBlue

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Stefanie Waldek

Stefanie Waldek

Expert on Delta and United Airlines

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Good to know

Low season

September

Cheapest flight

$133
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 8% increase in price.
Flight from Newark Liberty Airport to Simpson Bay

When to book flights from New York to Simpson Bay

Are your dates flexible? Find out the best times to travel from New York 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 New York to Simpson Bay

  • What is the cheapest flight from New York to Simpson Bay?

    In the last 5 days, the lowest price for a flight from New York to Simpson Bay was $133 for a one-way ticket and $358 for a round-trip.

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

    Yes, you'll most likely have to show a valid passport before boarding the plane in New York and on arrival in Simpson Bay.

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

    New York has 3 major airports: Newark, New York John F Kennedy Intl, and New York LaGuardia. Simpson Bay Princess Juliana is the only airport in Simpson Bay. You’ll usually find the cheapest deals if you fly from Newark Liberty Airport.

  • Which airlines offer Wi-Fi service onboard planes from New York to Simpson Bay?

    JetBlue, Delta, and American Airlines offer inflight Wi-Fi service on the New York to Simpson Bay flight route.

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

    The Airbus A321-100/200 is the aircraft model that flies most regularly on the New York to Simpson Bay flight route.

  • Which airline alliances offer flights from New York to Simpson Bay?

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

  • On which days can I fly direct from New York to Simpson Bay?

    There are nonstop flights from New York to Simpson Bay on a daily basis.

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

    The two airlines most popular with KAYAK users for flights from New York to Simpson Bay are Delta and United Airlines. With an average price for the route of $529 and an overall rating of 7.8, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $618 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from New York 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 New York to Simpson Bay.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Simpson Bay from New York 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 New York 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 New York with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from New York 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 New York up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from New York to Simpson Bay

  • Looking for a cheap flight? 25% of our users found flights on this route for $154 or less one-way and $504 or less round-trip.

Prefer to fly direct from New York to Simpson Bay?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from New York to Simpson Bay Princess Juliana.
Find which airlines fly direct from New York to Simpson Bay Princess Juliana Airport, which days they fly and book direct flights.

Direct departures

New York to Simpson Bay Princess Juliana

Monday

JetBlue

JetBlue

Tuesday

JetBlue

JetBlue

Wednesday

JetBlue

JetBlue

Thursday

JetBlue

JetBlue

Friday

JetBlue

JetBlue

Saturday

Delta,JetBlue

Delta,JetBlue

Sunday

JetBlue

JetBlue

See more direct flights

Direct returns

Simpson Bay Princess Juliana to New York

Monday

JetBlue

JetBlue

Tuesday

JetBlue

JetBlue

Wednesday

JetBlue

JetBlue

Thursday

JetBlue

JetBlue

Friday

JetBlue

JetBlue

Saturday

Delta,JetBlue

Delta,JetBlue

Sunday

JetBlue

JetBlue

See more direct flights

Reviews of the top 5 airlines serving from New York to Simpson Bay

 
See real verified KAYAK customer reviews for airlines flying from New York 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 New York 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.
7.8
DeltaOverall score based on 8482 reviews
7.2Food
8.5Crew
7.8Entertainment
8.1Boarding
7.8Comfort
Airline reviews

The Columbus-based WestJet crews that cover Delta commuter flights between LGA and CMH are excellent - this team included. Our flight today landed 40 minutes early, which is unheard of when flying out of LaGuardia. I've flown with the same crew in more challenging conditions, and they always rise to the occasion with helpful communication to the passengers so that we may manage expectations.

10.0 ExcellentCourtney, Jul 2026
LGA - CMH
Read more Delta reviews

The Columbus-based WestJet crews that cover Delta commuter flights between LGA and CMH are excellent - this team included. Our flight today landed 40 minutes early, which is unheard of when flying out of LaGuardia. I've flown with the same crew in more challenging conditions, and they always rise to the occasion with helpful communication to the passengers so that we may manage expectations.

We were skipped when the snack cart passed and then the attendant said we weren’t . I am disabled and was in a row toward the back of the plane which was very difficult for me to navigate. Disabled people should not be forced to walk the plank.

Flight delayed due to ground hold. Republic airways did a great job.

Our flight was delayed multiple times and then canceled at almost 1 in the morning. We are a family of 7, traveling with 5 young children. When the flight we were supposed to fly on finally arrived after waiting all day after an international flight into JFK we were informed our flight was in need of a copilot and once they located one we would take off. Then our flight was cancelled because the copilot was over his hours and they couldn't locate another. They knew before taking off from the previous location that the copilot would be unable to fly. They could have communicated the cancellation of the flight hours in advance. Once they cancelled and the pilot and copilot got off the flight, they joked about it. While there are understandably limits on flight time for pilots, they can still handle the situation in a professional manner. The late cancellation resulted in angry passengers that required police intervention in the airport. It also occurred so late and included other delta flights that after trying 15 different hotels, we were unable to secure a hotel room, they were all booked. No rental cars were available in the area either. We ended up staying in the airport with the 5 children. We made it home after 54 hours of travel with maybe 2 hours of sleep. Our luggage was lost and had to be claimed at the airport at our final destination. This was the worst trip I have ever taken and the worst airport I have ever spent time in. I met two individuals in the airport that were kind and helpful; Tonya Maingot Williams from the can we hel desk that worked to help get us rebooked and home, as well as provide us with care bags for our extended stay in the airport. The other individual was Danielle from Buffalo Wild Wings that was so very kind when we found a place to take our family we were traveling with to eat, all 11 of us and we were able to sit down together to enjoy a meal during such a stressful time.

FA was a bit strange and dodgy not very characteristic of Delta

Third flight in two months where the crew was not there. Comfort seating does not guarantee overhead bin space. Passengers with children are allowed on the plane first - if you are flying to and from Orlando, this means half the plane has boarded before you get on. And somehow all the bin space is taken up. 3 out of 5 flights have had issues with equipment or procedure. Some of these instances caused the flight to be delayed because of a "nuisance" light. One time it was a bag that had been brought on board but did not belong to anyone so we had to return to the gate. Last night we were told the "AC" on the plane doesn't work well and we're 10th for take off- because the crew was late - and that it will get cool when we're in the air. Not sure if this is usual, but I didn't think flight crew could jump seat in first class. Movie and TV selection has not been refreshed for several months- flying one to two round trips each month easily exhausts the list of content.

Great experience nice pilot very soft and easy landing and take off

Flight was delayed before take off and at landing. Baggage took 20 minutes. Flight crew would not serve full soft drink and had to ask multiple times before receiving water.

On time! There were plenty of airport employees who were able to keep us moving in the right direction. The crew on the plane were professional.

Flight delayed for people who “should’nt have gotten thru tsa” had to look for their bags took two hours With no explanation had never happened Poorly handled

Check in was chaotic with only one counter for business class and first class. The luggage conveyor belt at JFK airport was broken so the flight departure was delayed which made the flight stressful as I had a tight connection. Although the captain said they could make up the delay, they didn’t do so.

I had a good time. However, I paid for the wifi and it was in and out the whole flight.

3 hour delay…. Nearly 2 hours sitting on tarmac. Do better, United. Or at least have the sense to not say “we hope you enjoyed your flight with us” upon disembarking.

Everything except the food and entertainment. It was a great experience though

Flight was delayed from 35 minute delayed aircraft arrival to 90 minute delay causing us to miss international connecting flight on SWISS resulting in 16 hour delay to reach detonation causing significant angst, monetary loss and discomfort. SWISS transfer desk and staff was like robots not willing to help at all.

Best part: It’s operated by All Nippon Airways. It’s quite literally comfortable, reliable and respected from boarding to landing each and every time. It’s perfection without extremity in lavishness — it’s how flying should always be!

Delays!!! Serious delays. I was told by a member of staff in LGA that I would miss my DEN to LAX flight connection, so I was put on a later flight. Due to delays I would have been able to have made my original flight, where I was sat in business class - seat 1A: I was put on my original flight but bumped from business - 1A to economy 33C. I want a refund for paying business class but only flying economy

The plane was delayed coming in and on the tarmac. I was coming from another flight so it made for a very long day. The stewardess kept trying to slam the overhead bins closed and I was worried that she had damaged my new luggage. They ran out of snacks and lccdsddd me a hummus box which was nice. It took them a very long time to pick up the garbage so I could not go to the washroom and had little time. To prepare for disbarment. The TV system was hard to control from the armrest and picture wasn’t clear. The crew did apologize several times for the lateness. It took the Denver airport an unusually long time to de-ice the plane.

Their app did not recognize my Aeroplan frequent flyer number and would not allow me access to my boarding card. Ground staff was readily available at the airport to print it out to me.

Excellent as always. Service was excellent and fully bilingual. Cannot complain .Will travel again. Always have and will continue. Highly recommended.

The boarding crew was very helpful with a little special problem I had. The inflight crew - so-so.

They kept us on the tarmac for 6 hours after already delaying our flight by 2 hours. No one had any answers. They sent our gate checked stroller to baggage claim instead of giving it back at the gate.

There was a big delay and I missed my connection flight

Crew and agents misguiding on tight connections, and lack of connecting crew looking for inbound planes. A very avoidable missed connection as a result.

I don’t like the music section but I believe it was a cost decision. I changed my flight last minute due to work issues and had to sit way in the back. The seats were way closer together than I would have preferred.

Our particular exceptional experience was with Johnny at JFK at check in. He was the kindest, most accommodating agent I’ve ever encountered taking extra steps to help my husband and I with our extra baggage. I hope that he knows how much he positively affected our trip.

The flight attendant was very polite and attentive. The food was good.

The flight de-boarded after being informed of a 3 hour delay. The gate agent said we could go to lounge. The flight ended up boarding 20 minutes later and I missed it.

My experience with American Airlines was great. Unfortunately my stroller was not located and has not been given to me and or reached out in return for in regard to information.

Baggage claim took too long and priority bags were not delivered first.

Plane was delayed multiple times. I would like to request a refund. Was due to arrive Thursday evening ended up arriving Friday morning.

The crew and the pilots. The pilots were amazing. The landing in Cancun was excellent.

The security line at JFK was one of the longest I’ve ever experienced - probably 45 minutes. I don’t know if JetBlue has control over it, but it detracted from the overall experience. Entertainment had good options, but the volume control was a bit small to tap on and the screen had a fair amount of interference blips. Clearer picture would have been better.

I liked the entertainment on JetBlue, the service from JFK to JAX was terrible at best

I usually dont fly JeTBlue and I dont think I will ever do it again. The flight was delayed fee time, nobody was giving us any info at at the airport, gate changing, the slowest and poorly organized boarding ever, rude staff.. huh

The flight was delayed. I upgraded to more room. I can't imagine how small the regular seats are I haven't upgraded for my return flight yet.

see my previous response about being kicked off the flight and having to fly the next day, ruining a planned vacation tour.

It was a smooth flight and the pilot was very pleasant

Flight was cancelled, no support at JFK even though it is their main hub.. wait times on the phone was very long

When I agreed to give up my two seats because of overbooking by the airline, I should have been offered some sort of reward or credit towards a future flight. I was not. It was not until the next day when I mentioned it to a Jet Blue employee that I was advised to call 1-800-JetBlue. So here I am, having done Jet Blue a favor and I had to do the work to find out if I was going to get a credit. Such service

Flight was delayed but it was very smooth. Crew was very nice. Seats are uncomfortable but ok.

The crew acted like they had never done this and kept barking passive aggressive orders at people. + the security line + the delay + sitting on the tarmac for 2 hours + none of the apps or signage updating with correct times

The worst. They don’t follow procedure for boarding per group. Flight got delayed for no understandably reasons, they changed our destination from PR to Miami, left us inside a plane for more than 8 hours, then cancelled flight in Miami leaving us stranded. Poorly managed re-accommodation for a new flight and overnight stay so I have to spend in a new ticket and my own hotel room to been able to get to my office next day. Lost 2 days of work and as a doctor, patients loosing their appointments. to other flights and besides

I was 2 hr arrive in the airport and 45 min in the line . After take to my turn . The agent tell me I’m later . I can not board . So my vacation was going to the floor . Just for their bad customer service agent in the airline

Since they are a budget airline, I wasn’t expecting too much but they did some things well. They were on time, the plane was clean, boarding was fairly straightforward and the staff was cheerful and friendly. The only downside was comfort. The seats were fairly hard and after a 2 hour flight your rear end is not feeling so great. Maybe a little more cushion in the seats, Frontier!

The flight left over two hours late. They charged me $180 to bring a carry on. There was an error with the spelling of my name and Frontair agent lied that I would need to pay $200 for her to fix the spelling, and pressured me that if I don't do it quick I would lose the flight. I called back and another agent said it costs $75 to fix. All in all, this company is a complete scam.

I took my first and last flight with FRONTIER. The seats are not able to be reclined so it’s not a very comfortable experience when you take a flight of 3 hours or longer. You must pay for your luggage either carry on or check in, so taking all this in consideration at the end what you think you’re saving your paying in services that should be included. Not a beverage in sight. . You’re seriously better off getting on a proper airline such as Delta, AA, United, etc.

They never updated the boarding pass on their apps to show their delay

Flight was a little late taking off. Seats are too upright, no ports to charge devices, no wifi, no entertainment

Frontier system that tracts what you’ve paid for is horrible. I brought bags, tried to upgrade the weight of bag. Did it via the text service on their site. Got to the airport and they had no idea what was going on. Ended up paying way more than I was supposed to

Everything you need to know for your flight from New York to Simpson Bay

Information on your arrival and departure airports