SJU - SXM

$88 Find Cheap Flights from San Juan 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 San Juan to Simpson Bay departing on 1/24. 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 San Juan 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 San Juan to Simpson Bay, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$244
Overall average: $185
Copa Airlines
ter 1/13sex 1/23
SJU - SXM • 1 stop
Cheapest non-stop
$293
Typical prices: $182-$346
Contour
sex 12/12dom 12/14
SJU - SXM • Non-stop
Our travelers' advice
AI-generated summary based on content written by travel experts
Silver Airways offers value-conscious pricing but no Wi-Fi.
Frontier's Economy Bundle includes a carry-on and seat choice.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Copa Airlines
Cheapest • from $244 (round-trip)
Contour
Best reviews • 7.6 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
March
Cheapest • 43% price drop
July
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Nonstop flights
3 days a week
There are direct flights from San Juan to Simpson Bay 3 days a week: Tue, Fri, Sun.
Direct flights
Direct flights
Direct flights
Direct flights
Start a new search
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We hope you love your trip to Simpson Bay!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from San Juan to Simpson Bay (SJU-SXM)

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

ter, jan 13 - sex, jan 23
Copa Airlines Logo
6:14 pm - 11:24 amSJU-SXM
17h 10m1 stop
Copa Airlines Logo
12:25 pm - 10:28 pmSXM-SJU
10h 03m1 stop
$244Copa Airlines
Find Deal
qui, dez 11 - dom, dez 14
Multiple Airlines Logo
4:10 am - 2:15 pmSJU-SXM
10h 05m1 stop
Multiple Airlines Logo
11:30 am - 4:39 pmSXM-SJU
5h 09m1 stop
$293Multiple Airlines
Find Deal
sex, dez 12 - dom, dez 14
Multiple Airlines Logo
11:40 am - 12:45 pmSJU-SXM
1h 05mnonstop
Multiple Airlines Logo
11:30 am - 4:39 pmSXM-SJU
5h 09m1 stop
$300Multiple Airlines
Find Deal
dom, dez 14 - qua, dez 17
Multiple Airlines Logo
11:40 am - 12:45 pmSJU-SXM
1h 05mnonstop
Multiple Airlines Logo
9:35 am - 1:50 pmSXM-SJU
4h 15m1 stop
$303Multiple Airlines
Find Deal
qui, dez 11 - dom, dez 14
Multiple Airlines Logo
4:10 am - 2:15 pmSJU-SXM
10h 05m1 stop
Multiple Airlines Logo
1:45 pm - 2:50 pmSXM-SJU
1h 05mnonstop
$312Multiple Airlines
Find Deal
sex, dez 12 - dom, dez 14
Contour Logo
11:40 am - 12:45 pmSJU-SXM
1h 05mnonstop
Contour Logo
1:45 pm - 2:50 pmSXM-SJU
1h 05mnonstop
$315Contour
Find Deal
ter, dez 23 - qua, dez 31
Multiple Airlines Logo
2:59 am - 2:15 pmSJU-SXM
11h 16m2 stops
Multiple Airlines Logo
9:35 am - 1:50 pmSXM-SJU
4h 15m1 stop
$322Multiple Airlines
Find Deal
qui, dez 11 - dom, dez 14
Multiple Airlines Logo
6:00 am - 2:15 pmSJU-SXM
32h 15m3 stops
Multiple Airlines Logo
11:30 am - 4:39 pmSXM-SJU
5h 09m1 stop
$323Multiple Airlines
Find Deal
qui, dez 11 - dom, dez 14
Multiple Airlines Logo
5:00 pm - 2:15 pmSJU-SXM
21h 15m2 stops
Multiple Airlines Logo
11:30 am - 4:39 pmSXM-SJU
5h 09m1 stop
$324Multiple Airlines
Find Deal
sex, dez 12 - dom, dez 14
Multiple Airlines Logo
6:14 pm - 2:15 pmSJU-SXM
20h 01m1 stop
Multiple Airlines Logo
11:30 am - 4:39 pmSXM-SJU
5h 09m1 stop
$333Multiple Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for San Juan to Simpson Bay flights

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

What’s the cheapest day of the week to fly from San Juan to Simpson Bay?

The average price of all round-trip flights from San Juan Luis Munoz Marin Intl Airport to Simpson Bay clicked on KAYAK for each day over the last 12 months.

For San Juan to Simpson Bay, Friday is the cheapest day to fly on average and Thursday is the most expensive. Flying from Simpson Bay back to San Juan, the best deals are generally found on Sunday, with Monday being the most expensive.

What is the cheapest month to fly from San Juan Luis Munoz Marin Intl Airport to Simpson Bay?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from San Juan Luis Munoz Marin Intl Airport 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 San Juan Luis Munoz Marin Intl Airport to Simpson Bay is March, where tickets cost $135 (return) on average. On the other hand, the most expensive months are November and December, where the average cost of round-trip tickets is $355 and $346 respectively.

Can I save money by flying with a layover from San Juan Luis Munoz Marin Intl Airport 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.

No, with an average price for the route of $210, prices are generally cheapest when you fly direct.

How far in advance should I book a flight from San Juan Luis Munoz Marin Intl Airport 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 San Juan Luis Munoz Marin Intl Airport 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 San Juan Luis Munoz Marin Intl Airport to Simpson Bay, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 25 weeks before departure.

Expert advice

Expert advice for your flight from San Juan to Simpson Bay

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
Frontier

Frontier's Economy Bundle includes a carry-on and seat choice, ideal for budget travelers.


Frontier's Premium Bundle offers extra legroom and priority boarding, enhancing comfort and convenience.

Silver Airways

Silver Airways offers value-conscious pricing with flights under 90 minutes, but lacks Wi-Fi and snacks.


All Silver Airways seats have 31" pitch and 18.5" width, offering comfort on short flights.

Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on Frontier

Stefanie Waldek

Stefanie Waldek

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.

Read more
Paul Rubio

Paul Rubio

Expert on Silver Airways

Paul Rubio

Paul Rubio

Travel journalist and photographer Paul Rubio is a Miami native (and current resident), who has lived in nine countries and traveled to 137. He is an expert in luxury travel, eco-travel, loyalty programs, hotels, airports and airlines. He is a contributing editor at AFAR, Condé Nast Traveler, LUXURY Magazine, and Palm Beach Illustrated.

Read more

Good to know

Low seasonSeptember
Cheapest flight$88
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly and prices are also 12% lower on average.
Flight from San Juan to Simpson Bay

When to book flights from San Juan to Simpson Bay

Are your dates flexible? Find out the best times to travel from San Juan 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 San Juan to Simpson Bay flights

  • What is the cheapest flight from San Juan Luis Munoz Marin Intl Airport to Simpson Bay?

    In the last 3 days, the lowest price for a flight from San Juan Luis Munoz Marin Intl Airport to Simpson Bay was $88 for a one-way ticket and $244 for a round-trip.

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

    Yes

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

    San Juan and Simpson Bay are both served by 1 main airport. You will leave San Juan from San Juan Luis Munoz Marin Intl and will be arriving at Simpson Bay Princess Juliana.

  • Which airlines offer Wi-Fi service onboard planes from San Juan to Simpson Bay?

    Only American Airlines offers inflight Wi-Fi service on the San Juan to Simpson Bay flight route.

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

    The Embraer ERJ-135 / ERJ-140 / ERJ-145 is the aircraft model that flies most regularly on the San Juan to Simpson Bay flight route.

  • On which days can I fly direct from San Juan to Simpson Bay?

    You can catch a nonstop flight from San Juan to Simpson Bay on Tuesday, Friday, and Sunday.

  • Which is the best airline for flights from San Juan to Simpson Bay, Contour or JetBlue?

    The two airlines most popular with KAYAK users for flights from San Juan to Simpson Bay are Contour and JetBlue. With an average price for the route of $324 and an overall rating of 7.6, Contour is the most popular choice. JetBlue is also a great choice for the route, with an average price of $227 and an overall rating of 7.2.

  • How does KAYAK find such low prices on flights from San Juan 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 San Juan to Simpson Bay.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Simpson Bay from San Juan 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 San Juan 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 San Juan with another airline. Booking your flights between San Juan 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 San Juan 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 San Juan 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 San Juan Luis Munoz Marin Intl Airport to Simpson Bay

  • Looking for a cheap flight? 25% of our users found flights on this route for $150 or less one-way and $324 or less round-trip.

Prefer to fly direct from San Juan to Simpson Bay?

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

Direct departures

San Juan Luis Munoz Marin Intl to Simpson Bay Princess Juliana

Tuesday

Contour

Contour

Friday

Contour

Contour

Sunday

Contour

Contour

See more direct flights

Direct returns

Simpson Bay Princess Juliana to San Juan Luis Munoz Marin Intl

Tuesday

Contour

Contour

Friday

Contour

Contour

Sunday

Contour

Contour

See more direct flights

Reviews of the top 4 airlines serving from San Juan to Simpson Bay

 
See real verified KAYAK customer reviews for airlines flying from San Juan 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 San Juan 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.
7.6
ContourOverall score based on 42 reviews
7.9Crew
7.3Comfort
7.6Boarding
6.2Entertainment
6.9Food
Airline reviews

Short flight so no entertainment and none expected or appropriate. Everyone I dealt with was professional and helpful. A good experience.

10.0 ExcellentAnonymous, Nov 2025TSM - DEN
Read more Contour reviews

Short flight so no entertainment and none expected or appropriate. Everyone I dealt with was professional and helpful. A good experience.

Love it. No Frills but better than Spirit No Frills. It's like a simple luxury private plane especially if you've got five or six people on it because then you probably got your own section of the plane.

All the staff were amazing! The flight was quick, everything went smoothly, I have nothing but good things to say about this flight. Thank you Contour!

It was easy, efficient from start to finish. The flight attendant was amazing. Smooth ride. It was just perfect.

We had a great experience on both of our flights! Crew was great…..the ride was smooth…and checking in was easy. We will definitely fly with them again.

This was my first time flying with Contour and the Greenbrier Valley Airport. It both were excellent and the price couldn’t be beat!

Not on time. Taxied around the airport for 30 MINUTES! The pilot never said a word. Ai

Great flight, professional crew, convenient and interesting nonstop routes. Had trouble with getting precheck listed on boarding pass, but found that customer service was remarkably responsive via email — unheard of with other carriers. A great experience overalll.

I felt like a sardine in my seat. We all did. The plane was so small that I hit my head on the roof when I stood up from my seat. The service was good and the crew were nice.

My luggage is missing and contour is doing a terrible service helping finding it. Unbelievable and the worst experience ever. I would love get my money back.

Very pleasant flight attendants. Gate crew rather loud chatting with each other.

Everything was great. I liked the text updates so that I never miss a gate change & I have all the latest info.

Seats were not too comfortable; it was impossible to locate the underseat power outlet.

The flight departed more than 1 hour late. Leg room is bigger than most airlines

Excellent from start to finish. All staff members were amazing!

Cancelled flight with no specific instructions to get a boarding pass for another flight. The whole flight of people were in line for an hour because there was only 1 person to help at the desk. This was unusual for JetBlue.

The inflight system with their wifi is a hot mess and doesn't work. Separately they do, but when you try to do theoretically simple things like pair a device for control it all falls apart

Except for the 28 minute delay leaving and the earlier reschedule to a later takeoff time the flight was good.

I like their airplanes because they have plenty of legroom in their seats they always work with me if I have a change of plans on my tickets courteous and I always feel safe flying with them.

The flights are back on time and everything else runs perfectly.

Just know that everything, and I mean everything is “ala cart”. 60$ just to put something in the overhead bin. I will never fly Frontier again nor do I recommend them to anyone else.

I think Frontier was very good at communication. Their app worked very well. Loading was great and the flight was nice and easy.

The experience was good. No frills but I got there safe and sound and on time.

The crew was mostly okay. The flight attendant who answered our questions was curt and unhelpful unfortunately. He seemed upset and I understand having off days.

This was one of the first frontier airline flights this spring that wasn't delayed. It actually left on time. Some of the flight crew did not look happy, they didn't smile when the passengers were boarding or getting off the plane, and the passengers initiated greetings, not the staff. To me this was an odd experience to have with any flight/airline. I had a bad experience booking this flight. The price didn't solidify until late hours into the night. Ever time I purchased the ticket, I either received a denial email or an error because the price has changed, but it was never reflected on the flyfrontier or kayak websites until way after midnight on the date of travel. This caused me anxiety and irritation with the websites. Then I noticed a mishap with my name on my voucher as I went to check in, it was incorrect. When I proceeded to correct it, Frontier had no easy, let alone free, way to remedy it. I couldn't correct my name without a $75 charge, I couldn't cancel my voucher to repurchase it with the correct name without a $100 charge, because it was too close to departure. Then calling frontier was nearly impossible to remedy the situation with a human. It's already difficult to want to choose frontier because of all the upcharges, but you feel kinda trapped into doing so because it's the more affordable airline.

Our flight was cancelled. They could do nothing to help us get another flight that was timely. Because the first leg was cancelled we were unable to get to our connection. We had to book on an entirely different airline for today. So we spent more money, lost a day of vacation and will never fly Frontier again, so the 'we are sorry, here is $100 credit' is a joke since we won't be flying on Frontier.

I liked the price of the flight and the chance to buy a seat with no person seated in the middle seat.. Also the flight was right on time.

Not very good. Paid in excess of $400 for assigned seating for my family and that was not provided. I want that money back.

It was a short flight so no food or entertainment….

I guess you get what you pay for. The seats are very uncomfortable and very little space. The snacks were pricey.

TERRIBLE. Cancelled my flight one month before my trip. Have not received my refund back.

Airline is in bankrupt and they didn't communicate it to customers

The outgoing flight tpa to fll was seriously delayed due to a frontal system impacting the incoming flight from key west. Weather is not under the control of the airline, better to arrive late than never! Thank you Silver Airways for your caution.

They canceled the flight and no longer fly out of Orlando. Trying to get my money refunded. Lost a night I paid for in Key West.

There was no serving off food on the flight being that it was so short.

The flight was VERY, VERY hot and the blowers weren't cooling it off...don't know what the problem was, but.....otherwise it was fine.

My flight from Avianca was 45 minutes late and it's very complicated to recheck in in ...also I have to say the silver desk folks were neither efficient nor helpful...so I missed my connecting flight. I actually got there before tge flight left but they refused to let me on....and gave me no vouchers for hotel etc

The cancelled our flight 3 times and we never made it to our destination. Every single airplane had a maintenance problem. Never fly this airline

9 hrs wait in airport then flt redirected to airport an hour away from our booked airport. Then at 8:00pm flight Cancelled. Silver supposed to book us on American the next day. Booked my husband but not me. Cost me Ubers, hotel, meals, new ticket and 1 hour taxi Cuz no flights to our home airport. Absolute disaster. Silver staff had no idea what was going on or what to do. Never Again Silver

Nothing about this flight was good. They are always cancelling or grossly delayed. We were delayed for 45 minutes for no apparent reason with no explanation or anything we could see and I missed my connection to Durham NC. I was on my way to my best friends memorial and funeral. Now I'll missed them both!!

Everything you need to know for your flight from San Juan to Simpson Bay

Information on your arrival and departure airports