SJU - SXM

$64 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 4/4. 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
$276
Typical prices: $181-$305
Arajet
Wed 3/18Wed 4/15
SJU - SXM • 1 stop
Cheapest non-stop
$296
Typical prices: $157-$323
Contour
Tue 3/10Fri 3/13
SJU - SXM • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
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
Nonstop flights
4 days a week
Tue, Fri, Sat, Sun
You can fly direct with Contour and Frontier. Average duration is 1h 01m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top airlines
Arajet
Cheapest • from $276 (round-trip)
Contour
Best reviews • 7.6 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top layover airports
Santo Domingo (SDQ)
Cheapest • Avg $248 (round-trip)
Santo Domingo (SDQ)
Shortest trip • 4h 32m (one-way)
Insights
Insights
Insights
Insights
Avoid delays
Silver Airways
Most punctual • 91% on-time
Evening flights
Best time • Fewest delays
Insights
Insights
Insights
Insights
When to travel
March
Cheapest • 42% price drop
July
Most popular
Good to know
Good to know
+1
+1
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 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

Wed, Mar 18 - Wed, Apr 15
Arajet Logo
3:20 pm - 10:25 am
SJU
-
SXM
19h 05m
1 stop
Arajet Logo
9:35 am - 1:50 pm
SXM
-
SJU
4h 15m
1 stop
$276Arajet
Sun, Jun 7 - Wed, Jun 10
Multiple Airlines Logo
11:40 am - 12:45 pm
SJU
-
SXM
1h 05mnonstop
Multiple Airlines Logo
9:35 am - 1:50 pm
SXM
-
SJU
4h 15m
1 stop
$278Multiple Airlines
Wed, Jul 8 - Wed, Jul 15
Arajet Logo
3:20 pm - 11:20 am
SJU
-
SXM
20h 00m
1 stop
Arajet Logo
9:35 am - 1:50 pm
SXM
-
SJU
4h 15m
1 stop
$282Arajet
Sat, Jun 20 - Sun, Jun 28
Arajet Logo
6:09 pm - 11:20 am
SJU
-
SXM
17h 11m
1 stop
Arajet Logo
12:25 pm - 4:39 pm
SXM
-
SJU
4h 14m
1 stop
$286Arajet
Sun, Jul 19 - Wed, Jul 22
Multiple Airlines Logo
11:40 am - 12:45 pm
SJU
-
SXM
1h 05mnonstop
Multiple Airlines Logo
9:35 am - 1:50 pm
SXM
-
SJU
4h 15m
1 stop
$288Multiple Airlines
Fri, May 8 - Tue, May 12
Contour Logo
11:40 am - 12:45 pm
SJU
-
SXM
1h 05mnonstop
Contour Logo
1:45 pm - 2:50 pm
SXM
-
SJU
1h 05mnonstop
$296Contour
Wed, Apr 8 - Fri, Apr 10
Multiple Airlines Logo
3:20 pm - 11:20 am
SJU
-
SXM
20h 00m
1 stop
Multiple Airlines Logo
1:45 pm - 2:50 pm
SXM
-
SJU
1h 05mnonstop
$297Multiple Airlines
Fri, Apr 17 - Sun, Apr 19
Multiple Airlines Logo
11:40 am - 12:45 pm
SJU
-
SXM
1h 05mnonstop
Multiple Airlines Logo
12:25 pm - 4:39 pm
SXM
-
SJU
4h 14m
1 stop
$299Multiple Airlines
Fri, Apr 17 - Sun, Apr 19
Multiple Airlines Logo
11:40 am - 12:45 pm
SJU
-
SXM
1h 05mnonstop
Multiple Airlines Logo
12:25 pm - 4:39 pm
SXM
-
SJU
4h 14m
1 stop
$313Multiple Airlines
Fri, May 8 - Tue, May 12
Contour Logo
11:40 am - 12:45 pm
SJU
-
SXM
1h 05mnonstop
Contour Logo
1:45 pm - 2:50 pm
SXM
-
SJU
1h 05mnonstop
$316Contour
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.

How much is a round-trip flight from San Juan Luis Munoz Marin Intl Airport 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 San Juan Luis Munoz Marin Intl Airport to Simpson Bay departing in March.

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, Saturday is the cheapest day to fly on average and Tuesday is the most expensive. Flying from Simpson Bay back to San Juan, the best deals are generally found on Saturday, 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 $157 (return) on average. On the other hand, the most expensive months are December and November, where the average cost of round-trip tickets is $431 and $355 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 $316, 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 26 weeks before departure.

Expert advice

Expert advice for your flight from San Juan 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
Stefanie Waldek

Stefanie Waldek

Expert on Frontier

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.

Paul Rubio

Paul Rubio

Expert on Silver Airways

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.

Good to know

Low seasonSeptember
Cheapest flight$64
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly and prices are also 24% 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 $64 for a one-way ticket and $276 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, Saturday, and Sunday.

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

    The two airlines most popular with KAYAK users for flights from San Juan to Simpson Bay are Contour and Frontier. With an average price for the route of $321 and an overall rating of 7.6, Contour is the most popular choice. Frontier is also a great choice for the route, with an average price of $186 and an overall rating of 5.7.

  • 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 $301 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

Saturday

Frontier

Frontier

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

Saturday

Frontier

Frontier

Sunday

Contour

Contour

See more direct flights

Reviews of the top 3 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
6.1Entertainment
7.3Comfort
7.6Boarding
6.8Food
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 2025
TSM - 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.

Gate not determined until I got to the airport - hard to plan the trip to the airport.

Frontier line changes my flight schedule with out my authorization. They never ask me and with out my concern they cut off 4 hours of my vacation they force my to leave 4 hours early from Puerto Rico.

There was no food and no entertainment, so I'm not sure why these are even in the survey, as my understanding is frontier does not ever offer food without a few, not even a snack, and there are no screens so unless the flight safety talk is our entertainment why ask how we liked it?. One of the flight attendants say in the back of the plane as people filed in to their seats, yelling orders about where to put baggage and telling people to hurry up. It was the least professional experience I've ever had on a flight.

Very well recently! Frontier is improving and less harrassing customer on luggages! Positive!

Good for a budget airline! It was easy to get on, staff was really nice. Can’t say anything about the food or entertainment because it wasn’t available, which is fine.

This company socks. It's fraud. They canceled our flight yesterday, and today we were late because of a really long line at the check in bag. At the rebook station, there was ton of people. The workers were all rude. I am gonna make a report to FTC.

One of the worst travel experiences I've had. Had a flight scheduled with CVG to RSW on VLSWQX this morning departing at 5:30. Two individuals at the gate and one was in training. Not her fault but she didn't have the ability to check people in resulting in at least 15 families that didn't make it on the plane because they weren't checked into the system in time. When arriving at the airport to drop off our prepaid checked bags, the bag drop off agent asked if we could check our bags at the gate because of the long line. We said no problem so arrived at the gate by 5:00. They told those people that had previously paid for checked bags to stand off to the side while they let others that either didn't have a checked bag or their bag was already on the plan through. Realizing the gate workers had an issue, they either called for help or this lady showed up late for work as she didn't arrive until 5:15. The worker who had been there training the other individual and working diligently to make sure all passengers got on board. He even said that at one point all people that are currently in line are fine but asked the person in training to stand outside the ticketing area around 5:15 to notify any late travels that the flight was in boarding process and they arrrived too late. At that point, we're sill standing off to the side with our pre-paid checked bags patiently waiting. When the new lady arrived she couldn't have been more rude. It was an awful seen. Essentially they had asked for those without an assigned seat to board last, those with pre-paid checked bag stand off to the site and any traveling with a larger items that needed to be checked at the gate (such as a stroller), wait on the side. They realized that the flight needed to leave on time so the gate attendant shut the gate. So anyone without a seat assignment, those that had pre-checked bags, and the worst one I saw was a mother with two infant children was in line with use because she was asked to stand to the side because her stroller. When they shut the door to the plan they told her she could no longer get on. Her checked bags were already on the plane with her car keys in them, and the lady told her we couldn't accept anyone else on because the door was shut. She didn't even have a way to get home from the airport. Truely evil behavior. I've flown Frontier enough to know customer service is not a top priority in the company's mission, but this was an all-time low. I'm sending this after an 18 hour drive that our family just completed to Bonita Springs . I felt really bad for the lady being trained and the other individual trying to help, but when the new lady came to the gate she was truly one of the rudest individuals I've ever met. One lady had been there since 4am but because she didn't have an assigned seat they wouldn't let her on the plan.

Good- no snacks on a 4+ hour flight is painful but more painful was the lack of WiFi.

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.

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

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