$187 Find Cheap Flights from Simpson Bay to Massachusetts - 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 Simpson Bay to Massachusetts departing on 7/9. 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 Massachusetts

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Simpson Bay to Massachusetts, 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 Simpson Bay to Massachusetts, as well as popular online travel agencies
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Flight Deals

Book Cheap Simpson Bay to Massachusetts Plane Tickets

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

Wed, Jul 22 - Wed, Jul 29
United Airlines Logo
3:50 pm - 11:59 pm
SXM
-
BOS
8h 09m
1 stop
United Airlines Logo
6:05 am - 2:43 pm
BOS
-
SXM
8h 38m
1 stop
$355United Airlines
Thu, Jul 23 - Thu, Jul 30
United Airlines Logo
3:50 pm - 8:17 am
SXM
-
BOS
16h 27m
2 stops
United Airlines Logo
9:30 am - 12:33 pm
BOS
-
SXM
27h 03m
2 stops
$360United Airlines
Sat, Jul 4 - Sat, Jul 11
Delta Logo
3:40 pm - 7:24 am
SXM
-
BOS
15h 44m
1 stop
Delta Logo
6:05 am - 2:10 pm
BOS
-
SXM
8h 05m
1 stop
$362Delta
Thu, Jul 23 - Thu, Jul 30
United Airlines Logo
3:50 pm - 9:29 am
SXM
-
BOS
17h 39m
2 stops
United Airlines Logo
6:00 am - 12:33 pm
BOS
-
SXM
30h 33m
2 stops
$367United Airlines
Thu, Jul 23 - Thu, Jul 30
United Airlines Logo
1:35 pm - 9:51 am
SXM
-
BOS
20h 16m
1 stop
United Airlines Logo
9:30 am - 12:33 pm
BOS
-
SXM
27h 03m
2 stops
$378United Airlines
Thu, Jul 23 - Thu, Jul 30
United Airlines Logo
1:35 pm - 9:51 am
SXM
-
BOS
20h 16m
1 stop
United Airlines Logo
6:00 am - 12:33 pm
BOS
-
SXM
30h 33m
2 stops
$379United Airlines
Sat, Jul 4 - Sat, Jul 11
Delta Logo
3:40 pm - 7:24 am
SXM
-
BOS
15h 44m
1 stop
Delta Logo
6:05 am - 2:10 pm
BOS
-
SXM
8h 05m
1 stop
$386Delta
Tue, Jun 30 - Tue, Jul 28
United Airlines Logo
3:50 pm - 11:05 am
SXM
-
BOS
19h 15m
2 stops
United Airlines Logo
5:45 am - 12:33 pm
BOS
-
SXM
6h 48m
1 stop
$406United Airlines
Sat, Jul 4 - Sat, Jul 11
American Airlines Logo
2:46 pm - 8:31 am
SXM
-
BOS
17h 45m
1 stop
American Airlines Logo
7:41 pm - 1:19 pm
BOS
-
SXM
17h 38m
2 stops
$408American Airlines
Thu, Jul 23 - Thu, Jul 30
United Airlines Logo
1:35 pm - 9:51 am
SXM
-
BOS
20h 16m
1 stop
United Airlines Logo
10:58 am - 2:43 pm
BOS
-
SXM
27h 45m
1 stop
$413United Airlines
Booking Insights

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

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

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

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

What is the cheapest Simpson Bay to Massachusetts flight route?

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

The cheapest ticket to Massachusetts from Simpson Bay found in the last 5 days was to Boston, at $581 round-trip. The most popular route is from Simpson Bay (SXM) to Boston (BOS), and the cheapest round-trip airline ticket found on this route in the last 5 days was $581.

What is the cheapest time of day to fly to Massachusetts?

The average price for all round-trip flights from Simpson Bay to Massachusetts depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Massachusetts is generally in the morning, when round-trip flights cost $448 on average. Morning departures are around 18% cheaper than evening flights, on average. The most expensive time of day to fly to Massachusetts is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $717.

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

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 $448, prices are generally cheapest when you fly direct.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Simpson Bay to Massachusetts, 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 Simpson Bay to Massachusetts is November, when tickets cost $0 (return) on average. On the other hand, the most expensive months are February and September, when the average cost of round-trip tickets is $548 and $437 respectively.

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

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

For Simpson Bay to Massachusetts, Sunday is the cheapest day to fly on average and Saturday is the most expensive. Flying from Massachusetts back to Simpson Bay, the best deals are generally found on Wednesday, with Saturday being the most expensive.

Good to know

Low seasonMay
Cheapest flight$187
Best time to beat the crowds with an average 37% drop in price.
Most popular time to fly and prices are also 16% lower on average.
Flight from Simpson Bay to Boston

FAQs - booking Massachusetts flights

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

    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 Simpson Bay to Massachusetts.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Simpson Bay to Massachusetts 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 Simpson Bay to Massachusetts?

    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 from Simpson Bay to Massachusetts with an airline and back with another airline.

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

    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 from Simpson Bay to Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Simpson Bay to Massachusetts

 
See real verified KAYAK customer reviews for airlines flying from Simpson Bay to Massachusetts. 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 Simpson Bay to Massachusetts? 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.
7.1
American AirlinesOverall score based on 11661 reviews
7.9Crew
6.8Entertainment
6.4Food
7.2Comfort
7.5Boarding
Airline reviews

Leave on time. We waited on the plane for hour hours and it was hot and smelly

2.0 MediocreSamuel, Jun 2026
JFK - AUS
Read more American Airlines reviews

Leave on time. We waited on the plane for hour hours and it was hot and smelly

Check in was easy. Flights were smooth. Flight attendants were courteous and friendly.

Two hours delay, probably one hour because they didn’t bring catering and they had to bring water in board. There a change of aircraft. But delays galore at CLT so it must be a CLT and/or AA operation issue. The 1 hr additional delays because nobody could bring 2 packs of water sooner is probably the best example of this airline operates

Crew was nice, aircraft dated, entertainment same. Internet is expensive and terribly slow. Food pretty bad

Horrible experience. Food was ridiculous, insufficient, and not appetizing at all. They served sugary granola bar for breakfast. Furthermore, my bags were delayed and delivered damaged and American made it impossible to file for damages. Furthermore, the flights were delayed causing unnecessary stress given the connecting flights. It was awful experience, would never want to fly American.

My flight times changed 4 times since I originally booked the flight. The last time being the day of flight - a 2 hour delay. This meant instead of getting into IAH at 9:30p, I got in at 2:30a. This was very disappointing!!!

Flight was delayed 5 hours. Initial reason for delay was 'maintenance' - which makes sense. Then, the additional 2 hours continued to say it was maintenance - when I know EWR had a 2 hour delay. AA did not say that. Additionally, when boarding, there was only one agent at the counter for a long time - until another came to help. After boarding, we had to wait another 45 minutes due to 'no catering'. So while we waited for catering, AA continued to board additional passengers - which seemed odd - and raised questions about what really was going on. I sat in First Class. During the flight, the flight crew allowed a significant number of non-First Class passengers to use the front bathroom - which created a very crowded environment in First Class which was uncomfortable. This also delayed First Class passengers from using the bathroom. Overall, horrible experience.

My table was broken so it made it difficult to eat the food during the service. I was also informed that my luggage did not make it with me to Phoenix. I live two hours away so this makes it even more stressful to try and arrange a time for pick up

The Charleston, WV airport was cute. Very good staff and small enough to feel comfortable. The plane had more leg room than bigger planes. Much more comfortable.

Another uncoordinated American experience. Always surprises me at DFW for them of all places. Have to take this flight as there are no other good time options. We knew from the start that something was wrong, but the pilot wouldn't tell us. I just watched my Kayak app grow the delay by 10 minutes as it went to 3.5 hours. They were uncoordinated with maintenance (as maintenance, when finally arriving, knew within 15 minutes the plane wasn't going. No 'sorry' or 'this is what is going on' comment. The pilot seemed unfazed / didn't care about the process we were going through.

JetBlue worker, Blythe, was so amazing at the DCA counter. If it wasn’t for her, I’m not sure we would’ve made it through. Please thank her!

The flight out was delayed from 3:40pm to 5pm and again to 8pm. We boarded after 5pm, had to disembark because they could not get the Engine started, then we switched gates and got a new plane and did not board until after 8pm.

My bag was not loaded on my flight. it was not communicated to me until i was waiting for my bag at my destination. there was no confirmation of when my bag was arriving and no way to track it.

This was the first flight I've taken since pre-pandemic. I was pleased with how orderly the boarding and disembarking went. The seats were comfortable. I loved that there was no "first class'. The attendants and passengers I met were all very friendly and welcoming.

Boarding was extremely slow and disorganized. Onboard crew was unfriendly.

There was a screen but no earphones that could use the older input so I could listen to anything.

Jet blue just had great service overall! Only a little turbulence heading out of Austin, otherwise the jet stream helped the speed of the trip!

Boarding was quick and efficient. The flight crew were friendly. There were limited food options available on the flight. The pocket guide said there would be salad and sandwich sections available on flights over 3.5 hours. The only food available were snack boxes. And those were limited as well. My flight was over 5 hours. The entertainment system worked well. I had both extra legroom seats and regular coach seats. The seats were not very comfortable. The entertainment controls in the armrest made it difficult to rest my arm without changing the channel on my neighbors TV. Overall, my experience was mediocre.

Boarding was fast, easy, and we landed early. The entertainment system was very buggy and kept resetting throughout the flight.

I purchased ticket so our daughter ( a minor) can sit next to her mother. No help at gate after kayak insisted that this could be done. She ended sitting by herself

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

Information on your arrival and departure airports