$183 Find Cheap Flights from Simpson Bay to Massachusetts

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 10/25. 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 15 - Tue, Jul 21
United Airlines Logo
3:50 pm - 11:59 pm
SXM
-
BOS
8h 09m
1 stop
United Airlines Logo
5:45 am - 12:33 pm
BOS
-
SXM
6h 48m
1 stop
$277United Airlines
Wed, Jul 15 - Mon, Jul 20
United Airlines Logo
3:50 pm - 11:59 pm
SXM
-
BOS
8h 09m
1 stop
United Airlines Logo
8:26 pm - 12:33 pm
BOS
-
SXM
16h 07m
2 stops
$282United Airlines
Sat, May 23 - Sat, May 30
American Airlines Logo
1:40 pm - 9:57 am
SXM
-
BOS
20h 17m
1 stop
American Airlines Logo
6:00 am - 12:40 pm
BOS
-
SXM
6h 40m
1 stop
$283American Airlines
Fri, Jul 24 - Sat, Aug 8
United Airlines Logo
3:50 pm - 7:28 pm
SXM
-
BOS
27h 38m
2 stops
United Airlines Logo
8:00 am - 12:33 pm
BOS
-
SXM
28h 33m
2 stops
$287United Airlines
Thu, Jul 16 - Tue, Jul 21
United Airlines Logo
3:50 pm - 11:59 pm
SXM
-
BOS
8h 09m
1 stop
United Airlines Logo
5:45 am - 12:33 pm
BOS
-
SXM
6h 48m
1 stop
$311United Airlines
Thu, Jul 16 - Mon, Jul 20
United Airlines Logo
3:50 pm - 11:59 pm
SXM
-
BOS
8h 09m
1 stop
United Airlines Logo
8:26 pm - 12:33 pm
BOS
-
SXM
16h 07m
2 stops
$316United Airlines
Wed, Jul 15 - Fri, Jul 24
United Airlines Logo
3:50 pm - 8:17 am
SXM
-
BOS
16h 27m
2 stops
United Airlines Logo
7:19 am - 12:33 pm
BOS
-
SXM
29h 14m
2 stops
$323United Airlines
Fri, Aug 14 - Fri, Aug 28
Delta Logo
3:21 pm - 1:06 am
SXM
-
BOS
9h 45m
1 stop
Delta Logo
5:45 am - 1:56 pm
BOS
-
SXM
8h 11m
1 stop
$346Delta
Tue, Jul 14 - Tue, Jul 21
American Airlines Logo
4:45 pm - 12:03 pm
SXM
-
BOS
19h 18m
2 stops
American Airlines Logo
1:42 pm - 1:46 pm
BOS
-
SXM
24h 04m
1 stop
$348American Airlines
Sat, Jun 6 - Sat, Jun 13
American Airlines Logo
12:17 pm - 9:56 am
SXM
-
BOS
21h 39m
2 stops
American Airlines Logo
10:52 am - 3:42 pm
BOS
-
SXM
28h 50m
2 stops
$349American 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 72 hours was to Boston, at $380 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 72 hours was $380.

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 evening, when round-trip flights cost $262 on average. Morning departures are around 71% more expensive 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.

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 $385 on average.

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 October, when tickets cost $140 (return) on average. On the other hand, the most expensive months are November and February, when the average cost of round-trip tickets is $829 and $548 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, Tuesday is the cheapest day to fly on average and Thursday 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 seasonNovember
Cheapest flight$183
Best time to beat the crowds but there is an average 78% increase in price.
Most popular time to fly and prices are also 28% 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
JetBlueOverall score based on 2969 reviews
7.2Entertainment
7.3Boarding
6.6Food
7.5Comfort
7.9Crew
Airline reviews

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.

6.0 GoodNicole, Apr 2026
LAX - BOS
Read more JetBlue reviews

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.

Purchased through 3rd party vendor which made everything difficult. Unable to check in online. Unable to get flight updates easily, tsa precheck information didn’t carry through, longer time to check in in person. Entertainment looked good but had to purchase conventional headphones to view.

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

Not having an assigned seat until boarding and then having to check my bag.

Boarding was done extremely poorly, with huge crowds gate loiterers blocking people from boarding, multiple lines of people trying to merge into one line. One of the male flight attendants who was doing drink service was not happy about having to let a passenger back to their seat and was unnecessarily sassy about it. I thought he was pretty entitled and not a great ambassador for JetBlue

Flight emergency landed in Chicago due to “Odor” in back of plane . Had to buy ANOTHER TICKET to get to Boston cash out of my own pocket . Then they would notchange my return flight time without a 400. Charge!!!! Insulting.

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

Flight was as expected. But it was delayed an hour. Also, my luggage got damaged. So that sucked especially since the damage made navigating the airport difficult. Walking to get ground transportation is sooo far away now and my checked bag was difficult to carry.

we were an hour delayed after boarding and given no reason. Headsets cost money. Also there were openrows with no one setting in them but we were told we were not allowed to swtich.

Flight was smooth, amenities (entertainment options and power outlets) were good, sears decent)

Left early arrived early..right amount of talking from pilots..of course had to love the biscuit and water!

I would like a refund for the extra cost the seat I paid for. An oversized person sat next to me and I couldn’t fit on my seat and had to move to another seat.

Boarding gate at LAX was too crowded—two gates next to one another

The flight was delayed about an hour for a maintenance specialist to approve the maintenance repair

This flight was delayed but it worked in my favor because my Atlanta to Dallas flight was delayed.

This was a hard flight. 3 delays out of OKC (1 on the Tarmac). Delay in Atlanta coming to Dallas. total travel time was the equivalent of driving from OKC to Atlanta.

Like: flights are on time, good boarding process Can improve: planes are old, improve entertainment and make space more comfortable

Had to wait for a gate for a long time, then waited on the run way for a long time before leaving. The actual flights part was good.

Poor... food was horrible, boarding very slow, service on board mediocre

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

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

Information on your arrival and departure airports