$186 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 5/10. 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, May 6 - Tue, May 12
American Airlines Logo
4:35 pm - 12:59 am
SXM
-
BOS
8h 24m
1 stop
American Airlines Logo
6:00 am - 3:22 pm
BOS
-
SXM
9h 22m
2 stops
$276American Airlines
Wed, Jul 22 - Sat, Aug 8
American Airlines Logo
2:46 pm - 11:49 pm
SXM
-
BOS
9h 03m
1 stop
American Airlines Logo
6:00 am - 12:45 pm
BOS
-
SXM
6h 45m
1 stop
$287American Airlines
Thu, Apr 16 - Sat, Apr 25
KLM Logo
3:30 pm - 7:29 am
SXM
-
BOS
15h 59m
1 stop
KLM Logo
8:45 pm - 2:05 pm
BOS
-
SXM
17h 20m
1 stop
$291KLM
Wed, May 6 - Tue, May 12
Southwest Logo
2:25 pm - 8:05 am
SXM
-
BOS
17h 40m
2 stops
Southwest Logo
4:45 pm - 1:30 pm
BOS
-
SXM
20h 45m
2 stops
$292Southwest
Wed, Apr 1 - Wed, Apr 8
American Airlines Logo
12:29 pm - 11:16 pm
SXM
-
BOS
10h 47m
1 stop
American Airlines Logo
12:44 pm - 1:20 pm
BOS
-
SXM
24h 36m
1 stop
$307American Airlines
Wed, Apr 1 - Wed, Apr 8
American Airlines Logo
4:28 pm - 10:05 am
SXM
-
BOS
17h 37m
2 stops
American Airlines Logo
12:44 pm - 1:20 pm
BOS
-
SXM
24h 36m
1 stop
$311American Airlines
Wed, Jul 1 - Sat, Jul 4
American Airlines Logo
1:40 pm - 10:35 pm
SXM
-
BOS
8h 55m
1 stop
American Airlines Logo
6:03 pm - 1:19 pm
BOS
-
SXM
19h 16m
1 stop
$345American Airlines
Wed, Jun 24 - Tue, Jul 7
United Airlines Logo
1:35 pm - 9:53 pm
SXM
-
BOS
8h 18m
1 stop
United Airlines Logo
6:00 am - 2:43 pm
BOS
-
SXM
8h 43m
1 stop
$346United Airlines
Thu, Jun 4 - Thu, Jun 11
American Airlines Logo
2:22 pm - 2:21 pm
SXM
-
BOS
23h 59m
1 stop
American Airlines Logo
5:04 pm - 12:40 pm
BOS
-
SXM
19h 36m
1 stop
$347American Airlines
Thu, Apr 16 - Wed, Apr 22
British Airways Logo
2:24 pm - 11:07 pm
SXM
-
BOS
8h 43m
1 stop
British Airways Logo
6:00 am - 3:22 pm
BOS
-
SXM
9h 22m
2 stops
$349British Airways
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.

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 $961 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 $961.

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 80% 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 $315 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 May, when tickets cost $335 (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 $573 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 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.

Find deals

Good to know

Low seasonAugust
Cheapest flight$186
Best time to beat the crowds with an average 9% drop 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 airline 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 11473 reviews
7.9Crew
6.4Food
6.9Entertainment
7.2Comfort
7.5Boarding
Airline reviews

The business steward was absolutely amazing! Smiles and kindness! Wish all AA flights are like this one!

8.0 ExcellentRanjani, Mar 2026
BOS - CVG
Read more American Airlines reviews

The business steward was absolutely amazing! Smiles and kindness! Wish all AA flights are like this one!

As a first class customer, there was no power the entire flight which limited my ability to work. I find this unacceptable. The first 11 rows on the left side of the plan were out. I was only offered the option to charge my phone which was not the issue because my laptop was out of power. I asked if there was anything that can be done for me, and the answer was, "no". I was not offered any type of compensation for this AA problem which caused me unnecessary stress due to inability to address business issues on an already challenging travel day. Flight attendants tried to reset the power once but that was the extent of their support. Very disappointing for the lack of expected services on a flight. Please contact me with customer focused response to this complaint.

We changed our flight because of weather. Unfortunately we were on hold for over an hour, but since we were 5 people who all booked individually, we felt more comfortable doing it with an agent. It all worked out in the end.

Delay after delay with little communication then AA lost my luggage and at airport would not assist just said scan this QR code to track your luggage and submit a claim. However QR code provided did not work so have to go back to airport

After changing the departure gate 5 times making us mo e from one side of the airport to the other and then back the flight was delayed nearly 2 hours. The male flight attendant had a bad attitude with the guest being condescending, disrespectful with people who were already on edge.

Easy boarding. Rows are smaller but that may be an older and bigger me now :)

It would have been nice if American tried to care.

American Airlines did everything they could with the high Spring Break crowd. I was frustrated to be changed from 1st class to a middle seat at the back of the plane. This has happened before, not sure booking 1st class and paying the extra actually works.

I booked 1st class, my flights were changed and I was sitting in the middle at the back of the plane. A far cry from the 1st class I purchased for my flights. I am grateful I arrived on time.

Movie selections were very limited. Meals were not f So good.

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

Information on your arrival and departure airports

Simpson Bay (SXM)