$148 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 2/18. 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

Fri, Mar 13 - Fri, Mar 20
American Airlines Logo
4:01 pm - 10:43 am
SXM
-
BOS
18h 42m
1 stop
American Airlines Logo
5:40 am - 3:00 pm
BOS
-
SXM
9h 20m
1 stop
$300American Airlines
Thu, Feb 12 - Wed, Feb 18
Delta Logo
1:38 pm - 1:09 am
SXM
-
BOS
12h 31m
1 stop
Delta Logo
8:59 pm - 12:13 pm
BOS
-
SXM
14h 14m
1 stop
$308Delta
Thu, Feb 12 - Wed, Feb 18
Spirit Airlines Logo
3:20 pm - 11:37 am
SXM
-
BOS
21h 17m
2 stops
Spirit Airlines Logo
5:27 am - 2:15 pm
BOS
-
SXM
7h 48m
1 stop
$318Spirit Airlines
Thu, Mar 5 - Wed, Mar 11
American Airlines Logo
3:21 pm - 11:36 am
SXM
-
BOS
21h 15m
1 stop
American Airlines Logo
8:00 am - 3:00 pm
BOS
-
SXM
7h 00m
1 stop
$323American Airlines
Thu, Feb 12 - Wed, Feb 18
Delta Logo
4:15 pm - 7:30 am
SXM
-
BOS
16h 15m
1 stop
Delta Logo
8:59 pm - 12:13 pm
BOS
-
SXM
14h 14m
1 stop
$324Delta
Fri, Mar 13 - Fri, Mar 20
United Airlines Logo
3:55 pm - 11:57 pm
SXM
-
BOS
8h 02m
1 stop
United Airlines Logo
12:10 pm - 12:50 pm
BOS
-
SXM
24h 40m
2 stops
$327United Airlines
Fri, Mar 27 - Tue, Apr 7
Spirit Airlines Logo
2:14 pm - 11:59 pm
SXM
-
BOS
9h 45m
1 stop
Spirit Airlines Logo
5:40 am - 1:08 pm
BOS
-
SXM
7h 28m
1 stop
$336Spirit Airlines
Thu, Mar 5 - Wed, Mar 11
American Airlines Logo
3:17 pm - 10:46 am
SXM
-
BOS
20h 29m
2 stops
American Airlines Logo
9:25 am - 11:29 am
BOS
-
SXM
26h 04m
2 stops
$348American Airlines
Thu, Feb 12 - Wed, Feb 18
American Airlines Logo
1:29 pm - 11:59 pm
SXM
-
BOS
11h 30m
2 stops
American Airlines Logo
6:00 am - 4:28 pm
BOS
-
SXM
9h 28m
2 stops
$357American Airlines
Thu, Feb 12 - Wed, Feb 18
American Airlines Logo
1:29 pm - 11:59 pm
SXM
-
BOS
11h 30m
2 stops
American Airlines Logo
8:00 am - 4:00 pm
BOS
-
SXM
7h 00m
1 stop
$358American 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.

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 $393 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 $393.

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 $417 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 March, when the average cost of round-trip tickets is $829 and $576 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 Sunday, with Saturday being the most expensive.

Find deals

Good to know

Low seasonMarch
Cheapest flight$148
Best time to beat the crowds but there is an average 18% increase in price.
Most popular time to fly and prices are also 32% 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.

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

    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 216% more expensive than evening flights, on average. The most expensive time of day to fly to Massachusetts is generally in the morning, which is peak travel time and where the average cost of a ticket is $829.

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.
7.2
American AirlinesOverall score based on 11206 reviews
6.4Food
7.5Boarding
8.0Crew
6.9Entertainment
7.2Comfort
Airline reviews

No gates avail at DFW so our incoming had to wait 30 mins for a plane to push back because they Had mechanical. We boarded 90 mins delayed and then we had a mechanical. Come on American…do better. Also at my seat the tray table had not been cleaned. Floor had not been cleaned. But captain and flight Att were very picture and apologetic.

4.0 OkayBrandle, Jan 2026
DFW - MCO
Read more American Airlines reviews

No gates avail at DFW so our incoming had to wait 30 mins for a plane to push back because they Had mechanical. We boarded 90 mins delayed and then we had a mechanical. Come on American…do better. Also at my seat the tray table had not been cleaned. Floor had not been cleaned. But captain and flight Att were very picture and apologetic.

Crew was helpful and cheerful especially when they had no refreshments to work with. The plane was never serviced and had nothing but limited water and coffee onboard. For the price point, a concern of services.

Flight was smooth, quick and felt safe. The 2 delays not happening would have been better but I guess that happens in the airline industry

Flight was canceled. I asked to be rerouted to OKC and then took an Uber.

AA did not allow to board a flight because my connecting flight from DFW had been canceled. I got on another flight to another city. No service on the plane and I did not use their entertainment system.

On time on a day with lots of weather cancellations on other flights. Thank you for getting me home during a winter storm!

Don't change gate multiple times make people run across the airport. Announce delays in a timely manner. Have maintenance crew ready. Don't delay and keep passengers on the plane for 3 hrs. on tarmac.

The plane was experiencing problems with the HVAC system, it was very cold in the front of the plane and very hot in the back.

We were upgraded to Business Class. So comfortable with great service and food options

The flight attendant use 1.5 hours to answer my call. My dirty food tray was unattended.

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

Information on your arrival and departure airports

Simpson Bay (SXM)