$214 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 5/29. 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.
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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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Best Massachusetts Flight Deals from Simpson Bay

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Boston
Boston1 stop$368
Boston
Boston1 stop$368

Cheap Flights from Simpson Bay to Massachusetts

 
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.

Recent round-trip flight deals from Simpson Bay to Massachusetts

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Simpson Bay to Massachusetts.
Discover the best prices for you by selecting your travel dates on KAYAK.
Spirit Airlines Logo
3:05 pm - 11:29 pmSXM-BOS
8h 24m1 stop
Spirit Airlines Logo
6:10 am - 2:00 pmBOS-SXM
7h 50m1 stop
$368Spirit Airlines
Find Deal
Fri, May 30 - Fri, Jun 6
United Airlines Logo
1:35 pm - 4:19 pmSXM-BOS
26h 44m1 stop
United Airlines Logo
12:08 pm - 2:43 pmBOS-SXM
26h 35m2 stops
$387United Airlines
Find Deal
Thu, May 29 - Sat, Jun 7
United Airlines Logo
1:35 pm - 10:24 pmSXM-BOS
8h 49m1 stop
United Airlines Logo
6:00 am - 12:29 pmBOS-SXM
30h 29m2 stops
$395United Airlines
Find Deal
Fri, Jun 13 - Fri, Jun 20
Spirit Airlines Logo
3:05 pm - 3:56 pmSXM-BOS
24h 51m2 stops
Spirit Airlines Logo
6:10 am - 2:00 pmBOS-SXM
7h 50m1 stop
$404Spirit Airlines
Find Deal
Fri, May 30 - Fri, Jun 6
Spirit Airlines Logo
3:05 pm - 3:37 pmSXM-BOS
24h 32m1 stop
Spirit Airlines Logo
4:44 pm - 2:00 pmBOS-SXM
21h 16m1 stop
$412Spirit Airlines
Find Deal
Fri, Jun 13 - Fri, Jun 20
American Airlines Logo
2:24 pm - 7:23 amSXM-BOS
16h 59m2 stops
American Airlines Logo
7:26 pm - 1:15 pmBOS-SXM
17h 49m2 stops
$416American Airlines
Find Deal
Thu, May 29 - Sat, Jun 7
American Airlines Logo
4:40 pm - 9:55 amSXM-BOS
17h 15m1 stop
American Airlines Logo
6:05 am - 2:24 pmBOS-SXM
8h 19m1 stop
$423American Airlines
Find Deal
Tue, May 20 - Tue, May 27
American Airlines Logo
4:40 pm - 9:55 amSXM-BOS
17h 15m1 stop
American Airlines Logo
6:00 am - 3:31 pmBOS-SXM
9h 31m2 stops
$428American Airlines
Find Deal
Tue, May 20 - Tue, May 27
JetBlue Logo
12:40 pm - 12:17 amSXM-BOS
11h 37m1 stop
JetBlue Logo
11:45 am - 3:54 pmBOS-SXM
4h 09mnonstop
$449JetBlue
Find Deal
Thu, May 29 - Sat, Jun 7
 Logo
2:10 pm - 6:08 pmSXM-BOS
27h 58m3 stops
 Logo
3:50 pm - 1:15 pmBOS-SXM
21h 25m3 stops
Thu, May 29 - Sat, Jun 7
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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?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Simpson Bay to Massachusetts.

The cheapest ticket to Massachusetts from Simpson Bay found in the last 72 hours was to Boston, at $829 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 $829.

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 $1,028 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 November, when tickets cost $366 (return) on average. On the other hand, the most expensive months are February and January, when the average cost of round-trip tickets is $915 and $700 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, Friday 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 Friday being the most expensive.


Good to know

Low seasonMarch
High seasonDecember
Cheapest flight$214
Best time to beat the crowds but there is an average 27% increase in price.
Most popular time to fly and prices are also 26% 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 morning, when round-trip flights cost $470 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 evening, which is peak travel time and where the average cost of a ticket is $575.

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.
7.3
JetBlueOverall score based on 2922 reviews
7.6Comfort
7.5Boarding
6.7Food
8.0Crew
7.3Entertainment
Airline reviews

Excellent. Although they used to greet me as a mosaic member and provide a free drink, early boarding helps me to keep coming back to JetBlue.

10.0 ExcellentAnonymous, Apr 2025LGA - FLL
Read more JetBlue reviews

Excellent. Although they used to greet me as a mosaic member and provide a free drink, early boarding helps me to keep coming back to JetBlue.

Great flight. Departed early, arrived early. However they were out of meals for sale. Also, we arrived early and the gate was not available so we sat on the taxiway for quite a while (not JetBlue’s fault).

The gate and ground staff were excellent, friendly, went out of their way to acknowledge my Mosaic status. The plane was an older Airbus, so the seats were a little worn. The in flight attendant was not very nice, and seemed to be annoyed to be at work or be on this flight. Flight was fast and we landed early and pilots kept us informed.

Cancelled flight with no specific instructions to get a boarding pass for another flight. The whole flight of people were in line for an hour because there was only 1 person to help at the desk. This was unusual for JetBlue.

The inflight system with their wifi is a hot mess and doesn't work. Separately they do, but when you try to do theoretically simple things like pair a device for control it all falls apart

It was too hot in the cabin. The AC did not help.

The regular feedback of any changes to our flights. The Jetblue staff were very helpful. Our flights were great. Lots of leg room!

Except for the 28 minute delay leaving and the earlier reschedule to a later takeoff time the flight was good.

Loved the leg room and tvs screens on the seats and free WiFi. Wish the price was lower and could save by rebooking

It took 1-1/2 hours to get our luggage after we landed. That to me is unacceptable

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

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