$175 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 1/28. 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

Thu, Mar 5 - Mon, Mar 9
Delta Logo
4:26 pm - 7:24 amSXM-BOS
15h 58m1 stop
Delta Logo
8:45 pm - 11:15 amBOS-SXM
14h 30m1 stop
$269Delta
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Sat, Dec 6 - Mon, Dec 15
Delta Logo
3:25 pm - 1:27 amSXM-BOS
11h 02m1 stop
Delta Logo
5:40 am - 2:28 pmBOS-SXM
7h 48m1 stop
$280Delta
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Wed, Feb 4 - Wed, Feb 18
Delta Logo
4:20 pm - 7:33 amSXM-BOS
16h 13m1 stop
Delta Logo
8:45 pm - 12:15 pmBOS-SXM
14h 30m1 stop
$281Delta
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Sat, Dec 6 - Sat, Dec 13
United Airlines Logo
2:40 pm - 10:49 amSXM-BOS
21h 09m1 stop
United Airlines Logo
6:23 pm - 3:57 pmBOS-SXM
20h 34m1 stop
$313United Airlines
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Mon, Dec 22 - Tue, Dec 30
American Airlines Logo
1:39 pm - 11:33 pmSXM-BOS
10h 54m1 stop
American Airlines Logo
5:59 am - 1:26 pmBOS-SXM
6h 27m1 stop
$317American Airlines
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Sat, Dec 6 - Sat, Dec 13
United Airlines Logo
5:00 pm - 10:58 amSXM-BOS
18h 58m2 stops
United Airlines Logo
6:23 pm - 3:57 pmBOS-SXM
20h 34m1 stop
$322United Airlines
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Mon, Dec 22 - Wed, Dec 31
JetBlue Logo
1:59 pm - 5:34 pmSXM-BOS
4h 35mnonstop
JetBlue Logo
8:07 pm - 2:30 pmBOS-SXM
17h 23m1 stop
$358JetBlue
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Mon, Dec 22 - Wed, Dec 31
JetBlue Logo
3:45 pm - 7:41 amSXM-BOS
16h 56m1 stop
JetBlue Logo
7:30 am - 12:44 pmBOS-SXM
4h 14mnonstop
$367JetBlue
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Sat, Dec 6 - Mon, Dec 15
American Airlines Logo
5:25 pm - 1:05 pmSXM-BOS
20h 40m2 stops
American Airlines Logo
8:00 am - 2:20 pmBOS-SXM
29h 20m2 stops
$368American Airlines
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Sat, Feb 28 - Mon, Mar 2
Multiple Airlines Logo
4:30 pm - 1:04 amSXM-BOS
9h 34m1 stop
Multiple Airlines Logo
5:45 am - 3:10 pmBOS-SXM
8h 25m1 stop
$463Multiple Airlines
Find Deal
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 $649 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 $649.

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 $275 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 $744 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.

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Good to know

Low seasonMarch
Cheapest flight$175
Best time to beat the crowds but there is an average 9% increase in price.
Most popular time to fly and prices are also 27% 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 163% 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 $690.

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.
7.2
American AirlinesOverall score based on 11030 reviews
6.4Food
8.0Crew
7.2Comfort
7.5Boarding
6.9Entertainment
Airline reviews

Wish some foods provided rather than just biscuit/cookie for flight more than 2 hours

8.0 ExcellentKohMeng, Oct 2025DFW - LAX
Read more American Airlines reviews

Wish some foods provided rather than just biscuit/cookie for flight more than 2 hours

Wish a flight with more than 2 hours with some snack rather than just cookie/biscuit.

The flight attendant, a black woman with curly hair who sat near Row 21, was wonderful and kind.

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

Nice comfortable flight from Barcelona back to the states. The premium economy offers the extra room we need for my husband. The food was good and our flight attendants were excellent.

Flight was delayed leaving Dallas. Arrived about 2 hours later than scheduled.

Flight delayed and missed connection. Rescheduled flight cancelled after 6 hrs wait. Rerouted thru ORD, flight cancelled, overnight stay in ORD. Still in the air on new flight!

We are too tired and frustrated to comment politely at this point

Terrible. Our luggage was delayed and couldn’t be delivered for several days. We got bad information from the airline agents at baggage claim. We had to pick up our car so we wouldn’t be charged for an extra day. We got lost in the maze of airport parking. The baggage claim agents didn’t offer us any compensation for our extra time and expense. We are tired, hungry and very frustrated.

The flight was flawless and we even arrived between 20 and 25 minutes early!

The flight was two hours late due to a computer fault and resulting maintenance. Nothing was offered as compensation beyond bottles of water during the time we were deplaned and waiting in the terminal.

Very pleasant flight attendants. Gate crew rather loud chatting with each other.

Four plus hour flight delay in New York caused us to take off after 11:30pm. We didn’t arrive at our hotel until five hours after check in. Started the trip off feeling exhausted.

Friendly crew. Poor food service maybe due to full flight. All in all, you get what you pay for.

Plane was in bad shape. TV’s and WiFi didn’t work. Plane need a refresh. Not enough room for bags.

Everything was great. I liked the text updates so that I never miss a gate change & I have all the latest info.

I don’t usually fly budget airlines or airlines in the United States. It was as good as any other airline. The seats are comfortable and the airline attendants are not rude & surly. Very nice flight (s).

They have the most inexperienced / rude flight staff I’ve encountered

very difficult boarding process - aggressive passengers not the friendliest crew

WiFi was not eorkig (again) And the plane was from 1990 with the screens which were.not touch and most didn’t even work and if lucky could tune in tv

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

Information on your arrival and departure airports

Simpson Bay (SXM)

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