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Simpson Bay

$45+ Cheap flights from Massachusetts to Simpson Bay (SXM)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SXM
ene. 26 — feb. 21
dom. 1/26
dom. 2/2
1 adult, Economy
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Cheap flight deals from Massachusetts to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from Massachusetts (USMA) to Simpson Bay (SXM). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated enero 21, 2025.

Round-trip from

$211
(Booking.com)

One-way from

$58
(Frontier)

Good round-trip deal

$509 or less

Good one-way deal

$235 or less
From Massachusetts to Simpson Bay Princess Juliana
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One-way flight from Massachusetts to Simpson Bay Princess Juliana
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Price to beat on a round-trip flight from Massachusetts to Simpson Bay Princess Juliana.
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Price to beat on a one-way flight from Massachusetts to Simpson Bay Princess Juliana.
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Find flight deals from Massachusetts to Simpson Bay

Cheapest flights from Massachusetts to Simpson Bay
Explore the most affordable flight options available from Massachusetts to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on enero 21, 2025.

This Booking.com deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 3/68:41 pmBDL - SXM
1 stop19h 34mFrontier
lun. 3/106:35 pmSXM - BDL
1 stop20h 46mFrontier
Deal found 1/20$211
This CheapOair deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 2/74:19 pmBDL - SXM
1 stop24h 00mMultiple Airlines
sáb. 2/153:25 pmSXM - BDL
1 stop19h 57mMultiple Airlines
Deal found 1/21$339
This Gotogate deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 3/211:18 amBOS - SXM
1 stop28h 51mFrontier
vie. 3/76:35 pmSXM - BOS
1 stop16h 32mFrontier
Deal found 1/20$353
This CheapOair deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 3/2711:14 amBOS - SXM
1 stop26h 14mMultiple Airlines
vie. 4/46:15 pmSXM - BOS
1 stop16h 01mMultiple Airlines
Deal found 1/21$364
This CheapOair deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 2/26:56 pmBOS - SXM
2 stops18h 34mSpirit Airlines
vie. 2/73:25 pmSXM - BOS
1 stop9h 07mSpirit Airlines
Deal found 1/20$365
This American Airlines deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/45:00 amBOS - SXM
1 stop7h 55mAmerican Airlines
mar. 3/114:15 pmSXM - BOS
2 stops16h 08mAmerican Airlines
Deal found 1/20$367
This Delta deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/115:40 amBOS - SXM
1 stop8h 21mDelta
mar. 3/181:40 pmSXM - BOS
1 stop11h 25mDelta
Deal found 1/20$374
This JetBlue deal was found by Cheapflights users on 1/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 4/87:00 amBOS - SXM
Nonstop4h 12mJetBlue
jue. 4/1012:35 pmSXM - BOS
Nonstop4h 32mJetBlue
Deal found 1/19$388
This United Airlines deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 2/227:39 pmBOS - SXM
1 stop17h 05mUnited Airlines
jue. 3/64:55 pmSXM - BOS
1 stop7h 55mUnited Airlines
Deal found 1/20$409
This JetBlue deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 6/77:00 amBDL - SXM
1 stop6h 11mJetBlue
mar. 6/1012:45 pmSXM - BDL
1 stop10h 09mJetBlue
Deal found 1/21$460
This Air Canada deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 3/266:10 amBOS - SXM
1 stop9h 05mAir Canada
dom. 3/303:55 pmSXM - BOS
2 stops20h 16mAir Canada
Deal found 1/20$525
This American Airlines deal was found by Cheapflights users on 1/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 8/237:48 pmBDL - SXM
1 stop17h 17mAmerican Airlines
sáb. 8/303:07 pmSXM - BDL
1 stop6h 41mAmerican Airlines
Deal found 1/19$526

Find flights from Massachusetts to Simpson Bay within your budget

Customize your flight search to find flights from Massachusetts to Simpson Bay that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated enero 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

jue. 3/6

8:41 pm-5:15 pm

1 stop19h 34m

Simpson Bay Princess Juliana

lun. 3/10

6:35 pm-3:21 pm

1 stop20h 46m

$211

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

vie. 2/7

4:19 pm-5:19 pm

1 stop24h 00m

Simpson Bay Princess Juliana

sáb. 2/15

3:25 pm-10:22 am

1 stop19h 57m

$339

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

dom. 3/2

11:18 am-5:09 pm

1 stop28h 51m

Simpson Bay Princess Juliana

vie. 3/7

6:35 pm-10:07 am

1 stop16h 32m

$353

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

jue. 3/27

2:10 pm-1:28 pm

1 stop23h 18m

Simpson Bay Princess Juliana

vie. 4/4

6:15 pm-10:16 am

1 stop16h 01m

$364

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

dom. 2/2

6:56 pm-2:30 pm

2 stops18h 34m

Simpson Bay Princess Juliana

vie. 2/7

3:25 pm-11:32 pm

1 stop9h 07m

$365

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

mar. 3/4

7:28 pm-2:15 pm

2 stops17h 47m

Simpson Bay Princess Juliana

mar. 3/11

3:20 pm-7:40 am

2 stops16h 20m

$367

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

mar. 3/11

5:40 am-2:01 pm

1 stop8h 21m

Simpson Bay Princess Juliana

mar. 3/18

1:40 pm-1:05 am

1 stop11h 25m

$374

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

mar. 4/8

7:00 am-11:12 am

Nonstop4h 12m

Simpson Bay Princess Juliana

jue. 4/10

12:35 pm-5:07 pm

Nonstop4h 32m

$388

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

sáb. 2/22

7:39 pm-1:44 pm

1 stop17h 05m

Simpson Bay Princess Juliana

jue. 3/6

4:55 pm-11:50 pm

1 stop7h 55m

$409

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

sáb. 6/7

7:00 am-1:11 pm

1 stop6h 11m

Simpson Bay Princess Juliana

mar. 6/10

12:45 pm-10:54 pm

1 stop10h 09m

$460

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/19

Showing 1-10 of 35 results
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Best time to book a flight from Massachusetts to Simpson Bay

Have a flexible travel schedule? Discover the best time to fly to Simpson Bay from Massachusetts with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Massachusetts to Simpson Bay

Get recent, data-driven insights about flights from Massachusetts to Simpson Bay including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Massachusetts to Simpson Bay?

Currently, September is the cheapest month in which you can book a flight from Massachusetts to Simpson Bay (average of $459). Flying from Massachusetts to Simpson Bay in July is currently the most expensive (average of $684). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MA to SXM?

Find hourly flight availability from Massachusetts to Simpson Bay. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated enero 21, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Massachusetts to Simpson Bay as you normally would.

Reviews of airlines servicing Simpson Bay

Get insights into the airlines that provide service to Simpson Bay. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Simpson Bay. Reviews last updated enero 21, 2025.
See what other customers who have flown with JetBlue, Spirit Airlines and American Airlines from Massachusetts to Simpson Bay have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,521 reviews

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.6

Comfort

8.0

Entertainment

7.9

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Delta
8.0
Very good
8,521 reviews
Delta
8.0
Very good
8,521 reviews

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.6

Comfort

8.0

Entertainment

7.9

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

JetBlue
7.4
Good
3,201 reviews
Delta
8.0
Very good
8,521 reviews

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.6

Comfort

8.0

Entertainment

7.9

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

United Airlines
7.4
Good
8,985 reviews
Delta
8.0
Very good
8,521 reviews

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.6

Comfort

8.0

Entertainment

7.9

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
8,521 reviews

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.6

Comfort

8.0

Entertainment

7.9

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

WestJet
7.2
Good
2,829 reviews
Delta
8.0
Very good
8,521 reviews

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.6

Comfort

8.0

Entertainment

7.9

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

Find useful and relevant information for your journey from Massachusetts to Simpson Bay. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Simpson Bay from Massachusetts?

    Located just 0.5 mi from the city center, Simpson Bay Princess Juliana (SXM) is the airport most travelers will use when flying to Simpson Bay from Massachusetts.

  • What are the cheapest airlines to fly from Massachusetts to Simpson Bay one-way?

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $58. Users have also found prices from $120 and $144 on Spirit Airlines and Delta, respectively.

  • What are the most popular routes from Massachusetts to Simpson Bay?

    The most popular route from Massachusetts to Simpson Bay is Boston Logan Intl - Simpson Bay Princess Juliana. You may also consider Hartford Bradley Intl - Simpson Bay Princess Juliana or Albany Intl - Simpson Bay Princess Juliana.

  • What are the cheapest flights from Massachusetts to Simpson Bay?

    On average you can expect to pay $511 for a flight from Massachusetts to Simpson Bay. The cheapest flight overall is $149 while the most popular route, (Boston Logan Intl - Simpson Bay Princess Juliana) is currently priced at $269.

  • Can I find deals for flights from Massachusetts to Simpson Bay that include hotel bookings?

    Yes. In addition to deals on Massachusetts to Simpson Bay flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Massachusetts to Simpson Bay?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Massachusetts to Simpson Bay.

  • Can I find deals for business class flights from Massachusetts to Simpson Bay?

    Yes. Cheapflights offers flight deals from Massachusetts to Simpson Bay by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Massachusetts to Simpson Bay?

    Currently, September is the cheapest month in which you can book a flight from Massachusetts to Simpson Bay (average of $459). Flying from Massachusetts to Simpson Bay in July is currently the most expensive (average of $684). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Massachusetts to Simpson Bay

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Massachusetts to Simpson Bay

Discover the top 6 airlines that operate flights from Massachusetts to Simpson Bay. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated enero 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$73Average$228FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$280Average$656FlexibilityNo cancel feeOn-time65%
DeltaCheapest$338Average$563FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$343Average$845FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$366Average$682FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$394Average$637FlexibilityNo cancel feeOn-time71%
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