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Simpson Bay

$54+ Cheap flights from Maine 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 4/4. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SXM
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
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Cheap flight deals from Maine to Simpson Bay

Keep the following information in mind while searching for Maine to Simpson Bay flight deals. Data was last updated February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$371
(FlightHub)

One-way from

$54
(Mytrip)

Popular in

February

Cheapest in

September

Average price

$860
Provider with most accurate pricing for Portland-Simpson Bay Princess Juliana flight deals.
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Provider most trusted by Cheapflights users for Portland-Simpson Bay Princess Juliana flights.
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From Maine to Simpson Bay Princess Juliana
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One-way flight from Maine to Simpson Bay Princess Juliana
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Highest demand for flights based on searches. 3% potential increase in price ($24 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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Find flight deals from Maine to Simpson Bay

Cheapest flights from Maine to Simpson Bay
Explore the most affordable flight options available from Maine to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 20, 2025.

This FlightHub deal was found by Cheapflights users on 2/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/2311:14 amBOS - SXM
1 stop26h 14mSpirit Airlines
Mon 3/313:05 pmSXM - BOS
1 stop18h 54mSpirit Airlines
Deal found 2/20$371
This American Airlines deal was found by Cheapflights users on 2/20. 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.
Tue 3/257:11 amBOS - SXM
1 stop8h 04mAmerican Airlines
Tue 4/14:15 pmSXM - BOS
1 stop8h 32mAmerican Airlines
Deal found 2/20$373
This Kiwi.com deal was found by Cheapflights users on 2/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/27:52 pmBOS - SXM
1 stop15h 28mMultiple Airlines
Wed 5/72:56 pmSXM - BOS
1 stop9h 43mMultiple Airlines
Deal found 2/19$374
This United Airlines deal was found by Cheapflights users on 2/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/217:10 amBOS - SXM
1 stop7h 41mUnited Airlines
Wed 3/263:55 pmSXM - BOS
1 stop7h 55mUnited Airlines
Deal found 2/19$379
This JetBlue deal was found by Cheapflights users on 2/20. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/278:40 pmBOS - SXM
1 stop13h 20mJetBlue
Thu 3/64:27 pmSXM - BOS
1 stop8h 51mJetBlue
Deal found 2/20$388
This Delta deal was found by Cheapflights users on 2/20. 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.
Sun 4/275:40 amBOS - SXM
1 stop8h 25mDelta
Wed 4/301:46 pmSXM - BOS
1 stop11h 21mDelta
Deal found 2/20$435
This CheapOair deal was found by Cheapflights users on 2/20. 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.
Thu 4/175:15 amBOS - SXM
2 stops36h 01mFrontier
Mon 4/286:26 pmSXM - BOS
2 stops30h 18mFrontier
Deal found 2/20$503
This American Airlines deal was found by Cheapflights users on 2/18. 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.
Thu 2/275:15 pmPWM - SXM
2 stops22h 05mAmerican Airlines
Wed 3/55:20 pmSXM - PWM
2 stops19h 46mAmerican Airlines
Deal found 2/18$788
This Delta deal was found by Cheapflights users on 2/18. 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.
Thu 2/275:34 amPWM - SXM
1 stop8h 42mDelta
Wed 3/51:40 pmSXM - PWM
1 stop11h 15mDelta
Deal found 2/18$814

Find flights from Maine to Simpson Bay within your budget

Customize your flight search to find flights from Maine 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 February 20, 2025.

Fly from

Maine

Fly to

Simpson Bay

Route

Depart

Return

Price

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sun 3/23

11:14 am-1:28 pm

1 stop26h 14m

Simpson Bay Princess Juliana

Mon 3/31

3:05 pm-9:59 am

1 stop18h 54m

$371

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Tue 3/25

7:11 am-3:15 pm

1 stop8h 04m

Simpson Bay Princess Juliana

Tue 4/1

4:15 pm-12:47 am

1 stop8h 32m

$373

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Fri 5/2

7:52 pm-11:20 am

1 stop15h 28m

Simpson Bay Princess Juliana

Wed 5/7

2:56 pm-12:39 am

1 stop9h 43m

$374

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Fri 3/21

7:10 am-2:51 pm

1 stop7h 41m

Simpson Bay Princess Juliana

Tue 3/25

3:55 pm-11:50 pm

1 stop7h 55m

$379

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Thu 2/27

8:40 pm-11:00 am

1 stop13h 20m

Simpson Bay Princess Juliana

Thu 3/6

4:27 pm-12:18 am

1 stop8h 51m

$388

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sun 4/27

5:40 am-2:05 pm

1 stop8h 25m

Simpson Bay Princess Juliana

Wed 4/30

1:46 pm-1:07 am

1 stop11h 21m

$435

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Thu 4/17

5:15 am-5:16 pm

2 stops36h 01m

Simpson Bay Princess Juliana

Mon 4/28

6:26 pm-12:44 am

2 stops30h 18m

$503

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Fri 4/4

11:16 am-5:05 pm

1 stop5h 49m

$54

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sat 3/8

7:36 pm-2:52 pm

2 stops18h 16m

$104

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Tue 3/11

5:29 pm-1:28 pm

1 stop19h 59m

$110

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 16 results
1
2

Best time to book a flight from Maine to Simpson Bay

Have a flexible travel schedule? Discover the best time to fly to Simpson Bay from Maine 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 Maine to Simpson Bay

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

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

Find hourly flight availability from Maine 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 February 20, 2025.

When flying from Maine to Simpson Bay, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 February 20, 2025.
To help decide which airline to fly from Maine to Simpson Bay, see what other customers have to say about Delta, Copa Airlines and JetBlue. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,219 reviews

Boarding

8.2

Entertainment

7.9

Comfort

8.0

Crew

8.5

Food

7.3

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

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

Delta
8.0
Very good
8,219 reviews
Delta
8.0
Very good
8,219 reviews

Boarding

8.2

Entertainment

7.9

Comfort

8.0

Crew

8.5

Food

7.3

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

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

Copa Airlines
7.6
Good
1,510 reviews
Delta
8.0
Very good
8,219 reviews

Boarding

8.2

Entertainment

7.9

Comfort

8.0

Crew

8.5

Food

7.3

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

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

JetBlue
7.4
Good
3,070 reviews
Delta
8.0
Very good
8,219 reviews

Boarding

8.2

Entertainment

7.9

Comfort

8.0

Crew

8.5

Food

7.3

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

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

United Airlines
7.4
Good
8,765 reviews
Delta
8.0
Very good
8,219 reviews

Boarding

8.2

Entertainment

7.9

Comfort

8.0

Crew

8.5

Food

7.3

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

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
8,219 reviews

Boarding

8.2

Entertainment

7.9

Comfort

8.0

Crew

8.5

Food

7.3

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

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 Maine 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 Maine?

    For a flight from Maine to Simpson Bay, you will be flying into Princess Juliana. Simpson Bay Princess Juliana (SXM) is just 0.5 mi from the center of the city.

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

    $54 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on United Airlines and Spirit Airlines, with prices starting from $104 and $110, respectively.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Maine 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 Maine to Simpson Bay?

    Currently, September is the cheapest month in which you can book a flight from Maine to Simpson Bay (average of $459). Flying from Maine 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 Maine to Simpson Bay

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Maine to Simpson Bay

Discover the top 3 airlines that operate flights from Maine 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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$439Average$689FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$552Average$811FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$599Average$752FlexibilityNo cancel feeOn-time71%
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