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Simpson Bay

$107+ 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 4/29. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SXM
Apr 16 — Apr 231
Wed 4/16
Wed 4/23
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 April 11, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$356
(Cheapflightsfares)

One-way from

$107
(Mytrip)

Popular in

February

Cheapest in

September

Average price

$624
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. 5% potential increase in price ($43 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($20 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 11, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/106:10 amBOS - SXM
1 stop7h 50mSpirit Airlines
Sat 5/173:05 pmSXM - BOS
1 stop8h 24mSpirit Airlines
Deal found 4/10$356
This Delta deal was found by Cheapflights users on 4/10. 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.
Sat 5/106:05 amBOS - SXM
1 stop8h 25mDelta
Thu 5/153:19 pmSXM - BOS
1 stop9h 58mDelta
Deal found 4/10$372
This United Airlines deal was found by Cheapflights users on 4/10. 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.
Sat 5/317:09 pmBOS - SXM
1 stop19h 34mUnited Airlines
Sat 6/73:55 pmSXM - BOS
2 stops17h 00mUnited Airlines
Deal found 4/10$389
This American Airlines deal was found by Cheapflights users on 4/11. 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.
Fri 4/256:00 amBOS - SXM
1 stop9h 24mAmerican Airlines
Tue 4/294:25 pmSXM - BOS
1 stop17h 58mAmerican Airlines
Deal found 4/11$423
This JetBlue deal was found by Cheapflights users on 4/10. 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.
Sat 5/3111:45 amBOS - SXM
Nonstop4h 10mJetBlue
Sat 6/71:30 pmSXM - BOS
1 stop8h 12mJetBlue
Deal found 4/10$451
This Mytrip deal was found by Cheapflights users on 4/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/59:05 pmBOS - SXM
3 stops35h 07mMultiple Airlines
Mon 5/123:05 pmSXM - BOS
2 stops25h 19mMultiple Airlines
Deal found 4/10$461
This CheapOair deal was found by Cheapflights users on 4/11. 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.
Fri 7/410:09 amBOS - SXM
2 stops25h 19mFrontier
Fri 7/116:26 pmSXM - BOS
2 stops41h 32mFrontier
Deal found 4/11$532
This American Airlines deal was found by Cheapflights users on 4/10. 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.
Sat 5/104:01 pmPWM - SXM
2 stops23h 30mAmerican Airlines
Sat 10/254:10 pmSXM - PWM
2 stops20h 58mAmerican Airlines
Deal found 4/10$548
This United Airlines deal was found by Cheapflights users on 4/10. 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.
Sat 5/105:30 amPWM - SXM
1 stop6h 59mUnited Airlines
Sat 10/251:35 pmSXM - PWM
1 stop9h 26mUnited Airlines
Deal found 4/10$566
This Delta deal was found by Cheapflights users on 4/10. 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.
Sat 5/246:35 amPWM - SXM
1 stop7h 55mDelta
Sat 5/313:55 pmSXM - PWM
1 stop8h 19mDelta
Deal found 4/10$603
This JetBlue deal was found by Cheapflights users on 4/10. 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 4/246:35 amPWM - SXM
1 stop8h 23mJetBlue
Sat 4/261:35 pmSXM - PWM
1 stop9h 53mJetBlue
Deal found 4/10$1,818

Cheapflights Fare Finder

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 April 11, 2025.
Use the filters below to find and compare flights from Maine to Simpson Bay that are best for you.

Fly from

Maine

Fly to

Simpson Bay

Route

Depart

Return

Price

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sat 5/10

6:10 am-2:00 pm

1 stop7h 50m

Simpson Bay Princess Juliana

Sat 5/17

3:05 pm-11:29 pm

1 stop8h 24m

$356

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sat 5/10

6:05 am-2:30 pm

1 stop8h 25m

Simpson Bay Princess Juliana

Thu 5/15

3:19 pm-1:17 am

1 stop9h 58m

$372

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sat 5/31

8:50 am-12:29 pm

2 stops27h 39m

Simpson Bay Princess Juliana

Sat 6/7

3:55 pm-8:55 am

2 stops17h 00m

$389

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Fri 4/25

6:00 am-3:24 pm

1 stop9h 24m

Simpson Bay Princess Juliana

Tue 4/29

4:25 pm-10:23 am

1 stop17h 58m

$423

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sat 5/31

11:45 am-3:55 pm

Nonstop4h 10m

Simpson Bay Princess Juliana

Sat 6/7

1:30 pm-9:42 pm

1 stop8h 12m

$451

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Mon 5/5

9:05 pm-8:12 am

3 stops35h 07m

Simpson Bay Princess Juliana

Mon 5/12

3:05 pm-4:24 pm

2 stops25h 19m

$461

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Fri 7/4

10:09 am-11:28 am

2 stops25h 19m

Simpson Bay Princess Juliana

Fri 7/11

6:26 pm-11:58 am

2 stops41h 32m

$532

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Sat 5/10

4:01 pm-3:31 pm

2 stops23h 30m

Simpson Bay Princess Juliana

Sat 10/25

4:10 pm-1:08 pm

2 stops20h 58m

$548

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Sat 5/10

5:30 am-12:29 pm

1 stop6h 59m

Simpson Bay Princess Juliana

Sat 10/25

1:35 pm-11:01 pm

1 stop9h 26m

$566

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Sat 5/24

6:35 am-2:30 pm

1 stop7h 55m

Simpson Bay Princess Juliana

Sat 5/31

3:55 pm-12:14 am

1 stop8h 19m

$603

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/11

Showing 1-10 of 18 results
1
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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.

Cheapflights Insights

Everything you need to know about your flight from Maine to Simpson Bay

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 April 11, 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 April 11, 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 United Airlines. 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
7,911 reviews

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

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
7,911 reviews
Delta
8.0
Very good
7,911 reviews

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

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
1,408 reviews
Delta
8.0
Very good
7,911 reviews

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

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
8,636 reviews
Delta
8.0
Very good
7,911 reviews

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

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
7.3
Good
2,924 reviews
Delta
8.0
Very good
7,911 reviews

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

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
7,911 reviews

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

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?

    $107 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on United Airlines and Air Canada, with prices starting from $147 and $156, 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 $675). 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

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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 April 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$439Average$655FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$540Average$780FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$660Average$788FlexibilityNo cancel feeOn-time71%

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