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Simpson Bay

$138+ 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 9/6. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SXM
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$322
(United Airlines)

One-way from

$138
(Trip.com)

Popular in

August

Cheapest in

September

Average price

$627
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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High demand for flights, 3% potential price rise
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Cheapest flight prices on average. 3% potential price decrease ($25 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 12, 2025.

This United Airlines deal was found by Cheapflights users on 6/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/95:30 amBOS - SXM
1 stop6h 59mUnited Airlines
Wed 8/133:55 pmSXM - BOS
1 stop8h 04mUnited Airlines
Deal found 6/11$322
This Delta deal was found by Cheapflights users on 6/10. 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 8/165:35 amBOS - SXM
1 stop8h 21mDelta
Sat 8/233:21 pmSXM - BOS
1 stop9h 59mDelta
Deal found 6/10$335
This CheapOair deal was found by Cheapflights users on 6/11. 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 9/199:18 amBOS - SXM
1 stop27h 07mMultiple Airlines
Fri 9/263:27 pmSXM - BOS
1 stop9h 12mMultiple Airlines
Deal found 6/11$359
This Cheapflightsfares deal was found by Cheapflights users on 6/10. 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 7/126:10 amBOS - SXM
1 stop7h 50mSpirit Airlines
Wed 7/163:05 pmSXM - BOS
1 stop8h 43mSpirit Airlines
Deal found 6/10$377
This Priceline deal was found by Cheapflights users on 6/12. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/79:18 amBOS - SXM
1 stop27h 07mFrontier
Sat 11/151:58 pmSXM - BOS
1 stop19h 35mFrontier
Deal found 6/12$403
This JetBlue deal was found by Cheapflights users on 6/10. 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 8/237:50 amBOS - SXM
Nonstop4h 10mJetBlue
Sat 8/301:25 pmSXM - BOS
Nonstop4h 26mJetBlue
Deal found 6/10$409
This Air Canada deal was found by Cheapflights users on 6/11. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/193:20 pmBOS - SXM
1 stop21h 35mAir Canada
Thu 11/273:05 pmSXM - BOS
1 stop26h 53mAir Canada
Deal found 6/11$413
This American Airlines deal was found by Cheapflights users on 6/12. 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 7/189:06 pmBOS - SXM
2 stops17h 59mAmerican Airlines
Tue 7/224:25 pmSXM - BOS
2 stops17h 53mAmerican Airlines
Deal found 6/12$428
This American Airlines deal was found by Cheapflights users on 6/10. 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 9/65:24 pmPWM - SXM
2 stops19h 55mAmerican Airlines
Sat 9/132:35 pmSXM - PWM
2 stops21h 54mAmerican Airlines
Deal found 6/10$567
This Delta deal was found by Cheapflights users on 6/10. 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 9/66:00 amPWM - SXM
1 stop7h 56mDelta
Sat 9/133:15 pmSXM - PWM
1 stop8h 48mDelta
Deal found 6/10$587
This Mytrip deal was found by Cheapflights users on 6/10. 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.
Sat 9/63:41 pmPWM - SXM
3 stops46h 43mMultiple Airlines
Sat 9/133:27 pmSXM - PWM
2 stops23h 03mMultiple Airlines
Deal found 6/10$741

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 June 12, 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 8/9

5:30 am-12:29 pm

1 stop6h 59m

Simpson Bay Princess Juliana

Wed 8/13

3:55 pm-11:59 pm

1 stop8h 04m

$322

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sat 8/16

5:35 am-1:56 pm

1 stop8h 21m

Simpson Bay Princess Juliana

Sat 8/23

3:21 pm-1:20 am

1 stop9h 59m

$335

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Wed 9/10

6:10 am-2:24 pm

1 stop8h 14m

Simpson Bay Princess Juliana

Sat 9/20

1:58 pm-8:33 am

1 stop18h 35m

$366

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sat 7/12

6:10 am-2:00 pm

1 stop7h 50m

Simpson Bay Princess Juliana

Wed 7/16

3:05 pm-11:48 pm

1 stop8h 43m

$377

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sat 8/23

7:50 am-12:00 pm

Nonstop4h 10m

Simpson Bay Princess Juliana

Sat 8/30

1:25 pm-5:51 pm

Nonstop4h 26m

$409

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Tue 6/24

5:15 am-3:05 pm

1 stop9h 50m

Simpson Bay Princess Juliana

Thu 7/24

2:50 pm-12:59 am

1 stop10h 09m

$423

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Sat 9/6

5:24 pm-1:19 pm

2 stops19h 55m

Simpson Bay Princess Juliana

Sat 9/13

2:35 pm-12:29 pm

2 stops21h 54m

$567

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Sat 9/6

6:00 am-1:56 pm

1 stop7h 56m

Simpson Bay Princess Juliana

Sat 9/13

3:15 pm-12:03 am

1 stop8h 48m

$587

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Sat 9/6

3:41 pm-2:24 pm

3 stops46h 43m

Simpson Bay Princess Juliana

Sat 9/13

3:27 pm-2:30 pm

2 stops23h 03m

$741

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sat 9/6

6:00 am-12:29 pm

1 stop6h 29m

$138

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 15 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 June 12, 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 June 12, 2025.
To help decide which airline to fly from Maine to Simpson Bay, see what other customers have to say about Delta, United 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
7,946 reviews

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,946 reviews
Delta
8.0
Very good
7,946 reviews

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,790 reviews
Delta
8.0
Very good
7,946 reviews

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
JetBlue
7.3
Good
2,925 reviews
Delta
8.0
Very good
7,946 reviews

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,946 reviews

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Spirit Airlines
6.3
Okay
8,052 reviews
Delta
8.0
Very good
7,946 reviews

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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?

    $138 is the cheapest one-way deal found within the past few days, from United Airlines. You may also be able to find cheap deals on Frontier and American Airlines, with prices starting from $183 and $197, 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 March is currently the most expensive (average of $657). 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$286Average$689FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$540Average$699FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$566Average$788FlexibilityNo cancel feeOn-time71%

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