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Cheap flights from Maine to Simpson Bay from $134

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Maine to Simpson Bay departing on 1/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Maine to Simpson Bay

Cheap round-trip flights

Enter your travel dates to find the best prices.
KLM Logo
7:00 pm - 1:53 pm
BOS
-
SXM
18h 53m
1 stop
KLM Logo
3:18 pm - 12:38 am
SXM
-
BOS
9h 20m
1 stop
$345KLM
Sat, Aug 29 - Sat, Sep 5
Delta Logo
7:00 pm - 1:53 pm
BOS
-
SXM
18h 53m
1 stop
Delta Logo
3:18 pm - 12:38 am
SXM
-
BOS
9h 20m
1 stop
$350Delta
Sat, Aug 29 - Sat, Sep 5
American Airlines Logo
6:46 pm - 3:39 pm
PWM
-
SXM
20h 53m
2 stops
American Airlines Logo
2:22 pm - 9:21 am
SXM
-
PWM
18h 59m
2 stops
$356American Airlines
Tue, Aug 18 - Tue, Aug 25
Delta Logo
8:15 pm - 2:45 pm
BOS
-
SXM
17h 30m
1 stop
Delta Logo
4:10 pm - 8:24 am
SXM
-
BOS
17h 14m
1 stop
$357Delta
Sun, Nov 8 - Sat, Nov 14
United Airlines Logo
6:00 am - 12:33 pm
BOS
-
SXM
6h 33m
1 stop
United Airlines Logo
1:35 pm - 10:54 am
SXM
-
BOS
21h 19m
2 stops
$362United Airlines
Sat, Aug 29 - Sat, Sep 5
United Airlines Logo
6:00 am - 12:33 pm
BOS
-
SXM
6h 33m
1 stop
United Airlines Logo
1:35 pm - 5:05 pm
SXM
-
BOS
27h 30m
1 stop
$363United Airlines
Sat, Aug 29 - Sat, Sep 5
United Airlines Logo
6:00 am - 3:57 pm
BOS
-
SXM
8h 57m
1 stop
United Airlines Logo
2:10 pm - 1:06 am
SXM
-
BOS
11h 56m
1 stop
$365United Airlines
Sat, Nov 14 - Sat, Nov 21
JetBlue Logo
7:20 am - 11:33 am
BOS
-
SXM
4h 13mnonstop
JetBlue Logo
12:53 pm - 5:16 pm
SXM
-
BOS
4h 23mnonstop
$377JetBlue
Sat, Aug 29 - Sat, Sep 5
American Airlines Logo
6:40 pm - 2:10 pm
PWM
-
SXM
18h 30m
1 stop
American Airlines Logo
2:50 pm - 10:07 pm
SXM
-
PWM
8h 17m
1 stop
$471American Airlines
Sun, Jan 3 - Thu, Jan 14
Multiple Airlines Logo
1:25 pm - 1:54 pm
PWM
-
SXM
24h 29m
1 stop
Multiple Airlines Logo
1:35 pm - 1:45 pm
SXM
-
PWM
24h 10m
2 stops
$682Multiple Airlines
Tue, Aug 18 - Tue, Aug 25

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Air Canada flights from Maine to Simpson Bay

Our best Air Canada deals on Maine to Simpson Bay flight tickets
Air Canada
Aug 22
BOS5:45 amBoston Logan Intl
11h 15m
2 stops
SXM5:00 pmSimpson Bay Princess Juliana
Aug 29
SXM6:00 pmSimpson Bay Princess Juliana
15h 45m
2 stops
BOS9:45 amBoston Logan Intl
$440
Air Canada
Aug 22
BOS6:00 amBoston Logan Intl
11h 00m
1 stop
SXM5:00 pmSimpson Bay Princess Juliana
Aug 29
SXM6:00 pmSimpson Bay Princess Juliana
15h 53m
1 stop
BOS9:53 amBoston Logan Intl
$442

Delta flights from Maine to Simpson Bay

Our best Delta deals on Maine to Simpson Bay flight tickets
Delta
Aug 29
BOS7:00 pmBoston Logan Intl
18h 53m
1 stop
SXM1:53 pmSimpson Bay Princess Juliana
Sep 5
SXM3:18 pmSimpson Bay Princess Juliana
9h 20m
1 stop
BOS12:38 amBoston Logan Intl
$348
Delta
Aug 29
BOS7:00 pmBoston Logan Intl
18h 53m
1 stop
SXM1:53 pmSimpson Bay Princess Juliana
Sep 5
SXM3:18 pmSimpson Bay Princess Juliana
9h 20m
1 stop
BOS12:38 amBoston Logan Intl
$350
Delta
Sep 6
BOS5:30 amBoston Logan Intl
8h 23m
1 stop
SXM1:53 pmSimpson Bay Princess Juliana
Sep 18
SXM3:18 pmSimpson Bay Princess Juliana
8h 13m
1 stop
BOS11:31 pmBoston Logan Intl
$357

momondo 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, momondo users made 832,500 searches. Data last updated July 8, 2026.
Use the filters below to find and compare flights from Maine to Simpson Bay that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sat 8/29

7:00 pm-1:53 pm

1 stop18h 53m

Simpson Bay Princess Juliana

Sat 9/5

3:18 pm-12:38 am

1 stop9h 20m

$345

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sat 8/29

7:00 pm-1:53 pm

1 stop18h 53m

Simpson Bay Princess Juliana

Sat 9/5

3:18 pm-12:38 am

1 stop9h 20m

$350

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Tue 8/18

6:46 pm-3:39 pm

2 stops20h 53m

Simpson Bay Princess Juliana

Tue 8/25

2:22 pm-9:21 am

2 stops18h 59m

$356

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sun 11/8

8:15 pm-2:45 pm

1 stop17h 30m

Simpson Bay Princess Juliana

Sat 11/14

4:10 pm-8:24 am

1 stop17h 14m

$357

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sat 8/29

6:00 am-12:33 pm

1 stop6h 33m

Simpson Bay Princess Juliana

Sat 9/5

1:35 pm-10:54 am

2 stops21h 19m

$362

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sat 8/29

6:00 am-12:33 pm

1 stop6h 33m

Simpson Bay Princess Juliana

Sat 9/5

1:35 pm-5:05 pm

1 stop27h 30m

$363

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sat 11/14

6:00 am-3:57 pm

1 stop8h 57m

Simpson Bay Princess Juliana

Sat 11/21

2:10 pm-1:06 am

1 stop11h 56m

$365
Quickest round-trip

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sat 8/29

7:20 am-11:33 am

Nonstop4h 13m

Simpson Bay Princess Juliana

Sat 9/5

12:53 pm-5:16 pm

Nonstop4h 23m

$377

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Sun 1/3

6:40 pm-2:10 pm

1 stop18h 30m

Simpson Bay Princess Juliana

Thu 1/14

2:50 pm-10:07 pm

1 stop8h 17m

$471

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Tue 8/18

1:25 pm-1:54 pm

1 stop24h 29m

Simpson Bay Princess Juliana

Tue 8/25

1:35 pm-1:45 pm

2 stops24h 10m

$682

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Simpson Bay from

How to get the cheapest flight ticket from Maine to Simpson Bay

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Maine to Simpson Bay Princess Juliana?

Delta, United Airlines, and American Airlines are the most popular carriers operating from Maine to Simpson Bay Princess Juliana

Cheap Maine to Simpson Bay flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Maine to Simpson Bay

Fastest flight time

4h 10m

Direct flights

Mon, Tue, Fri and Sun

Airports in Simpson Bay

1 airport
The fastest flight from Maine to Simpson Bay takes 4h 10m
Direct flights go from Maine to Simpson Bay on Monday, Tuesday, Friday and Sunday. There are no airlines offering direct flights.
There is 1 airport in Simpson Bay. From Maine there are direct flights to Simpson Bay Princess Juliana (SXM).
Search flight deals

Frequently asked questions about flying from Maine to Simpson Bay

  • When did momondo last update prices for flights from Maine to Simpson Bay Princess Juliana Airport?

    Prices for flights from Maine to Simpson Bay Princess Juliana Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Maine to Simpson Bay Princess Juliana Airport?

  • How old do you have to be to fly from Maine to Simpson Bay Princess Juliana Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Maine to Simpson Bay Princess Juliana Airport.

  • What documentation or ID do you need to fly to Simpson Bay Princess Juliana Airport?

    The travel and health documents you'll need for your trip to Simpson Bay Princess Juliana Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Simpson Bay Princess Juliana Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Maine to Simpson Bay

Compare and see reviews for airlines that fly from Maine to Simpson Bay with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $305Free CancellationRating
7.4
9,944 reviews
Search United Airlines flights
American AirlinesPriceFrom $583Free CancellationRating
7.1
11,782 reviews
Search American Airlines flights

Traveling to a place near Simpson Bay?

Book flights to Simpson Bay if you plan to visit one of these locations
Philipsburg

Why use momondo?

Why should I use momondo to find a flight deal from Maine to Simpson Bay?

Finding the right flight to Simpson Bay from Maine is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Simpson Bay quick and easy, saving you time and money.

Can I find flights from Maine to Simpson Bay with flexible booking policies on momondo?

Yes. All flights to Simpson Bay from Maine on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Maine to Simpson Bay?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Maine to Simpson Bay.

I’m not ready to book a flight from Maine to Simpson Bay right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Maine to Simpson Bay flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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