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Cheap flights from Maine to Simpson Bay from $129

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 10/6. 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
0 bags

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Find the cheapest flights from Maine to Simpson Bay

Cheap round-trip flights

Spirit Airlines Logo
6:05 am - 2:00 pmBOS-SXM
7h 55m1 stop
Spirit Airlines Logo
3:05 pm - 11:57 pmSXM-BOS
8h 52m1 stop
$322Spirit Airlines
Find Deal
Wed, Sep 3 - Mon, Sep 8
Spirit Airlines Logo
6:10 am - 2:00 pmBOS-SXM
7h 50m1 stop
Spirit Airlines Logo
3:05 pm - 11:57 pmSXM-BOS
8h 52m1 stop
$329Spirit Airlines
Find Deal
Fri, Sep 5 - Sat, Sep 13
Delta Logo
5:35 am - 1:45 pmBOS-SXM
8h 10m1 stop
Delta Logo
3:20 pm - 9:35 amSXM-BOS
18h 15m1 stop
$335Delta
Find Deal
Mon, Sep 1 - Mon, Sep 15
American Airlines Logo
8:37 pm - 1:40 pmBOS-SXM
17h 03m2 stops
American Airlines Logo
2:20 pm - 12:59 amSXM-BOS
10h 39m1 stop
$344American Airlines
Find Deal
Fri, Sep 5 - Thu, Sep 25
American Airlines Logo
5:43 pm - 1:40 pmBOS-SXM
19h 57m1 stop
American Airlines Logo
2:20 pm - 12:59 amSXM-BOS
10h 39m1 stop
$346American Airlines
Find Deal
Fri, Sep 5 - Thu, Sep 25
United Airlines Logo
7:53 pm - 12:29 pmBOS-SXM
16h 36m1 stop
United Airlines Logo
3:55 pm - 11:57 pmSXM-BOS
8h 02m1 stop
$349United Airlines
Find Deal
Sat, Aug 23 - Sat, Aug 30
United Airlines Logo
8:05 am - 12:29 pmBOS-SXM
28h 24m1 stop
United Airlines Logo
3:55 pm - 4:28 pmSXM-BOS
24h 33m2 stops
$360United Airlines
Find Deal
Sat, Aug 23 - Sat, Aug 30
Delta Logo
6:35 pm - 1:45 pmBOS-SXM
19h 10m1 stop
Delta Logo
3:10 pm - 1:24 amSXM-BOS
10h 14m1 stop
$369Delta
Find Deal
Thu, Sep 4 - Mon, Sep 8
Logo
8:59 am - 2:00 pmBOS-SXM
29h 01m2 stops
Logo
3:05 pm - 11:57 pmSXM-BOS
8h 52m1 stop
$389
Find Deal
Fri, Sep 5 - Sat, Sep 13
Logo
10:45 am - 4:00 pmBOS-SXM
28h 15m1 stop
Logo
4:28 pm - 12:40 amSXM-BOS
9h 12m1 stop
$403
Find Deal
Sun, Dec 7 - Wed, Dec 10

Air Canada flights from Maine to Simpson Bay

Our best Air Canada deals on Maine to Simpson Bay flight tickets
Air Canada
Nov 26
BOS4:35 pmBoston Logan Intl
21h 05m
2 stops
SXM2:40 pmSimpson Bay Princess Juliana
Dec 4
SXM3:40 pmSimpson Bay Princess Juliana
18h 52m
1 stop
BOS9:32 amBoston Logan Intl
$393
Find similar
Air Canada
Nov 26
BOS10:15 amBoston Logan Intl
27h 25m
1 stop
SXM2:40 pmSimpson Bay Princess Juliana
Dec 4
SXM3:40 pmSimpson Bay Princess Juliana
28h 32m
1 stop
BOS7:12 pmBoston Logan Intl
$419
Find similar
Air Canada
Nov 26
BOS4:35 pmBoston Logan Intl
21h 05m
2 stops
SXM2:40 pmSimpson Bay Princess Juliana
Dec 1
SXM5:00 pmSimpson Bay Princess Juliana
22h 52m
2 stops
BOS2:52 pmBoston Logan Intl
$430
Find similar

JetBlue flights from Maine to Simpson Bay

Our best JetBlue deals on Maine to Simpson Bay flight tickets
JetBlue
Nov 8
BOS10:45 amBoston Logan Intl
4h 17m
SXM4:02 pmSimpson Bay Princess Juliana
Nov 15
SXM6:00 pmSimpson Bay Princess Juliana
4h 30m
BOS9:30 pmBoston Logan Intl
$399
Find similar
JetBlue
Nov 8
BOS10:45 amBoston Logan Intl
4h 12m
SXM3:57 pmSimpson Bay Princess Juliana
Nov 15
SXM6:00 pmSimpson Bay Princess Juliana
4h 27m
BOS9:27 pmBoston Logan Intl
$409
Find similar
JetBlue
Aug 23
BOS8:00 amBoston Logan Intl
4h 09m
SXM12:09 pmSimpson Bay Princess Juliana
Aug 30
SXM1:29 pmSimpson Bay Princess Juliana
4h 26m
BOS5:55 pmBoston Logan Intl
$420
Find similar

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 August 11, 2025.
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

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Wed 9/3

6:05 am-2:00 pm

1 stop7h 55m

Simpson Bay Princess Juliana

Mon 9/8

3:05 pm-11:57 pm

1 stop8h 52m

$322

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Fri 9/5

6:10 am-2:00 pm

1 stop7h 50m

Simpson Bay Princess Juliana

Sat 9/13

3:05 pm-11:57 pm

1 stop8h 52m

$329

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Mon 9/1

5:35 am-1:45 pm

1 stop8h 10m

Simpson Bay Princess Juliana

Mon 9/15

3:20 pm-9:35 am

1 stop18h 15m

$335

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Fri 9/5

8:37 pm-1:40 pm

2 stops17h 03m

Simpson Bay Princess Juliana

Thu 9/25

2:20 pm-12:59 am

1 stop10h 39m

$344

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Fri 9/5

5:43 pm-1:40 pm

1 stop19h 57m

Simpson Bay Princess Juliana

Thu 9/25

2:20 pm-12:59 am

1 stop10h 39m

$346

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sat 8/23

7:53 pm-12:29 pm

1 stop16h 36m

Simpson Bay Princess Juliana

Sat 8/30

3:55 pm-11:57 pm

1 stop8h 02m

$349

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sat 8/23

8:05 am-12:29 pm

1 stop28h 24m

Simpson Bay Princess Juliana

Sat 8/30

3:55 pm-4:28 pm

2 stops24h 33m

$360

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Thu 9/4

6:35 pm-1:45 pm

1 stop19h 10m

Simpson Bay Princess Juliana

Mon 9/8

3:10 pm-1:24 am

1 stop10h 14m

$369

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Fri 9/5

8:59 am-2:00 pm

2 stops29h 01m

Simpson Bay Princess Juliana

Sat 9/13

3:05 pm-11:57 pm

1 stop8h 52m

$389

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sun 12/7

10:45 am-4:00 pm

1 stop28h 15m

Simpson Bay Princess Juliana

Wed 12/10

4:28 pm-12:40 am

1 stop9h 12m

$403

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 day to depart on your flight to Simpson Bay?

Our data shows that Tuesday is the least expensive day to fly to Simpson Bay. Tickets to fly out on this day can be as low as $641. Flights from Maine to Simpson Bay on a Sunday will generally be more expensive and average around $1,165. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Simpson Bay?

According to our data, the cheapest time of day to fly to Simpson Bay is in the afternoon. momondo users have found flights departing from Maine to Simpson Bay in the afternoon for as low as $661. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In contrast, the most expensive time of day to depart to Simpson Bay is in the morning when prices are around $807.

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

Best Price Found

$129

Fastest flight time

4h 09m

Direct flights

Every day

Airports in Simpson Bay

1 airport
The best one-way flight to Simpson Bay from Maine in the past 72 hours is $129. The best round-trip flight deal from Maine to Simpson Bay found on momondo in the last 72 hours is $322.
The fastest flight from Maine to Simpson Bay takes 4h 09m
Direct flights go from Maine to Simpson Bay every day.
There is 1 airport near Simpson Bay: Simpson Bay Princess Juliana (SXM)
Search flight deals

  • 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
DeltaPriceFrom $286Free CancellationRating
8.0
7,979 reviews
Search Delta flights
United AirlinesPriceFrom $540Free CancellationRating
7.4
8,920 reviews
Search United Airlines flights
American AirlinesPriceFrom $566Free CancellationRating
7.2
10,000 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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