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Cheap flights from Maine to Simpson Bay from $96

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 3/4. 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

Enter your travel dates to find the best prices.
Delta Logo
8:45 pm - 2:05 pm
BOS
-
SXM
17h 20m
1 stop
Delta Logo
3:30 pm - 7:29 am
SXM
-
BOS
15h 59m
1 stop
$315Delta
lun., abr. 13 - jue., abr. 23
Spirit Airlines Logo
5:27 am - 2:15 pm
BOS
-
SXM
7h 48m
1 stop
Spirit Airlines Logo
2:20 pm - 5:15 pm
SXM
-
BOS
26h 55m
1 stop
$316Spirit Airlines
mié., mar. 4 - mar., mar. 10
Multiple Airlines Logo
5:27 am - 2:15 pm
BOS
-
SXM
7h 48m
1 stop
Multiple Airlines Logo
3:35 pm - 8:12 pm
SXM
-
BOS
4h 37mnonstop
$318Multiple Airlines
lun., mar. 2 - mié., mar. 11
JetBlue Logo
7:54 am - 1:10 pm
BOS
-
SXM
4h 16mnonstop
JetBlue Logo
3:35 pm - 8:12 pm
SXM
-
BOS
4h 37mnonstop
$319JetBlue
dom., mar. 1 - mar., mar. 10
United Airlines Logo
6:00 am - 2:51 pm
BOS
-
SXM
8h 51m
1 stop
United Airlines Logo
3:55 pm - 9:21 am
SXM
-
BOS
17h 26m
2 stops
$320United Airlines
mar., mar. 17 - mar., mar. 24
United Airlines Logo
5:45 am - 12:50 pm
BOS
-
SXM
7h 05m
1 stop
United Airlines Logo
1:52 pm - 9:41 pm
SXM
-
BOS
7h 49m
1 stop
$322United Airlines
vie., mar. 20 - jue., mar. 26
Multiple Airlines Logo
5:45 am - 1:30 pm
BOS
-
SXM
7h 45m
1 stop
Multiple Airlines Logo
11:45 am - 4:12 pm
SXM
-
BOS
4h 27mnonstop
$324Multiple Airlines
lun., abr. 13 - lun., abr. 20
American Airlines Logo
6:01 pm - 1:16 pm
PWM
-
SXM
19h 15m
2 stops
American Airlines Logo
2:21 pm - 10:18 am
SXM
-
PWM
19h 57m
2 stops
$350American Airlines
sáb., may. 2 - jue., may. 7
American Airlines Logo
5:02 pm - 1:16 pm
PWM
-
SXM
20h 14m
2 stops
American Airlines Logo
2:56 pm - 10:23 am
SXM
-
PWM
19h 27m
1 stop
$356American Airlines
lun., abr. 27 - sáb., may. 2
JetBlue Logo
6:00 am - 1:28 pm
PWM
-
SXM
7h 28m
1 stop
JetBlue Logo
2:50 pm - 11:36 pm
SXM
-
PWM
8h 46m
1 stop
$389JetBlue
mar., may. 5 - jue., may. 7

United Airlines flights from Maine to Simpson Bay

Our best United Airlines deals on Maine to Simpson Bay flight tickets
United Airlines
Mar 16
BOS7:05 amBoston Logan Intl
7h 46m
1 stop
SXM2:51 pmSimpson Bay Princess Juliana
Mar 19
SXM3:55 pmSimpson Bay Princess Juliana
8h 02m
1 stop
BOS11:57 pmBoston Logan Intl
$315
United Airlines
Jun 30
BOS5:45 amBoston Logan Intl
6h 48m
1 stop
SXM12:33 pmSimpson Bay Princess Juliana
Jul 7
SXM3:50 pmSimpson Bay Princess Juliana
19h 56m
2 stops
BOS11:46 amBoston Logan Intl
$320
United Airlines
Mar 20
BOS5:45 amBoston Logan Intl
7h 05m
1 stop
SXM12:50 pmSimpson Bay Princess Juliana
Mar 26
SXM1:52 pmSimpson Bay Princess Juliana
7h 49m
1 stop
BOS9:41 pmBoston Logan Intl
$322

Air Canada flights from Maine to Simpson Bay

Our best Air Canada deals on Maine to Simpson Bay flight tickets
Air Canada
Mar 2
BOS7:55 pmBoston Logan Intl
19h 05m
1 stop
SXM4:00 pmSimpson Bay Princess Juliana
Mar 10
SXM4:00 pmSimpson Bay Princess Juliana
30h 37m
1 stop
BOS10:37 pmBoston Logan Intl
$326
Air Canada
Mar 1
BOS7:55 pmBoston Logan Intl
19h 05m
1 stop
SXM4:00 pmSimpson Bay Princess Juliana
Mar 10
SXM4:00 pmSimpson Bay Princess Juliana
30h 37m
1 stop
BOS10:37 pmBoston Logan Intl
$343
Air Canada
Mar 4
BOS6:40 pmBoston Logan Intl
19h 00m
1 stop
SXM2:40 pmSimpson Bay Princess Juliana
Mar 10
SXM4:00 pmSimpson Bay Princess Juliana
30h 37m
1 stop
BOS10:37 pmBoston Logan Intl
$377

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 febrero 18, 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

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

lun. 4/13

8:45 pm-2:05 pm

1 stop17h 20m

Simpson Bay Princess Juliana

jue. 4/23

3:30 pm-7:29 am

1 stop15h 59m

$315

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

mié. 3/4

5:27 am-2:15 pm

1 stop7h 48m

Simpson Bay Princess Juliana

mar. 3/10

2:20 pm-5:15 pm

1 stop26h 55m

$316

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

lun. 3/2

5:27 am-2:15 pm

1 stop7h 48m

Simpson Bay Princess Juliana

mié. 3/11

3:35 pm-8:12 pm

Nonstop4h 37m

$318

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

dom. 3/1

7:54 am-1:10 pm

Nonstop4h 16m

Simpson Bay Princess Juliana

mar. 3/10

3:35 pm-8:12 pm

Nonstop4h 37m

$319

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

mar. 3/17

6:00 am-2:51 pm

1 stop8h 51m

Simpson Bay Princess Juliana

mar. 3/24

3:55 pm-9:21 am

2 stops17h 26m

$320

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

vie. 3/20

5:45 am-12:50 pm

1 stop7h 05m

Simpson Bay Princess Juliana

jue. 3/26

1:52 pm-9:41 pm

1 stop7h 49m

$322

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

lun. 4/13

5:45 am-1:30 pm

1 stop7h 45m

Simpson Bay Princess Juliana

lun. 4/20

11:45 am-4:12 pm

Nonstop4h 27m

$324

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

sáb. 5/2

6:01 pm-1:16 pm

2 stops19h 15m

Simpson Bay Princess Juliana

jue. 5/7

2:21 pm-10:18 am

2 stops19h 57m

$350

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

lun. 4/27

5:02 pm-1:16 pm

2 stops20h 14m

Simpson Bay Princess Juliana

sáb. 5/2

2:56 pm-10:23 am

1 stop19h 27m

$356

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

mar. 5/5

6:00 am-1:28 pm

1 stop7h 28m

Simpson Bay Princess Juliana

jue. 5/7

2:50 pm-11:36 pm

1 stop8h 46m

$389

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 month to fly to Simpson Bay?

In general, September is the cheapest month to fly from Maine to Simpson Bay. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $414. If you aren’t able to travel to Simpson Bay during the month of September, then flying in January is also cheap. Prices for this month can be found on momondo for an average of $468.

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

Our data shows that Sunday is the least expensive day to fly to Simpson Bay. Tickets to fly out on this day can be as low as $408. Flights from Maine to Simpson Bay on a Saturday will generally be more expensive and average around $646. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

How far in advance should I book a flight to Simpson Bay?

You are more likely to see cheaper flights to Simpson Bay from Maine when booking weeks ahead of your departure date. In general, you can expect to find flights to Simpson Bay for around $532 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Simpson Bay from Maine for as low as $419 on momondo.

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 05m

Direct flights

Every day

Airports in Simpson Bay

1 airport
The fastest flight from Maine to Simpson Bay takes 4h 05m
Direct flights go from Maine to Simpson Bay every day.
There is 1 airport in Simpson Bay. From Maine there are direct flights to 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 $113Free CancellationRating
7.9
8,208 reviews
Search Delta flights
American AirlinesPriceFrom $573Free CancellationRating
7.2
11,307 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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Airlines are sorted and displayed according to clicks in the past 7 days on momondo
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