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Cheap flights from Maine to Simpson Bay from $94

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 4/26. 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
5:45 am - 1:56 pm
BOS
-
SXM
8h 11m
1 stop
Delta Logo
3:20 pm - 1:06 am
SXM
-
BOS
9h 46m
1 stop
$305Delta
Fri, Aug 28 - Thu, Sep 10
Delta Logo
8:00 pm - 12:10 pm
BOS
-
SXM
16h 10m
1 stop
Delta Logo
3:30 pm - 7:25 am
SXM
-
BOS
15h 55m
1 stop
$314Delta
Sat, Apr 18 - Wed, Apr 22
United Airlines Logo
7:15 am - 4:49 pm
BOS
-
SXM
9h 34m
1 stop
United Airlines Logo
3:50 pm - 11:01 am
SXM
-
BOS
19h 11m
2 stops
$323United Airlines
Sat, Apr 25 - Sat, May 2
Delta Logo
6:00 am - 2:06 pm
BOS
-
SXM
8h 06m
1 stop
Delta Logo
3:35 pm - 7:20 am
SXM
-
BOS
15h 45m
1 stop
$325Delta
Sat, May 16 - Sat, May 30
Spirit Airlines Logo
8:16 pm - 1:37 pm
BOS
-
SXM
17h 21m
1 stop
Spirit Airlines Logo
2:42 pm - 7:58 am
SXM
-
BOS
17h 16m
2 stops
$333Spirit Airlines
Sat, Apr 25 - Sat, May 2
United Airlines Logo
5:45 am - 12:33 pm
BOS
-
SXM
6h 48m
1 stop
United Airlines Logo
3:50 pm - 10:20 am
SXM
-
BOS
18h 30m
2 stops
$339United Airlines
Sat, May 2 - Sat, May 9
Air Canada Logo
5:10 am - 5:00 pm
BOS
-
SXM
11h 50m
1 stop
Air Canada Logo
6:00 pm - 9:48 am
SXM
-
BOS
15h 48m
1 stop
$349Air Canada
Sat, Jun 13 - Sat, Jun 20
Spirit Airlines Logo
8:16 pm - 1:37 pm
BOS
-
SXM
17h 21m
1 stop
Spirit Airlines Logo
2:42 pm - 7:58 am
SXM
-
BOS
17h 16m
2 stops
$350Spirit Airlines
Sat, Apr 25 - Sat, May 2
JetBlue Logo
7:20 am - 3:19 pm
PWM
-
SXM
7h 59m
1 stop
JetBlue Logo
12:23 pm - 11:03 pm
SXM
-
PWM
10h 40m
1 stop
$371JetBlue
Sat, May 9 - Sat, May 16
JetBlue Logo
7:20 am - 3:19 pm
PWM
-
SXM
7h 59m
1 stop
JetBlue Logo
12:23 pm - 11:03 pm
SXM
-
PWM
10h 40m
1 stop
$373JetBlue
Sat, May 9 - Sat, May 16

Southwest flights from Maine to Simpson Bay

Our best Southwest deals on Maine to Simpson Bay flight tickets
Southwest
May 3
BOS5:30 amBoston Logan Intl
7h 10m
1 stop
SXM12:40 pmSimpson Bay Princess Juliana
May 10
SXM3:20 pmSimpson Bay Princess Juliana
8h 45m
1 stop
BOS12:05 amBoston Logan Intl
$354
Southwest
Jun 13
BOS5:10 amBoston Logan Intl
8h 05m
1 stop
SXM1:15 pmSimpson Bay Princess Juliana
Jun 19
SXM2:25 pmSimpson Bay Princess Juliana
17h 40m
2 stops
BOS8:05 amBoston Logan Intl
$359
Southwest
Jul 25
BOS5:10 amBoston Logan Intl
8h 05m
1 stop
SXM1:15 pmSimpson Bay Princess Juliana
Aug 1
SXM4:05 pmSimpson Bay Princess Juliana
7h 30m
1 stop
BOS11:35 pmBoston Logan Intl
$399

United Airlines flights from Maine to Simpson Bay

Our best United Airlines deals on Maine to Simpson Bay flight tickets
United Airlines
Apr 11
BOS5:45 amBoston Logan Intl
6h 42m
1 stop
SXM12:27 pmSimpson Bay Princess Juliana
Apr 18
SXM1:29 pmSimpson Bay Princess Juliana
19h 56m
1 stop
BOS9:25 amBoston Logan Intl
$319
United Airlines
Apr 25
BOS7:15 amBoston Logan Intl
9h 34m
1 stop
SXM4:49 pmSimpson Bay Princess Juliana
May 2
SXM3:50 pmSimpson Bay Princess Juliana
19h 11m
2 stops
BOS11:01 amBoston Logan Intl
$323
United Airlines
May 2
BOS5:45 amBoston Logan Intl
6h 48m
1 stop
SXM12:33 pmSimpson Bay Princess Juliana
May 9
SXM3:50 pmSimpson Bay Princess Juliana
18h 30m
2 stops
BOS10:20 amBoston Logan Intl
$339

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 April 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
Quickest round-trip

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Fri 8/28

5:45 am-1:56 pm

1 stop8h 11m

Simpson Bay Princess Juliana

Thu 9/10

3:20 pm-1:06 am

1 stop9h 46m

$305

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sat 4/18

8:00 pm-12:10 pm

1 stop16h 10m

Simpson Bay Princess Juliana

Wed 4/22

3:30 pm-7:25 am

1 stop15h 55m

$314

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sat 4/25

7:15 am-4:49 pm

1 stop9h 34m

Simpson Bay Princess Juliana

Sat 5/2

3:50 pm-11:01 am

2 stops19h 11m

$323

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sat 5/16

6:00 am-2:06 pm

1 stop8h 06m

Simpson Bay Princess Juliana

Sat 5/30

3:35 pm-7:20 am

1 stop15h 45m

$325

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sat 4/25

8:16 pm-1:37 pm

1 stop17h 21m

Simpson Bay Princess Juliana

Sat 5/2

2:42 pm-7:58 am

2 stops17h 16m

$333

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sat 5/2

5:45 am-12:33 pm

1 stop6h 48m

Simpson Bay Princess Juliana

Sat 5/9

3:50 pm-10:20 am

2 stops18h 30m

$339

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sat 6/13

5:10 am-5:00 pm

1 stop11h 50m

Simpson Bay Princess Juliana

Sat 6/20

6:00 pm-9:48 am

1 stop15h 48m

$349

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sat 4/25

8:16 pm-1:37 pm

1 stop17h 21m

Simpson Bay Princess Juliana

Sat 5/2

2:42 pm-7:58 am

2 stops17h 16m

$350

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Sat 5/9

7:20 am-3:19 pm

1 stop7h 59m

Simpson Bay Princess Juliana

Sat 5/16

12:23 pm-11:03 pm

1 stop10h 40m

$371

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Sat 5/9

7:20 am-3:19 pm

1 stop7h 59m

Simpson Bay Princess Juliana

Sat 5/16

12:23 pm-11:03 pm

1 stop10h 40m

$373

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 airline that flies from Maine to Simpson Bay Princess Juliana?

Southwest, Delta, and JetBlue are the most popular carriers operating from Maine to Simpson Bay Princess Juliana

What airlines fly to Simpson Bay?

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Simpson Bay from Maine according to our data. American Airlines is the first choice among our users, with 56% of people opting to fly with this airline when traveling to Simpson Bay. Keep in mind that there are 3 different airlines that fly to Simpson Bay on a routine basis, so you have a few additional options to choose from.

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

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
DeltaPriceFrom $113Free CancellationRating
7.9
8,388 reviews
Search Delta flights
United AirlinesPriceFrom $305Free CancellationRating
7.4
9,551 reviews
Search United Airlines flights
American AirlinesPriceFrom $573Free CancellationRating
7.1
11,548 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.

An easier way to manage your Simpson Bay trip

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Airlines are sorted and displayed according to clicks in the past 7 days on momondo
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