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Cheap flights from Worcester, Massachusetts to Simpson Bay from $261

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Worcester, Massachusetts to Simpson Bay departing on 3/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Worcester, Massachusetts to Simpson Bay

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
2:39 pm - 3:22 pm
ORH
-
SXM
24h 43m
2 stops
American Airlines Logo
2:24 pm - 2:14 pm
SXM
-
ORH
23h 50m
2 stops
$418American Airlines
Thu, Apr 23 - Tue, May 5
American Airlines Logo
2:39 pm - 3:22 pm
ORH
-
SXM
24h 43m
2 stops
American Airlines Logo
2:21 pm - 2:14 pm
SXM
-
ORH
23h 53m
2 stops
$437American Airlines
Thu, Apr 23 - Mon, May 4
American Airlines Logo
2:39 pm - 11:37 am
ORH
-
SXM
20h 58m
2 stops
American Airlines Logo
4:35 pm - 2:14 pm
SXM
-
ORH
21h 39m
2 stops
$668American Airlines
Fri, Apr 17 - Fri, Apr 24
American Airlines Logo
2:39 pm - 1:56 pm
ORH
-
SXM
23h 17m
1 stop
American Airlines Logo
4:35 pm - 2:14 pm
SXM
-
ORH
21h 39m
2 stops
$748American Airlines
Fri, Apr 17 - Fri, Apr 24
JetBlue Logo
4:54 pm - 1:50 pm
ORH
-
SXM
20h 56m
1 stop
JetBlue Logo
2:55 pm - 11:16 pm
SXM
-
ORH
8h 21m
1 stop
$942JetBlue
Fri, Apr 17 - Fri, Apr 24
American Airlines Logo
2:39 pm - 1:20 pm
ORH
-
SXM
22h 41m
2 stops
American Airlines Logo
2:56 pm - 2:14 pm
SXM
-
ORH
23h 18m
1 stop
$958American Airlines
Sun, Apr 19 - Sat, Apr 25
American Airlines Logo
2:39 pm - 1:21 pm
ORH
-
SXM
22h 42m
2 stops
American Airlines Logo
2:56 pm - 2:14 pm
SXM
-
ORH
23h 18m
1 stop
$1,070American Airlines
Sat, Apr 18 - Sat, Apr 25
Delta Logo
5:24 pm - 12:10 pm
ORH
-
SXM
18h 46m
1 stop
Delta Logo
3:30 pm - 4:43 pm
SXM
-
ORH
25h 13m
1 stop
$1,925Delta
Sun, Apr 19 - Sun, Apr 26

American Airlines flights from Worcester, Massachusetts to Simpson Bay

Our best American Airlines deals on Worcester, Massachusetts to Simpson Bay flight tickets
American Airlines
Apr 23
ORH2:39 pmWorcester
24h 43m
2 stops
SXM3:22 pmSimpson Bay Princess Juliana
May 5
SXM2:24 pmSimpson Bay Princess Juliana
23h 50m
2 stops
ORH2:14 pmWorcester
$418
American Airlines
Apr 23
ORH2:39 pmWorcester
24h 43m
2 stops
SXM3:22 pmSimpson Bay Princess Juliana
May 4
SXM2:21 pmSimpson Bay Princess Juliana
23h 53m
2 stops
ORH2:14 pmWorcester
$437
American Airlines
Mar 9
ORH1:44 pmWorcester
21h 45m
2 stops
SXM11:29 amSimpson Bay Princess Juliana
Mar 13
SXM4:28 pmSimpson Bay Princess Juliana
20h 51m
2 stops
ORH1:19 pmWorcester
$564

momondo Fare Finder

 
Customize your flight search to find flights from Worcester, Massachusetts 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 March 3, 2026.
Use the filters below to find and compare flights from Worcester, Massachusetts to Simpson Bay that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

WorcesterSimpson Bay

ORH - SXM

ORHSXM

Worcester

Thu 4/23

2:39 pm-3:22 pm

2 stops24h 43m

Simpson Bay Princess Juliana

Tue 5/5

2:24 pm-2:14 pm

2 stops23h 50m

$418

WorcesterSimpson Bay

ORH - SXM

ORHSXM

Worcester

Thu 4/23

2:39 pm-3:22 pm

2 stops24h 43m

Simpson Bay Princess Juliana

Mon 5/4

2:21 pm-2:14 pm

2 stops23h 53m

$437

WorcesterSimpson Bay

ORH - SXM

ORHSXM

Worcester

Fri 4/17

2:39 pm-11:37 am

2 stops20h 58m

Simpson Bay Princess Juliana

Fri 4/24

4:35 pm-2:14 pm

2 stops21h 39m

$668

WorcesterSimpson Bay

ORH - SXM

ORHSXM

Worcester

Fri 4/17

2:39 pm-1:56 pm

1 stop23h 17m

Simpson Bay Princess Juliana

Fri 4/24

4:35 pm-2:14 pm

2 stops21h 39m

$748

WorcesterSimpson Bay

ORH - SXM

ORHSXM

Worcester

Fri 4/17

4:54 pm-1:50 pm

1 stop20h 56m

Simpson Bay Princess Juliana

Fri 4/24

2:55 pm-11:16 pm

1 stop8h 21m

$942

WorcesterSimpson Bay

ORH - SXM

ORHSXM

Worcester

Sun 4/19

2:39 pm-1:20 pm

2 stops22h 41m

Simpson Bay Princess Juliana

Sat 4/25

2:56 pm-2:14 pm

1 stop23h 18m

$958

WorcesterSimpson Bay

ORH - SXM

ORHSXM

Worcester

Sat 4/18

2:39 pm-1:21 pm

2 stops22h 42m

Simpson Bay Princess Juliana

Sat 4/25

2:56 pm-2:14 pm

1 stop23h 18m

$1,070

WorcesterSimpson Bay

ORH - SXM

ORHSXM

Worcester

Sun 4/19

5:24 pm-12:10 pm

1 stop18h 46m

Simpson Bay Princess Juliana

Sun 4/26

3:30 pm-4:43 pm

1 stop25h 13m

$1,925

WorcesterSimpson Bay

ORH - SXM

ORHSXM

Worcester

Mon 3/9

1:44 pm-11:29 am

2 stops21h 45m

$261

WorcesterSimpson Bay

ORH - SXM

ORHSXM

Worcester

Mon 3/9

1:44 pm-3:00 pm

1 stop25h 16m

$270

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Simpson Bay from

How to get the cheapest flight ticket from Worcester, Massachusetts 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 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 Worcester, Massachusetts to Simpson Bay on a Saturday will generally be more expensive and average around $640. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

When to book flights from Worcester, Massachusetts to Simpson Bay

Are you open to changing your travel dates? Check out the ideal times to fly from Worcester, Massachusetts to Simpson Bay according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Worcester, Massachusetts to Simpson Bay (ORH to SXM) flight deals and tips

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

Fastest flight time

24h 43m

Direct flights

None
The fastest flight from Worcester, Massachusetts to Simpson Bay takes 24h 43m
There are no direct flights from Worcester, Massachusetts to Simpson Bay. There are no popular flight routes from Worcester, Massachusetts to Simpson Bay.
Search flight deals

  • How far is Worcester to Simpson Bay Princess Juliana by plane?

    The straight-line distance from Worcester to Simpson Bay Princess Juliana is 1748.8 mi. Typically, this will take 24h 43m by plane in normal conditions.

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

    Prices for flights from Worcester Airport to Simpson Bay Princess Juliana Airport are updated daily.

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Worcester Airport to Simpson Bay Princess Juliana Airport.

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

    The required travel and health documents for your Simpson Bay Princess Juliana Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Simpson Bay Princess Juliana Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

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 Worcester to Simpson Bay?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Worcester to Simpson Bay. Millions of users trust and use momondo every year so you are in good hands.

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

Yes. momondo allows you to filter the results for Worcester to Simpson Bay flights to just show those with flexible booking policies.

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

Once all potential Worcester to Simpson Bay flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

If you are not ready to book a flight from Worcester to Simpson Bay now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Simpson Bay and let you know when they change.

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