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Cheap flights from Worcester, Massachusetts to Simpson Bay from $135

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 5/14. 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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Find the cheapest flights from Worcester, Massachusetts to Simpson Bay

Cheap round-trip flights

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Multiple Airlines Logo
ORH
-
SXM
1750 mimulti-stop
Multiple Airlines Logo
SXM
-
ORH
1750 mimulti-stop
Multiple Airlines

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 April 26, 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

Cheapest one-way
Quickest one-way

WorcesterSimpson Bay

ORH - SXM

ORHSXM

Worcester

Thu 5/14

2:39 pm-11:37 am

2 stops20h 58m

$135

WorcesterSimpson Bay

ORH - SXM

ORHSXM

Worcester

Thu 5/14

2:39 pm-11:37 am

2 stops20h 58m

$811

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 Wednesday 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 $636. 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

20h 09m

Direct flights

None
The fastest flight from Worcester, Massachusetts to Simpson Bay takes 20h 09m
There are no direct flights from Worcester, Massachusetts to Simpson Bay. There are no popular flight routes from Worcester, Massachusetts to Simpson Bay.
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Frequently asked questions about flying from Worcester, Massachusetts to Simpson Bay

  • 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 20h 09m 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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