What is the cheapest airline that flies from Worcester to Simpson Bay Princess Juliana?

American Airlines and JetBlue are the most popular carriers operating from Worcester to Simpson Bay Princess Juliana

What airlines fly to Simpson Bay?

JetBlue, American Airlines and United Airlines are the top three most popular airlines that fly to Simpson Bay from Worcester, Massachusetts according to our data. JetBlue is the first choice among our users, with 62% of people opting to fly with this airline when traveling to Simpson Bay. Keep in mind that there are 5 different airlines that fly to Simpson Bay on a routine basis, so you have a few additional options to choose from.

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.

$353 Cheap Flights from Worcester, Massachusetts to Simpson Bay in 2026/27

Find the cheapest flights from Worcester, Massachusetts to Simpson Bay

Round-trip

One-way

Cheap round-trip flights

Enter your travel dates to find the best prices.

5:36 pm - 4:31 pmORH Worcester-SXM Simpson Bay Princess Juliana

21h 55m2 stops Philadelphia Miami

5:29 pm - 5:21 pmSXM Simpson Bay Princess Juliana-ORH Worcester

24h 52m2 stops Miami Philadelphia

$380American Airlines

Sat, Nov 14 - Sat, Nov 21

5:36 pm - 4:31 pmORH Worcester-SXM Simpson Bay Princess Juliana

21h 55m2 stops Philadelphia Miami

5:33 pm - 5:21 pmSXM Simpson Bay Princess Juliana-ORH Worcester

24h 48m2 stops Miami Philadelphia

$385American Airlines

Wed, Nov 11 - Wed, Nov 18

5:36 pm - 4:31 pmORH Worcester-SXM Simpson Bay Princess Juliana

21h 55m2 stops Philadelphia Miami

3:10 pm - 5:21 pmSXM Simpson Bay Princess Juliana-ORH Worcester

27h 11m1 stop Philadelphia

$439American Airlines

Sat, Nov 14 - Sat, Nov 21

5:36 pm - 4:31 pmORH Worcester-SXM Simpson Bay Princess Juliana

21h 55m2 stops Philadelphia Miami

5:33 pm - 5:07 pmSXM Simpson Bay Princess Juliana-ORH Worcester

24h 34m2 stops Miami Philadelphia

$470American Airlines

Thu, Nov 5 - Fri, Nov 13

7:03 pm - 1:24 pmORH Worcester-SXM Simpson Bay Princess Juliana

17h 21m1 stop Philadelphia

5:29 pm - 3:47 pmSXM Simpson Bay Princess Juliana-ORH Worcester

23h 18m2 stops Miami Philadelphia

$472American Airlines

Tue, Jan 5 - Tue, Jan 12

7:03 pm - 1:24 pmORH Worcester-SXM Simpson Bay Princess Juliana

17h 21m1 stop Philadelphia

2:24 pm - 3:47 pmSXM Simpson Bay Princess Juliana-ORH Worcester

26h 23m1 stop Philadelphia

$474American Airlines

Tue, Jan 5 - Sat, Jan 9

4:12 pm - 12:34 pmORH Worcester-SXM Simpson Bay Princess Juliana

19h 22m2 stops Philadelphia Miami

5:29 pm - 3:47 pmSXM Simpson Bay Princess Juliana-ORH Worcester

23h 18m2 stops Miami Philadelphia

$477American Airlines

Sun, Jan 24 - Mon, Feb 1

4:12 pm - 1:24 pmORH Worcester-SXM Simpson Bay Princess Juliana

20h 12m1 stop Philadelphia

4:02 pm - 3:47 pmSXM Simpson Bay Princess Juliana-ORH Worcester

24h 45m2 stops Charlotte Douglas Philadelphia

$479American Airlines

Tue, Jan 26 - Tue, Feb 2

7:03 pm - 3:05 pmORH Worcester-SXM Simpson Bay Princess Juliana

19h 02m1 stop Philadelphia

2:24 pm - 3:47 pmSXM Simpson Bay Princess Juliana-ORH Worcester

26h 23m1 stop Philadelphia

$481American Airlines

Sun, Jan 3 - Sat, Jan 9

4:12 pm - 12:34 pmORH Worcester-SXM Simpson Bay Princess Juliana

19h 22m2 stops Philadelphia Miami

5:29 pm - 3:47 pmSXM Simpson Bay Princess Juliana-ORH Worcester

23h 18m2 stops Miami Philadelphia

$482American Airlines

Sun, Jan 24 - Sun, Jan 31

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American Airlines flights from Worcester, Massachusetts to Simpson Bay

Our best American Airlines deals on Worcester, Massachusetts to Simpson Bay flight tickets

American Airlines

Nov 14

ORH5:36 pmWorcester

21h 55m

2 stops

SXM4:31 pmSimpson Bay Princess Juliana

Nov 21

SXM5:29 pmSimpson Bay Princess Juliana

24h 52m

2 stops

ORH5:21 pmWorcester

$380

American Airlines

Nov 11

ORH5:36 pmWorcester

21h 55m

2 stops

SXM4:31 pmSimpson Bay Princess Juliana

Nov 18

SXM5:33 pmSimpson Bay Princess Juliana

24h 48m

2 stops

ORH5:21 pmWorcester

$385

American Airlines

Nov 14

ORH5:36 pmWorcester

21h 55m

2 stops

SXM4:31 pmSimpson Bay Princess Juliana

Nov 21

SXM3:10 pmSimpson Bay Princess Juliana

27h 11m

1 stop

ORH5:21 pmWorcester

$439

momondo Fare Finder

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 round-trip

WorcesterSimpson Bay

ORH Worcester - SXM Simpson Bay Princess Juliana

ORHSXM

Worcester

Sat 11/14

5:36 pm-4:31 pm

2 stops21h 55m

Simpson Bay Princess Juliana

Sat 11/21

5:29 pm-5:21 pm

2 stops24h 52m

$380

WorcesterSimpson Bay

ORH Worcester - SXM Simpson Bay Princess Juliana

ORHSXM

Worcester

Wed 11/11

5:36 pm-4:31 pm

2 stops21h 55m

Simpson Bay Princess Juliana

Wed 11/18

5:33 pm-5:21 pm

2 stops24h 48m

$385

WorcesterSimpson Bay

ORH Worcester - SXM Simpson Bay Princess Juliana

ORHSXM

Worcester

Sat 11/14

5:36 pm-4:31 pm

2 stops21h 55m

Simpson Bay Princess Juliana

Sat 11/21

3:10 pm-5:21 pm

1 stop27h 11m

$439

WorcesterSimpson Bay

ORH Worcester - SXM Simpson Bay Princess Juliana

ORHSXM

Worcester

Thu 11/5

5:36 pm-4:31 pm

2 stops21h 55m

Simpson Bay Princess Juliana

Fri 11/13

5:33 pm-5:07 pm

2 stops24h 34m

$470

Quickest round-trip

WorcesterSimpson Bay

ORH Worcester - SXM Simpson Bay Princess Juliana

ORHSXM

Worcester

Tue 1/5

7:03 pm-1:24 pm

1 stop17h 21m

Simpson Bay Princess Juliana

Tue 1/12

5:29 pm-3:47 pm

2 stops23h 18m

$472

WorcesterSimpson Bay

ORH Worcester - SXM Simpson Bay Princess Juliana

ORHSXM

Worcester

Tue 1/5

7:03 pm-1:24 pm

1 stop17h 21m

Simpson Bay Princess Juliana

Sat 1/9

2:24 pm-3:47 pm

1 stop26h 23m

$474

WorcesterSimpson Bay

ORH Worcester - SXM Simpson Bay Princess Juliana

ORHSXM

Worcester

Sun 1/24

4:12 pm-12:34 pm

2 stops19h 22m

Simpson Bay Princess Juliana

Mon 2/1

5:29 pm-3:47 pm

2 stops23h 18m

$477

WorcesterSimpson Bay

ORH Worcester - SXM Simpson Bay Princess Juliana

ORHSXM

Worcester

Tue 1/26

4:12 pm-1:24 pm

1 stop20h 12m

Simpson Bay Princess Juliana

Tue 2/2

4:02 pm-3:47 pm

2 stops24h 45m

$479

WorcesterSimpson Bay

ORH Worcester - SXM Simpson Bay Princess Juliana

ORHSXM

Worcester

Sun 1/3

7:03 pm-3:05 pm

1 stop19h 02m

Simpson Bay Princess Juliana

Sat 1/9

2:24 pm-3:47 pm

1 stop26h 23m

$481

WorcesterSimpson Bay

ORH Worcester - SXM Simpson Bay Princess Juliana

ORHSXM

Worcester

Sun 1/24

4:12 pm-12:34 pm

2 stops19h 22m

Simpson Bay Princess Juliana

Sun 1/31

5:29 pm-3:47 pm

2 stops23h 18m

$482

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 resultsSorted by cheapest first

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

Prices

Airlines

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 $422. Flights from Worcester, Massachusetts to Simpson Bay on a Saturday will generally be more expensive and average around $681. 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

Best Price Found	$353
Fastest flight time	19h 22m
Direct flights	None

The best one-way flight to Simpson Bay from Worcester, Massachusetts in the past 72 hours is $353. The best round-trip flight deal from Worcester, Massachusetts to Simpson Bay found on momondo in the last 72 hours is $380.

The fastest flight from Worcester, Massachusetts to Simpson Bay takes 19h 22m

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

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 19h 22m 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.

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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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American Airlines flights from Worcester, Massachusetts to Simpson Bay

Our best American Airlines deals on Worcester, Massachusetts to Simpson Bay flight tickets

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Use the filters below to find and compare flights from Worcester, Massachusetts to Simpson Bay that are best for you.

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How to get the cheapest flight ticket from Worcester, Massachusetts to Simpson Bay

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

What is the cheapest airline that flies from Worcester to Simpson Bay Princess Juliana?

What airlines fly to Simpson Bay?

When to book flights from Worcester, Massachusetts to Simpson Bay

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Frequently asked questions about flying from Worcester, Massachusetts to Simpson Bay

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An easier way to manage your Simpson Bay trip

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List of cabin classes available on flights landing in Simpson Bay. Availability may vary depending on flight origin and airline.

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