Jamaica

$142+ Cheap flights from Worcester, MA (ORH) to Jamaica

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/28. Fares are subject to change and may not be available on all flights or dates of travel.
ORH — MBJ
Feb 20 — Feb 271
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Cheap flight deals from Worcester to Jamaica

Cheapest flights from Worcester to Jamaica
Explore the most affordable flight options available from Worcester to Jamaica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2026.

This American Airlines deal was found by Cheapflights users on 1/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/51:30 pm
ORH
-
MBJ
2 stops22h 51m
American Airlines
Thu 3/1210:07 am
MBJ
-
ORH
2 stops26h 12m
American Airlines
Deal found 1/19$349
This Delta deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/295:24 pm
ORH
-
MBJ
2 stops23h 05m
Delta
Sun 5/104:55 pm
MBJ
-
ORH
2 stops20h 44m
Delta
Deal found 1/20$357
This American Airlines deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/22:39 pm
ORH
-
MBJ
2 stops21h 45m
American Airlines
Tue 5/122:19 pm
MBJ
-
ORH
2 stops22h 55m
American Airlines
Deal found 1/20$397
This American Airlines deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/22:39 pm
ORH
-
MBJ
2 stops22h 12m
American Airlines
Wed 5/63:20 pm
MBJ
-
ORH
1 stop21h 54m
American Airlines
Deal found 1/20$398
This Delta deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/74:33 pm
ORH
-
MBJ
2 stops18h 27m
Delta
Mon 4/134:55 pm
MBJ
-
ORH
2 stops22h 48m
Delta
Deal found 1/21$409
This American Airlines deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/51:44 pm
ORH
-
MBJ
2 stops47h 31m
American Airlines
Thu 4/94:44 pm
MBJ
-
ORH
2 stops20h 30m
American Airlines
Deal found 1/21$410
This American Airlines deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/51:44 pm
ORH
-
MBJ
2 stops47h 31m
American Airlines
Tue 4/143:20 pm
MBJ
-
ORH
1 stop21h 54m
American Airlines
Deal found 1/21$411
This American Airlines deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/22:39 pm
ORH
-
MBJ
2 stops21h 45m
American Airlines
Sun 5/104:44 pm
MBJ
-
ORH
2 stops44h 30m
American Airlines
Deal found 1/20$417
This American Airlines deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/51:44 pm
ORH
-
MBJ
2 stops47h 31m
American Airlines
Mon 4/131:15 pm
MBJ
-
ORH
2 stops47h 59m
American Airlines
Deal found 1/21$423

Find flight deals from Worcester to Jamaica

Keep the following information in mind while searching for Worcester to Jamaica flight deals. Data was last updated January 21, 2026.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$357
(Delta)

One-way from

$142
(American Airlines)

Popular in

April

Cheapest in

March

Average price

$449
Provider with most accurate pricing for Boston Logan Intl-Montego Bay Sangster Intl flight deals.
Provider most trusted by Cheapflights users for Boston Logan Intl-Montego Bay Sangster Intl flights.
From Worcester to Jamaica
One-way flight from Worcester to Jamaica
Highest demand for flights based on searches. 4% potential increase in price ($25 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Average for round-trip flights in January 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Worcester to Jamaica 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, Cheapflights users made 2,558,603 searches. Data last updated January 21, 2026.
Use the filters below to find and compare flights from Worcester to Jamaica that are best for you.

Fly from

Worcester

Fly to

Jamaica

Route

Depart

Return

Price

WorcesterMontego Bay

ORH - MBJ

ORHMBJ

Worcester

Thu 3/5

1:30 pm-12:21 pm

2 stops22h 51m

Montego Bay Sangster Intl

Thu 3/12

10:07 am-1:19 pm

2 stops26h 12m

$349

WorcesterMontego Bay

ORH - MBJ

ORHMBJ

Worcester

Wed 4/29

5:24 pm-3:29 pm

2 stops23h 05m

Montego Bay Sangster Intl

Sun 5/10

4:55 pm-2:39 pm

2 stops20h 44m

$357

WorcesterMontego Bay

ORH - MBJ

ORHMBJ

Worcester

Sun 5/3

5:24 pm-3:29 pm

2 stops23h 05m

Montego Bay Sangster Intl

Thu 5/7

4:55 pm-2:39 pm

2 stops20h 44m

$357

WorcesterMontego Bay

ORH - MBJ

ORHMBJ

Worcester

Tue 5/5

5:24 pm-3:29 pm

2 stops23h 05m

Montego Bay Sangster Intl

Sat 5/9

4:55 pm-2:39 pm

2 stops20h 44m

$357

WorcesterMontego Bay

ORH - MBJ

ORHMBJ

Worcester

Mon 5/4

5:24 pm-3:29 pm

2 stops23h 05m

Montego Bay Sangster Intl

Sun 5/10

4:55 pm-2:39 pm

2 stops20h 44m

$357

WorcesterMontego Bay

ORH - MBJ

ORHMBJ

Worcester

Fri 5/1

5:24 pm-3:29 pm

2 stops23h 05m

Montego Bay Sangster Intl

Thu 5/7

4:55 pm-2:39 pm

2 stops20h 44m

$357

WorcesterMontego Bay

ORH - MBJ

ORHMBJ

Worcester

Tue 5/5

5:24 pm-1:16 pm

2 stops20h 52m

Montego Bay Sangster Intl

Sun 5/10

4:55 pm-2:39 pm

2 stops20h 44m

$357

WorcesterMontego Bay

ORH - MBJ

ORHMBJ

Worcester

Sun 5/3

5:24 pm-1:16 pm

2 stops20h 52m

Montego Bay Sangster Intl

Sat 5/9

4:55 pm-2:39 pm

2 stops20h 44m

$357

WorcesterMontego Bay

ORH - MBJ

ORHMBJ

Worcester

Fri 5/1

5:24 pm-1:16 pm

2 stops20h 52m

Montego Bay Sangster Intl

Sun 5/10

4:55 pm-2:39 pm

2 stops20h 44m

$357

WorcesterMontego Bay

ORH - MBJ

ORHMBJ

Worcester

Wed 4/29

5:24 pm-3:29 pm

2 stops23h 05m

Montego Bay Sangster Intl

Wed 5/6

4:55 pm-2:39 pm

2 stops20h 44m

$357

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 18 results
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Best time to book a flight from Worcester to Jamaica

Have a flexible travel schedule? Discover the best time to fly to Jamaica from Worcester with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Worcester to Jamaica

What is the cheapest month to book a flight from Worcester, Massachusetts to Jamaica?

Currently, June is the cheapest month in which you can book a flight from Worcester, Massachusetts to Jamaica (average of $131). Flying from Worcester, Massachusetts to Jamaica in November is currently the most expensive (average of $278). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Worcester to Jamaica. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly from for flights from Worcester to Jamaica?

    Located just 3.8 mi from the city center, Worcester (ORH) is the airport most travelers will use when flying to Jamaica from Worcester.

  • How long is the flight from Worcester, Massachusetts to Jamaica?

    For as low as $349, American Airlines can have you in Jamaica from Worcester, Massachusetts in 22h 51m. There are 1679 mi between Worcester, Massachusetts and Jamaica. Both multi-stop and nonstop flights can be found to your destination and back.

  • Can I find deals for flights from Worcester to Jamaica that include hotel bookings?

    Yes. In addition to deals on Worcester to Jamaica flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Worcester to Jamaica?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Worcester to Jamaica.

  • Can I find deals for business class flights from Worcester to Jamaica?

    Yes. Cheapflights offers flight deals from Worcester to Jamaica by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Worcester, Massachusetts to Jamaica?

    Currently, June is the cheapest month in which you can book a flight from Worcester, Massachusetts to Jamaica (average of $131). Flying from Worcester, Massachusetts to Jamaica in November is currently the most expensive (average of $278). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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