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Find cheap flights from Worcester to Caribbean from $344

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Worcester to Caribbean departing on 9/8. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Mon 6/3
Mon 6/10

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Best Caribbean Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Punta Cana
Punta Cana2 stops$524
Montego Bay
Montego Bay2 stops$344
Santo Domingo
Santo Domingo2 stops$548
Oranjestad
Oranjestad2 stops$389
Nassau
Nassau2 stops$352
Simpson Bay
Simpson Bay2 stops$537
Providenciales
Providenciales2 stops$528
St. John's
St. John's2 stops$746

Good to know

Low season

May

High season

January

Cheapest flight

$344
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly and prices are also 23% lower on average.
Flight from Worcester to Montego Bay

FAQs - booking Caribbean flights

  • How does KAYAK find such low prices on flights from Worcester to Caribbean?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Worcester to Caribbean.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Worcester to Caribbean?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Caribbean from Worcester is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Worcester to Caribbean?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Caribbean with an airline and back to Worcester with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Worcester to Caribbean?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Caribbean from Worcester up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Caribbean

  • Morning departure is around 35% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top airlines flying from Worcester to Caribbean

 
Need help choosing which airline to fly with from Worcester to Caribbean? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.6
JetBlueOverall score based on 4545 reviews
7.9Comfort
7.2Food
7.8Boarding
7.5Entertainment
8.3Crew
Airline reviews

I had back trouble prior to my flight and everyone was great about helping me.

10.0 ExcellentMichelle, Mar 2024BOS - PHX
Read more about JetBlue reviews

I had back trouble prior to my flight and everyone was great about helping me.

My tv was broken on the flight which is disappointing when you pay for a seat and expect a service

Always delays from Boston to Salt lake but this time was very long. Don’t understand while they board the passengers and then make them sit in the plane

The boarding and flight were ok, but there were several painful issues. The flight was 3:20 in the air and almost four hours door to door, but they only had snack packs on the plane. They really need to have food on longer flights or make it clear to everyone that they won’t have food. They also advertise free WiFi, but it did not work for 90% of this flight. Again, almost four hours door to door. If I had known I was flying spirit for JetBlue prices then I would have planned differently.

Service for food to our seat was a bit slow. Snack choices were just pretzels or baked chips. My seat cushion was not attached. Other than Barbie, video choice were not very good or current.

After we landed, we were held on the plane for 30 minutes. There was no one at the gate once we landed and we forced to sit on a plan that had already over an hour delayed.

almost 4 hour delay as they over booked and had to wait for 8-10 volunteers to agree to travel next day.

Old plane. No outlets for laptop or phone. Seats worn out. Area around seat dirty.

I loved the flight and the crew. It was comfortable and smooth.

The crew was openly hostile and condescending to the customers. They spent the majority of that time in the rear talking and seemed really agitated when people asked questions. I heard five different people told that the information they requested was in the handout or safety brief.

I was in business class. There was an excellent headset. But half an hour before arrival they collected them! The rest of the trip I had to use a cheap earphone. There must be a better way to protect the headphones.

All four American Airlines flights I took in last seven days were delayed. Caused me loads of problems, missed meetings, loss of time and money.

American cancelled our flight home. Zero option for hotel, alternative transportation and took 3 hours to find our bags so we could take a 3 hour UBER ride home on our dime. Never flying AA again.

They gave my seat away although it was a connecting flight with them and the flight was a bit delayed.

Flight was cancelled had to move to another gate late again no internet paid for the month and never can use it waste of money

Not being able to purchase my check in baggage online was a negative.

LATE LATE LATE!!! Plagued by late AA flights on this trip. Such a drag. This one was by far the worst.

WiFi connected but only let you go to the AA website, not even text messaging worked.

Too bad that first class seats do not recline significantly causing discomfort

I think the seats on some of their planes are uncomfortable. You can be ok on a short flight of two hours but no more than that. The delays, and also the refreshments on the plane were not enough.

Book cheap flights from Worcester to Caribbean

Recent round-trip flight deals

9/8Sun
2 stopsDelta
23h 30mORH-MBJ
9/12Thu
2 stopsDelta
22h 22mMBJ-ORH
$344
5/31Fri
2 stopsAmerican Airlines
26h 23mORH-NAS
6/3Mon
2 stopsAmerican Airlines
21h 03mNAS-ORH
$352
9/9Mon
2 stopsAmerican Airlines
24h 57mORH-AUA
9/11Wed
2 stopsAmerican Airlines
20h 44mAUA-ORH
$389
5/31Fri
2 stopsDelta
21h 02mORH-NAS
6/3Mon
1 stopDelta
21h 41mNAS-ORH
$408
9/9Mon
2 stopsAmerican Airlines
24h 57mORH-AUA
9/11Wed
2 stopsAmerican Airlines
44h 23mAUA-ORH
$410
5/31Fri
1 stopDelta
24h 13mORH-NAS
6/3Mon
1 stopDelta
21h 41mNAS-ORH
$412
6/1Sat
1 stopJetBlue
9h 31mORH-SJU
6/5Wed
1 stopJetBlue
9h 36mSJU-ORH
$466
7/4Thu
1 stopJetBlue
8h 51mORH-SJU
7/7Sun
1 stopJetBlue
9h 25mSJU-ORH
$628
6/17Mon
1 stopJetBlue
8h 50mORH-SJU
6/24Mon
1 stopJetBlue
9h 31mSJU-ORH
$851
5/24Fri
1 stopJetBlue
11h 04mORH-SJU
5/27Mon
1 stopJetBlue
6h 59mSJU-ORH
$906

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Recent one-way flight deals

5/11Sat
2 stopsAmerican Airlines
22h 29mORH-SXM
$393

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Last minute flights from Worcester to Caribbean

Last minute flight, train and bus deals

5/6Mon
multi-stopAmerican Airlines
20h 04mORH-SJU
5/11Sat
multi-stopAmerican Airlines
21h 15mSJU-ORH
$549
5/6Mon
multi-stopAmerican Airlines
23h 04mORH-SJU
5/10Fri
multi-stopAmerican Airlines
15h 08mSJU-ORH
$616
5/6Mon
multi-stopJetBlue
11h 04mORH-SJU
5/11Sat
multi-stopJetBlue
9h 34mSJU-ORH
$685
5/7Tue
multi-stopJetBlue
11h 04mORH-SJU
5/8Wed
multi-stopJetBlue
6h 59mSJU-ORH
$691
5/7Tue
multi-stopAmerican Airlines
23h 04mORH-SJU
5/8Wed
multi-stopAmerican Airlines
21h 58mSJU-ORH
$723
5/6Mon
multi-stopAmerican Airlines
18h 29mORH-SJU
5/11Sat
multi-stopAmerican Airlines
21h 15mSJU-ORH
$757
5/6Mon
multi-stopAmerican Airlines
20h 04mORH-SJU
5/10Fri
multi-stopAmerican Airlines
15h 08mSJU-ORH
$824
5/6Mon
multi-stopAmerican Airlines
20h 47mORH-SXM
5/9Thu
multi-stopAmerican Airlines
23h 59mSXM-ORH
$889

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