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$143+ Cheap flights from Worcester, MA (ORH) to Puerto Rico

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 12/31. Fares are subject to change and may not be available on all flights or dates of travel.
ORH — SJU
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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Cheap flight deals from Worcester to Puerto Rico

Keep the following information in mind while searching for Worcester to Puerto Rico flight deals. Data was last updated October 29, 2025.

Most accurate provider

Expedia
2 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$235
(American Airlines)

One-way from

$143
(American Airlines)

Popular in

December

Cheapest in

January

Average price

$265
Provider with most accurate pricing for Boston Logan Intl-San Juan flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-San Juan flights.
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From Worcester to Puerto Rico
Search Deals
One-way flight from Worcester to Puerto Rico
Search Deals
High demand for flights, 0% potential price rise
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Worcester to Puerto Rico

Cheapest flights from Worcester to Puerto Rico
Explore the most affordable flight options available from Worcester to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 29, 2025.

This American Airlines deal was found by Cheapflights users on 10/29. 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.
Wed 12/103:30 pmORH - SJU
2 stops23h 38mAmerican Airlines
Mon 12/156:25 amSJU - ORH
1 stop9h 37mAmerican Airlines
Deal found 10/29$235
This American Airlines deal was found by Cheapflights users on 10/27. 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 12/63:37 pmORH - SJU
2 stops20h 53mAmerican Airlines
Tue 12/96:42 pmSJU - ORH
2 stops21h 23mAmerican Airlines
Deal found 10/27$295
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Tue 12/23:17 pmORH - SJU
1 stop7h 35mAmerican Airlines
Fri 12/126:25 amSJU - ORH
1 stop9h 40mAmerican Airlines
Deal found 10/29$331
This American Airlines deal was found by Cheapflights users on 10/28. 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 12/113:34 pmORH - SJU
1 stop7h 18mAmerican Airlines
Fri 12/268:35 pmSJU - ORH
1 stop17h 47mAmerican Airlines
Deal found 10/28$338
This American Airlines deal was found by Cheapflights users on 10/27. 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 12/133:37 pmORH - SJU
2 stops20h 53mAmerican Airlines
Mon 12/152:36 pmSJU - ORH
2 stops25h 33mAmerican Airlines
Deal found 10/27$362
This American Airlines deal was found by Cheapflights users on 10/27. 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.
Fri 12/53:30 pmORH - SJU
1 stop7h 22mAmerican Airlines
Mon 12/86:25 amSJU - ORH
1 stop9h 37mAmerican Airlines
Deal found 10/27$378
This JetBlue deal was found by Cheapflights users on 10/28. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1811:57 amORH - SJU
1 stop7h 57mJetBlue
Fri 11/2110:55 amSJU - ORH
1 stop6h 45mJetBlue
Deal found 10/28$382
This JetBlue deal was found by Cheapflights users on 10/28. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/711:57 amORH - PSE
1 stop10h 55mJetBlue
Tue 11/185:15 amPSE - ORH
1 stop6h 55mJetBlue
Deal found 10/28$710

Cheapflights Fare Finder

 
Customize your flight search to find flights from Worcester to Puerto Rico 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 October 29, 2025.
Use the filters below to find and compare flights from Worcester to Puerto Rico that are best for you.

Fly from

Worcester

Fly to

Puerto Rico

Route

Depart

Return

Price

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Mon 3/30

11:27 am-8:20 pm

1 stop8h 53m

San Juan Luis Munoz Marin Intl

Thu 4/2

7:00 am-3:28 pm

1 stop8h 28m

$381

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Tue 11/18

11:57 am-8:54 pm

1 stop7h 57m

San Juan Luis Munoz Marin Intl

Fri 11/21

10:55 am-4:40 pm

1 stop6h 45m

$382

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Thu 12/11

3:34 pm-10:09 am

2 stops17h 35m

San Juan Luis Munoz Marin Intl

Sun 12/14

6:25 am-3:09 pm

1 stop9h 44m

$398

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Thu 12/11

3:34 pm-11:52 pm

1 stop7h 18m

San Juan Luis Munoz Marin Intl

Mon 12/15

6:25 am-3:02 pm

1 stop9h 37m

$416

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Mon 11/10

3:27 pm-11:52 pm

1 stop7h 25m

San Juan Luis Munoz Marin Intl

Fri 11/14

4:56 pm-3:02 pm

2 stops23h 06m

$435

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Sat 3/7

4:00 pm-1:12 am

1 stop8h 12m

San Juan Luis Munoz Marin Intl

Sat 3/14

7:40 am-3:05 pm

1 stop7h 25m

$456

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Sat 4/11

4:26 pm-12:10 am

1 stop7h 44m

San Juan Luis Munoz Marin Intl

Sat 4/18

6:55 pm-2:53 pm

2 stops19h 58m

$460

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Sun 4/12

4:26 pm-2:35 pm

2 stops22h 09m

San Juan Luis Munoz Marin Intl

Sat 4/18

5:40 am-2:53 pm

1 stop9h 13m

$460

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Fri 4/10

4:26 pm-7:55 pm

2 stops27h 29m

San Juan Luis Munoz Marin Intl

Sat 4/18

5:40 am-2:53 pm

1 stop9h 13m

$460

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Wed 12/31

12:19 pm-11:59 pm

1 stop10h 40m

$143

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 15 results
1
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Best time to book a flight from Worcester to Puerto Rico

Have a flexible travel schedule? Discover the best time to fly to Puerto Rico 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 Puerto Rico

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

Currently, February is the cheapest month in which you can book a flight from Worcester, Massachusetts to Puerto Rico (average of $65). Flying from Worcester, Massachusetts to Puerto Rico in September is currently the most expensive (average of $147). 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.

What is the cheapest time of day to fly from ORH to PR?

Find hourly flight availability from Worcester to Puerto Rico. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 29, 2025.

A simple way to save on the total cost of your ticket is to fly from Worcester, Massachusetts to Puerto Rico in the morning. If you’re flexible enough to do this you can expect to save up to 66% on your trip compared to booking a flight at noon.

Reviews of airlines servicing Puerto Rico

Get insights into the airlines that provide service to Puerto Rico. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Puerto Rico. Reviews last updated October 29, 2025.
Read through reviews of airlines operating flights from Worcester to Puerto Rico, such as JetBlue. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
JetBlue
7.2
Good
2,907 reviews

Food

6.7

Boarding

7.4

Comfort

7.6

Entertainment

7.3

Overall

7.2

Crew

8.0

Reviews

1 / 20
10.0
Excellent

JACK,Sep 2025

JFK - MSY

I liked the professional services of the crew. Keep up the good work.
JetBlue
7.2
Good
2,907 reviews
JetBlue
7.2
Good
2,907 reviews

Food

6.7

Boarding

7.4

Comfort

7.6

Entertainment

7.3

Overall

7.2

Crew

8.0

Reviews

1 / 20
10.0
Excellent

JACK,Sep 2025

JFK - MSY

I liked the professional services of the crew. Keep up the good work.

Related info for your journey

Find useful and relevant information for your journey from Worcester to Puerto Rico. 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 Puerto Rico?

    For a flight from Worcester to Puerto Rico, you will be flying from Worcester. Worcester (ORH) is just 3.8 mi from the center of the city.

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

    A quick flight from Worcester, Massachusetts to Puerto Rico can take about 8h 53m. JetBlue provides one of the quickest options available for as low as $381. The distance from Worcester, Massachusetts to Puerto Rico is about 1681 mi. This flight may include one or multiple stops.

  • What are the most popular routes from Worcester, Massachusetts to Puerto Rico?

    Most travelers choose Worcester - San Juan Luis Munoz Marin Intl, Worcester - Culebra or Worcester - Mayagüez Eugenio M De Hostos when deciding on the best route from Worcester, Massachusetts to Puerto Rico.

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

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

  • How can I find direct flights from Worcester to Puerto Rico?

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

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

    Yes. Cheapflights offers flight deals from Worcester to Puerto Rico 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 Puerto Rico?

    Currently, February is the cheapest month in which you can book a flight from Worcester, Massachusetts to Puerto Rico (average of $65). Flying from Worcester, Massachusetts to Puerto Rico in September is currently the most expensive (average of $147). 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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Alternative routes for Worcester to Puerto Rico

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Worcester to Puerto Rico

Discover the top airline that operate flights from Worcester to Puerto Rico. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$136Average$540FlexibilityNo cancel feeOn-time62%

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