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Puerto Rico

$115+ Cheap flights from Newburgh, NY 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 11/24. Fares are subject to change and may not be available on all flights or dates of travel.
JFK — SJU
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheap flight deals from Newburgh to Puerto Rico

Keep the following information in mind while searching for Newburgh to Puerto Rico flight deals. Data was last updated October 30, 2025.

Round-trip from

$350
(Mytrip)

One-way from

$115
(Kiwi.com)

Popular in

December

Cheapest in

March

Average price

$218
From Newburgh to Puerto Rico
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One-way flight from Newburgh to Puerto Rico
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Highest demand for flights based on searches. 6% potential increase in price ($19 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($10 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 Newburgh to Puerto Rico

Cheapest flights from Newburgh to Puerto Rico
Explore the most affordable flight options available from Newburgh to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.

This Mytrip deal was found by Cheapflights users on 10/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/512:27 pmSWF - SJU
1 stop11h 18mMultiple Airlines
Sun 12/74:10 amSJU - SWF
1 stop8h 27mMultiple Airlines
Deal found 10/30$350
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1212:27 pmSWF - SJU
1 stop11h 18mMultiple Airlines
Sun 12/144:10 amSJU - SWF
1 stop8h 27mMultiple Airlines
Deal found 10/29$358
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/512:27 pmSWF - SJU
1 stop11h 18mMultiple Airlines
Sun 12/76:00 amSJU - SWF
2 stops30h 37mMultiple Airlines
Deal found 10/29$399
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/75:50 pmSWF - SJU
2 stops46h 29mMultiple Airlines
Thu 11/133:37 pmSJU - SWF
1 stop19h 34mMultiple Airlines
Deal found 10/28$454
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/127:30 pmSWF - SJU
1 stop13h 25mMultiple Airlines
Sat 12/133:55 amSJU - SWF
1 stop8h 08mMultiple Airlines
Deal found 10/30$480
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/198:11 pmSWF - BQN
1 stop29h 59mMultiple Airlines
Wed 12/243:55 amBQN - SWF
1 stop8h 08mMultiple Airlines
Deal found 10/29$547
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/209:45 amSWF - BQN
1 stop16h 25mMultiple Airlines
Wed 12/243:55 amBQN - SWF
1 stop8h 08mMultiple Airlines
Deal found 10/29$554
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/198:11 pmSWF - BQN
1 stop29h 59mMultiple Airlines
Mon 12/223:55 amBQN - SWF
1 stop8h 08mMultiple Airlines
Deal found 10/29$582
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/209:45 amSWF - BQN
1 stop16h 25mMultiple Airlines
Mon 12/223:55 amBQN - SWF
1 stop8h 08mMultiple Airlines
Deal found 10/29$589
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1811:43 amSWF - BQN
1 stop14h 27mMultiple Airlines
Sat 12/203:55 amBQN - SWF
1 stop8h 08mMultiple Airlines
Deal found 10/30$649
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/911:43 amSWF - BQN
1 stop14h 21mMultiple Airlines
Thu 11/133:59 amBQN - SWF
2 stops8h 45mMultiple Airlines
Deal found 10/28$669
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/911:43 amSWF - BQN
1 stop14h 21mMultiple Airlines
Sun 11/163:59 amBQN - SWF
2 stops8h 45mMultiple Airlines
Deal found 10/28$701

Cheapflights Fare Finder

 
Customize your flight search to find flights from Newburgh 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 30, 2025.
Use the filters below to find and compare flights from Newburgh to Puerto Rico that are best for you.

Fly from

Newburgh

Fly to

Puerto Rico

Route

Depart

Return

Price

New WindsorSan Juan

SWF - SJU

SWFSJU

New Windsor Stewart

Fri 12/5

12:27 pm-12:45 am

1 stop11h 18m

San Juan Luis Munoz Marin Intl

Sun 12/7

4:10 am-11:37 am

1 stop8h 27m

$352

New WindsorSan Juan

SWF - SJU

SWFSJU

New Windsor Stewart

Sat 1/3

8:45 pm-10:33 am

1 stop12h 48m

San Juan Luis Munoz Marin Intl

Sun 1/11

5:20 pm-10:19 am

1 stop17h 59m

$361

New WindsorSan Juan

SWF - SJU

SWFSJU

New Windsor Stewart

Fri 12/5

12:27 pm-12:45 am

1 stop11h 18m

San Juan Luis Munoz Marin Intl

Sat 12/6

3:55 am-11:03 am

1 stop8h 08m

$414

New WindsorSan Juan

SWF - SJU

SWFSJU

New Windsor Stewart

Mon 3/16

9:52 am-1:50 am

1 stop15h 58m

San Juan Luis Munoz Marin Intl

Wed 3/18

2:55 am-11:08 am

1 stop8h 13m

$433

New WindsorSan Juan

SWF - SJU

SWFSJU

New Windsor Stewart

Thu 11/13

6:14 pm-12:01 pm

1 stop16h 47m

San Juan Luis Munoz Marin Intl

Sat 11/15

3:59 am-11:03 am

1 stop8h 04m

$545

New WindsorAguadilla

SWF - BQN

SWFBQN

New Windsor Stewart

Fri 12/19

8:11 pm-3:10 am

1 stop29h 59m

Aguadilla Borinquen

Wed 12/24

3:55 am-11:03 am

1 stop8h 08m

$547

New WindsorAguadilla

SWF - BQN

SWFBQN

New Windsor Stewart

Sat 12/20

9:45 am-3:10 am

1 stop16h 25m

Aguadilla Borinquen

Wed 12/24

3:55 am-11:03 am

1 stop8h 08m

$554

New WindsorSan Juan

SWF - SJU

SWFSJU

New Windsor Stewart

Fri 12/19

6:56 pm-1:59 pm

1 stop18h 03m

San Juan Luis Munoz Marin Intl

Thu 1/8

5:20 pm-10:19 am

1 stop17h 59m

$561

New WindsorSan Juan

SWF - SJU

SWFSJU

New Windsor Stewart

Mon 12/22

8:25 pm-12:29 pm

1 stop15h 04m

San Juan Luis Munoz Marin Intl

Wed 12/24

3:55 am-11:03 am

1 stop8h 08m

$571

New WindsorAguadilla

SWF - BQN

SWFBQN

New Windsor Stewart

Fri 12/19

8:11 pm-3:10 am

1 stop29h 59m

Aguadilla Borinquen

Mon 12/22

3:55 am-11:03 am

1 stop8h 08m

$582

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 39 results
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Best time to book a flight from Newburgh to Puerto Rico

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

What is the cheapest month to book a flight from Newburgh to Puerto Rico?

Currently, February is the cheapest month in which you can book a flight from Newburgh to Puerto Rico (average of $52). Flying from Newburgh to Puerto Rico in August is currently the most expensive (average of $138). 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 N3W to PR?

Find hourly flight availability from Newburgh 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 30, 2025.

One of the essential ways to save on airfare from Newburgh to Puerto Rico is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight at noon could potentially save you up to 18% on airfare.

What is the cheapest day to fly from Newburgh to Puerto Rico?

Use this chart to determine the cheapest time to fly round-trip from Newburgh to Puerto Rico. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Newburgh to Puerto Rico flight should consider departing on Friday evenings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Related info for your journey

Find useful and relevant information for your journey from Newburgh 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 are the most reliable airlines from Newburgh to Puerto Rico?

    No one likes to see their flight delayed. When booking a flight from Newburgh to Puerto Rico consider choosing ITA Airways (81%), LATAM Airlines (79%) or Delta (79%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Newburgh to Puerto Rico?

    Looking for the cheapest flight from Newburgh to Puerto Rico? While on average our users pay $640, our data indicates the cheapest price to be $69. The most popular route (New Windsor Stewart - San Juan Luis Munoz Marin Intl), is priced around $307.

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

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

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

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

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

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

    Currently, February is the cheapest month in which you can book a flight from Newburgh to Puerto Rico (average of $52). Flying from Newburgh to Puerto Rico in August is currently the most expensive (average of $138). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Newburgh to Puerto Rico

See prices for flight routes from nearby airports that may be better suited for you.
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Newark to Willemstad flights
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Top 6 airlines flying from Newburgh to Puerto Rico

Discover the top 6 airlines that operate flights from Newburgh 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 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$62Average$253FlexibilityNo cancel feeOn-time62%
DeltaCheapest$118Average$350FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$143Average$271FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$144Average$415FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$161Average$495FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$161Average$446FlexibilityNo cancel feeOn-time69%

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