Puerto Rico

$141+ 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 2/23. Fares are subject to change and may not be available on all flights or dates of travel.
JFK — SJU
Feb 28 — Mar 71
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Newburgh to Puerto Rico with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap 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 January 29, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/309:38 am
SWF
-
SJU
1 stop13h 07m
Multiple Airlines
Thu 9/39:29 pm
SJU
-
SWF
2 stops14h 06m
Multiple Airlines
Deal found 1/27$294
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 2/67:33 pm
SWF
-
SJU
1 stop13h 14m
Multiple Airlines
Mon 2/96:00 am
SJU
-
SWF
1 stop13h 43m
Multiple Airlines
Deal found 1/28$340
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/611:02 am
SWF
-
BQN
1 stop15h 00m
Multiple Airlines
Sat 3/142:42 am
BQN
-
SWF
1 stop8h 26m
Multiple Airlines
Deal found 1/27$380
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 2/67:33 pm
SWF
-
SJU
1 stop13h 14m
Multiple Airlines
Sun 2/89:29 pm
SJU
-
SWF
2 stops22h 14m
Multiple Airlines
Deal found 1/28$405
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/1312:11 pm
SWF
-
SJU
2 stops33h 23m
Multiple Airlines
Sat 3/287:54 pm
SJU
-
SWF
1 stop13h 45m
Multiple Airlines
Deal found 1/27$407
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/307:33 pm
SWF
-
SJU
1 stop27h 26m
Multiple Airlines
Sun 3/16:00 am
SJU
-
SWF
1 stop29h 13m
Multiple Airlines
Deal found 1/27$439
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 2/1311:04 am
SWF
-
SJU
1 stop12h 39m
Multiple Airlines
Sat 2/143:53 am
SJU
-
SWF
1 stop8h 15m
Multiple Airlines
Deal found 1/28$473
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2611:48 am
SWF
-
SJU
1 stop10h 21m
Multiple Airlines
Wed 3/43:53 am
SJU
-
SWF
1 stop8h 15m
Multiple Airlines
Deal found 1/27$492
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 3/1312:11 pm
SWF
-
SJU
2 stops10h 34m
Multiple Airlines
Sat 3/141:45 am
SJU
-
SWF
1 stop9h 23m
Multiple Airlines
Deal found 1/28$494
This Kiwi.com deal was found by Cheapflights users on 1/28. 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.
Thu 3/511:48 am
SWF
-
BQN
1 stop14h 09m
Multiple Airlines
Sat 3/73:27 am
BQN
-
SWF
1 stop7h 41m
Multiple Airlines
Deal found 1/28$511
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 2/1211:48 am
SWF
-
BQN
1 stop14h 09m
Multiple Airlines
Sat 2/143:58 am
BQN
-
SWF
1 stop8h 10m
Multiple Airlines
Deal found 1/26$519
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 3/811:48 am
SWF
-
BQN
1 stop14h 09m
Multiple Airlines
Wed 3/112:42 am
BQN
-
SWF
1 stop8h 26m
Multiple Airlines
Deal found 1/28$536

Find 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 January 29, 2026.

Round-trip from

$380
(Kiwi.com)

One-way from

$141
(Kiwi.com)

Popular in

December

Cheapest in

March

Average price

$242
From Newburgh to Puerto Rico
One-way flight from Newburgh to Puerto Rico
Highest demand for flights based on searches. 8% potential increase in price ($27 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($8 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 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 January 29, 2026.
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 2/6

7:33 pm-9:47 am

1 stop13h 14m

San Juan Luis Munoz Marin Intl

Mon 2/9

6:00 am-6:43 pm

1 stop13h 43m

$340

New WindsorAguadilla

SWF - BQN

SWFBQN

New Windsor Stewart

Fri 3/6

11:02 am-3:02 am

1 stop15h 00m

Aguadilla Borinquen

Sat 3/14

2:42 am-11:08 am

1 stop8h 26m

$380

New WindsorSan Juan

SWF - SJU

SWFSJU

New Windsor Stewart

Thu 2/12

11:48 am-2:53 am

1 stop14h 05m

San Juan Luis Munoz Marin Intl

Sat 2/14

3:53 am-11:08 am

1 stop8h 15m

$495

New WindsorSan Juan

SWF - SJU

SWFSJU

New Windsor Stewart

Sun 2/22

11:48 am-12:54 am

1 stop12h 06m

San Juan Luis Munoz Marin Intl

Wed 2/25

3:53 am-11:08 am

1 stop8h 15m

$504

New WindsorAguadilla

SWF - BQN

SWFBQN

New Windsor Stewart

Thu 3/5

11:48 am-2:57 am

1 stop14h 09m

Aguadilla Borinquen

Sat 3/7

3:27 am-11:08 am

1 stop7h 41m

$511

New WindsorAguadilla

SWF - BQN

SWFBQN

New Windsor Stewart

Thu 2/12

11:48 am-2:57 am

1 stop14h 09m

Aguadilla Borinquen

Sat 2/14

3:58 am-11:08 am

1 stop8h 10m

$519

New WindsorSan Juan

SWF - SJU

SWFSJU

New Windsor Stewart

Sun 4/26

11:48 am-2:01 am

1 stop14h 13m

San Juan Luis Munoz Marin Intl

Wed 4/29

3:08 am-11:08 am

1 stop8h 00m

$520

New WindsorSan Juan

SWF - SJU

SWFSJU

New Windsor Stewart

Thu 4/2

10:29 am-6:54 pm

1 stop8h 25m

San Juan Luis Munoz Marin Intl

Sat 4/11

7:54 pm-10:55 am

1 stop15h 01m

$530

New WindsorSan Juan

SWF - SJU

SWFSJU

New Windsor Stewart

Sun 2/22

11:48 am-12:54 am

1 stop12h 06m

San Juan Luis Munoz Marin Intl

Wed 2/25

8:05 pm-11:08 am

1 stop16h 03m

$530

New WindsorSan Juan

SWF - SJU

SWFSJU

New Windsor Stewart

Sun 3/8

11:48 am-2:13 am

1 stop14h 25m

San Juan Luis Munoz Marin Intl

Wed 3/11

3:08 am-11:08 am

1 stop8h 00m

$531

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 38 results
1
2
3
4

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, March is the cheapest month in which you can book a flight from Newburgh to Puerto Rico (average of $62). 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 January 29, 2026.

One of the essential ways to save on airfare from Newburgh to Puerto Rico is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 5% 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 January 24, 2026.

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

Weekly flight availability from Newburgh to Puerto Rico

Explore weekly flight availability from Newburgh to Puerto Rico. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated January 29, 2026.

The most flights from N3W to PR0 are scheduled on a Thursday (41 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (24 on average).

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 January 29, 2026.
Get a feel of what it's like to fly with JetBlue from Newburgh to Puerto Rico by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Overall

7.2

Crew

8.0

Comfort

7.5

Boarding

7.4

Entertainment

7.2

Food

6.6

Reviews

1 / 20
10.0
Excellent

JACK,Sep 2025

JFK - MSY

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

Overall

7.2

Crew

8.0

Comfort

7.5

Boarding

7.4

Entertainment

7.2

Food

6.6

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 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 LATAM Airlines (79%), WestJet (78%) or TAP AIR PORTUGAL (75%) 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 $445, our data indicates the cheapest price to be $78. The most popular route (New Windsor Stewart - San Juan Luis Munoz Marin Intl), is priced around $395.

  • 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, March is the cheapest month in which you can book a flight from Newburgh to Puerto Rico (average of $62). 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.

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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$28Average$250FlexibilityNo cancel feeOn-time62%
DeltaCheapest$94Average$337FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$110Average$387FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$127Average$282FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$161Average$434FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$163Average$342FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.