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Find cheap flights from Stewart Intl. to Puerto Rico from $121

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from New Windsor to Puerto Rico departing on 6/3. 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
Fri 6/7
Fri 6/14

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Best Puerto Rico Flight Deals

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

Aguadilla
Aguadilla2 stops$230

Good to know

Cheapest flight

$121
Flight from New Windsor to San Juan

FAQs - booking Puerto Rico flights

  • How does KAYAK find such low prices on flights from Stewart Intl. to Puerto Rico?

    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 Stewart Intl. to Puerto Rico.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Stewart Intl. to Puerto Rico?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Puerto Rico from Stewart Intl. 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 Stewart Intl. to Puerto Rico?

    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 Puerto Rico with an airline and back to Stewart Intl. with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Stewart Intl. to Puerto Rico?

    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 Puerto Rico from Stewart Intl. 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 Puerto Rico

  • Morning departure is around 41% cheaper 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 airline flying from New Windsor to Puerto Rico

 
Need help choosing which airline to fly with from New Windsor to Puerto Rico? 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.
6.4
Spirit AirlinesOverall score based on 8706 reviews
5.9Comfort
6.8Boarding
5.2Entertainment
5.3Food
7.2Crew
Airline reviews

Overall it was a good experience. Stewards were very kind and professional. The departure and arrival times were as promised. Plane was clean.

8.0 ExcellentMARTIN, Apr 2024LGA - FLL
Read more about Spirit Airlines reviews

Overall it was a good experience. Stewards were very kind and professional. The departure and arrival times were as promised. Plane was clean.

No frills, limited comfort, no food, no entertainment, but fine

Seats horrible. No way of getting comfortable . But flight ran smoothly

Every thing was fine ,low price,easy on time ,clean, good staff, really no issues

Pack light and enjoy the quick boarding and early departure and arrivals.

They kept Changing the flight times. It was delayed several times and at one point it was supposed to depart at 3.40am! At which point we ended up staying overnight and booked long a separate United flight for early morning departure. The spirit flight then got moved up and left at 1.30 in the morning when it was supposed to leave at 9.40pm the night before.

Didn’t happen. They stranded us in Orlando and had to book a flight on frontier to get to our destination.

Flight was delayed...not horribly late. Just before push back engine shut down for a quick replacement item that took about five minutes. After that, everything was smooth and the pilot was able to make up time in the air so that our arrival time was not too far off the original anticipated arrival time.

Flight left very close to original projected time. Paid for checked bag weight overage (my fault). Plane was literally brand new & this was its 2nd flight. Seats were alittle uncomfortable (I'm 5'11 * 175lbs and was alittle cramped, & brand new seats had little cushion). Food options were good. Main thing was flight took off & landed on time.

Flight left very close to original projected time. Plane was literally brand new & this was its 2nd flight. Seats were alittle uncomfortable (I'm 5'11 * 175lbs and was alittle cramped, & brand new seats had little cushion). Food options were good. Main thing was flight took off & landed on time.

Book cheap flights from Stewart Intl. to Puerto Rico

Recent round-trip flight deals

6/6Thu
1 stop
14h 47mSWF-SJU
6/13Thu
3 stops
30h 26mSJU-SWF
$357
6/6Thu
2 stops
16h 45mSWF-SJU
6/13Thu
3 stops
30h 26mSJU-SWF
$387
6/6Thu
1 stop
14h 47mSWF-SJU
6/13Thu
2 stops
24h 14mSJU-SWF
$413
6/13Thu
1 stop
16h 08mSWF-SJU
6/20Thu
2 stops
11h 47mSJU-SWF
$422
6/13Thu
1 stop
14h 47mSWF-SJU
6/20Thu
3 stops
30h 26mSJU-SWF
$443
7/6Sat
1 stop
16h 21mSWF-SJU
7/10Wed
1 stop
10h 55mSJU-SWF
$446
7/6Sat
1 stop
16h 21mSWF-SJU
7/10Wed
1 stop
7h 23mSJU-SWF
$456
6/13Thu
1 stop
14h 47mSWF-SJU
6/19Wed
2 stops
13h 54mSJU-SWF
$460
7/10Wed
1 stop
14h 24mSWF-SJU
7/20Sat
1 stop
14h 05mSJU-SWF
$473
6/6Thu
3 stops
25h 05mSWF-SJU
6/13Thu
3 stops
30h 26mSJU-SWF
$480

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Recent one-way flight deals

6/3Mon
2 stops
24h 54mSWF-SJU
$121
5/13Mon
2 stops
38h 19mSWF-SJU
$140
5/17Fri
2 stops
28h 59mSWF-SJU
$147
6/3Mon
1 stop
14h 25mSWF-SJU
$152
6/6Thu
1 stop
14h 47mSWF-SJU
$156
6/7Fri
2 stops
32h 15mSWF-SJU
$176
6/9Sun
1 stop
16h 13mSWF-SJU
$178
6/9Sun
1 stop
16h 13mSWF-SJU
$179
6/13Thu
1 stop
16h 08mSWF-SJU
$185
5/13Mon
3 stops
28h 23mSWF-SJU
$188

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Last minute flights from New Windsor to Puerto Rico

Last minute flight, train and bus deals

5/13Mon
multi-stop
38h 19mSWF-SJU
5/30Thu
multi-stop
17h 49mSJU-SWF
$373
5/13Mon
multi-stop
15h 51mSWF-SJU
5/18Sat
multi-stop
19h 10mSJU-SWF
$417
5/13Mon
multi-stop
38h 19mSWF-SJU
5/16Thu
multi-stop
17h 49mSJU-SWF
$427
5/9Thu
multi-stop
17h 29mSWF-SJU
5/12Sun
multi-stop
19h 45mSJU-SWF
$959
5/9Thu
multi-stop
17h 29mSWF-SJU
5/12Sun
multi-stop
30h 21mSJU-SWF
$1,128

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New Windsor - Puerto Rico Flights

Departure:

Stewart Intl. (SWF)United States

Return flight deals:

Puerto Rico - Stewart Intl.

Cabin classes: