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$138 Find cheap flights from Caribbean to New Windsor

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to New Windsor departing on 5/29. 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
Tue 6/11
Tue 6/18

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In the last 7 days travelers have searched 42,369,914 times on KAYAK, and here is why:

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FAQs for booking flights from Caribbean to Stewart Intl.

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

    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 Caribbean to Stewart Intl..

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

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

    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 Stewart Intl. with an airline and back to Caribbean with another airline.

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

    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 Stewart Intl. from Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Prefer to fly non-stop from Caribbean to New Windsor?

Find which airlines fly direct from Caribbean to Stewart, which days they fly and book direct flights.

Nonstop departures

Caribbean to New Windsor Stewart

Monday

Allegiant Air, Breeze Airways, PLAY

Allegiant Air, Breeze Airways, +1 more

Tuesday

PLAY, Allegiant Air

PLAY, Allegiant Air

Wednesday

Allegiant Air, PLAY

Allegiant Air, PLAY

Thursday

Allegiant Air, Breeze Airways, PLAY

Allegiant Air, Breeze Airways, +1 more

Friday

Allegiant Air, Breeze Airways, PLAY

Allegiant Air, Breeze Airways, +1 more

Saturday

Allegiant Air, PLAY

Allegiant Air, PLAY

Sunday

Allegiant Air, Breeze Airways, PLAY

Allegiant Air, Breeze Airways, +1 more

See more direct flights

Nonstop returns

New Windsor Stewart to Caribbean

Monday

Allegiant Air, Breeze Airways, PLAY

Allegiant Air, Breeze Airways, +1 more

Tuesday

PLAY, Allegiant Air

PLAY, Allegiant Air

Wednesday

Allegiant Air, PLAY

Allegiant Air, PLAY

Thursday

Allegiant Air, Breeze Airways, PLAY

Allegiant Air, Breeze Airways, +1 more

Friday

Allegiant Air, Breeze Airways, PLAY

Allegiant Air, Breeze Airways, +1 more

Saturday

Allegiant Air, PLAY

Allegiant Air, PLAY

Sunday

Allegiant Air, Breeze Airways, PLAY

Allegiant Air, Breeze Airways, +1 more

See more direct flights
See more direct flights

Book cheap flights from Caribbean to Stewart Intl.

Recent round-trip flight deals

6/6Thu
3 stops
19h 18mSJU-SWF
6/16Sun
1 stop
14h 57mSWF-SJU
$376
6/6Thu
2 stops
17h 58mSJU-SWF
6/16Sun
1 stop
14h 57mSWF-SJU
$402
5/24Fri
1 stop
12h 23mSDQ-SWF
5/26Sun
1 stop
14h 36mSWF-SDQ
$482

Search by stops

Search by price

Recent one-way flight deals

5/29Wed
2 stops
13h 48mSJU-SWF
$138
6/5Wed
1 stop
13h 13mSJU-SWF
$145
6/1Sat
2 stops
13h 48mSJU-SWF
$148
6/15Sat
2 stops
28h 05mSJU-SWF
$175
6/6Thu
3 stops
19h 18mSJU-SWF
$177
6/22Sat
1 stop
15h 44mSJU-SWF
$179
6/2Sun
1 stop
26h 31mSDQ-SWF
$186
6/20Thu
2 stops
11h 47mSJU-SWF
$201
6/6Thu
2 stops
17h 58mSJU-SWF
$203
6/21Fri
2 stops
12h 25mSJU-SWF
$208

Search by stops

Search by price