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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 6/1. 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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In the last 7 days travelers have searched 43,968,530 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

6/8Sat
1 stop
29h 10mSJU-SWF
6/10Mon
2 stops
30h 14mSWF-SJU
$435
5/30Thu
2 stops
17h 49mSJU-SWF
6/23Sun
1 stop
14h 57mSWF-SJU
$461
5/18Sat
1 stop
16h 50mMBJ-SWF
6/9Sun
2 stops
26h 16mSWF-MBJ
$463
5/18Sat
2 stops
20h 00mMBJ-SWF
6/9Sun
2 stops
26h 16mSWF-MBJ
$481
7/13Sat
1 stop
11h 41mSDQ-SWF
7/28Sun
2 stops
21h 20mSWF-SDQ
$746
5/27Mon
1 stop
12h 23mSDQ-SWF
5/30Thu
2 stops
14h 34mSWF-SDQ
$799

Search by stops

Search by price

Recent one-way flight deals

6/1Sat
2 stops
13h 48mSJU-SWF
$138
6/5Wed
1 stop
11h 40mSJU-SWF
$142
6/5Wed
1 stop
11h 40mSJU-SWF
$143
5/18Sat
2 stops
19h 10mSJU-SWF
$171
6/1Sat
1 stop
26h 28mSDQ-SWF
$189
5/30Thu
2 stops
18h 02mSDQ-SWF
$203
5/19Sun
2 stops
28h 49mSDQ-SWF
$205
5/18Sat
2 stops
17h 54mSDQ-SWF
$207
5/16Thu
2 stops
28h 49mSDQ-SWF
$208
5/16Thu
2 stops
28h 49mSDQ-SWF
$210

Search by stops

Search by price

Last minute flights from Caribbean to New Windsor

Last minute flight, train and bus deals

5/11Sat
multi-stop
16h 01mSJU-SWF
5/13Mon
multi-stop
28h 23mSWF-SJU
$442
5/11Sat
multi-stop
28h 00mSJU-SWF
5/16Thu
multi-stop
15h 45mSWF-SJU
$500
5/11Sat
multi-stop
16h 01mSJU-SWF
5/13Mon
multi-stop
13h 01mSWF-SJU
$507
5/11Sat
multi-stop
26h 28mSDQ-SWF
5/17Fri
multi-stop
32h 22mSWF-SDQ
$514
5/11Sat
multi-stop
17h 54mSDQ-SWF
5/17Fri
multi-stop
32h 22mSWF-SDQ
$551
5/11Sat
multi-stop
28h 00mSJU-SWF
5/17Fri
multi-stop
17h 49mSWF-SJU
$568
5/9Thu
multi-stop
17h 49mSJU-SWF
5/12Sun
multi-stop
15h 34mSWF-SJU
$578
5/12Sun
multi-stop
11h 39mSJU-SWF
5/16Thu
multi-stop
15h 45mSWF-SJU
$728
5/12Sun
multi-stop
11h 39mSJU-SWF
5/17Fri
multi-stop
17h 49mSWF-SJU
$796

Search by stops

Search by price