Find cheap flights from Caribbean to New Windsor

Round-trip
Economy
Washington (WAS)
New Windsor Stewart
Fri 11/27
Fri 12/4
Any month
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FAQs for booking flights from Caribbean to New Windsor

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COVID-19 information

Safety measures for airlines flying from Caribbean to New Windsor

Airlines flying from Caribbean to New Windsor have enacted additional safety measures and adjusted policies to better accommodate travelers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters

Mandatory masks

Masks required on board, masks provided

Social distancing seating

Middle seats unavailable to book

Pre-flight testing

Testing for antibodies, testing for symptoms

Book cheap flights from Caribbean to New Windsor Stewart

Recent round-trip flight deals

12/17
Thu
2 stops
Multiple Airlines
27h 28m
SJU - SWF
12/21
Mon
1 stop
Multiple Airlines
20h 01m
SWF - SJU
12/17
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1 stop
Multiple Airlines
18h 58m
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12/21
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1 stop
Multiple Airlines
20h 01m
SWF - SJU
12/17
Thu
2 stops
Multiple Airlines
27h 28m
SJU - SWF
12/21
Mon
2 stops
Multiple Airlines
23h 03m
SWF - SJU
12/17
Thu
1 stop
Multiple Airlines
18h 58m
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1/7
Thu
2 stops
Multiple Airlines
15h 04m
SWF - SJU
12/17
Thu
2 stops
Multiple Airlines
27h 28m
SJU - SWF
12/20
Sun
3 stops
Multiple Airlines
46h 52m
SWF - SJU
12/17
Thu
1 stop
Multiple Airlines
18h 58m
SJU - SWF
1/7
Thu
1 stop
Multiple Airlines
26h 12m
SWF - SJU
12/17
Thu
1 stop
Multiple Airlines
18h 58m
SJU - SWF
12/20
Sun
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Multiple Airlines
46h 52m
SWF - SJU
12/30
Wed
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Multiple Airlines
35h 23m
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1/3
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Multiple Airlines
16h 42m
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Multiple Airlines
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Wed
3 stops
Multiple Airlines
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12/21
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2 stops
Multiple Airlines
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Multiple Airlines
18h 58m
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Multiple Airlines
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12/3
Thu
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Multiple Airlines
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12/6
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Multiple Airlines
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12/20
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32h 40m
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12/23
Wed
3 stops
Multiple Airlines
31h 48m
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12/27
Sun
1 stop
Multiple Airlines
16h 42m
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12/12
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3 stops
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38h 47m
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12/19
Sat
3 stops
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32h 56m
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12/16
Wed
3 stops
Multiple Airlines
31h 09m
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1/7
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1 stop
Multiple Airlines
26h 12m
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12/11
Fri
3 stops
Multiple Airlines
38h 56m
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12/19
Sat
3 stops
Multiple Airlines
32h 56m
SWF - SJU
12/3
Thu
3 stops
Multiple Airlines
34h 44m
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12/6
Sun
1 stop
Multiple Airlines
15h 29m
SWF - SJU
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Recent one-way flight deals

12/13
Sun
2 stops
Multiple Airlines
25h 50m
SJU - SWF
12/12
Sat
2 stops
Multiple Airlines
49h 50m
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12/2
Wed
2 stops
Multiple Airlines
49h 50m
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12/13
Sun
1 stop
Multiple Airlines
15h 25m
SJU - SWF
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Sun
1 stop
Multiple Airlines
15h 25m
SJU - SWF
12/2
Wed
2 stops
Multiple Airlines
49h 50m
SJU - SWF
12/3
Thu
2 stops
Multiple Airlines
25h 50m
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12/3
Thu
1 stop
Multiple Airlines
22h 41m
SJU - SWF
12/5
Sat
2 stops
Multiple Airlines
49h 50m
SJU - SWF
12/17
Thu
2 stops
Multiple Airlines
27h 28m
SJU - SWF
12/23
Wed
1 stop
Multiple Airlines
23h 31m
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12/12
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2 stops
Multiple Airlines
38h 47m
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3 stops
Multiple Airlines
38h 47m
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1/23
Sat
2 stops
Multiple Airlines
16h 30m
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1/27
Wed
2 stops
Multiple Airlines
16h 30m
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12/17
Thu
1 stop
Multiple Airlines
18h 58m
SJU - SWF
1/23
Sat
1 stop
Multiple Airlines
20h 11m
SJU - SWF
12/25
Fri
2 stops
Multiple Airlines
15h 51m
SJU - SWF
12/26
Sat
1 stop
Multiple Airlines
14h 30m
SJU - SWF
12/26
Sat
1 stop
Multiple Airlines
21h 15m
SJU - SWF
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