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Jamaica

$219+ Cheap flights from Westchester County to Jamaica

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 4/18. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — MBJ
Mar 30 — Apr 61
Sun 3/30
Sun 4/6
1 adult, Economy
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Cheap flight deals from Westchester County to Jamaica

Keep the following information in mind while searching for Westchester County to Jamaica flight deals. Data was last updated March 25, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$438
(American Airlines)

One-way from

$219
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$414
Provider with most accurate pricing for New York (NYC)-Montego Bay Sangster Intl flight deals.
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From Westchester County to Jamaica
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One-way flight from Westchester County to Jamaica
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Highest demand for flights based on searches. 3% potential increase in price ($19 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Find flight deals from Westchester County to Jamaica

Cheapest flights from Westchester County to Jamaica
Explore the most affordable flight options available from Westchester County to Jamaica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 25, 2025.

This American Airlines deal was found by Cheapflights users on 3/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/126:59 pmHPN - KIN
2 stops19h 35mAmerican Airlines
Mon 6/162:34 pmKIN - HPN
2 stops19h 54mAmerican Airlines
Deal found 3/24$438
This JetBlue deal was found by Cheapflights users on 3/24. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/277:30 amHPN - MBJ
1 stop7h 38mJetBlue
Wed 4/309:13 amMBJ - HPN
1 stop12h 21mJetBlue
Deal found 3/24$445
This JetBlue deal was found by Cheapflights users on 3/24. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/239:00 amHPN - KIN
1 stop7h 06mJetBlue
Thu 6/262:20 pmKIN - HPN
1 stop7h 17mJetBlue
Deal found 3/24$488
This Delta deal was found by Cheapflights users on 3/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1212:49 pmHPN - KIN
1 stop8h 11mDelta
Mon 6/169:00 amKIN - HPN
1 stop8h 04mDelta
Deal found 3/24$495
This Delta deal was found by Cheapflights users on 3/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/26:00 amHPN - MBJ
1 stop8h 07mDelta
Sat 1/312:05 pmMBJ - HPN
1 stop7h 31mDelta
Deal found 3/24$550
This American Airlines deal was found by Cheapflights users on 3/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/176:33 pmHPN - MBJ
2 stops16h 12mAmerican Airlines
Mon 4/214:00 pmMBJ - HPN
2 stops20h 05mAmerican Airlines
Deal found 3/24$556
This Mytrip deal was found by Cheapflights users on 3/23. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/268:00 amHPN - KIN
3 stops29h 28mMultiple Airlines
Sun 3/307:05 amKIN - HPN
3 stops32h 47mMultiple Airlines
Deal found 3/23$1,144
This Mytrip deal was found by Cheapflights users on 3/23. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/268:00 amHPN - MBJ
3 stops28h 02mMultiple Airlines
Sun 3/301:50 pmMBJ - HPN
3 stops26h 02mMultiple Airlines
Deal found 3/23$1,145
This WestJet deal was found by Cheapflights users on 3/24. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/76:00 amHPN - MBJ
2 stops31h 48mWestJet
Mon 4/141:50 pmMBJ - HPN
2 stops31h 28mWestJet
Deal found 3/24$1,433
This WestJet deal was found by Cheapflights users on 3/24. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/255:10 pmHPN - KIN
2 stops22h 20mWestJet
Fri 8/13:30 pmKIN - HPN
2 stops24h 02mWestJet
Deal found 3/24$3,104

Cheapflights Fare Finder

Customize your flight search to find flights from Westchester County to Jamaica 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 March 25, 2025.
Use the filters below to find and compare flights from Westchester County to Jamaica that are best for you.

Fly from

Westchester County

Fly to

Jamaica

Route

Depart

Return

Price

White PlainsKingston

HPN - KIN

HPNKIN

White Plains Westchester County

Thu 6/12

6:59 pm-1:34 pm

2 stops19h 35m

Kingston Norman Manley

Tue 6/17

6:00 am-11:23 pm

2 stops16h 23m

$438

White PlainsMontego Bay

HPN - MBJ

HPNMBJ

White Plains Westchester County

Sun 4/27

7:30 am-2:08 pm

1 stop7h 38m

Montego Bay Sangster Intl

Wed 4/30

9:13 am-10:34 pm

1 stop12h 21m

$445

White PlainsKingston

HPN - KIN

HPNKIN

White Plains Westchester County

Mon 6/23

9:00 am-3:06 pm

1 stop7h 06m

Kingston Norman Manley

Thu 6/26

2:20 pm-10:37 pm

1 stop7h 17m

$488

White PlainsKingston

HPN - KIN

HPNKIN

White Plains Westchester County

Thu 6/12

12:49 pm-8:00 pm

1 stop8h 11m

Kingston Norman Manley

Mon 6/16

9:00 am-6:04 pm

1 stop8h 04m

$495

White PlainsMontego Bay

HPN - MBJ

HPNMBJ

White Plains Westchester County

Thu 4/17

6:33 pm-9:45 am

2 stops16h 12m

Montego Bay Sangster Intl

Mon 4/21

4:00 pm-1:05 pm

2 stops20h 05m

$556

White PlainsMontego Bay

HPN - MBJ

HPNMBJ

White Plains Westchester County

Thu 4/17

8:20 am-10:55 am

3 stops27h 35m

Montego Bay Sangster Intl

Mon 4/21

3:05 pm-8:30 pm

2 stops28h 25m

$1,292

White PlainsMontego Bay

HPN - MBJ

HPNMBJ

White Plains Westchester County

Mon 4/7

6:00 am-12:48 pm

2 stops31h 48m

Montego Bay Sangster Intl

Mon 4/14

1:50 pm-10:18 pm

2 stops31h 28m

$1,433

White PlainsKingston

HPN - KIN

HPNKIN

White Plains Westchester County

Fri 7/25

5:10 pm-2:30 pm

2 stops22h 20m

Kingston Norman Manley

Fri 8/1

3:30 pm-4:32 pm

2 stops24h 02m

$3,104

White PlainsMontego Bay

HPN - MBJ

HPNMBJ

White Plains Westchester County

Fri 4/18

5:07 pm-9:45 am

2 stops17h 38m

$219

White PlainsKingston

HPN - KIN

HPNKIN

White Plains Westchester County

Wed 7/9

9:00 am-5:20 pm

1 stop9h 20m

$222

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/24

Showing 1-10 of 15 results
1
2

Best time to book a flight from Westchester County to Jamaica

Have a flexible travel schedule? Discover the best time to fly to Jamaica from Westchester County 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 Westchester County to Jamaica

What is the cheapest time of day to fly from REU to JM?

Find hourly flight availability from Westchester County to Jamaica. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 25, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Westchester County to Jamaica as you normally would.

Rainfall in Jamaica by month

Plan your trip to Jamaica by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Jamaica ranges from 1.6 - 7.1 inches per month. October is typically the wettest month, when rainfall can reach 7.1 in. February is typically the driest time to visit Jamaica when rainfall is around 1.6 in.

Temperature in Jamaica by month

Plan your trip to Jamaica by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Jamaica, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Jamaica

Get insights into the airlines that provide service to Jamaica. 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 Jamaica. Reviews last updated March 25, 2025.
Get a feel of what it's like to fly with Delta, JetBlue and American Airlines from Westchester County to Jamaica by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,890 reviews

Comfort

8.0

Food

7.3

Overall

8.0

Crew

8.5

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Delta
8.0
Very good
7,890 reviews
Delta
8.0
Very good
7,890 reviews

Comfort

8.0

Food

7.3

Overall

8.0

Crew

8.5

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
JetBlue
7.3
Good
2,924 reviews
Delta
8.0
Very good
7,890 reviews

Comfort

8.0

Food

7.3

Overall

8.0

Crew

8.5

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,890 reviews

Comfort

8.0

Food

7.3

Overall

8.0

Crew

8.5

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
WestJet
7.2
Good
2,785 reviews
Delta
8.0
Very good
7,890 reviews

Comfort

8.0

Food

7.3

Overall

8.0

Crew

8.5

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Related info for your journey

Find useful and relevant information for your journey from Westchester County to Jamaica. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Westchester County to Jamaica one-way?

    To fly one-way, consider booking your trip with American Airlines, which is currently one of the cheapest options available, starting at $219. JetBlue flights start at $222 while deals on Delta start at $226 one-way.

  • Can I find deals for flights from Westchester County to Jamaica that include hotel bookings?

    Yes. In addition to deals on Westchester County to Jamaica flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Westchester County to Jamaica?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Westchester County to Jamaica.

  • Can I find deals for business class flights from Westchester County to Jamaica?

    Yes. Cheapflights offers flight deals from Westchester County to Jamaica 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 Westchester County to Jamaica?

    Currently, January is the cheapest month in which you can book a flight from Westchester County to Jamaica (average of $403). Flying from Westchester County to Jamaica in July is currently the most expensive (average of $569). 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

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Alternative routes for Westchester County to Jamaica

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Westchester County to Jamaica

Discover the top 2 airlines that operate flights from Westchester County to Jamaica. 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 March 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$351Average$480FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$420Average$522FlexibilityNo cancel feeOn-time62%
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