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Jamaica

$209+ 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 6/24. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — MBJ
May 10 — May 171
Sat 5/10
Sat 5/17
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 May 5, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$395
(American Airlines)

One-way from

$209
(JetBlue)

Popular in

December

Cheapest in

September

Average price

$466
Provider with most accurate pricing for New York (NYC)-Montego Bay Sangster Intl flight deals.
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Provider most trusted by Cheapflights users for New York (NYC)-Montego Bay Sangster Intl flights.
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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. 2% potential increase in price ($12 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in May 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 May 5, 2025.

This American Airlines deal was found by Cheapflights users on 5/4. 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.
Wed 6/46:32 pmHPN - MBJ
2 stops18h 38mAmerican Airlines
Tue 6/102:25 pmMBJ - HPN
2 stops18h 04mAmerican Airlines
Deal found 5/4$395
This JetBlue deal was found by Cheapflights users on 5/5. 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 5/199:00 pmHPN - MBJ
1 stop12h 13mJetBlue
Sat 5/249:13 amMBJ - HPN
1 stop12h 47mJetBlue
Deal found 5/5$452
This American Airlines deal was found by Cheapflights users on 5/5. 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.
Sun 8/176:59 pmHPN - KIN
2 stops17h 00mAmerican Airlines
Sun 8/3111:59 amKIN - HPN
2 stops21h 31mAmerican Airlines
Deal found 5/5$473
This JetBlue deal was found by Cheapflights users on 5/3. 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.
Fri 6/138:30 amHPN - KIN
1 stop9h 50mJetBlue
Sat 6/211:30 pmKIN - HPN
1 stop8h 30mJetBlue
Deal found 5/3$483
This Delta deal was found by Cheapflights users on 5/4. 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.
Mon 8/116:00 amHPN - MBJ
1 stop10h 36mDelta
Fri 8/225:01 pmMBJ - HPN
1 stop20h 20mDelta
Deal found 5/4$676
This Mytrip deal was found by Cheapflights users on 5/5. 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.
Sun 8/1712:05 pmHPN - KIN
2 stops24h 11mMultiple Airlines
Sun 8/3112:21 pmKIN - HPN
3 stops31h 38mMultiple Airlines
Deal found 5/5$1,027
This Delta deal was found by Cheapflights users on 5/4. 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.
Wed 10/2212:59 pmHPN - KIN
1 stop8h 06mDelta
Sun 10/269:05 amKIN - HPN
1 stop8h 02mDelta
Deal found 5/4$1,661
This WestJet deal was found by Cheapflights users on 5/5. 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.
Thu 6/512:59 pmHPN - MBJ
2 stops21h 28mWestJet
Mon 6/910:30 amMBJ - HPN
2 stops24h 28mWestJet
Deal found 5/5$3,011
This WestJet deal was found by Cheapflights users on 5/3. 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 6/135:15 pmHPN - KIN
2 stops22h 15mWestJet
Sat 6/213:30 pmKIN - HPN
2 stops23h 15mWestJet
Deal found 5/3$3,123

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 May 5, 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 PlainsMontego Bay

HPN - MBJ

HPNMBJ

White Plains Westchester County

Wed 6/4

6:32 pm-12:10 pm

2 stops18h 38m

Montego Bay Sangster Intl

Tue 6/10

2:25 pm-9:29 am

2 stops18h 04m

$395

White PlainsMontego Bay

HPN - MBJ

HPNMBJ

White Plains Westchester County

Mon 5/19

9:00 pm-8:13 am

1 stop12h 13m

Montego Bay Sangster Intl

Sat 5/24

9:13 am-11:00 pm

1 stop12h 47m

$452

White PlainsKingston

HPN - KIN

HPNKIN

White Plains Westchester County

Sun 8/17

6:59 pm-10:59 am

2 stops17h 00m

Kingston Norman Manley

Sun 8/31

11:59 am-10:30 am

2 stops21h 31m

$473

White PlainsKingston

HPN - KIN

HPNKIN

White Plains Westchester County

Fri 6/13

8:30 am-5:20 pm

1 stop9h 50m

Kingston Norman Manley

Sat 6/21

1:30 pm-11:00 pm

1 stop8h 30m

$483

White PlainsMontego Bay

HPN - MBJ

HPNMBJ

White Plains Westchester County

Mon 8/11

6:00 am-3:36 pm

1 stop10h 36m

Montego Bay Sangster Intl

Fri 8/22

5:01 pm-2:21 pm

1 stop20h 20m

$676

White PlainsKingston

HPN - KIN

HPNKIN

White Plains Westchester County

Sun 8/17

12:05 pm-11:16 am

2 stops24h 11m

Kingston Norman Manley

Sun 8/31

12:21 pm-8:59 pm

3 stops31h 38m

$1,027

White PlainsKingston

HPN - KIN

HPNKIN

White Plains Westchester County

Wed 10/22

12:59 pm-8:05 pm

1 stop8h 06m

Kingston Norman Manley

Sun 10/26

9:05 am-6:07 pm

1 stop8h 02m

$1,661

White PlainsMontego Bay

HPN - MBJ

HPNMBJ

White Plains Westchester County

Thu 6/5

12:59 pm-9:27 am

2 stops21h 28m

Montego Bay Sangster Intl

Mon 6/9

10:30 am-11:58 am

2 stops24h 28m

$3,011

White PlainsKingston

HPN - KIN

HPNKIN

White Plains Westchester County

Fri 6/13

5:15 pm-2:30 pm

2 stops22h 15m

Kingston Norman Manley

Sat 6/21

3:30 pm-3:45 pm

2 stops23h 15m

$3,123

White PlainsMontego Bay

HPN - MBJ

HPNMBJ

White Plains Westchester County

Tue 6/24

9:00 pm-8:15 am

1 stop12h 15m

$209

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/4

Showing 1-10 of 13 results
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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 May 5, 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 May 5, 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
7,941 reviews

Overall

8.0

Boarding

8.2

Food

7.3

Entertainment

7.9

Crew

8.5

Comfort

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
7,941 reviews
Delta
8.0
Very good
7,941 reviews

Overall

8.0

Boarding

8.2

Food

7.3

Entertainment

7.9

Crew

8.5

Comfort

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
2,921 reviews
Delta
8.0
Very good
7,941 reviews

Overall

8.0

Boarding

8.2

Food

7.3

Entertainment

7.9

Crew

8.5

Comfort

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
7,941 reviews

Overall

8.0

Boarding

8.2

Food

7.3

Entertainment

7.9

Crew

8.5

Comfort

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
2,829 reviews
Delta
8.0
Very good
7,941 reviews

Overall

8.0

Boarding

8.2

Food

7.3

Entertainment

7.9

Crew

8.5

Comfort

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 JetBlue, which is currently one of the cheapest options available, starting at $209. Delta flights start at $214 while deals on American Airlines start at $227 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 May 5, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$351Average$480FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$420Average$592FlexibilityNo cancel feeOn-time62%

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