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Jamaica

$162+ 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 8/18. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — MBJ
Jun 23 — Jun 301
Mon 6/23
Mon 6/30
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 June 18, 2025.

Round-trip from

$327
(American Airlines)

One-way from

$162
(Delta)

Popular in

December

Cheapest in

September

Average price

$465
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. 0% potential increase in price ($2 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 18, 2025.

This American Airlines deal was found by Cheapflights users on 6/17. 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.
Fri 8/16:51 pmHPN - MBJ
2 stops18h 14mAmerican Airlines
Fri 8/82:45 pmMBJ - HPN
2 stops18h 45mAmerican Airlines
Deal found 6/17$327
This JetBlue deal was found by Cheapflights users on 6/18. 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.
Thu 10/28:00 pmHPN - MBJ
1 stop13h 11mJetBlue
Mon 10/69:12 amMBJ - HPN
1 stop12h 18mJetBlue
Deal found 6/18$418
This Delta deal was found by Cheapflights users on 6/18. 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 8/126:00 amHPN - MBJ
1 stop8h 05mDelta
Wed 8/201:20 pmMBJ - HPN
1 stop8h 03mDelta
Deal found 6/18$439
This JetBlue deal was found by Cheapflights users on 6/17. 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.
Tue 8/199:00 amHPN - KIN
1 stop9h 20mJetBlue
Tue 8/262:20 pmKIN - HPN
1 stop7h 17mJetBlue
Deal found 6/17$508
This Delta deal was found by Cheapflights users on 6/16. 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.
Sat 10/1112:59 pmHPN - KIN
1 stop8h 01mDelta
Wed 10/159:00 amKIN - HPN
1 stop8h 07mDelta
Deal found 6/16$515
This American Airlines deal was found by Cheapflights users on 6/18. 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.
Fri 7/411:21 amHPN - KIN
2 stops9h 34mAmerican Airlines
Sun 7/62:34 pmKIN - HPN
2 stops19h 15mAmerican Airlines
Deal found 6/18$583
This Mytrip deal was found by Cheapflights users on 6/18. 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.
Fri 7/412:06 pmHPN - KIN
2 stops9h 29mMultiple Airlines
Sun 7/61:37 pmKIN - HPN
3 stops20h 44mMultiple Airlines
Deal found 6/18$792
This Mytrip deal was found by Cheapflights users on 6/17. 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 8/179:18 amHPN - MBJ
3 stops26h 51mMultiple Airlines
Sat 8/2312:14 pmMBJ - HPN
3 stops22h 11mMultiple Airlines
Deal found 6/17$896
This WestJet deal was found by Cheapflights users on 6/16. 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 6/305:19 pmHPN - MBJ
2 stops17h 08mWestJet
Mon 7/710:30 amMBJ - HPN
2 stops28h 13mWestJet
Deal found 6/16$3,099
This WestJet deal was found by Cheapflights users on 6/17. 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 8/295:15 pmHPN - KIN
2 stops22h 15mWestJet
Sat 9/133:30 pmKIN - HPN
2 stops29h 08mWestJet
Deal found 6/17$3,224

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 June 18, 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

Fri 8/1

6:51 pm-12:05 pm

2 stops18h 14m

Montego Bay Sangster Intl

Fri 8/8

2:45 pm-10:30 am

2 stops18h 45m

$327

White PlainsMontego Bay

HPN - MBJ

HPNMBJ

White Plains Westchester County

Thu 10/2

8:00 pm-8:11 am

1 stop13h 11m

Montego Bay Sangster Intl

Mon 10/6

9:12 am-10:30 pm

1 stop12h 18m

$418

White PlainsMontego Bay

HPN - MBJ

HPNMBJ

White Plains Westchester County

Tue 8/12

6:00 am-1:05 pm

1 stop8h 05m

Montego Bay Sangster Intl

Wed 8/20

1:20 pm-10:23 pm

1 stop8h 03m

$439

White PlainsKingston

HPN - KIN

HPNKIN

White Plains Westchester County

Tue 8/19

9:00 am-5:20 pm

1 stop9h 20m

Kingston Norman Manley

Tue 8/26

2:20 pm-10:37 pm

1 stop7h 17m

$508

White PlainsKingston

HPN - KIN

HPNKIN

White Plains Westchester County

Sat 10/11

12:59 pm-8:00 pm

1 stop8h 01m

Kingston Norman Manley

Wed 10/15

9:00 am-6:07 pm

1 stop8h 07m

$515

White PlainsKingston

HPN - KIN

HPNKIN

White Plains Westchester County

Fri 7/4

11:21 am-7:55 pm

2 stops9h 34m

Kingston Norman Manley

Sun 7/6

2:34 pm-10:49 am

2 stops19h 15m

$583

White PlainsKingston

HPN - KIN

HPNKIN

White Plains Westchester County

Fri 7/4

12:06 pm-8:35 pm

2 stops9h 29m

Kingston Norman Manley

Sun 7/6

1:37 pm-11:21 am

3 stops20h 44m

$792

White PlainsMontego Bay

HPN - MBJ

HPNMBJ

White Plains Westchester County

Sun 8/17

9:18 am-11:09 am

3 stops26h 51m

Montego Bay Sangster Intl

Sat 8/23

12:14 pm-11:25 am

3 stops22h 11m

$896

White PlainsMontego Bay

HPN - MBJ

HPNMBJ

White Plains Westchester County

Mon 6/30

5:19 pm-9:27 am

2 stops17h 08m

Montego Bay Sangster Intl

Mon 7/7

10:30 am-11:57 am

2 stops24h 27m

$3,099

White PlainsKingston

HPN - KIN

HPNKIN

White Plains Westchester County

Fri 8/29

5:15 pm-2:30 pm

2 stops22h 15m

Kingston Norman Manley

Sat 9/13

3:30 pm-9:38 pm

2 stops29h 08m

$3,224

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/17

Showing 1-10 of 18 results
1
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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 June 18, 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 June 18, 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
7,964 reviews

Food

7.3

Crew

8.5

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Overall

8.0

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
7,964 reviews
Delta
8.0
Very good
7,964 reviews

Food

7.3

Crew

8.5

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Overall

8.0

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
2,923 reviews
Delta
8.0
Very good
7,964 reviews

Food

7.3

Crew

8.5

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Overall

8.0

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
7,964 reviews

Food

7.3

Crew

8.5

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Overall

8.0

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
2,876 reviews
Delta
8.0
Very good
7,964 reviews

Food

7.3

Crew

8.5

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Overall

8.0

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 Delta, which is currently one of the cheapest options available, starting at $162. JetBlue flights start at $199 while deals on American Airlines start at $233 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 June 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$351Average$480FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$424Average$550FlexibilityNo cancel feeOn-time62%

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