Flights To Westmoreland - Cheap Flights Starting at CA $175

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Jet to one of Westmoreland's top cities

Negril showing rugged coastline and tropical scenes

Negril

Flights
Negril

How Much Does it Cost To Fly To Westmoreland?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Sat, Aug. 16 - Sat, Sep. 6
DTW
Detroit Metropolitan Wayne County
MBJ
Sir Donald Sangster Intl.
CA $428 Roundtrip, found 3 days ago
CA $428
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Sat, Aug. 16 from Detroit Metropolitan Wayne County to Sir Donald Sangster Intl., returning Sat, Sep. 6, priced at CA $428 found 3 days ago
Wed, Oct. 15 - Wed, Oct. 22
EWR
Newark Liberty Intl. Airport
MBJ
Sir Donald Sangster Intl.
CA $460 Roundtrip, found 3 days ago
CA $460
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Wed, Oct. 15 from Newark Liberty Intl. Airport to Sir Donald Sangster Intl., returning Wed, Oct. 22, priced at CA $460 found 3 days ago
Mon, Sep. 15 - Wed, Sep. 24
YYZ
Pearson Intl.
MBJ
Sir Donald Sangster Intl.
CA $470 Roundtrip, found 5 days ago
CA $470
Roundtrip
found 5 days ago
Select American Airlines flight, departing Mon, Sep. 15 from Pearson Intl. to Sir Donald Sangster Intl., returning Wed, Sep. 24, priced at CA $470 found 5 days ago
Tue, Sep. 23 - Thu, Sep. 25
YKF
Region of Waterloo Intl.
MBJ
Sir Donald Sangster Intl.
CA $509 Roundtrip, found 4 days ago
CA $509
Roundtrip
found 4 days ago
Select Air Canada flight, departing Tue, Sep. 23 from Region of Waterloo Intl. to Sir Donald Sangster Intl., returning Thu, Sep. 25, priced at CA $509 found 4 days ago
Tue, Sep. 23 - Thu, Sep. 25
YHM
John C. Munro Hamilton Intl.
MBJ
Sir Donald Sangster Intl.
CA $509 Roundtrip, found 4 days ago
CA $509
Roundtrip
found 4 days ago
Select Air Canada flight, departing Tue, Sep. 23 from John C. Munro Hamilton Intl. to Sir Donald Sangster Intl., returning Thu, Sep. 25, priced at CA $509 found 4 days ago
Mon, Sep. 1 - Fri, Sep. 5
YTZ
Billy Bishop Toronto City
MBJ
Sir Donald Sangster Intl.
CA $510 Roundtrip, found 1 hour ago
CA $510
Roundtrip
found 1 hour ago
Select Air Transat flight, departing Mon, Sep. 1 from Billy Bishop Toronto City to Sir Donald Sangster Intl., returning Fri, Sep. 5, priced at CA $510 found 1 hour ago
Wed, Oct. 15 - Wed, Oct. 22
JFK
John F. Kennedy Intl.
MBJ
Sir Donald Sangster Intl.
CA $512 Roundtrip, found 3 days ago
CA $512
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Wed, Oct. 15 from John F. Kennedy Intl. to Sir Donald Sangster Intl., returning Wed, Oct. 22, priced at CA $512 found 3 days ago
Fri, Sep. 19 - Fri, Oct. 17
YUL
Pierre Elliott Trudeau Intl.
MBJ
Sir Donald Sangster Intl.
CA $539 Roundtrip, found 5 days ago
CA $539
Roundtrip
found 5 days ago
Select American Airlines flight, departing Fri, Sep. 19 from Pierre Elliott Trudeau Intl. to Sir Donald Sangster Intl., returning Fri, Oct. 17, priced at CA $539 found 5 days ago
OriginDestinationTravel datesFlights from*
FLLMontego BaySeptember 2 to September 19CA $306
BWIMontego BaySeptember 8 to September 20CA $375
LGAMontego BayOctober 15 to October 22CA $381
BOSMontego BayOctober 6 to October 14CA $442
EWRMontego BayOctober 15 to October 22CA $460
YYZMontego BaySeptember 20 to September 24CA $476
ATLMontego BayOctober 24 to October 31CA $483
JFKMontego BaySeptember 9 to September 18CA $512
MIAMontego BayAugust 20 to August 27CA $545
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MIAMontego BayAugust 3 to August 17CA $611
JFKMontego BayAugust 2 to August 6CA $957
JFKMontego BayAugust 2 to August 6CA $957
YYZMontego BayAugust 3 to August 9CA $1,274
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Ocho Rios Villa at The Palms
3.0-star property

Ocho Rios Villa at The Palms

Oct 3 - Oct 9

6 night stay

Toronto (YTO) to Montego Bay (MBJ)

Air Canada • Coach

Montego Bay (MBJ) to Toronto (YTO)

United • Coach
per person
found 18 hours ago
Princess Grand Jamaica Resort - All Inclusive
4.5-star property

Princess Grand Jamaica Resort - All Inclusive

Oct 6 - Oct 13

7 night stay

Toronto (YTO) to Montego Bay (MBJ)

Air Canada • Roundtrip • Coach
per person
found 1 day ago
Princess Senses The Mangrove Resort - Adults Only
4.0-star property

Princess Senses The Mangrove Resort - Adults Only

Aug 14 - Aug 17

3 night stay

Toronto (YTO) to Montego Bay (MBJ)

American Airlines • Roundtrip • Coach
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Toronto to Westmoreland
View all trips

Travelers ❤️ These Westmoreland 🏨

CocoLaPalm Seaside Resort

CocoLaPalm Seaside Resort

3.5 out of 5
Norman Manley Boulevard, Negril, Westmoreland
Stay at this 3.5-star beach resort in Negril. Enjoy free parking, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Seven Mile Beach and Bloody Bay Beach are located nearby.
9.2/10 Wonderful! (1,011 reviews)
"Love it"

Reviewed on Jul. 28, 2025

CocoLaPalm Seaside Resort
Samsara Cliff Resort

Samsara Cliff Resort

3.5 out of 5
West End Road, Negril, Westmoreland
Stay at this 3.5-star beach resort in Negril. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Seven Mile Beach and Bloody Bay Beach are located nearby.
7.4/10 Good! (1,007 reviews)
"The property is a gem. I love the water & pool-view from my room. The room is nice and spacious. The food at the restaurant is delicious. You have the option of buffet and it didn’t disappoint. Samsara is definitely on my favourite list .."

Reviewed on Jul. 30, 2025

Samsara Cliff Resort
Couples Swept Away All Inclusive

Couples Swept Away All Inclusive

4.5 out of 5
111 Norman Manley Blvd, Negril, Westmoreland
Stay at this 4.5-star luxury property in Negril. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Seven Mile Beach and Bloody Bay Beach are located nearby.
9/10 Wonderful! (1,004 reviews)
"Have stayed here several times. Employees are wonderful. Food was great. Have several buildings being renovated at once. Was loud at times with saws and jack hammers while trying to lay on beach. At same time, it’s great seeing property investing in renovations."

Reviewed on Jul. 27, 2025

Couples Swept Away All Inclusive
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Legends Beach Resort

Legends Beach Resort

3 out of 5
Norman Manley Boulevard, Negril, Westmoreland
Stay at this 3-star beach resort in Negril. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Seven Mile Beach and Bloody Bay Beach are located nearby.
7/10 Good! (945 reviews)
"Very nice! Love it…The security guard and lobby receptionist Latoya was great! I am definitely going back. Home way from home!!!"

Reviewed on Jul. 29, 2025

Legends Beach Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much is the cheapest flight to Westmoreland?
The next trip you take doesn't have to make a huge dent in your budget. During the last seven days, the cheapest return flight to Westmoreland cost CA $306. Find your ideal fare and spend the money you save on exciting experiences. This price was available on Travelocity for flights to Westmoreland departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Westmoreland?
There are 15 airline companies with flights to Westmoreland. If you're considering a trip to Negril, consider booking your seat with JetBlue Airways. This highly rated carrier operates around 203 services per month to Westmoreland's main city.
What is the cheapest month to fly to Westmoreland?
August is the cheapest month to hop on a plane to Westmoreland — that's based on Travelocity's direct return flight demand between January and December last year. We can help you snap up a fantastic deal so you can start organizing your getaway today.
How can I check my flight status to Westmoreland?
Head to the Travelocity portal, Trips. You'll find just about everything related to your flight to Westmoreland here, including information about gate numbers, flight status and more. Click on Trips at the top of the Travelocity homepage. Just create your free acount and find the answers to your questions. Alternatively, you can access your itinerary while you're traveling and get real-time travel notifications through the Travelocity app. You'll find all your itineraries in one place, making it a cinch to share details with any members of your family flying with you.
How do I find the best deals on flights to Westmoreland?
Being flexible with your dates is a great way to pick up an unbeatable deal. Travelocity makes it super simple to find your perfect fare through the "Flexible dates" function. Search for your flight to Westmoreland, then compare the cheapest prices for surrounding dates by hitting the "Flexible dates" box at the top of the page. Booking well ahead and avoiding vacation periods are other ways to save on fares. In the last seven days, the cheapest price for a roundtrip flight to Westmoreland was CA $306. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Westmoreland with Travelocity?
From cheap family flights to activities, rental cars and more, Travelocity has got you covered for amazing adventures. With everything you need in one convenient place, you can spend more time daydreaming about the fun things that await in Westmoreland and less time planning. Plus with our Price Match Guarantee and 24/7 customer support throughout your trip, our goal is to make your next break the most memorable one yet.
What are the most popular flight routes to Westmoreland?
Take a look at these busy flight routes to Westmoreland and start organizing your next big adventure:

  • New York, NY (JFK-John F. Kennedy Intl.) to Sir Donald Sangster Intl. Airport (MBJ) - 641 flights a month.
  • Fort Lauderdale, FL (FLL-Fort Lauderdale - Hollywood Intl.) to Sir Donald Sangster Intl. Airport (MBJ) - 637 flights a month.
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Sir Donald Sangster Intl. Airport (MBJ) - 580 flights a month.

How much is a flight to Westmoreland on average?
Based on prices found over the last seven days, roundtrip flights to Westmoreland were between CA $306 and CA $1,274. Whenever you're ready to go, Travelocity will help you find a fare that'll work with your budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Destinations in Westmoreland

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.