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Cheap flights from Hamilton, ON to Caribbean from C$ 396

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 25/10. Fares are subject to change and may not be available on all flights or dates of travel.
YHM — SJU
11 Oct — 18 Oct1
1 adult
1 adult, Economy

Cheap flight deals from Hamilton to Caribbean

Keep the following information in mind while searching for Hamilton to Caribbean flight deals. Data was last updated 11 September 2025.

Round-trip from

C$ 773

One-way from

C$ 396

Popular in

December

Cheapest in

June

Average price

C$ 578
24/10-31/10
  • 24/10-31/10
  • 4 total stops
  • 40h 34m total
  • Hamilton to Caribbean
Search Deals
25/10
  • 25/10
  • 2 total stops
  • 33h 36m total
  • Hamilton to Caribbean
Search Deals
Highest demand for flights based on searches. 11% potential increase in price (C$ 120 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 43 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
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Find flight deals from Hamilton to Caribbean

Cheapest flights from Hamilton to Caribbean
Explore the most affordable flight options available from Hamilton to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 11 September 2025.

Fri 24/1012:10 p.m.YHM - PUJ
3 stops26h 39mMultiple Airlines
Fri 31/1010:00 a.m.PUJ - YHM
1 stop13h 55mMultiple Airlines
Deal found 9/9C$ 773
Tue 30/125:45 a.m.YHM - MBJ
1 stop12h 39mWestJet
Tue 6/12:50 p.m.MBJ - YHM
1 stop26h 27mWestJet
Deal found 8/9C$ 1,459
Tue 30/96:00 a.m.YHM - PUJ
2 stops31h 45mMultiple Airlines
Fri 3/103:05 p.m.PUJ - YHM
2 stops32h 54mMultiple Airlines
Deal found 10/9C$ 1,558
Tue 23/125:45 a.m.YHM - MBJ
1 stop12h 39mWestJet
Sat 27/122:50 p.m.MBJ - YHM
1 stop26h 27mWestJet
Deal found 9/9C$ 1,865
Mon 22/126:10 p.m.YHM - PUJ
1 stop14h 46mWestJet
Tue 30/1211:00 a.m.PUJ - YHM
1 stop31h 17mWestJet
Deal found 11/9C$ 2,031
Sat 20/121:45 p.m.YHM - PUJ
1 stop25h 16mMultiple Airlines
Sat 3/14:05 p.m.PUJ - YHM
2 stops23h 15mMultiple Airlines
Deal found 9/9C$ 2,140

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hamilton to Caribbean 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 629,999 searches. Data last updated 11 September 2025.
Use the filters below to find and compare flights from Hamilton to Caribbean that are best for you.

Fly from

Hamilton

Fly to

Caribbean

Route

Depart

Return

Price

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Thu 1/1

6:10 p.m.-9:56 a.m.

1 stop14h 46m

Punta Cana

Sat 31/1

11:00 a.m.-5:16 p.m.

1 stop31h 16m

C$ 1,287

HamiltonMontego Bay

YHM - MBJ

YHMMBJ

Hamilton

Mon 2/2

6:10 p.m.-6:24 p.m.

1 stop24h 14m

Montego Bay Sangster Intl

Sat 7/2

2:50 p.m.-5:16 p.m.

1 stop26h 26m

C$ 1,322

HamiltonMontego Bay

YHM - MBJ

YHMMBJ

Hamilton

Tue 30/12

5:45 a.m.-6:24 p.m.

1 stop12h 39m

Montego Bay Sangster Intl

Tue 6/1

2:50 p.m.-5:17 p.m.

1 stop26h 27m

C$ 1,459

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Tue 30/9

6:00 a.m.-1:45 p.m.

2 stops31h 45m

Punta Cana

Fri 3/10

3:05 p.m.-11:59 p.m.

2 stops32h 54m

C$ 1,558

HamiltonMontego Bay

YHM - MBJ

YHMMBJ

Hamilton

Sun 8/2

6:10 p.m.-6:24 p.m.

1 stop24h 14m

Montego Bay Sangster Intl

Sat 14/2

2:50 p.m.-5:16 p.m.

1 stop26h 26m

C$ 1,642

HamiltonMontego Bay

YHM - MBJ

YHMMBJ

Hamilton

Tue 23/12

5:45 a.m.-6:24 p.m.

1 stop12h 39m

Montego Bay Sangster Intl

Sat 27/12

2:50 p.m.-5:17 p.m.

1 stop26h 27m

C$ 1,865

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Mon 22/12

6:10 p.m.-9:56 a.m.

1 stop14h 46m

Punta Cana

Tue 30/12

11:00 a.m.-5:17 p.m.

1 stop31h 17m

C$ 2,031

HamiltonMontego Bay

YHM - MBJ

YHMMBJ

Hamilton

Sat 25/10

6:00 a.m.-2:36 p.m.

2 stops33h 36m

C$ 396

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Thu 30/10

6:10 p.m.-8:56 a.m.

1 stop14h 46m

C$ 403

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Sat 25/10

6:00 a.m.-3:00 p.m.

3 stops33h 00m

C$ 442

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/9

Showing 1-10 of 24 results
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Best time to book a flight from Hamilton to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Hamilton 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 Hamilton to Caribbean

What is the cheapest month to book a flight from Hamilton, Ontario to Caribbean?

Currently, April is the cheapest month in which you can book a flight from Hamilton, Ontario to Caribbean (average of C$ 254). Flying from Hamilton, Ontario to Caribbean in July is currently the most expensive (average of C$ 580). 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.

What is the cheapest time of day to fly from YHM to CB?

Find hourly flight availability from Hamilton to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 11 September 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Hamilton, Ontario to Caribbean as you normally would.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. 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 Caribbean. Reviews last updated 11 September 2025.
Check out reviews from past customers who have flown with WestJet and Air Canada from Hamilton to Caribbean to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
WestJet
7.2
Good
3,091 reviews
Check prices

Boarding

7.4

Entertainment

6.1

Comfort

7.1

Food

6.2

Crew

7.9

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

YYJ - YVR

everything was good except we were so delayed we had to sleep on the floor in the vancouver airport … we were stranded there for 12 hours, no vouchers, no compensation, just a cold floor and we arrived at our final destination the following afternoon
WestJet
7.2
Good
3,091 reviews
WestJet
7.2
Good
3,091 reviews
Check prices

Boarding

7.4

Entertainment

6.1

Comfort

7.1

Food

6.2

Crew

7.9

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

YYJ - YVR

everything was good except we were so delayed we had to sleep on the floor in the vancouver airport … we were stranded there for 12 hours, no vouchers, no compensation, just a cold floor and we arrived at our final destination the following afternoon
Air Canada
7.1
Good
10,000 reviews
WestJet
7.2
Good
3,091 reviews
Check prices

Boarding

7.4

Entertainment

6.1

Comfort

7.1

Food

6.2

Crew

7.9

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

YYJ - YVR

everything was good except we were so delayed we had to sleep on the floor in the vancouver airport … we were stranded there for 12 hours, no vouchers, no compensation, just a cold floor and we arrived at our final destination the following afternoon

Related info for your journey

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

  • What airport do you fly from for flights from Hamilton to Caribbean?

    Hamilton (YHM), located 10.9 km from the city centre, is the airport you fly out of when you book flights from Hamilton to Caribbean.

  • How long is the flight from Hamilton, Ontario to Caribbean?

    Airlines like WestJet fly from Hamilton, Ontario to Caribbean in about 14h 46m. The time it takes to get you to your destination can typically vary by up to . The distance between Hamilton, Ontario and Caribbean is about 2942 km.

  • What are the most popular routes from Hamilton, Ontario to Caribbean?

    The most popular flight routes from Hamilton, Ontario to Caribbean are Hamilton - Punta Cana, Hamilton - Montego Bay Sangster Intl and Hamilton - Oranjestad Reina Beatrix.

  • Can I find deals for flights from Hamilton to Caribbean that include hotel bookings?

    Yes. In addition to deals on Hamilton to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Hamilton to Caribbean?

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

  • Can I find deals for business class flights from Hamilton to Caribbean?

    Yes. Cheapflights offers flight deals from Hamilton to Caribbean 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 Hamilton, Ontario to Caribbean?

    Currently, April is the cheapest month in which you can book a flight from Hamilton, Ontario to Caribbean (average of C$ 254). Flying from Hamilton, Ontario to Caribbean in July is currently the most expensive (average of C$ 580). 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

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Alternative routes for Hamilton to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Hamilton to Caribbean

Discover the top 3 airlines that operate flights from Hamilton to Caribbean. 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 629,999 searches. Data last updated 11 September 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 269AverageC$ 796FlexibilityNo cancel feeOn-time60%
Search WestJet flights
ArajetCheapestC$ 357AverageC$ 438FlexibilityNo cancel feeOn-timeN/A
Search Arajet flights
Air CanadaCheapestC$ 494AverageC$ 794FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Hamilton to Caribbean?

Deals for Hamilton to Caribbean flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Hamilton to Caribbean?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Hamilton to Caribbean for you. Better yet — we are completely free to use.

Can Cheapflights find flights from Hamilton to Caribbean with no change fees?

Need flexible booking options for your flight to Caribbean from Hamilton? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Hamilton to Caribbean become cheaper?

Not ready to book yet? You can track prices for flights from Hamilton to Caribbean on Cheapflights with our Price Alert feature and get notified when better prices are available.

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