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Cheap flights from Hamilton, ON to Caribbean from C$ 262

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 24/1. Fares are subject to change and may not be available on all flights or dates of travel.
YHM — SJU
11 Jan — 18 Jan1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Hamilton to Caribbean

Enter your travel dates to find the best prices.

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 12 December 2025.

Fri 12/127:00 a.m.YHM - PUJ
2 stops32h 50mMultiple Airlines
Fri 19/126:08 p.m.PUJ - YHM
1 stop21h 52mMultiple Airlines
Deal found 11/12C$ 994
Tue 16/127:00 a.m.YHM - MBJ
2 stops28h 14mMultiple Airlines
Sat 20/121:05 p.m.MBJ - YHM
1 stop25h 55mMultiple Airlines
Deal found 10/12C$ 1,394
Mon 29/129:00 a.m.YHM - MBJ
3 stops27h 05mMultiple Airlines
Sun 4/16:25 p.m.MBJ - YHM
2 stops30h 55mMultiple Airlines
Deal found 10/12C$ 1,440
Sat 27/124:00 p.m.YHM - MBJ
1 stop17h 45mMultiple Airlines
Sat 3/17:35 p.m.MBJ - YHM
2 stops25h 24mMultiple Airlines
Deal found 10/12C$ 1,454
Thu 25/123:10 p.m.YHM - MBJ
3 stops20h 55mMultiple Airlines
Sun 4/16:25 p.m.MBJ - YHM
2 stops30h 55mMultiple Airlines
Deal found 11/12C$ 1,539
Sat 20/1211:40 a.m.YHM - MBJ
3 stops24h 25mMultiple Airlines
Sun 4/16:25 p.m.MBJ - YHM
2 stops30h 55mMultiple Airlines
Deal found 9/12C$ 1,542
Wed 31/127:25 a.m.YHM - PUJ
1 stop8h 25mMultiple Airlines
Sun 4/111:55 p.m.PUJ - YHM
2 stops37h 49mMultiple Airlines
Deal found 10/12C$ 1,611
Fri 26/127:00 a.m.YHM - PUJ
2 stops35h 55mMultiple Airlines
Fri 2/111:55 p.m.PUJ - YHM
1 stop13h 49mMultiple Airlines
Deal found 10/12C$ 1,815
Sun 14/125:30 a.m.YHM - POP
3 stops29h 25mMultiple Airlines
Sun 21/1210:35 a.m.POP - YHM
1 stop15h 37mMultiple Airlines
Deal found 11/12C$ 2,016
Sun 21/126:10 p.m.YHM - MBJ
1 stop24h 14mWestJet
Sat 10/12:50 p.m.MBJ - YHM
1 stop26h 27mWestJet
Deal found 11/12C$ 2,204
Thu 25/127:25 a.m.YHM - KIN
1 stop28h 49mMultiple Airlines
Thu 1/11:19 p.m.KIN - YHM
2 stops35h 06mMultiple Airlines
Deal found 9/12C$ 2,273
Sat 27/127:25 a.m.YHM - PUJ
1 stop8h 25mMultiple Airlines
Sat 3/19:15 p.m.PUJ - YHM
2 stops40h 29mMultiple Airlines
Deal found 10/12C$ 2,611

Find flight deals from Hamilton to Caribbean

Keep the following information in mind while searching for Hamilton to Caribbean flight deals. Data was last updated 12 December 2025.

Round-trip from

C$ 650

One-way from

C$ 262

Popular in

December

Cheapest in

June

Average price

C$ 888
1/2-9/2
  • 1/2-9/2
  • 4 total stops
  • 52h 15m total
  • Hamilton to Caribbean
Search Deals
Air Canada
  • Air Canada
  • 24/1
  • 2 total stops
  • 23h 35m total
  • Hamilton to Caribbean
Search Deals
Highest demand for flights based on searches. 7% potential increase in price (C$ 76 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 30 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 12 December 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

HamiltonOranjestad

YHM - AUA

YHMAUA

Hamilton

Sun 1/2

9:00 a.m.-3:35 p.m.

2 stops29h 35m

Oranjestad Reina Beatrix

Mon 9/2

4:40 p.m.-2:20 p.m.

2 stops22h 40m

C$ 650

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Fri 9/1

7:00 a.m.-3:04 p.m.

2 stops31h 04m

Punta Cana

Fri 16/1

5:47 p.m.-8:55 p.m.

1 stop28h 08m

C$ 796

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Thu 5/2

7:25 a.m.-4:36 p.m.

1 stop8h 11m

Punta Cana

Thu 12/2

5:47 p.m.-2:20 p.m.

2 stops21h 33m

C$ 827

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Thu 5/3

7:25 a.m.-4:36 p.m.

1 stop8h 11m

Punta Cana

Fri 13/3

4:59 p.m.-3:00 p.m.

1 stop22h 01m

C$ 891

HamiltonKingston

YHM - KIN

YHMKIN

Hamilton

Sat 10/1

7:25 a.m.-12:12 p.m.

1 stop28h 47m

Kingston Norman Manley

Sat 17/1

7:30 a.m.-2:20 p.m.

2 stops30h 50m

C$ 1,072

HamiltonMontego Bay

YHM - MBJ

YHMMBJ

Hamilton

Sun 11/1

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

1 stop24h 14m

Montego Bay Sangster Intl

Sat 17/1

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

1 stop26h 27m

C$ 1,345

HamiltonMontego Bay

YHM - MBJ

YHMMBJ

Hamilton

Sun 29/3

6:10 p.m.-5:24 p.m.

1 stop24h 14m

Montego Bay Sangster Intl

Sat 4/4

1:50 p.m.-5:16 p.m.

1 stop26h 26m

C$ 1,347

HamiltonMontego Bay

YHM - MBJ

YHMMBJ

Hamilton

Mon 29/12

9:00 a.m.-12:05 p.m.

3 stops27h 05m

Montego Bay Sangster Intl

Sun 4/1

6:25 p.m.-1:20 a.m.

2 stops30h 55m

C$ 1,440

HamiltonMontego Bay

YHM - MBJ

YHMMBJ

Hamilton

Sat 27/12

4:00 p.m.-9:45 a.m.

1 stop17h 45m

Montego Bay Sangster Intl

Sat 3/1

7:35 p.m.-8:59 p.m.

2 stops25h 24m

C$ 1,454

HamiltonMontego Bay

YHM - MBJ

YHMMBJ

Hamilton

Thu 25/12

3:10 p.m.-12:05 p.m.

3 stops20h 55m

Montego Bay Sangster Intl

Sun 4/1

6:25 p.m.-1:20 a.m.

2 stops30h 55m

C$ 1,539

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/12

Showing 1-10 of 52 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, September is the cheapest month in which you can book a flight from Hamilton, Ontario to Caribbean (average of C$ 181). Flying from Hamilton, Ontario to Caribbean in January is currently the most expensive (average of C$ 342). 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 12 December 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 68% on flights from Hamilton, Ontario to Caribbean by exploring options for tickets at noon.

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 12 December 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
3,195 reviews
Check prices

Comfort

7.1

Crew

7.9

Overall

7.2

Entertainment

6.1

Food

6.2

Boarding

7.4

Reviews

1 / 20
2.0
Mediocre

Anonymous,Nov 2025

YQU - YYC

After first flight cancelled they barely accommodated our flight to get to our destination, after 36 hours of travel and long layovers we arrived but the worst experience ever! I will definitely put claims in of the lost upgrades and lost time and money we had!!!
WestJet
7.2
Good
3,195 reviews
WestJet
7.2
Good
3,195 reviews
Check prices

Comfort

7.1

Crew

7.9

Overall

7.2

Entertainment

6.1

Food

6.2

Boarding

7.4

Reviews

1 / 20
2.0
Mediocre

Anonymous,Nov 2025

YQU - YYC

After first flight cancelled they barely accommodated our flight to get to our destination, after 36 hours of travel and long layovers we arrived but the worst experience ever! I will definitely put claims in of the lost upgrades and lost time and money we had!!!
Air Canada
7.1
Good
10,516 reviews
WestJet
7.2
Good
3,195 reviews
Check prices

Comfort

7.1

Crew

7.9

Overall

7.2

Entertainment

6.1

Food

6.2

Boarding

7.4

Reviews

1 / 20
2.0
Mediocre

Anonymous,Nov 2025

YQU - YYC

After first flight cancelled they barely accommodated our flight to get to our destination, after 36 hours of travel and long layovers we arrived but the worst experience ever! I will definitely put claims in of the lost upgrades and lost time and money we had!!!

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 24h 14m. 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 2747 km.

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

    The most popular flight routes from Hamilton, Ontario to Caribbean are Hamilton - Montego Bay Sangster Intl, Hamilton - Kingston Norman Manley and Hamilton - Santo Domingo Las Americas.

  • 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, September is the cheapest month in which you can book a flight from Hamilton, Ontario to Caribbean (average of C$ 181). Flying from Hamilton, Ontario to Caribbean in January is currently the most expensive (average of C$ 342). 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 2 airlines flying from Hamilton to Caribbean

Discover the top 2 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 12 December 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 236AverageC$ 564FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 459AverageC$ 778FlexibilityNo 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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