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Cheap flights from Hamilton, ON to Caribbean from C$ 184

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 2/3. Fares are subject to change and may not be available on all flights or dates of travel.
YHM — SJU
25 Feb — 4 Mar1
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 26 January 2026.

Wed 1/47:25 a.m.
YHM
-
PUJ
1 stop8h 26m
Multiple Airlines
Wed 8/44:59 p.m.
PUJ
-
YHM
1 stop22h 01m
Multiple Airlines
Deal found 25/1C$ 674
Mon 9/37:25 a.m.
YHM
-
PUJ
1 stop8h 11m
Multiple Airlines
Mon 16/34:11 p.m.
PUJ
-
YHM
2 stops22h 09m
Multiple Airlines
Deal found 24/1C$ 697
Mon 26/17:25 a.m.
YHM
-
PUJ
1 stop8h 11m
Multiple Airlines
Sat 31/15:47 p.m.
PUJ
-
YHM
2 stops21h 33m
Multiple Airlines
Deal found 23/1C$ 770
Sun 25/17:25 a.m.
YHM
-
PUJ
1 stop8h 11m
Multiple Airlines
Sat 31/15:47 p.m.
PUJ
-
YHM
2 stops21h 33m
Multiple Airlines
Deal found 23/1C$ 781
Sun 1/27:25 a.m.
YHM
-
PUJ
1 stop8h 11m
Multiple Airlines
Mon 2/25:47 p.m.
PUJ
-
YHM
2 stops21h 33m
Multiple Airlines
Deal found 25/1C$ 797
Mon 23/37:25 a.m.
YHM
-
PUJ
1 stop8h 26m
Multiple Airlines
Mon 30/34:59 p.m.
PUJ
-
YHM
2 stops21h 21m
Multiple Airlines
Deal found 24/1C$ 830
Mon 2/211:40 a.m.
YHM
-
MBJ
3 stops24h 22m
Multiple Airlines
Mon 9/212:57 p.m.
MBJ
-
YHM
2 stops25h 23m
Multiple Airlines
Deal found 25/1C$ 911
Fri 10/47:00 a.m.
YHM
-
PUJ
1 stop13h 25m
Multiple Airlines
Fri 17/44:47 p.m.
PUJ
-
YHM
1 stop22h 13m
Multiple Airlines
Deal found 25/1C$ 916
Tue 27/13:15 p.m.
YHM
-
PUJ
2 stops42h 25m
Multiple Airlines
Tue 3/25:47 p.m.
PUJ
-
YHM
1 stop22h 13m
Multiple Airlines
Deal found 26/1C$ 942
Sat 28/311:40 a.m.
YHM
-
AUA
2 stops26h 46m
Multiple Airlines
Mon 6/43:41 p.m.
AUA
-
YHM
2 stops22h 39m
Multiple Airlines
Deal found 25/1C$ 961
Wed 25/36:30 p.m.
YHM
-
PUJ
2 stops22h 11m
Multiple Airlines
Tue 31/39:18 a.m.
PUJ
-
YHM
1 stop15h 04m
Multiple Airlines
Deal found 25/1C$ 963
Thu 2/49:00 a.m.
YHM
-
MBJ
3 stops26h 58m
Multiple Airlines
Mon 6/412:00 p.m.
MBJ
-
YHM
2 stops25h 20m
Multiple Airlines
Deal found 26/1C$ 972

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 26 January 2026.

Round-trip from

C$ 674

One-way from

C$ 184

Popular in

December

Cheapest in

June

Average price

C$ 604
1/4-8/4
  • 1/4-8/4
  • 2 total stops
  • 30h 27m total
  • Hamilton to Caribbean
Search Deals
Air Canada
  • Air Canada
  • 2/3
  • 1 total stop
  • 21h 15m total
  • Hamilton to Caribbean
Search Deals
Highest demand for flights based on searches. 3% potential increase in price (C$ 34 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 26 January 2026.
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

Wed 1/4

7:25 a.m.-3:51 p.m.

1 stop8h 26m

Punta Cana

Wed 8/4

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

1 stop22h 01m

C$ 674

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Fri 10/4

7:00 a.m.-8:25 p.m.

1 stop13h 25m

Punta Cana

Fri 17/4

4:47 p.m.-3:00 p.m.

1 stop22h 13m

C$ 916

HamiltonOranjestad

YHM - AUA

YHMAUA

Hamilton

Sat 28/3

11:40 a.m.-2:26 p.m.

2 stops26h 46m

Oranjestad Reina Beatrix

Mon 6/4

3:41 p.m.-2:20 p.m.

2 stops22h 39m

C$ 961

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Wed 25/3

6:30 p.m.-4:41 p.m.

2 stops22h 11m

Punta Cana

Tue 31/3

9:18 a.m.-12:22 a.m.

1 stop15h 04m

C$ 963

HamiltonMontego Bay

YHM - MBJ

YHMMBJ

Hamilton

Thu 2/4

9:00 a.m.-10:58 a.m.

3 stops26h 58m

Montego Bay Sangster Intl

Mon 6/4

12:00 p.m.-2:20 p.m.

2 stops25h 20m

C$ 972

HamiltonMontego Bay

YHM - MBJ

YHMMBJ

Hamilton

Sun 8/2

3:10 p.m.-12:02 p.m.

3 stops20h 52m

Montego Bay Sangster Intl

Sun 15/2

10:55 a.m.-8:59 p.m.

1 stop10h 04m

C$ 975

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Wed 11/3

3:15 p.m.-4:41 p.m.

1 stop25h 26m

Punta Cana

Wed 18/3

2:31 p.m.-12:22 a.m.

1 stop9h 51m

C$ 998

HamiltonMontego Bay

YHM - MBJ

YHMMBJ

Hamilton

Sun 22/2

3:10 p.m.-12:02 p.m.

2 stops20h 52m

Montego Bay Sangster Intl

Sun 1/3

10:55 a.m.-8:59 p.m.

1 stop10h 04m

C$ 1,101

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Mon 2/3

6:10 p.m.-9:57 a.m.

1 stop14h 47m

Punta Cana

Sat 7/3

11:00 a.m.-4:16 p.m.

1 stop30h 16m

C$ 1,164

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Mon 2/3

6:10 p.m.-9:57 a.m.

1 stop14h 47m

Punta Cana

Tue 10/3

10:00 a.m.-5:16 p.m.

1 stop31h 16m

C$ 1,166

Flights are sorted by cheapest round-trip flights first.

Deals found on 24/1

Showing 1-10 of 51 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$ 179). Flying from Hamilton, Ontario to Caribbean in February is currently the most expensive (average of C$ 333). 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.

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 26 January 2026.
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
3,251 reviews
Check prices

Overall

7.2

Comfort

7.0

Crew

7.9

Food

6.2

Entertainment

6.1

Boarding

7.4

Reviews

1 / 20
2.0
Mediocre

Blaine,Dec 2025

YYC - YVR

The worst I’ve ever had in 50 years of flying
WestJet
7.2
Good
3,251 reviews
WestJet
7.2
Good
3,251 reviews
Check prices

Overall

7.2

Comfort

7.0

Crew

7.9

Food

6.2

Entertainment

6.1

Boarding

7.4

Reviews

1 / 20
2.0
Mediocre

Blaine,Dec 2025

YYC - YVR

The worst I’ve ever had in 50 years of flying
Air Canada
7.1
Good
10,660 reviews
WestJet
7.2
Good
3,251 reviews
Check prices

Overall

7.2

Comfort

7.0

Crew

7.9

Food

6.2

Entertainment

6.1

Boarding

7.4

Reviews

1 / 20
2.0
Mediocre

Blaine,Dec 2025

YYC - YVR

The worst I’ve ever had in 50 years of flying

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.

  • 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 - Kingston Norman Manley.

  • 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$ 179). Flying from Hamilton, Ontario to Caribbean in February is currently the most expensive (average of C$ 333). 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 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 26 January 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 235AverageC$ 560FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 437AverageC$ 709FlexibilityNo 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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