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Cheap flights from Hamilton, ON to Caribbean from C$ 221

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 6/6. Fares are subject to change and may not be available on all flights or dates of travel.
YHM — SJU
27 May — 3 Jun1
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 27 April 2026.

Mon 1/67:00 a.m.
YHM
-
PUJ
2 stops33h 30m
Multiple Airlines
Mon 8/65:25 p.m.
PUJ
-
YHM
2 stops28h 44m
Multiple Airlines
Deal found 22/4C$ 891
Thu 4/67:00 a.m.
YHM
-
PUJ
2 stops33h 30m
Multiple Airlines
Mon 8/65:25 p.m.
PUJ
-
YHM
2 stops28h 44m
Multiple Airlines
Deal found 25/4C$ 978
Mon 1/68:50 a.m.
YHM
-
PUJ
2 stops31h 40m
Multiple Airlines
Thu 4/65:25 p.m.
PUJ
-
YHM
2 stops25h 34m
Multiple Airlines
Deal found 24/4C$ 1,028
Tue 9/68:50 a.m.
YHM
-
PUJ
3 stops31h 40m
Multiple Airlines
Tue 16/65:25 p.m.
PUJ
-
YHM
2 stops23h 25m
Multiple Airlines
Deal found 25/4C$ 1,122
Sat 13/61:55 p.m.
YHM
-
PUJ
3 stops26h 35m
Multiple Airlines
Fri 19/65:05 p.m.
PUJ
-
YHM
3 stops26h 34m
Multiple Airlines
Deal found 23/4C$ 1,156
Fri 5/61:55 p.m.
YHM
-
PUJ
3 stops26h 35m
Multiple Airlines
Thu 11/65:25 p.m.
PUJ
-
YHM
3 stops26h 14m
Multiple Airlines
Deal found 26/4C$ 1,160
Fri 22/58:50 a.m.
YHM
-
PUJ
2 stops28h 55m
Multiple Airlines
Fri 29/52:40 p.m.
PUJ
-
YHM
1 stop25h 15m
Multiple Airlines
Deal found 22/4C$ 1,218
Sun 7/69:10 a.m.
YHM
-
PUJ
3 stops31h 20m
Multiple Airlines
Sun 14/65:25 p.m.
PUJ
-
YHM
2 stops26h 10m
Multiple Airlines
Deal found 23/4C$ 1,227
Sat 30/58:50 a.m.
YHM
-
AUA
3 stops25h 55m
Multiple Airlines
Fri 5/611:50 a.m.
AUA
-
YHM
3 stops31h 09m
Multiple Airlines
Deal found 27/4C$ 1,738
Sun 10/58:50 a.m.
YHM
-
AUA
3 stops25h 55m
Multiple Airlines
Sun 17/511:50 a.m.
AUA
-
YHM
3 stops31h 09m
Multiple Airlines
Deal found 27/4C$ 2,238
Wed 13/59:10 a.m.
YHM
-
AUA
3 stops30h 40m
Multiple Airlines
Wed 20/511:50 a.m.
AUA
-
YHM
3 stops31h 45m
Multiple Airlines
Deal found 22/4C$ 3,019
Sat 4/78:50 a.m.
YHM
-
AUA
3 stops25h 55m
Multiple Airlines
Sat 11/711:50 a.m.
AUA
-
YHM
3 stops31h 49m
Multiple Airlines
Deal found 25/4C$ 3,237

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 27 April 2026.

Round-trip from

C$ 891

One-way from

C$ 221

Popular in

December

Cheapest in

June

Average price

C$ 708
1/6-8/6
  • 1/6-8/6
  • 4 total stops
  • 62h 14m total
  • Hamilton to Caribbean
Search Deals
Air Canada
  • Air Canada
  • 6/6
  • 2 total stops
  • 19h 00m total
  • Hamilton to Caribbean
Search Deals
Highest demand for flights based on searches. 2% potential increase in price (C$ 18 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 27 April 2026.
Use the filters below to find and compare flights from Hamilton to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Mon 1/6

7:00 a.m.-4:30 p.m.

2 stops33h 30m

Punta Cana

Mon 8/6

5:25 p.m.-10:09 p.m.

2 stops28h 44m

C$ 891

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Thu 4/6

7:00 a.m.-4:30 p.m.

2 stops33h 30m

Punta Cana

Mon 8/6

5:25 p.m.-10:09 p.m.

2 stops28h 44m

C$ 978

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Sat 13/6

1:55 p.m.-4:30 p.m.

3 stops26h 35m

Punta Cana

Fri 19/6

5:05 p.m.-7:39 p.m.

3 stops26h 34m

C$ 1,156

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Fri 5/6

1:55 p.m.-4:30 p.m.

3 stops26h 35m

Punta Cana

Thu 11/6

5:25 p.m.-7:39 p.m.

3 stops26h 14m

C$ 1,160

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Tue 9/6

8:50 a.m.-4:30 p.m.

3 stops31h 40m

Punta Cana

Tue 16/6

5:25 p.m.-7:39 p.m.

3 stops26h 14m

C$ 1,177

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Fri 22/5

8:50 a.m.-1:45 p.m.

2 stops28h 55m

Punta Cana

Fri 29/5

2:40 p.m.-3:55 p.m.

1 stop25h 15m

C$ 1,218

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Mon 1/6

8:50 a.m.-4:30 p.m.

3 stops31h 40m

Punta Cana

Thu 4/6

5:25 p.m.-6:59 p.m.

2 stops25h 34m

C$ 1,275
Quickest round-trip

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Tue 9/6

7:55 p.m.-4:30 p.m.

2 stops20h 35m

Punta Cana

Sat 13/6

5:25 p.m.-10:34 p.m.

2 stops29h 09m

C$ 1,319

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Fri 15/5

8:50 a.m.-1:55 p.m.

2 stops29h 05m

Punta Cana

Wed 20/5

2:55 p.m.-12:59 p.m.

2 stops22h 04m

C$ 1,361

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Fri 22/5

8:50 a.m.-1:45 p.m.

2 stops28h 55m

Punta Cana

Mon 25/5

3:05 p.m.-6:59 p.m.

2 stops27h 54m

C$ 1,517

Flights are sorted by cheapest round-trip flights first.

Deals found on 24/4

Showing 1-10 of 43 resultsSorted by cheapest first
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5

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, May is the cheapest month in which you can book a flight from Hamilton, Ontario to Caribbean (average of C$ 149). Flying from Hamilton, Ontario to Caribbean in July is currently the most expensive (average of C$ 608). 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 27 April 2026.
Check out reviews from past customers who have flown with 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.
Air Canada
7.1
Good
10,974 reviews
Check prices

Food

6.3

Comfort

7.1

Boarding

7.3

Entertainment

6.8

Overall

7.1

Crew

7.8

Reviews

1 / 20
6.0
Good

Thomas,Apr 2026

YYZ - LHR

Food is sub par. I travel a lot and AC food is not good
Air Canada
7.1
Good
10,974 reviews
Air Canada
7.1
Good
10,974 reviews
Check prices

Food

6.3

Comfort

7.1

Boarding

7.3

Entertainment

6.8

Overall

7.1

Crew

7.8

Reviews

1 / 20
6.0
Good

Thomas,Apr 2026

YYZ - LHR

Food is sub par. I travel a lot and AC food is not good

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 - Kingston Norman Manley and Hamilton - Pointe-à-Pitre Le Raizet.

  • 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, May is the cheapest month in which you can book a flight from Hamilton, Ontario to Caribbean (average of C$ 149). Flying from Hamilton, Ontario to Caribbean in July is currently the most expensive (average of C$ 608). 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 airline flying from Hamilton to Caribbean

Discover the top airline 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 27 April 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 454AverageC$ 755FlexibilityNo 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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