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Cheap flights from Hamilton, ON to Caribbean from C$ 471

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 11/7. Fares are subject to change and may not be available on all flights or dates of travel.
YHM — SJU
12 Jul — 19 Jul1
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 June 2026.

Thu 11/65:30 a.m.
YHM
-
PUJ
3 stops35h 00m
Multiple Airlines
Thu 18/65:05 p.m.
PUJ
-
YHM
2 stops26h 34m
Multiple Airlines
Deal found 10/6C$ 1,101
Wed 16/126:10 p.m.
YHM
-
PUJ
1 stop13h 45m
WestJet
Tue 22/127:05 p.m.
PUJ
-
YHM
2 stops46h 12m
WestJet
Deal found 9/6C$ 1,179
Tue 16/68:50 a.m.
YHM
-
PUJ
2 stops31h 40m
Multiple Airlines
Sun 21/65:05 p.m.
PUJ
-
YHM
2 stops26h 34m
Multiple Airlines
Deal found 9/6C$ 1,215
Mon 22/610:25 a.m.
YHM
-
PUJ
2 stops29h 40m
Multiple Airlines
Wed 24/65:05 p.m.
PUJ
-
YHM
2 stops22h 03m
Multiple Airlines
Deal found 8/6C$ 1,279
Mon 6/710:25 a.m.
YHM
-
PUJ
2 stops29h 40m
Multiple Airlines
Mon 13/75:05 p.m.
PUJ
-
YHM
2 stops22h 03m
Multiple Airlines
Deal found 8/6C$ 1,320
Tue 16/68:50 a.m.
YHM
-
PUJ
2 stops31h 40m
Multiple Airlines
Fri 19/65:05 p.m.
PUJ
-
YHM
2 stops26h 34m
Multiple Airlines
Deal found 9/6C$ 1,328
Thu 2/710:25 a.m.
YHM
-
PUJ
2 stops29h 40m
Multiple Airlines
Sun 5/75:05 p.m.
PUJ
-
YHM
2 stops22h 03m
Multiple Airlines
Deal found 6/6C$ 1,340
Fri 20/117:00 a.m.
YHM
-
PUJ
2 stops11h 55m
Multiple Airlines
Fri 27/112:23 p.m.
PUJ
-
YHM
1 stop11h 42m
Multiple Airlines
Deal found 9/6C$ 1,376
Wed 2/910:25 a.m.
YHM
-
PUJ
3 stops29h 40m
Multiple Airlines
Sun 6/95:05 p.m.
PUJ
-
YHM
2 stops30h 08m
Multiple Airlines
Deal found 8/6C$ 1,388
Sat 7/118:15 a.m.
YHM
-
PUJ
2 stops28h 18m
Multiple Airlines
Sun 15/1111:06 a.m.
PUJ
-
YHM
1 stop14h 59m
Multiple Airlines
Deal found 11/6C$ 1,408
Tue 15/911:45 a.m.
YHM
-
GCM
3 stops29h 20m
Multiple Airlines
Tue 22/911:30 a.m.
GCM
-
YHM
2 stops34h 45m
Multiple Airlines
Deal found 9/6C$ 1,602
Fri 26/610:25 a.m.
YHM
-
KIN
3 stops35h 03m
Multiple Airlines
Tue 30/62:36 p.m.
KIN
-
YHM
3 stops23h 32m
Multiple Airlines
Deal found 8/6C$ 1,785

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 June 2026.

Round-trip from

C$ 1,101

One-way from

C$ 471

Popular in

December

Cheapest in

November

Average price

C$ 596
28/8-4/9
  • 28/8-4/9
  • 4 total stops
  • 51h 43m total
  • Hamilton to Caribbean
Search Deals
11/7
  • 11/7
  • 2 total stops
  • 34h 56m total
  • Hamilton to Caribbean
Search Deals
Highest demand for flights based on searches. 0% potential increase in price (C$ 7 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 12 June 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

Fri 28/8

10:25 a.m.-4:05 p.m.

2 stops29h 40m

Punta Cana

Fri 4/9

5:05 p.m.-3:08 p.m.

2 stops22h 03m

C$ 1,101
Quickest round-trip

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Fri 20/11

7:00 a.m.-7:55 p.m.

2 stops11h 55m

Punta Cana

Fri 27/11

2:23 p.m.-1:05 a.m.

1 stop11h 42m

C$ 1,376

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Sat 7/11

8:15 a.m.-1:33 p.m.

2 stops28h 18m

Punta Cana

Sun 15/11

11:06 a.m.-1:05 a.m.

1 stop14h 59m

C$ 1,408

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Tue 23/6

5:30 a.m.-4:19 p.m.

2 stops10h 49m

Punta Cana

Tue 30/6

7:10 p.m.-3:08 p.m.

2 stops19h 58m

C$ 1,515

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Mon 6/7

7:00 a.m.-4:05 p.m.

3 stops33h 05m

Punta Cana

Mon 13/7

5:05 p.m.-3:08 p.m.

2 stops22h 03m

C$ 1,518

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Fri 26/6

10:25 a.m.-4:05 p.m.

2 stops29h 40m

Punta Cana

Sun 28/6

5:05 p.m.-3:08 p.m.

2 stops22h 03m

C$ 1,538

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Tue 18/8

1:55 p.m.-4:05 p.m.

2 stops26h 10m

Punta Cana

Sun 23/8

3:05 p.m.-7:39 p.m.

2 stops28h 34m

C$ 1,552

HamiltonGeorge Town

YHM - GCM

YHMGCM

Hamilton

Tue 15/9

11:45 a.m.-4:05 p.m.

3 stops29h 20m

George Town Owen Roberts Intl

Tue 22/9

11:30 a.m.-11:15 p.m.

2 stops34h 45m

C$ 1,602

HamiltonKingston

YHM - KIN

YHMKIN

Hamilton

Fri 26/6

10:25 a.m.-8:28 p.m.

3 stops35h 03m

Kingston Norman Manley

Tue 30/6

2:36 p.m.-3:08 p.m.

3 stops23h 32m

C$ 1,785

HamiltonKingston

YHM - KIN

YHMKIN

Hamilton

Tue 23/6

5:30 a.m.-8:27 a.m.

3 stops27h 57m

Kingston Norman Manley

Tue 30/6

2:36 p.m.-3:08 p.m.

3 stops23h 32m

C$ 1,806

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/6

Showing 1-10 of 26 resultsSorted by cheapest first
1
2
3

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$ 223). Flying from Hamilton, Ontario to Caribbean in February is currently the most expensive (average of C$ 543). 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 12 June 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
11,168 reviews
Check prices

Food

6.3

Boarding

7.3

Entertainment

6.8

Overall

7.1

Comfort

7.1

Crew

7.8

Reviews

1 / 20
2.0
Mediocre

Lori,May 2026

YYZ - YFC

Didn't land, sent back to Toronto. No food, no accommodation, no help at all!!
Air Canada
7.1
Good
11,168 reviews
Air Canada
7.1
Good
11,168 reviews
Check prices

Food

6.3

Boarding

7.3

Entertainment

6.8

Overall

7.1

Comfort

7.1

Crew

7.8

Reviews

1 / 20
2.0
Mediocre

Lori,May 2026

YYZ - YFC

Didn't land, sent back to Toronto. No food, no accommodation, no help at all!!

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 - Oranjestad Reina Beatrix and Hamilton - Varadero Juan Gualberto Gomez.

  • 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$ 223). Flying from Hamilton, Ontario to Caribbean in February is currently the most expensive (average of C$ 543). 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

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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 12 June 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 350AverageC$ 759FlexibilityNo 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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