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Cheap flights from Hamilton, ON to Caribbean Islands from C$ 291

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 17/4. Fares are subject to change and may not be available on all flights or dates of travel.
YHM — SJU
26 Apr — 3 May1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Hamilton to Caribbean Islands

Enter your travel dates to find the best prices.

Cheapest flights from Hamilton to Caribbean Islands
Explore the most affordable flight options available from Hamilton to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 27 March 2026.

Wed 8/47:25 a.m.
YHM
-
PUJ
1 stop8h 31m
Multiple Airlines
Fri 10/42:32 p.m.
PUJ
-
YHM
1 stop9h 48m
Multiple Airlines
Deal found 25/3C$ 826
Sun 29/37:25 a.m.
YHM
-
PUJ
1 stop8h 31m
Multiple Airlines
Fri 3/42:32 p.m.
PUJ
-
YHM
1 stop9h 48m
Multiple Airlines
Deal found 25/3C$ 1,028
Tue 31/37:00 a.m.
YHM
-
PUJ
2 stops33h 20m
Multiple Airlines
Tue 7/49:18 a.m.
PUJ
-
YHM
1 stop15h 02m
Multiple Airlines
Deal found 24/3C$ 1,040
Wed 1/47:25 a.m.
YHM
-
PUJ
1 stop8h 31m
Multiple Airlines
Wed 15/43:30 p.m.
PUJ
-
YHM
1 stop8h 50m
Multiple Airlines
Deal found 24/3C$ 1,043
Fri 3/47:00 a.m.
YHM
-
PUJ
1 stop28h 48m
Multiple Airlines
Wed 8/44:25 p.m.
PUJ
-
YHM
2 stops22h 35m
Multiple Airlines
Deal found 24/3C$ 1,068
Fri 24/43:15 p.m.
YHM
-
PUJ
1 stop25h 26m
Multiple Airlines
Fri 1/53:54 p.m.
PUJ
-
YHM
1 stop24h 01m
Multiple Airlines
Deal found 25/3C$ 1,154
Sat 11/711:40 a.m.
YHM
-
PUJ
3 stops28h 25m
Multiple Airlines
Sat 18/77:30 a.m.
PUJ
-
YHM
1 stop12h 55m
Multiple Airlines
Deal found 26/3C$ 1,215
Sat 4/47:25 a.m.
YHM
-
PUJ
1 stop8h 31m
Multiple Airlines
Tue 7/49:18 a.m.
PUJ
-
YHM
1 stop15h 02m
Multiple Airlines
Deal found 23/3C$ 1,220
Fri 1/56:10 p.m.
YHM
-
MBJ
1 stop24h 10m
WestJet
Sat 16/51:40 p.m.
MBJ
-
YHM
1 stop26h 35m
WestJet
Deal found 27/3C$ 1,242
Thu 26/39:00 a.m.
YHM
-
MBJ
3 stops27h 05m
Multiple Airlines
Thu 2/412:00 p.m.
MBJ
-
YHM
2 stops25h 20m
Multiple Airlines
Deal found 25/3C$ 1,350
Sat 25/41:45 p.m.
YHM
-
AUA
2 stops24h 57m
Multiple Airlines
Fri 1/53:41 p.m.
AUA
-
YHM
1 stop24h 14m
Multiple Airlines
Deal found 25/3C$ 1,461
Fri 17/48:15 a.m.
YHM
-
MBJ
3 stops34h 09m
Multiple Airlines
Mon 20/41:50 p.m.
MBJ
-
YHM
2 stops28h 10m
Multiple Airlines
Deal found 26/3C$ 1,468

Find flight deals from Hamilton to Caribbean Islands

Keep the following information in mind while searching for Hamilton to Caribbean Islands flight deals. Data was last updated 27 March 2026.

Round-trip from

C$ 826

One-way from

C$ 291

Popular in

December

Cheapest in

June

Average price

C$ 689
8/4-10/4
  • 8/4-10/4
  • 2 total stops
  • 18h 19m total
  • Hamilton to Caribbean Islands
Search Deals
Air Canada
  • Air Canada
  • 17/4
  • 1 total stop
  • 21h 00m total
  • Hamilton to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 2% potential increase in price (C$ 24 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 March 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hamilton to Caribbean Islands 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 March 2026.
Use the filters below to find and compare flights from Hamilton to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Fri 24/4

7:00 a.m.-12:32 p.m.

2 stops29h 32m

Punta Cana

Fri 1/5

3:54 p.m.-3:55 p.m.

1 stop24h 01m

C$ 1,028

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Sat 11/7

11:40 a.m.-4:05 p.m.

3 stops28h 25m

Punta Cana

Sat 18/7

7:30 a.m.-8:25 p.m.

1 stop12h 55m

C$ 1,215

HamiltonMontego Bay

YHM - MBJ

YHMMBJ

Hamilton

Fri 1/5

6:10 p.m.-5:20 p.m.

1 stop24h 10m

Montego Bay Sangster Intl

Sat 16/5

1:40 p.m.-5:15 p.m.

1 stop26h 35m

C$ 1,242

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Sun 7/6

8:50 a.m.-11:40 a.m.

2 stops26h 50m

Punta Cana

Sun 21/6

3:58 p.m.-3:55 p.m.

1 stop23h 57m

C$ 1,373

HamiltonOranjestad

YHM - AUA

YHMAUA

Hamilton

Sat 25/4

1:45 p.m.-2:42 p.m.

2 stops24h 57m

Oranjestad Reina Beatrix

Fri 1/5

3:41 p.m.-3:55 p.m.

1 stop24h 14m

C$ 1,461

HamiltonMontego Bay

YHM - MBJ

YHMMBJ

Hamilton

Fri 17/4

8:15 a.m.-5:24 p.m.

3 stops34h 09m

Montego Bay Sangster Intl

Mon 20/4

1:50 p.m.-7:00 p.m.

2 stops28h 10m

C$ 1,468

HamiltonOranjestad

YHM - AUA

YHMAUA

Hamilton

Fri 24/4

7:00 a.m.-10:45 a.m.

2 stops27h 45m

Oranjestad Reina Beatrix

Fri 1/5

3:41 p.m.-3:55 p.m.

1 stop24h 14m

C$ 1,485

HamiltonMontego Bay

YHM - MBJ

YHMMBJ

Hamilton

Thu 2/4

3:10 p.m.-11:05 a.m.

3 stops20h 55m

Montego Bay Sangster Intl

Mon 6/4

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

2 stops25h 20m

C$ 1,645

HamiltonMontego Bay

YHM - MBJ

YHMMBJ

Hamilton

Fri 17/4

7:00 a.m.-5:15 p.m.

2 stops35h 15m

Montego Bay Sangster Intl

Sun 26/4

9:55 a.m.-8:59 p.m.

1 stop10h 04m

C$ 1,736

HamiltonPuerto Plata

YHM - POP

YHMPOP

Hamilton

Wed 1/4

7:00 a.m.-10:55 a.m.

2 stops27h 55m

Puerto Plata La Union

Sat 4/4

12:15 p.m.-8:59 p.m.

2 stops32h 44m

C$ 1,797

Flights are sorted by cheapest round-trip flights first.

Deals found on 26/3

Showing 1-10 of 48 resultsSorted by cheapest first
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2
3
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5

Best time to book a flight from Hamilton to Caribbean Islands

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

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

Currently, June is the cheapest month in which you can book a flight from Hamilton, Ontario to Caribbean Islands (average of C$ 173). Flying from Hamilton, Ontario to Caribbean Islands in February is currently the most expensive (average of C$ 327). 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 Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated 27 March 2026.
See what other customers who have flown with Air Canada from Hamilton to Caribbean Islands have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Air Canada
7.1
Good
10,843 reviews
Check prices

Boarding

7.3

Food

6.3

Crew

7.8

Comfort

7.1

Entertainment

6.8

Overall

7.1

Reviews

1 / 20
4.0
Okay

Sugith,Jan 2026

YSB - YYZ

Left 2 hours late. Stuck on plane for an hour after boarding before take off.
Air Canada
7.1
Good
10,843 reviews
Air Canada
7.1
Good
10,843 reviews
Check prices

Boarding

7.3

Food

6.3

Crew

7.8

Comfort

7.1

Entertainment

6.8

Overall

7.1

Reviews

1 / 20
4.0
Okay

Sugith,Jan 2026

YSB - YYZ

Left 2 hours late. Stuck on plane for an hour after boarding before take off.

Related info for your journey

Find useful and relevant information for your journey from Hamilton to Caribbean Islands. 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 Islands?

    Located just 10.9 km from the city centre, Hamilton (YHM) is the airport most travellers will use when flying to Caribbean Islands from Hamilton.

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

    WestJet and Air Transat can get you from Hamilton, Ontario to Caribbean Islands in just under 24h 10m. Your travel time can differ by up to 11h 05m. The distance from Hamilton, Ontario to Caribbean Islands is about 2747 km. This flight may include one or multiple stops.

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

    Most travellers choose Hamilton - Punta Cana, Hamilton - Montego Bay Sangster Intl or Hamilton - Oranjestad Reina Beatrix when deciding on the best route from Hamilton, Ontario to Caribbean Islands.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Hamilton to Caribbean Islands 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 Islands?

    Currently, June is the cheapest month in which you can book a flight from Hamilton, Ontario to Caribbean Islands (average of C$ 173). Flying from Hamilton, Ontario to Caribbean Islands in February is currently the most expensive (average of C$ 327). 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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Top airline flying from Hamilton to Caribbean Islands

Discover the top airline that operate flights from Hamilton to Caribbean Islands. 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 March 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 442AverageC$ 713FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

Fly with Cheapflights

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

Cheapflights makes it easy to find Hamilton to Caribbean Islands flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

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

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Hamilton to Caribbean Islands.

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

Users can book flights with no change fees policies with our dedicated filters. Book flights from Hamilton to Caribbean Islands flexibly with Cheapflights today.

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Of course! You can now track prices for flights from Hamilton to Caribbean Islands and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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