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Cheap flights from Hamilton, ON to Caribbean Islands from C$ 244

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 24/3. Fares are subject to change and may not be available on all flights or dates of travel.
YHM — SJU
12 Mar — 19 Mar1
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 10 February 2026.

Mon 30/36:30 p.m.
YHM
-
GCM
1 stop17h 40m
Air Canada
Thu 9/411:55 a.m.
GCM
-
YHM
1 stop22h 30m
Air Canada
Deal found 9/2C$ 415
Thu 26/35:30 a.m.
YHM
-
PUJ
1 stop15h 05m
Air Canada
Thu 2/46:40 p.m.
PUJ
-
YHM
2 stops16h 45m
Air Canada
Deal found 9/2C$ 467
Mon 2/36:30 p.m.
YHM
-
AUA
2 stops21h 10m
Air Canada
Thu 12/32:25 p.m.
AUA
-
YHM
2 stops21h 00m
Air Canada
Deal found 8/2C$ 483
Tue 3/36:30 p.m.
YHM
-
AUA
1 stop19h 30m
Air Canada
Wed 11/35:20 p.m.
AUA
-
YHM
2 stops21h 00m
Air Canada
Deal found 6/2C$ 496
Wed 18/36:30 p.m.
YHM
-
PUJ
2 stops18h 30m
Air Canada
Wed 25/39:35 p.m.
PUJ
-
YHM
1 stop13h 50m
Air Canada
Deal found 10/2C$ 498
Mon 22/66:30 p.m.
YHM
-
GCM
2 stops19h 00m
Air Canada
Mon 29/612:25 p.m.
GCM
-
YHM
1 stop19h 20m
Air Canada
Deal found 8/2C$ 500
Sat 21/36:30 p.m.
YHM
-
PUJ
2 stops18h 30m
Air Canada
Fri 27/37:05 p.m.
PUJ
-
YHM
2 stops16h 20m
Air Canada
Deal found 9/2C$ 501
Mon 9/311:40 a.m.
YHM
-
PUJ
1 stop8h 55m
Air Canada
Fri 13/37:05 p.m.
PUJ
-
YHM
2 stops16h 20m
Air Canada
Deal found 9/2C$ 531
Mon 9/36:30 p.m.
YHM
-
PUJ
2 stops18h 30m
Air Canada
Mon 16/39:35 p.m.
PUJ
-
YHM
1 stop13h 50m
Air Canada
Deal found 9/2C$ 532
Wed 4/35:30 a.m.
YHM
-
AUA
1 stop8h 30m
Air Canada
Wed 11/35:20 p.m.
AUA
-
YHM
2 stops21h 00m
Air Canada
Deal found 6/2C$ 545
Tue 10/35:30 a.m.
YHM
-
GCM
1 stop6h 55m
Air Canada
Tue 17/34:45 p.m.
GCM
-
YHM
2 stops24h 30m
Air Canada
Deal found 8/2C$ 564
Fri 24/76:30 p.m.
YHM
-
MBJ
1 stop17h 50m
Air Canada
Sat 29/812:30 p.m.
MBJ
-
YHM
1 stop21h 55m
Air Canada
Deal found 9/2C$ 572

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 10 February 2026.

Round-trip from

C$ 415

One-way from

C$ 244

Popular in

December

Cheapest in

June

Average price

C$ 701
Air Canada
  • Air Canada
  • 30/3-9/4
  • 2 total stops
  • 40h 10m total
  • Hamilton to Caribbean Islands
Search Deals
Air Canada
  • Air Canada
  • 24/3
  • 1 total stop
  • 21h 20m total
  • Hamilton to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 3% potential increase in price (C$ 26 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 February 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 10 February 2026.
Use the filters below to find and compare flights from Hamilton to Caribbean Islands that are best for you.

Fly from

Hamilton

Fly to

Caribbean Islands

Route

Depart

Return

Price

HamiltonGeorge Town

YHM - GCM

YHMGCM

Hamilton

Mon 30/3

6:30 p.m.-11:10 a.m.

1 stop17h 40m

George Town Owen Roberts Intl

Thu 9/4

11:55 a.m.-11:25 a.m.

1 stop22h 30m

C$ 415

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Thu 26/3

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

2 stops12h 00m

Punta Cana

Thu 2/4

6:40 p.m.-11:25 a.m.

2 stops16h 45m

C$ 468

HamiltonOranjestad

YHM - AUA

YHMAUA

Hamilton

Mon 2/3

6:30 p.m.-4:40 p.m.

2 stops21h 10m

Oranjestad Reina Beatrix

Thu 12/3

2:25 p.m.-11:25 a.m.

2 stops21h 00m

C$ 483

HamiltonOranjestad

YHM - AUA

YHMAUA

Hamilton

Tue 3/3

6:30 p.m.-3:00 p.m.

1 stop19h 30m

Oranjestad Reina Beatrix

Wed 11/3

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

2 stops21h 00m

C$ 496

HamiltonGeorge Town

YHM - GCM

YHMGCM

Hamilton

Mon 22/6

6:30 p.m.-12:30 p.m.

2 stops19h 00m

George Town Owen Roberts Intl

Mon 29/6

12:25 p.m.-8:45 a.m.

1 stop19h 20m

C$ 500

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Mon 9/3

6:30 p.m.-1:00 p.m.

2 stops18h 30m

Punta Cana

Fri 13/3

7:05 p.m.-11:25 a.m.

2 stops16h 20m

C$ 536

HamiltonOranjestad

YHM - AUA

YHMAUA

Hamilton

Wed 4/3

5:30 a.m.-3:00 p.m.

1 stop8h 30m

Oranjestad Reina Beatrix

Wed 11/3

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

2 stops21h 00m

C$ 545

HamiltonGeorge Town

YHM - GCM

YHMGCM

Hamilton

Tue 10/3

5:30 a.m.-11:25 a.m.

1 stop6h 55m

George Town Owen Roberts Intl

Tue 17/3

4:45 p.m.-6:15 p.m.

2 stops24h 30m

C$ 564

HamiltonMontego Bay

YHM - MBJ

YHMMBJ

Hamilton

Fri 24/7

6:30 p.m.-11:20 a.m.

1 stop17h 50m

Montego Bay Sangster Intl

Sat 29/8

12:30 p.m.-11:25 a.m.

1 stop21h 55m

C$ 572

HamiltonMontego Bay

YHM - MBJ

YHMMBJ

Hamilton

Wed 22/7

6:30 p.m.-11:20 a.m.

1 stop17h 50m

Montego Bay Sangster Intl

Mon 27/7

12:30 p.m.-11:25 a.m.

1 stop21h 55m

C$ 577

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

Showing 1-10 of 60 results
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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, September is the cheapest month in which you can book a flight from Hamilton, Ontario to Caribbean Islands (average of C$ 178). Flying from Hamilton, Ontario to Caribbean Islands in February is currently the most expensive (average of C$ 328). 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 10 February 2026.
See what other customers who have flown with WestJet and 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.
WestJet
7.2
Good
3,256 reviews
Check prices

Boarding

7.4

Food

6.2

Entertainment

6.1

Overall

7.2

Comfort

7.0

Crew

7.9

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
3,256 reviews
WestJet
7.2
Good
3,256 reviews
Check prices

Boarding

7.4

Food

6.2

Entertainment

6.1

Overall

7.2

Comfort

7.0

Crew

7.9

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
10,701 reviews
WestJet
7.2
Good
3,256 reviews
Check prices

Boarding

7.4

Food

6.2

Entertainment

6.1

Overall

7.2

Comfort

7.0

Crew

7.9

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 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?

    Air Canada can get you from Hamilton, Ontario to Caribbean Islands in just under 17h 40m. Your travel time can differ by up to . The distance from Hamilton, Ontario to Caribbean Islands is about 2657 km.

  • 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, September is the cheapest month in which you can book a flight from Hamilton, Ontario to Caribbean Islands (average of C$ 178). Flying from Hamilton, Ontario to Caribbean Islands in February is currently the most expensive (average of C$ 328). 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 2 airlines flying from Hamilton to Caribbean Islands

Discover the top 2 airlines 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 10 February 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 233AverageC$ 556FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 435AverageC$ 708FlexibilityNo 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.

Can Cheapflights notify me if prices for flights from Hamilton to Caribbean Islands become cheaper?

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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