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Cheap flights from Hamilton, ON to Caribbean Islands from C$ 422

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 28/9. Fares are subject to change and may not be available on all flights or dates of travel.
YHM — SJU
19 Aug — 26 Aug1
1 adult

Cheap 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 14 August 2025.

Round-trip from

C$ 866

One-way from

C$ 454

Popular in

December

Cheapest in

September

Average price

C$ 647
WestJet
  • WestJet
  • 27/11-2/12
  • 2 total stops
  • 46h 03m total
  • Hamilton to Caribbean Islands
Search Deals
WestJet
  • WestJet
  • 30/10
  • 1 total stop
  • 14h 46m total
  • Hamilton to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 11% potential increase in price (C$ 123 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 43 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2025
Search Deals

Find flight deals from Hamilton to Caribbean Islands

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 14 August 2025.

Thu 27/116:10 p.m.YHM - PUJ
1 stop14h 46mWestJet
Tue 2/1211:00 a.m.PUJ - YHM
1 stop31h 17mWestJet
Deal found 12/8C$ 866
Wed 8/106:00 a.m.YHM - PUJ
2 stops32h 25mWestJet
Mon 13/103:35 p.m.PUJ - YHM
2 stops57h 05mWestJet
Deal found 14/8C$ 893
Mon 15/96:00 a.m.YHM - PUJ
2 stops32h 25mWestJet
Tue 23/93:35 p.m.PUJ - YHM
2 stops57h 05mWestJet
Deal found 14/8C$ 897
Wed 1/106:00 a.m.YHM - PUJ
2 stops32h 25mWestJet
Sun 5/1011:45 a.m.PUJ - YHM
2 stops36h 55mWestJet
Deal found 12/8C$ 924
Sat 6/96:00 a.m.YHM - PUJ
2 stops32h 25mWestJet
Tue 9/93:35 p.m.PUJ - YHM
2 stops57h 05mWestJet
Deal found 14/8C$ 948
Sun 19/106:00 a.m.YHM - PUJ
2 stops32h 25mWestJet
Thu 23/103:35 p.m.PUJ - YHM
2 stops33h 05mWestJet
Deal found 12/8C$ 953
Mon 29/96:00 a.m.YHM - MBJ
2 stops31h 28mWestJet
Mon 6/102:55 p.m.MBJ - YHM
2 stops32h 45mWestJet
Deal found 13/8C$ 962
Fri 10/106:00 a.m.YHM - PUJ
1 stop26h 57mWestJet
Tue 14/103:35 p.m.PUJ - YHM
2 stops33h 05mWestJet
Deal found 13/8C$ 964
Sat 6/96:00 a.m.YHM - PUJ
3 stops31h 25mMultiple Airlines
Sat 13/99:55 a.m.PUJ - YHM
1 stop14h 45mMultiple Airlines
Deal found 12/8C$ 987
Sat 11/106:00 a.m.YHM - PUJ
2 stops32h 25mWestJet
Thu 16/103:35 p.m.PUJ - YHM
2 stops33h 05mWestJet
Deal found 12/8C$ 993
Sun 5/106:00 a.m.YHM - MBJ
2 stops32h 43mWestJet
Sun 12/101:40 p.m.MBJ - YHM
2 stops34h 00mWestJet
Deal found 14/8C$ 1,023
Sat 11/106:00 a.m.YHM - MBJ
2 stops31h 28mWestJet
Mon 13/102:55 p.m.MBJ - YHM
2 stops56h 45mWestJet
Deal found 13/8C$ 1,034

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 14 August 2025.
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

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Thu 27/11

6:10 p.m.-9:56 a.m.

1 stop14h 46m

Punta Cana

Tue 2/12

11:00 a.m.-5:17 p.m.

1 stop31h 17m

C$ 866

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Mon 8/9

6:00 a.m.-2:25 p.m.

2 stops32h 25m

Punta Cana

Tue 16/9

3:35 p.m.-12:40 a.m.

2 stops57h 05m

C$ 893

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Tue 9/9

6:00 a.m.-2:25 p.m.

2 stops32h 25m

Punta Cana

Tue 16/9

3:35 p.m.-12:40 a.m.

2 stops33h 05m

C$ 893

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Wed 8/10

6:00 a.m.-2:25 p.m.

2 stops32h 25m

Punta Cana

Mon 13/10

3:35 p.m.-12:40 a.m.

2 stops57h 05m

C$ 893

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Mon 15/9

6:00 a.m.-2:25 p.m.

2 stops32h 25m

Punta Cana

Tue 23/9

3:35 p.m.-12:40 a.m.

2 stops57h 05m

C$ 897

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Wed 1/10

6:00 a.m.-2:25 p.m.

2 stops32h 25m

Punta Cana

Sun 5/10

11:45 a.m.-12:40 a.m.

2 stops36h 55m

C$ 924

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Sat 6/9

6:00 a.m.-2:25 p.m.

2 stops32h 25m

Punta Cana

Tue 9/9

3:35 p.m.-12:40 a.m.

2 stops57h 05m

C$ 948

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Thu 16/10

6:00 a.m.-2:25 p.m.

2 stops32h 25m

Punta Cana

Thu 23/10

3:35 p.m.-12:40 a.m.

2 stops33h 05m

C$ 953

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Sun 19/10

6:00 a.m.-2:25 p.m.

2 stops32h 25m

Punta Cana

Thu 23/10

3:35 p.m.-12:40 a.m.

2 stops33h 05m

C$ 953

HamiltonMontego Bay

YHM - MBJ

YHMMBJ

Hamilton

Mon 29/9

6:00 a.m.-12:28 p.m.

2 stops31h 28m

Montego Bay Sangster Intl

Mon 6/10

2:55 p.m.-12:40 a.m.

2 stops32h 45m

C$ 962

Flights are sorted by cheapest round-trip flights first.

Deals found on 14/8

Showing 1-10 of 43 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, April is the cheapest month in which you can book a flight from Hamilton, Ontario to Caribbean Islands (average of C$ 254). Flying from Hamilton, Ontario to Caribbean Islands in July is currently the most expensive (average of C$ 580). 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.

What is the cheapest time of day to fly from YHM to EPX?

Find hourly flight availability from Hamilton to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 14 August 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Hamilton, Ontario to Caribbean Islands as you normally would.

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 14 August 2025.
See what other customers who have flown with Air Transat,WestJet, andAir 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 Transat
7.7
Good
427 reviews
Check prices

Boarding

7.9

Entertainment

7.1

Overall

7.7

Comfort

7.3

Food

6.7

Crew

8.4

Reviews

1 / 20
10.0
Excellent

Liam,Jun 2025

GLA - YYZ

To and from Glasgow with Air Transat. Excellent flights, food, service. Nothing but praise.
Air Transat
7.7
Good
427 reviews
Air Transat
7.7
Good
427 reviews
Check prices

Boarding

7.9

Entertainment

7.1

Overall

7.7

Comfort

7.3

Food

6.7

Crew

8.4

Reviews

1 / 20
10.0
Excellent

Liam,Jun 2025

GLA - YYZ

To and from Glasgow with Air Transat. Excellent flights, food, service. Nothing but praise.
WestJet
7.2
Good
3,015 reviews
Air Transat
7.7
Good
427 reviews
Check prices

Boarding

7.9

Entertainment

7.1

Overall

7.7

Comfort

7.3

Food

6.7

Crew

8.4

Reviews

1 / 20
10.0
Excellent

Liam,Jun 2025

GLA - YYZ

To and from Glasgow with Air Transat. Excellent flights, food, service. Nothing but praise.
Air Canada
7.1
Good
9,949 reviews
Air Transat
7.7
Good
427 reviews
Check prices

Boarding

7.9

Entertainment

7.1

Overall

7.7

Comfort

7.3

Food

6.7

Crew

8.4

Reviews

1 / 20
10.0
Excellent

Liam,Jun 2025

GLA - YYZ

To and from Glasgow with Air Transat. Excellent flights, food, service. Nothing but praise.
Flair Airlines
6.0
Okay
250 reviews
Air Transat
7.7
Good
427 reviews
Check prices

Boarding

7.9

Entertainment

7.1

Overall

7.7

Comfort

7.3

Food

6.7

Crew

8.4

Reviews

1 / 20
10.0
Excellent

Liam,Jun 2025

GLA - YYZ

To and from Glasgow with Air Transat. Excellent flights, food, service. Nothing but praise.

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.

  • 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, April is the cheapest month in which you can book a flight from Hamilton, Ontario to Caribbean Islands (average of C$ 254). Flying from Hamilton, Ontario to Caribbean Islands in July is currently the most expensive (average of C$ 580). 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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Top 5 airlines flying from Hamilton to Caribbean Islands

Discover the top 5 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 14 August 2025.
AirlineCheapestAverageFlexibilityOn-time
Flair AirlinesCheapestC$ 272AverageC$ 496FlexibilityNo cancel feeOn-timeN/A
Search Flair Airlines flights
ArajetCheapestC$ 355AverageC$ 435FlexibilityNo cancel feeOn-timeN/A
Search Arajet flights
WestJetCheapestC$ 382AverageC$ 686FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air TransatCheapestC$ 477AverageC$ 624FlexibilityNo cancel feeOn-time50%
Search Air Transat flights
Air CanadaCheapestC$ 491AverageC$ 740FlexibilityNo 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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