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Cheap flights from Hamilton, ON to Caribbean Islands from C$ 359

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 20/12. Fares are subject to change and may not be available on all flights or dates of travel.
YHM — SJU
24 Jul — 31 Jul1
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 24 June 2026.

Wed 16/1212:10 p.m.
YHM
-
MBJ
1 stop6h 45m
Porter Airlines
Sun 3/18:10 p.m.
MBJ
-
YHM
Nonstop4h 11m
Porter Airlines
Deal found 22/6C$ 670
Sun 20/123:05 p.m.
YHM
-
MBJ
Nonstop4h 07m
Porter Airlines
Tue 5/12:05 p.m.
MBJ
-
YHM
Nonstop4h 11m
Porter Airlines
Deal found 21/6C$ 677
Sun 20/123:05 p.m.
YHM
-
MBJ
Nonstop4h 07m
Porter Airlines
Sun 27/128:10 p.m.
MBJ
-
YHM
Nonstop4h 11m
Porter Airlines
Deal found 24/6C$ 681
Tue 22/123:50 p.m.
YHM
-
MBJ
Nonstop4h 07m
Porter Airlines
Sun 3/18:10 p.m.
MBJ
-
YHM
Nonstop4h 11m
Porter Airlines
Deal found 21/6C$ 698
Tue 29/123:50 p.m.
YHM
-
MBJ
Nonstop4h 07m
Porter Airlines
Tue 5/12:05 p.m.
MBJ
-
YHM
Nonstop4h 11m
Porter Airlines
Deal found 23/6C$ 705
Sun 20/123:05 p.m.
YHM
-
MBJ
Nonstop4h 07m
Porter Airlines
Sun 3/18:10 p.m.
MBJ
-
YHM
Nonstop4h 11m
Porter Airlines
Deal found 21/6C$ 707
Wed 23/1212:10 p.m.
YHM
-
MBJ
1 stop6h 45m
Porter Airlines
Sun 3/18:10 p.m.
MBJ
-
YHM
Nonstop4h 11m
Porter Airlines
Deal found 23/6C$ 770
Wed 5/810:25 a.m.
YHM
-
PUJ
2 stops29h 40m
Multiple Airlines
Wed 12/85:05 p.m.
PUJ
-
YHM
2 stops22h 03m
Multiple Airlines
Deal found 21/6C$ 970
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 20/6C$ 1,046
Sat 11/710:25 a.m.
YHM
-
PUJ
2 stops29h 40m
Multiple Airlines
Wed 15/75:05 p.m.
PUJ
-
YHM
2 stops22h 03m
Multiple Airlines
Deal found 20/6C$ 1,097
Sun 22/116:10 p.m.
YHM
-
MBJ
1 stop23h 14m
WestJet
Sun 29/116:25 p.m.
MBJ
-
YHM
2 stops21h 52m
WestJet
Deal found 21/6C$ 1,117
Fri 7/810:25 a.m.
YHM
-
PUJ
2 stops29h 40m
Multiple Airlines
Fri 14/85:05 p.m.
PUJ
-
YHM
2 stops22h 03m
Multiple Airlines
Deal found 23/6C$ 1,134

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 24 June 2026.

Round-trip from

C$ 609

One-way from

C$ 359

Popular in

December

Cheapest in

November

Average price

C$ 660
Porter Airlines
  • Porter Airlines
  • 2/12-5/1
  • 2 total stops
  • 14h 56m total
  • Hamilton to Caribbean Islands
Search Deals
Porter Airlines
  • Porter Airlines
  • 20/12
  • Nonstop
  • 4h 07m total
  • Hamilton to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 0% potential increase in price (C$ 0 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 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 24 June 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

HamiltonMontego Bay

YHM - MBJ

YHMMBJ

Hamilton

Sun 6/12

12:10 p.m.-6:55 p.m.

1 stop6h 45m

Montego Bay Sangster Intl

Tue 5/1

2:05 p.m.-6:16 p.m.

Nonstop4h 11m

C$ 609

HamiltonMontego Bay

YHM - MBJ

YHMMBJ

Hamilton

Wed 2/12

8:10 a.m.-6:55 p.m.

2 stops10h 45m

Montego Bay Sangster Intl

Tue 5/1

2:05 p.m.-6:16 p.m.

Nonstop4h 11m

C$ 609

HamiltonMontego Bay

YHM - MBJ

YHMMBJ

Hamilton

Wed 2/12

12:10 p.m.-6:55 p.m.

1 stop6h 45m

Montego Bay Sangster Intl

Sun 3/1

8:10 p.m.-12:21 a.m.

Nonstop4h 11m

C$ 658

HamiltonMontego Bay

YHM - MBJ

YHMMBJ

Hamilton

Sun 6/12

8:10 a.m.-6:55 p.m.

2 stops10h 45m

Montego Bay Sangster Intl

Sun 3/1

8:10 p.m.-12:21 a.m.

Nonstop4h 11m

C$ 658

HamiltonMontego Bay

YHM - MBJ

YHMMBJ

Hamilton

Wed 16/12

12:10 p.m.-6:55 p.m.

1 stop6h 45m

Montego Bay Sangster Intl

Sun 3/1

8:10 p.m.-12:21 a.m.

Nonstop4h 11m

C$ 670
Quickest round-trip

HamiltonMontego Bay

YHM - MBJ

YHMMBJ

Hamilton

Sun 20/12

3:05 p.m.-7:12 p.m.

Nonstop4h 07m

Montego Bay Sangster Intl

Tue 5/1

2:05 p.m.-6:16 p.m.

Nonstop4h 11m

C$ 677

HamiltonMontego Bay

YHM - MBJ

YHMMBJ

Hamilton

Sun 20/12

3:05 p.m.-7:12 p.m.

Nonstop4h 07m

Montego Bay Sangster Intl

Sun 3/1

8:10 p.m.-12:21 a.m.

Nonstop4h 11m

C$ 707

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Mon 6/7

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

2 stops29h 40m

Punta Cana

Mon 13/7

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

2 stops22h 03m

C$ 1,046

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Sat 11/7

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

2 stops29h 40m

Punta Cana

Wed 15/7

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

2 stops22h 03m

C$ 1,097

HamiltonMontego Bay

YHM - MBJ

YHMMBJ

Hamilton

Sun 22/11

6:10 p.m.-5:24 p.m.

1 stop23h 14m

Montego Bay Sangster Intl

Sun 29/11

6:25 p.m.-4:17 p.m.

2 stops21h 52m

C$ 1,117

Flights are sorted by cheapest round-trip flights first.

Deals found on 22/6

Showing 1-10 of 50 resultsSorted by cheapest first
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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$ 227). Flying from Hamilton, Ontario to Caribbean Islands in June is currently the most expensive (average of C$ 2,232). 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 24 June 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
11,251 reviews
Check prices

Comfort

7.1

Entertainment

6.8

Overall

7.1

Boarding

7.3

Crew

7.8

Food

6.3

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
11,251 reviews
Air Canada
7.1
Good
11,251 reviews
Check prices

Comfort

7.1

Entertainment

6.8

Overall

7.1

Boarding

7.3

Crew

7.8

Food

6.3

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 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?

    Porter Airlines can get you from Hamilton, Ontario to Caribbean Islands in just under 6h 45m. Your travel time can differ by up to . The distance from Hamilton, Ontario to Caribbean Islands is about 2747 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$ 227). Flying from Hamilton, Ontario to Caribbean Islands in June is currently the most expensive (average of C$ 2,232). 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 24 June 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 356AverageC$ 732FlexibilityNo 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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