Find flights
When to book
Airlines
FAQs

Cheap flights from Hamilton, ON to Caribbean from C$ 257

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 21/4. Fares are subject to change and may not be available on all flights or dates of travel.
YHM — SJU
12 Apr — 19 Apr1
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 13 March 2026.

Mon 30/37:25 a.m.
YHM
-
PUJ
1 stop8h 31m
Multiple Airlines
Wed 8/41:29 p.m.
PUJ
-
YHM
3 stops25h 31m
Multiple Airlines
Deal found 12/3C$ 725
Sun 29/37:00 a.m.
YHM
-
PUJ
1 stop11h 50m
Multiple Airlines
Sat 4/49:18 a.m.
PUJ
-
YHM
1 stop13h 32m
Multiple Airlines
Deal found 9/3C$ 729
Mon 30/37:25 a.m.
YHM
-
PUJ
1 stop8h 31m
Multiple Airlines
Sat 4/49:18 a.m.
PUJ
-
YHM
1 stop13h 32m
Multiple Airlines
Deal found 11/3C$ 751
Wed 8/47:25 a.m.
YHM
-
PUJ
1 stop8h 31m
Multiple Airlines
Wed 15/43:30 p.m.
PUJ
-
YHM
1 stop8h 50m
Multiple Airlines
Deal found 11/3C$ 892
Fri 10/42:35 p.m.
YHM
-
MBJ
2 stops23h 50m
Multiple Airlines
Mon 13/412:00 p.m.
MBJ
-
YHM
2 stops25h 20m
Multiple Airlines
Deal found 13/3C$ 916
Sun 24/58:50 a.m.
YHM
-
PUJ
2 stops29h 05m
Multiple Airlines
Thu 28/52:55 p.m.
PUJ
-
YHM
2 stops22h 04m
Multiple Airlines
Deal found 8/3C$ 924
Sat 28/35:30 a.m.
YHM
-
KIN
3 stops31h 05m
Multiple Airlines
Wed 15/49:12 a.m.
KIN
-
YHM
2 stops14h 08m
Multiple Airlines
Deal found 10/3C$ 1,043
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 12/3C$ 1,065
Sun 22/37:25 a.m.
YHM
-
GCM
1 stop6h 32m
Multiple Airlines
Fri 27/311:25 a.m.
GCM
-
YHM
2 stops26h 35m
Multiple Airlines
Deal found 8/3C$ 1,090
Sat 4/411:40 a.m.
YHM
-
KIN
3 stops24h 55m
Multiple Airlines
Wed 15/49:12 a.m.
KIN
-
YHM
2 stops14h 08m
Multiple Airlines
Deal found 10/3C$ 1,151
Thu 2/46:30 p.m.
YHM
-
MBJ
3 stops17h 35m
Multiple Airlines
Thu 9/412:00 p.m.
MBJ
-
YHM
2 stops25h 20m
Multiple Airlines
Deal found 8/3C$ 1,154
Mon 30/39:00 a.m.
YHM
-
MBJ
3 stops27h 05m
Multiple Airlines
Mon 6/412:00 p.m.
MBJ
-
YHM
2 stops25h 20m
Multiple Airlines
Deal found 10/3C$ 1,163

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 13 March 2026.

Round-trip from

C$ 725

One-way from

C$ 257

Popular in

December

Cheapest in

June

Average price

C$ 676
30/3-8/4
  • 30/3-8/4
  • 4 total stops
  • 34h 02m total
  • Hamilton to Caribbean
Search Deals
Air Canada
  • Air Canada
  • 21/4
  • 1 total stop
  • 22h 25m total
  • Hamilton to Caribbean
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 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 13 March 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

Mon 30/3

7:25 a.m.-3:56 p.m.

1 stop8h 31m

Punta Cana

Sat 4/4

9:18 a.m.-10:50 p.m.

1 stop13h 32m

C$ 751

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Sun 29/3

6:30 p.m.-3:56 p.m.

3 stops21h 26m

Punta Cana

Sat 4/4

9:18 a.m.-10:50 p.m.

1 stop13h 32m

C$ 834
Quickest round-trip

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Wed 8/4

7:25 a.m.-3:56 p.m.

1 stop8h 31m

Punta Cana

Wed 15/4

3:30 p.m.-12:20 a.m.

1 stop8h 50m

C$ 895

HamiltonMontego Bay

YHM - MBJ

YHMMBJ

Hamilton

Fri 10/4

2:35 p.m.-1:25 p.m.

2 stops23h 50m

Montego Bay Sangster Intl

Mon 13/4

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

2 stops25h 20m

C$ 916

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Sun 24/5

8:50 a.m.-1:55 p.m.

2 stops29h 05m

Punta Cana

Thu 28/5

2:55 p.m.-12:59 p.m.

2 stops22h 04m

C$ 924

HamiltonPunta Cana

YHM - PUJ

YHMPUJ

Hamilton

Mon 6/4

7:25 a.m.-3:15 p.m.

2 stops31h 50m

Punta Cana

Fri 10/4

2:32 p.m.-12:20 a.m.

1 stop9h 48m

C$ 993

HamiltonKingston

YHM - KIN

YHMKIN

Hamilton

Sat 28/3

5:30 a.m.-11:35 a.m.

3 stops31h 05m

Kingston Norman Manley

Wed 15/4

9:12 a.m.-12:20 a.m.

2 stops14h 08m

C$ 1,043

HamiltonGeorge Town

YHM - GCM

YHMGCM

Hamilton

Sun 22/3

7:25 a.m.-12:57 p.m.

1 stop6h 32m

George Town Owen Roberts Intl

Fri 27/3

11:25 a.m.-3:00 p.m.

2 stops26h 35m

C$ 1,090

HamiltonKingston

YHM - KIN

YHMKIN

Hamilton

Sat 4/4

11:40 a.m.-11:35 a.m.

3 stops24h 55m

Kingston Norman Manley

Wed 15/4

9:12 a.m.-12:20 a.m.

2 stops14h 08m

C$ 1,151

HamiltonMontego Bay

YHM - MBJ

YHMMBJ

Hamilton

Thu 2/4

6:30 p.m.-11:05 a.m.

3 stops17h 35m

Montego Bay Sangster Intl

Thu 9/4

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

2 stops25h 20m

C$ 1,154

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/3

Showing 1-10 of 57 resultsSorted by cheapest first
1
2
3
...
6

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, June is the cheapest month in which you can book a flight from Hamilton, Ontario to Caribbean (average of C$ 170). Flying from Hamilton, Ontario to Caribbean in February is currently the most expensive (average of C$ 321). 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 13 March 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
10,800 reviews
Check prices

Comfort

7.1

Boarding

7.3

Entertainment

6.8

Food

6.3

Crew

7.8

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
10,800 reviews
Air Canada
7.1
Good
10,800 reviews
Check prices

Comfort

7.1

Boarding

7.3

Entertainment

6.8

Food

6.3

Crew

7.8

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. 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 - Montego Bay Sangster Intl, Hamilton - Punta Cana and Hamilton - Oranjestad Reina Beatrix.

  • 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, June is the cheapest month in which you can book a flight from Hamilton, Ontario to Caribbean (average of C$ 170). Flying from Hamilton, Ontario to Caribbean in February is currently the most expensive (average of C$ 321). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Hamilton to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
Pearson Intl to Cancún flights
Toronto Island to Cancún flights
Pearson Intl to Vancouver Intl flights
Pearson Intl to Cozumel flights
Hamilton to Cancún flights
Region of Waterloo Intl to Cancún flights
Hamilton to Vancouver Intl flights
Pearson Intl to Abbotsford flights
Pierre Elliott Trudeau Intl to Charles de Gaulle flights
Pierre Elliott Trudeau Intl to Vancouver Intl flights
Pierre Elliott Trudeau Intl to Cancún flights
Pearson Intl to Victoria flights
Pearson Intl to Heathrow flights
Pearson Intl to Calgary flights
Toronto Island to Vancouver Intl flights
Pearson Intl to Newark flights
Pearson Intl to New Delhi flights
Pearson Intl to Narita flights
Toronto Island to Newark flights
Pearson Intl to Haneda flights
Pearson Intl to Leonardo da Vinci/Fiumicino flights
Pearson Intl to John F Kennedy Intl flights
Pearson Intl to Gatwick flights
Ottawa to Vancouver Intl flights
Pierre Elliott Trudeau Intl to Calgary flights
Pierre Elliott Trudeau Intl to Miami flights
Pierre Elliott Trudeau Intl to Lisbon flights
Pearson Intl to Charles de Gaulle flights
Pearson Intl to LaGuardia flights
Pearson Intl to Lisbon flights
Pearson Intl to Miami flights
Pearson Intl to Fort Lauderdale flights
Pierre Elliott Trudeau Intl to Leonardo da Vinci/Fiumicino flights
Pierre Elliott Trudeau Intl to Fort Lauderdale flights
Pearson Intl to Hong Kong flights
Pierre Elliott Trudeau Intl to Narita flights
Pearson Intl to Las Vegas flights
Pearson Intl to Athens flights
Hamilton to Calgary flights
Pearson Intl to Suvarnabhumi flights
Pierre Elliott Trudeau Intl to Algiers flights
Toronto Island to Calgary flights
Pearson Intl to Edmonton flights
Toronto Island to Halifax flights
Pierre Elliott Trudeau Intl to Athens flights
Region of Waterloo Intl to Calgary flights
Pearson Intl to Halifax flights
Pierre Elliott Trudeau Intl to Orly flights
Pearson Intl to London City flights
Pearson Intl to Stansted flights

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 13 March 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 452AverageC$ 709FlexibilityNo 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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.