C$ 205 Find Cheap Flights from Hamilton to Caribbean – Compare and Save

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Flight Deals

Best Caribbean Flight Deals from Hamilton

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Punta Cana
Punta Cana2 stopsC$ 602
Montego Bay
Montego Bay1 stopC$ 497
Oranjestad
Oranjestad1 stopC$ 879
Puerto Plata
Puerto Plata2 stopsC$ 1,422
Santo Domingo
Santo Domingo2 stopsC$ 1,391
Punta Cana
Punta Cana2 stopsC$ 602
Montego Bay
Montego Bay1 stopC$ 497
Oranjestad
Oranjestad1 stopC$ 879
Puerto Plata
Puerto Plata2 stopsC$ 1,422
Santo Domingo
Santo Domingo2 stopsC$ 1,391
Booking Insights

KAYAK's insights & trends for Hamilton to Caribbean flights

Get data-powered insights and trends into flights from Hamilton to Caribbean to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Hamilton to Caribbean flight route?

The cheapest ticket to Caribbean from Hamilton found in the last 5 days was to Montego Bay, at C$ 438 round-trip. The most popular route is from Hamilton (YHM) to Montego Bay (MBJ), and the cheapest round-trip airline ticket found on this route in the last 5 days was C$ 438.

Can I save money by flying with a layover from Hamilton to Caribbean?

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at C$ 726 on average.

What is the cheapest month to fly from Hamilton to Caribbean?

The cheapest month for flights from Hamilton to Caribbean is June, when tickets cost C$ 0 (return) on average. On the other hand, the most expensive months are July and January, when the average cost of round-trip tickets is C$ 871 and C$ 698 respectively.

Good to know

Low season

August

Cheapest flight

C$ 205
Best time to beat the crowds (6% less expensive on average)
Most popular time to fly (2% more expensive on average)
Flight from Hamilton to Montego Bay

FAQs - booking Caribbean flights

  • How does KAYAK find such low prices on flights from Hamilton to Caribbean?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hamilton to Caribbean.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hamilton to Caribbean?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Hamilton to Caribbean is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Hamilton to Caribbean?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Hamilton to Caribbean with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hamilton to Caribbean?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Hamilton to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Hamilton to Caribbean

 
Need help choosing which airline to fly with from Hamilton to Caribbean? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
Porter AirlinesOverall score based on 462 reviews
6.9Entertainment
7.6Food
8.0Comfort
8.2Boarding
8.6Crew
Airline reviews

A very comfortable flight, an additional wash room could have made it almost perfect.

10.0 ExcellentAnonymous, Aug 2026
Read more Porter Airlines reviews

A very comfortable flight, an additional wash room could have made it almost perfect.

Seats not as comfortable but understand as it was a smaller plane/ short flight. All in all, I’ve never had any issues with Porter. Great company to fly with

Look, I understand that Kayak doesn't know I cancelled my flight on Porter. So I didn't actually fly yesterday. My main disappointment is with Porter ticket fare policies, and maybe you can pass this on to them: At my employer's request, I had booked a full fare ticket with no change fees since my trip to Toronto would likely be extended. Indeed, when I went to change my flight home to a later date, I was told the Fare Difference would cost an additional $550. So much for no change fees lol! While I had the agent on the line, I hopped over to Kayak, searched for new flights on the date in question, and saw a one-way ticket that got me home for only $355. So I got reimbursed about $450for the unused half of my roundtrip and bought a new ticket for $355. What good is a full fare / no change fee ticket if they screw you with "fare difference" BS. I'm still flying home on Porter Airlines but they just lost a hundred bucks with their stupid shenanigans.

I flew with Porter yesterday and overall had a positive experience. The flight was delayed, but the airline did a good job keeping passengers informed with frequent updates throughout the process. My biggest challenge was actually in Terminal 3, where the speaker system wasn’t very clear. It was often difficult to hear the announcements, which made it harder to follow updates at the gate. On board, the experience improved significantly. The aircraft felt very new and well maintained, and the seats were surprisingly comfortable for a short-haul flight. One of the flight attendants seemed a little disengaged, but the other was excellent—friendly, professional, and a pleasure to interact with. Despite the delay, the comfortable aircraft, clear communication from Porter, and positive onboard service made for a good overall experience.

The staff was amazing. Best service I’ve had on an aircraft in a long time. Was not particularly happy with the food. Flight was at 10:50 and left home too early for breakfast and wasn’t able to purchase food at airport and felt for sure I could get some breakfast to buy on airplane. Nope as food was served around 11:30 and only one choice left (I was at 22C) so ordered the chicken dish thinking I’m getting a hot meal but cold chicken with rice and carrots etc. I was looking forward to a croissant sandwich and a hot cup of tea. The FA was kind to explain they were serving dinner at that time. She was lovely Other than the disappointment with the food the staff was amazing. On my return flight I will make sure to eat and take some food with me so I’m not hungry or disappointed. This was my second time ever flying Porter and will consider checking them when I next come to visit my daughter. Have to say it again best crew I’ve ever experienced on a flight and I travel quite a bit. Thanks.

I didn’t receive any help when they messed up and wasn’t honest and the supervisor did absolutely nothing to help me so I had to buy another ticket at $537

It was okay. Had a thing with the front desk, she had me repack my suitcases to have them be under the weight restrictions, but then the other one was overweight, she argued with me about it when there were tons of people in line. Wasn’t great.

Due to a known technical error that Porter has not fixed in over a year, I was unable to check in the children on my reservation online and had to do it at the airport. Upon check in, there were no seats together, which was an issue as we had young children. The gate agent did manage to seat us together by moving other passengers, which was appreciated, but the other passengers were never informed, leading to confusion and delay upon boarding. The flight was over an hour late; no explanation or apology was ever issued. The bags on Porter take a long time to arrive--over half an hour at Hamilton on my inbound flight, and not much better on my return to Edmonton.

3.5 hr delay for a 1 hr work flight. No information as to why the delay until 20 mins before boarding.

Organization and the adjusted times but the snacks could be of a bigger portion

The usb ports to charge phones laptops did not work.

Staff never asked passengers to bring their seat backs forward during landing. Was hoping to get a little relief from the passenger in front of me (I have long legs that I cannot stow in the overhead). Otherwise the flight was very pleasant.

Everything was excellent except the breakfast was cheap yogurt and cake ????

Exorbitantly overpriced ticket. Flight was delayed as per usual with air Canada and there was zero refund or compensation.

Flight delay due to staff shortage. No snack or drinks served. Toilets had water collecting on the floor.

Flight was delayed due to crew/co-pilot change over delay and Pearson scheduling issue. Flight didn't leave until 20:05 which was 15 minutes before it was supposed to land in YYZ.

Because you didn't have the tarmac clear and then had to unboard a plane I missed my connecting flight to CLE. Cost me a day ... a 30 dollar hotel hamburger ... then the next day THAT flight was an hour late to arrive ...

My flight got Delayed due to the airline. The attending Crewe in Montreal were not super helpful and I arrived 13 1/2 hours late from my original arrival time. Air Canada lost my luggage, they stated they booked me a hotel room overnight at no fee, however when I arrive to the hotel, there was no reservation. It also took me three different attempts to get the hotel, even covered by Air Canada as they were arguing that they were not responsible for this, despite it having been delayed due to the airline. Overall, the service was very very poor and what should’ve been a short five hour trip turned into a 13 1/2 hour saga with me, spending a night in a random airport overnight due to Air Canada’s errors, and searching for my luggage until 2 o’clock in the morning. I will never fly Air Canada again.

French speaker should have an intelligible accent 4.5 hour flights with 2 hour delays should have more than a granola bar included

My only issue was the cost of the flight. I paid close to $900, and I’ve never experienced that before. Plus I had to pay for wifi on the flight. Otherwise, everything else was fine.

More options for your flight to Caribbean

Complete your trip to Caribbean with a hotel stay or car rental