C$ 423 Find Cheap Flights from Hamilton to Caribbean

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Hamilton to Caribbean departing on 11/7. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

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Flights Deals

Best Caribbean Flight Deals from Hamilton

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana2 stopsC$ 1,029
Montego Bay
Montego Bay2 stopsC$ 1,246
Punta Cana
Punta Cana2 stopsC$ 1,029
Montego Bay
Montego Bay2 stopsC$ 1,246

Cheap Flights from Hamilton to Caribbean

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Hamilton to Caribbean that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Hamilton to Caribbean

Sat, 20 Sep - Sat, 27 Sep
WestJet Logo
6:00 a.m. - 2:25 p.m.YHM-PUJ
32h 25m2 stops
WestJet Logo
9:55 a.m. - 12:40 a.m.PUJ-YHM
14h 45m1 stop
C$ 1,029WestJet
Find Deal
Sat, 4 Oct - Sat, 11 Oct
WestJet Logo
6:00 a.m. - 2:25 p.m.YHM-PUJ
32h 25m2 stops
WestJet Logo
9:55 a.m. - 12:40 a.m.PUJ-YHM
14h 45m1 stop
C$ 1,114WestJet
Find Deal
Sun, 19 Oct - Thu, 23 Oct
WestJet Logo
6:00 a.m. - 2:25 p.m.YHM-PUJ
32h 25m2 stops
WestJet Logo
3:35 p.m. - 12:40 a.m.PUJ-YHM
33h 05m2 stops
C$ 1,193WestJet
Find Deal
Sun, 19 Oct - Thu, 23 Oct
WestJet Logo
6:00 a.m. - 2:25 p.m.YHM-PUJ
32h 25m2 stops
WestJet Logo
3:35 p.m. - 12:40 a.m.PUJ-YHM
33h 05m2 stops
C$ 1,194WestJet
Find Deal
Sat, 16 Aug - Tue, 19 Aug
WestJet Logo
6:00 a.m. - 12:33 p.m.YHM-MBJ
31h 33m2 stops
WestJet Logo
1:40 p.m. - 12:41 a.m.MBJ-YHM
58h 01m2 stops
C$ 1,246WestJet
Find Deal
Sat, 12 Jul - Sat, 11 Oct
WestJet Logo
6:00 a.m. - 2:23 p.m.YHM-PUJ
32h 23m2 stops
WestJet Logo
9:55 a.m. - 12:40 a.m.PUJ-YHM
14h 45m1 stop
C$ 1,271WestJet
Find Deal
Fri, 22 Aug - Sat, 30 Aug
WestJet Logo
6:00 a.m. - 8:58 a.m.YHM-PUJ
26h 58m1 stop
WestJet Logo
9:55 a.m. - 12:41 a.m.PUJ-YHM
14h 46m1 stop
C$ 1,301WestJet
Find Deal
Sat, 23 Aug - Sat, 30 Aug
WestJet Logo
6:00 a.m. - 2:23 p.m.YHM-PUJ
32h 23m2 stops
WestJet Logo
9:55 a.m. - 12:41 a.m.PUJ-YHM
14h 46m1 stop
C$ 1,361WestJet
Find Deal
Sun, 27 Jul - Sun, 3 Aug
WestJet Logo
6:00 a.m. - 1:48 p.m.YHM-MBJ
32h 48m2 stops
WestJet Logo
1:40 p.m. - 12:41 a.m.MBJ-YHM
34h 01m2 stops
C$ 1,737WestJet
Find Deal
Mon, 14 Jul - Fri, 18 Jul
 Logo
2:35 p.m. - 3:15 a.m.YHM-PUJ
12h 40m2 stops
 Logo
4:27 p.m. - 7:59 p.m.PUJ-YHM
27h 32m2 stops
C$ 1,763
Find Deal
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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 price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Hamilton to Caribbean.

The cheapest ticket to Caribbean from Hamilton found in the last 72 hours was to Punta Cana, at C$ 1,360 round-trip. The most popular route is from Hamilton (YHM) to Punta Cana (PUJ), and the cheapest round-trip airline ticket found on this route in the last 72 hours was C$ 1,360.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Hamilton to Caribbean, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Hamilton to Caribbean is November, when tickets cost C$ 569 (return) on average. On the other hand, the most expensive months are August and June, when the average cost of round-trip tickets is C$ 799 and C$ 740 respectively.

How far in advance should I book a flight from Hamilton to Caribbean?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Hamilton to Caribbean, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below-average price on the flight from Hamilton to Caribbean, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 20 weeks before departure.


Good to know

Low seasonJune
High seasonFebruary
Cheapest flightC$ 423
Best time to beat the crowds but there is an average 12% increase in price.
Most popular time to fly and prices are also 18% lower 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.

  • What is the cheapest time of day to fly to Caribbean?

    The cheapest time of day to fly to Caribbean is generally in the evening, when round-trip flights cost C$ 224 on average. Morning departures are around 325% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean is generally in the morning, which is peak travel time and where the average cost of a ticket is C$ 951.

Reviews of the top 5 airlines serving 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.
7.8
Air TransatOverall score based on 405 reviews
8.5Crew
7.9Boarding
7.4Comfort
7.1Entertainment
6.8Food
Airline reviews

Not necessarily a Transat issue but it took 2 hours to go through immigration. Tried to reach out to Transat for resolution but was unable to reach an agent.

6.0 GoodAnonymous, Jun 2025YUL - BRU
Read more Air Transat reviews

Not necessarily a Transat issue but it took 2 hours to go through immigration. Tried to reach out to Transat for resolution but was unable to reach an agent.

The flight was excellent, once it started, however we were delayed two hours when the first plane’s engines wouldn’t start. They found another identical plane and transferred us and our luggage in under two hours and made up almost an hour in the air.

Really low cost trip for the huge amount I paid…o paid 550 dollars just for the trip, one way trip, plus 95 for 1 luggage’s and the second 135 dollars…no blanket, not headphones for entertainment, food was served after 3 hours and 2 hours after, breakfast was served Bad, low cost company for high prices

The flight and crew were good. Departure and arrival were timely. Check-in was professional and helpful in Malaga on return trip (same on outbound trip from Toronto). The ad before ach program was punishing - specifically for the internet/data service with the content creator that was showed twice in each ad pod. It was so annoying I made an effort to forget the name and would not use the service. Provide an opportunity to fast forward or skip the darn ads once they have been initially viewed.

Extra attention to kids, thank you, we appreciate! Perfect landing

Over the wing seat at emergency exit only downside people using lavatory have no respect and wait in the space

Flight delayed any hour and couple of big gate changes

The pilot came out and chatted with the passengers. He explained why there was a slight delay. The crew was excellent. Very helpful. I had to buy meals for my whole family and they were in different seats, so the crew had to deal with that. They were very pleasant and accommodating and did a great job!

We were unable to land in Liberia. It was not the airline’s fault, but we had to be diverted to SJO.

We had things stolen from our luggage, we also were refused an upgrade on a flight that was not full.

We waited in an overcrowded bus for over a half hour. It was uncomfortable. It would have been better to have waited in the terminal in a line

The food for sale on board has opportunity for improvement.

I paid extra for a comfortable seat in the second flight, but the plane didn't have those seats, the first one did

The Arajet person who greeted us initially was unhelpful & rude about the mandatory migration form which has to be completed digitally but the systems don’t work properly. The boarding gate was changed twice and initial boarding was delayed. Once on board we we had to wait an hour and a half before take off. It was hot and there was very little room for tall-ish people to fit their knees in. The crew were pleasant but working in a poor situation. The plane was delayed because we were waiting for people from a delayed interconnecting flight. Arajet must have known that before we were asked to board. Better information, decisions & communication were needed.

My seat was broken and the crew had to find me somewhere else to sit. The crew was extremely courteous about this

Generally good. However. The flight left 30 mins behind schedule with no reason given.

Flight delayed, missed my pick-up had to Uber, plus missed dinner and medication, so sad!

WestJet canceled my booking, replaced it with a booking that didn't work (departing from cruise ship), and didn't offer any flights that did work. Their only option was for me to cancel and go to another airline for more money. Which I did.

Flights were cancelled setting me in panic mode since my much needed weekend escape with friends was only a short one. No apologies given at the airport nor on the plane. Flight was rescheduled

Nothing to like because my inbound flight was cancelled without notification by West Jet or third party, JustFly. I couldn’t take the inbound flight due to cancellation; therefore could not take the outbound flight back.

The seats are totally uncomfortable making the flight less than pleasant. The cookies & pretzels were terrible!!!

Not the greatest experience everything was pretty mediocre. My seat was by the washroom in the aisle and was not located well as everyone past each other people were right in my seat and space.

Lots of overhead storage, good crew, good service, smooth landing.

Lots of overhead storage and a good crew and service.

The small prop plane was crowded and the overhead luggage storage is a smaller than on the jets. Other than that, the crew was good, the flight was on time and the landing was smooth.

Very good except paying twice for seat selection. Once when I booked and again when I checked in.

In a nutshell, my bag, the one I have to pay for, because now you can’t even bring a carry on, did not make it. I am still waiting for an update. The fact that not only were have to pay for it, but on top of that we are stuck without getting it, it’s ridiculous..

Great flights. 90 minute departure delay for maintenance issues, not a great start but, afer that very good. Didn't pay extra for seats and lucked into a window and an aisle seat. Price was excellent at the super low economy level.

No TV's. Seats are super uncomfortable. Crew was great!

This was an excellent experience for a very short flight.

No space in overhead bin, one cookie, 2 oz of juice - is not customer service.

Just a little improvement on food but everything is excellent

This was actually a bus ride to the KW airport. It was smooth and comfortable and on time.

In flight WiFi not working. entertainment system not functioning Food was mediocre poor for business class Service was ok but not excellent Crew were pleasant. Announcements were made at a ridiculous volume.

Food, service and the boarding/offloading aspects were great. Our only issue were the seats we booked in the exit row because it was next to the bathroom so we were interrupted all night by people waiting for and then opening and closing the door to use the facilities. Would have fine for a day flight but not so much for an overnighter.

Very bead I am going to Vancouver to toronto. Not boarding receive. Before flight ✈️ time I have to take boarding. Boarding manager asking me pay $89 . Just flight ✈️ time before I pay .after provided the Boarding pass. Flair Airlines management not good. But kayak is best application.

Not good Even after I made my booking, I was charged $90 for my boarding pass. I have collected boarding pass i pay $90 near . Flair airline not good. Without pay no boarding pass.

The flight was smooth, but the seats are not comfortable. I was not able to sleep. The sizes for the personal item and carry-on are way smaller than other airlines.

Leg room was terrible and seats very narrow. Flight was also delayed.

The worst airline experience that I ever had in my life. The fare was cheap but boy do you pay for it when it comes to baggages, carry-ons, food on board and lack of available staff at check-in. Almost every other passenger on my flight had the same complaints and experience. We all bonded discussing our displeasure. My husband and I will definitely not be traveling with Flair Airlines. We'll take anyone else.

The most uncomfortable plane I ever fly on. The seats won't even recline a little. For a 5 hrs flight at night and tired it felt like torture

Seats in 1 res are dispersed all over the plane, even child was across

Personally, I will not use this fight again. The service is poor, you have to buy even water. They don't provide anything even sneak, you have to buy. They said Personally items for 7 kg. Then they use some measurements, if you have 7kg and if it's not getting inside of their measurements, you have to pay 80$ this is robbery. I will prefer other flight then this. I am désappointement taking this airplane.

It’s a shameful company. It ask as to go to counter to take the boarding pass, they simply send it by email, just to check the bags’ size in a smaller than normal template. DONT USE FLAIR! It will be more expensive than normal airlines at the end.

flight was okay, no wifi, no free drinks but worst of all they lost my son's bike for four days. Customer service was nonexistent - call a number that leaves you on perpetual hold, there's no baggage folks in the baggage claims area (in vancouver). we went up to international and nobody was at ticketing, went to domestic and they had us fill out a form. they could not tell us where the bag was. Anyway, highly recommend you drop an airtag for anything that's worth more than $500. My son's bike costs a lot more than that to replace; I was on pins and needles for four days.

Everything you need to know for your flight to Caribbean

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