C$ 266 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 15/1. 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, 0 bags

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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 72 hours
Punta Cana
Punta Cana1 stopC$ 758
Montego Bay
Montego Bay2 stopsC$ 970
Kingston
Kingston1 stopC$ 1,909
Oranjestad
Oranjestad2 stopsC$ 2,450
Santo Domingo
Santo Domingo3 stopsC$ 893
Punta Cana
Punta Cana1 stopC$ 758
Montego Bay
Montego Bay2 stopsC$ 970
Kingston
Kingston1 stopC$ 1,909
Oranjestad
Oranjestad2 stopsC$ 2,450
Santo Domingo
Santo Domingo3 stopsC$ 893

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

Sun, 8 Feb - Wed, 11 Feb
Multiple Airlines Logo
7:25 a.m. - 4:36 p.m.
YHM
-
PUJ
8h 11m1 stop
Multiple Airlines Logo
2:31 p.m. - 12:25 a.m.
PUJ
-
YHM
10h 54m1 stop
C$ 758Multiple Airlines
Mon, 12 Jan - Mon, 19 Jan
Multiple Airlines Logo
7:25 a.m. - 4:36 p.m.
YHM
-
PUJ
8h 11m1 stop
Multiple Airlines Logo
4:07 p.m. - 3:00 p.m.
PUJ
-
YHM
47h 53m2 stops
C$ 793Multiple Airlines
Fri, 17 Apr - Wed, 29 Apr
Multiple Airlines Logo
7:00 a.m. - 11:02 a.m.
YHM
-
MBJ
29h 02m2 stops
Multiple Airlines Logo
12:00 p.m. - 3:00 p.m.
MBJ
-
YHM
26h 00m1 stop
C$ 970Multiple Airlines
Mon, 12 Jan - Mon, 19 Jan
Multiple Airlines Logo
7:25 a.m. - 4:36 p.m.
YHM
-
PUJ
8h 11m1 stop
Multiple Airlines Logo
11:30 a.m. - 12:44 p.m.
PUJ
-
YHM
26h 14m1 stop
C$ 1,013Multiple Airlines
Mon, 5 Jan - Mon, 12 Jan
Multiple Airlines Logo
7:25 a.m. - 4:50 p.m.
YHM
-
PUJ
8h 25m1 stop
Multiple Airlines Logo
5:47 p.m. - 12:25 a.m.
PUJ
-
YHM
31h 38m2 stops
C$ 1,055Multiple Airlines
Sun, 29 Mar - Sat, 4 Apr
WestJet Logo
6:10 p.m. - 5:24 p.m.
YHM
-
MBJ
24h 14m1 stop
WestJet Logo
1:50 p.m. - 5:16 p.m.
MBJ
-
YHM
26h 26m1 stop
C$ 1,153WestJet
Mon, 5 Jan - Mon, 12 Jan
Multiple Airlines Logo
7:25 a.m. - 4:50 p.m.
YHM
-
PUJ
8h 25m1 stop
Multiple Airlines Logo
11:30 a.m. - 12:44 p.m.
PUJ
-
YHM
26h 14m1 stop
C$ 1,158Multiple Airlines
Sat, 7 Mar - Fri, 13 Mar
Multiple Airlines Logo
7:00 a.m. - 8:45 a.m.
YHM
-
MBJ
25h 45m1 stop
Multiple Airlines Logo
12:00 p.m. - 3:00 p.m.
MBJ
-
YHM
26h 00m1 stop
C$ 1,271Multiple Airlines
Sat, 21 Feb - Wed, 25 Feb
Multiple Airlines Logo
7:25 a.m. - 4:36 p.m.
YHM
-
PUJ
8h 11m1 stop
Multiple Airlines Logo
5:43 a.m. - 12:25 a.m.
PUJ
-
YHM
19h 42m2 stops
C$ 1,334Multiple Airlines
Sun, 15 Feb - Sat, 21 Feb
WestJet Logo
6:10 p.m. - 6:24 p.m.
YHM
-
MBJ
24h 14m1 stop
WestJet Logo
2:50 p.m. - 5:16 p.m.
MBJ
-
YHM
26h 26m1 stop
C$ 1,748WestJet
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?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Caribbean from Hamilton found in the last 72 hours was to Nassau, at C$ 400 round-trip. The most popular route is from Hamilton (YHM) to Nassau (NAS), and the cheapest round-trip airline ticket found on this route in the last 72 hours was C$ 400.

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

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

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$ 696 on average.

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 September, when tickets cost C$ 325 (return) on average. On the other hand, the most expensive months are August and May, when the average cost of round-trip tickets is C$ 785 and C$ 738 respectively.

Good to know

Low seasonSeptember
Cheapest flightC$ 266
Best time to beat the crowds (47% less expensive on average)
Most popular time to fly and prices are also 2% lower on average.
Flight from Hamilton to Punta Cana

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$ 307 on average. Morning departures are around 100% cheaper than evening flights, on average. The most expensive time of day to fly to Caribbean is generally in the afternoon, which is peak travel time and where the average cost of a ticket is C$ 404.

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.
7.2
WestJetOverall score based on 3231 reviews
7.4Boarding
7.0Comfort
6.1Entertainment
6.2Food
7.9Crew
Airline reviews

I will not be flying with westjet again. I was uncomfortable in my seat. The position made my back hurt so bad. My wife was able to fit the seatbelt around her with out an extension but was unable to put the tray table down or fit in the seat for that matter. Our bag was smashed and I spent two hours trying to fill out the application for a damaged bag before I gave up. The 80 photos I took would not work and nothing telling me the format to upload them as.. I made the mistake of unpacking the bag before taking photos so no claim for me. Next trip to Canada I will have to use air Canada.

2.0 MediocreWilliam, Dec 2025
YYZ - LAS
Read more WestJet reviews

I will not be flying with westjet again. I was uncomfortable in my seat. The position made my back hurt so bad. My wife was able to fit the seatbelt around her with out an extension but was unable to put the tray table down or fit in the seat for that matter. Our bag was smashed and I spent two hours trying to fill out the application for a damaged bag before I gave up. The 80 photos I took would not work and nothing telling me the format to upload them as.. I made the mistake of unpacking the bag before taking photos so no claim for me. Next trip to Canada I will have to use air Canada.

My luggage was damaged 1 wheel was out I can't find it nowhere

Took 3 hours to check in and drop off our suitcases. Half of the passengers were still in line by boarding time. The computer systems and staff were very slow. Staff were also disorganized and kept allowing later flights to skip lines. Suitcases were piling on that several other passengers didn't get their suitcases. Then, we were sitting in the plane for 2 hours and were told that the flight was overbooked. We missed our connecting flight and had to fly the following day but with a stop over. Good thing ONE WestJet customer rep was pleasant and actually knew how to do her job when we wanted to rebook to a direct flight. Thank you to Kim at Toronto airport. Terrible experience at PUJ. Won't go back to Dominican Republic.

Great seats, super comfortable, but no in flight entertainment which was a let down

Airplane is too small. Crew, especially the flight attendant who looked after our area, was not at all friendly and a touch authoratative. She may have been the most gruff flight attendant i've come across in 40 years of business travel

I when to Jamaica for my dad funeral and I did not get my luggage from westjet . I add to buy clothes putting me financial debt i did no want to be in Westjet did not call me to apologize are to inquire about my luggage I am still angry about it

Ground staff was not helpful, but staff at the business counter were excellent.

I selected "carry-on" for a round trip on Kayak, but my return flight on WestJet did not include a carry-on and they would not allow me to add one. My only option was to add a "checked bag" which I had to wait for on the luggage carousel after landing. Not a good experience.

We landed 26 min early. It was awesome! Smooth ride too.

There is no snack and nit much that would be considered gluten free in yiur food selections. One of your snacks should be a gluten free cookie or small bar etc. maybe it was me but I didn’t see any free movies just internet connection and YouTube .

We boarded and then deboarded the plane after being told it needed something done that couldn't be fixed. Sent notice about 3h flight delay, then they clawed it back and we were 1h delayed. Very poor communication.

Was notified on a timely manner of any changes, if any, of the flight schedules.

My seat was covered in vomit and I will be reaching out to Air Canada

We were happy with the service and cost of checking a bag

It's kindof ridiculous that your system is even asking me about this since my flight was canceled and I wasn't rescheduled.

3 hr delay at the gate while they were doing maintenance. Next time, do not board passengers while maintenance is being performed

Digital check in is very poor with air canada compaired to other airlines

Flight was delayed 3 times. My luggage was sent to Saskatoon instead of Casablanca - airline got it sorted out in two days. Received $45 in meal vouchers to use in the airport.

Seats were so small. I’m 6ft and a good 20% of me hung out into the aisle and the flight attendants come dashing with the cart. On multiple occasions they hit me before saying mind your elbows and knees. I’m like, yes, but where do i put them. There isn’t a space that exists that i can fold into. The carts are so close to the seats when they pass through that i regularly felt water dripping on me as they poured drinks. Overall 3/10 experience. Highly unlikely to recommend

Baggage delayed we had to catch our cruise without any clothes 😒

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports