C$ 180 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 15/5. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean

Travellers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
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$ 692
Montego Bay
Montego Bay3 stopsC$ 738
Kingston
Kingston1 stopC$ 743
Puerto Plata
Puerto Plata2 stopsC$ 2,014
Santo Domingo
Santo Domingo1 stopC$ 1,181
Punta Cana
Punta Cana1 stopC$ 692
Montego Bay
Montego Bay3 stopsC$ 738
Kingston
Kingston1 stopC$ 743
Puerto Plata
Puerto Plata2 stopsC$ 2,014
Santo Domingo
Santo Domingo1 stopC$ 1,181

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

Wed, 18 Feb - Wed, 1 Apr
Multiple Airlines Logo
7:25 a.m. - 4:36 p.m.
YHM
-
PUJ
8h 11m1 stop
Multiple Airlines Logo
1:29 p.m. - 3:00 p.m.
PUJ
-
YHM
25h 31m2 stops
C$ 692Multiple Airlines
Sun, 8 Feb - Wed, 18 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$ 718Multiple Airlines
Mon, 2 Mar - Tue, 10 Mar
Multiple Airlines Logo
6:10 p.m. - 9:57 a.m.
YHM
-
PUJ
14h 47m1 stop
Multiple Airlines Logo
10:00 a.m. - 11:55 p.m.
PUJ
-
YHM
13h 55m1 stop
C$ 722Multiple Airlines
Thu, 15 Jan - Thu, 22 Jan
Multiple Airlines Logo
5:30 a.m. - 12:02 p.m.
YHM
-
MBJ
30h 32m3 stops
Multiple Airlines Logo
12:57 p.m. - 2:20 p.m.
MBJ
-
YHM
25h 23m2 stops
C$ 738Multiple Airlines
Wed, 18 Feb - Thu, 26 Feb
Multiple Airlines Logo
7:25 a.m. - 12:15 p.m.
YHM
-
KIN
28h 50m1 stop
Multiple Airlines Logo
1:17 p.m. - 2:20 p.m.
KIN
-
YHM
25h 03m2 stops
C$ 743Multiple Airlines
Wed, 4 Feb - Mon, 9 Feb
Multiple Airlines Logo
9:00 a.m. - 4:36 p.m.
YHM
-
PUJ
30h 36m3 stops
Multiple Airlines Logo
5:47 p.m. - 2:20 p.m.
PUJ
-
YHM
21h 33m2 stops
C$ 748Multiple Airlines
Fri, 16 Jan - Fri, 23 Jan
Multiple Airlines Logo
7:00 a.m. - 3:07 p.m.
YHM
-
PUJ
31h 07m2 stops
Multiple Airlines Logo
5:47 p.m. - 3:00 p.m.
PUJ
-
YHM
22h 13m1 stop
C$ 784Multiple Airlines
Wed, 18 Feb - Wed, 1 Apr
Multiple Airlines Logo
7:25 a.m. - 4:36 p.m.
YHM
-
PUJ
8h 11m1 stop
Multiple Airlines Logo
1:29 p.m. - 3:00 p.m.
PUJ
-
YHM
25h 31m3 stops
C$ 824Multiple Airlines
Mon, 2 Mar - Tue, 10 Mar
WestJet Logo
6:10 p.m. - 9:57 a.m.
YHM
-
PUJ
14h 47m1 stop
WestJet Logo
10:00 a.m. - 5:16 p.m.
PUJ
-
YHM
31h 16m1 stop
C$ 851WestJet
Mon, 5 Jan - Sat, 10 Jan
WestJet Logo
6:10 p.m. - 6:24 p.m.
YHM
-
MBJ
24h 14m1 stop
WestJet Logo
3:25 p.m. - 5:17 p.m.
MBJ
-
YHM
49h 52m2 stops
C$ 1,287WestJet
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$ 402 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$ 402.

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$ 687 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$ 327 (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$ 788 and C$ 741 respectively.

Good to know

Low seasonSeptember
Best time to beat the crowds (47% less expensive on average)
Most popular time to fly and prices are also 2% lower on average.

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$ 308 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$ 405.

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 3204 reviews
7.9Crew
7.1Comfort
6.2Food
7.4Boarding
6.1Entertainment
Airline reviews

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

10.0 ExcellentCharles, Dec 2025
YYZ - CUN
Read more WestJet reviews

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 .

I like how spacious the plane was but I did not like the fact that there was no entertainment

No dogs! Can we have no dogs in the cabin? Why was there a yappy little dog behind me? Lucky I had ear plugs. Sorry for others without

In spite of purchasing premium, I felt it was perhaps the most uncomfortable seat I have flown in. The base was either broken or poorly made and had no support. Even placing pillows and blankets on the seat (1D aisle) didn’t help. It made for a long and mostly sleepless six hour flight. Crew also were very loudly talking to each other through the night making it very hard to sleep. It was purchased for the price, so I get the risk, but was not impressed.

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 😒

Air Canada Rouge is great. Toronto Airport is the usual nightmare

On board WiFi is a bit flaky. Good for streaming music but getting Air Canada’s entertainment to play was hit and miss.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports