C$ 252 Find Cheap Flights from Hamilton to Caribbean Islands

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 Islands departing on 12/1. 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

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

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Hamilton to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Hamilton to Caribbean Islands, as well as popular online travel agencies
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Flight Deals

Best Caribbean Islands Flight Deals from Hamilton

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana2 stopsC$ 850
Montego Bay
Montego Bay3 stopsC$ 758
Kingston
Kingston1 stopC$ 875
Oranjestad
Oranjestad1 stopC$ 957
Punta Cana
Punta Cana2 stopsC$ 850
Montego Bay
Montego Bay3 stopsC$ 758
Kingston
Kingston1 stopC$ 875
Oranjestad
Oranjestad1 stopC$ 957

Cheap Flights from Hamilton to Caribbean Islands

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Hamilton to Caribbean Islands 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 Islands

Thu, 8 Jan - Thu, 15 Jan
Multiple Airlines Logo
9:00 a.m. - 12:02 p.m.
YHM
-
MBJ
27h 02m3 stops
Multiple Airlines Logo
12:57 p.m. - 2:20 p.m.
MBJ
-
YHM
25h 23m2 stops
C$ 758Multiple Airlines
Fri, 6 Feb - Fri, 13 Feb
Multiple Airlines Logo
7:00 a.m. - 4:36 p.m.
YHM
-
PUJ
32h 36m2 stops
Multiple Airlines Logo
2:23 p.m. - 12:25 a.m.
PUJ
-
YHM
11h 02m1 stop
C$ 851Multiple Airlines
Sun, 25 Jan - Sun, 1 Feb
Multiple Airlines Logo
3:10 p.m. - 12:02 p.m.
YHM
-
MBJ
20h 52m2 stops
Multiple Airlines Logo
10:55 a.m. - 8:59 p.m.
MBJ
-
YHM
10h 04m1 stop
C$ 863Multiple Airlines
Sat, 10 Jan - Sat, 17 Jan
Multiple Airlines Logo
7:25 a.m. - 12:12 p.m.
YHM
-
KIN
28h 47m1 stop
Multiple Airlines Logo
8:25 p.m. - 3:00 p.m.
KIN
-
YHM
42h 35m2 stops
C$ 875Multiple Airlines
Fri, 6 Feb - Fri, 13 Feb
Multiple Airlines Logo
7:00 a.m. - 4:36 p.m.
YHM
-
PUJ
32h 36m3 stops
Multiple Airlines Logo
2:23 p.m. - 12:25 a.m.
PUJ
-
YHM
11h 02m1 stop
C$ 931Multiple Airlines
Thu, 22 Jan - Sun, 25 Jan
WestJet Logo
6:10 p.m. - 2:30 p.m.
YHM
-
MBJ
44h 20m2 stops
WestJet Logo
6:25 p.m. - 5:17 p.m.
MBJ
-
YHM
22h 52m2 stops
C$ 943WestJet
Sun, 8 Feb - Sun, 15 Feb
Multiple Airlines Logo
7:25 a.m. - 4:36 p.m.
YHM
-
PUJ
8h 11m1 stop
Multiple Airlines Logo
5:47 p.m. - 3:00 p.m.
PUJ
-
YHM
22h 13m1 stop
C$ 953Multiple Airlines
Sat, 28 Mar - Sat, 4 Apr
Multiple Airlines Logo
7:25 a.m. - 2:26 p.m.
YHM
-
AUA
31h 01m1 stop
Multiple Airlines Logo
3:41 p.m. - 3:00 p.m.
AUA
-
YHM
23h 19m1 stop
C$ 957Multiple Airlines
Fri, 6 Feb - Fri, 13 Feb
Multiple Airlines Logo
3:15 p.m. - 5:02 p.m.
YHM
-
PUJ
24h 47m1 stop
Multiple Airlines Logo
2:23 p.m. - 12:25 a.m.
PUJ
-
YHM
11h 02m1 stop
C$ 965Multiple 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$ 1,846WestJet
Booking Insights

KAYAK's insights & trends for Hamilton to Caribbean Islands flights

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

What is the cheapest Hamilton to Caribbean Islands flight route?

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

The cheapest ticket to Caribbean Islands from Hamilton found in the last 72 hours was to Nassau, at C$ 399 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$ 399.

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

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.

No, with an average price for the route of C$ 636, prices are generally cheapest when you fly direct.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Hamilton to Caribbean Islands, 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 Islands is September, when tickets cost C$ 324 (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$ 782 and C$ 736 respectively.

Good to know

Low seasonSeptember
Cheapest flightC$ 252
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 Montego Bay

FAQs - booking Caribbean Islands flights

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

    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 Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Hamilton to Caribbean Islands 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 Islands?

    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 Islands 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 Islands?

    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 Islands 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 Islands?

    The cheapest time of day to fly to Caribbean Islands is generally in the evening, when round-trip flights cost C$ 306 on average. Morning departures are around 100% cheaper than evening flights, on average. The most expensive time of day to fly to Caribbean Islands is generally in the afternoon, which is peak travel time and where the average cost of a ticket is C$ 402.

Reviews of the top airlines flying from Hamilton to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Hamilton to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Hamilton to Caribbean Islands? 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 3216 reviews
6.1Entertainment
7.4Boarding
7.9Crew
6.2Food
7.0Comfort
Airline reviews

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.

2.0 MediocreToni, Dec 2025
YYZ - YVR
Read more WestJet reviews

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 .

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

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 😒

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

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports