C$ 258 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 22/4. 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$ 727
Montego Bay
Montego Bay1 stopC$ 809
Kingston
Kingston3 stopsC$ 1,075
Oranjestad
Oranjestad3 stopsC$ 1,153
Puerto Plata
Puerto Plata2 stopsC$ 4,318
Santo Domingo
Santo Domingo1 stopC$ 779
Punta Cana
Punta Cana1 stopC$ 727
Montego Bay
Montego Bay1 stopC$ 809
Kingston
Kingston3 stopsC$ 1,075
Oranjestad
Oranjestad3 stopsC$ 1,153
Puerto Plata
Puerto Plata2 stopsC$ 4,318
Santo Domingo
Santo Domingo1 stopC$ 779

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, 29 Mar - Sat, 4 Apr
Multiple Airlines Logo
7:00 a.m. - 6:50 p.m.
YHM
-
PUJ
11h 50m
1 stop
Multiple Airlines Logo
9:18 a.m. - 10:50 p.m.
PUJ
-
YHM
13h 32m
1 stop
C$ 727Multiple Airlines
Tue, 24 Mar - Sat, 28 Mar
Multiple Airlines Logo
7:00 a.m. - 6:00 p.m.
YHM
-
PUJ
11h 00m
1 stop
Multiple Airlines Logo
9:34 a.m. - 10:52 p.m.
PUJ
-
YHM
13h 18m
1 stop
C$ 798Multiple Airlines
Sun, 22 Mar - Wed, 25 Mar
Multiple Airlines Logo
7:25 a.m. - 11:05 a.m.
YHM
-
MBJ
28h 40m
1 stop
Multiple Airlines Logo
12:00 p.m. - 3:00 p.m.
MBJ
-
YHM
26h 00m
1 stop
C$ 809Multiple Airlines
Sun, 22 Mar - Wed, 25 Mar
Multiple Airlines Logo
7:00 a.m. - 11:05 a.m.
YHM
-
MBJ
29h 05m
2 stops
Multiple Airlines Logo
12:00 p.m. - 3:00 p.m.
MBJ
-
YHM
26h 00m
1 stop
C$ 824Multiple Airlines
Wed, 15 Apr - Wed, 29 Apr
Multiple Airlines Logo
5:30 a.m. - 7:54 p.m.
YHM
-
PUJ
14h 24m
2 stops
Multiple Airlines Logo
3:30 p.m. - 12:20 a.m.
PUJ
-
YHM
8h 50m
1 stop
C$ 890Multiple Airlines
Wed, 8 Apr - Wed, 15 Apr
Multiple Airlines Logo
7:25 a.m. - 3:56 p.m.
YHM
-
PUJ
8h 31m
1 stop
Multiple Airlines Logo
3:30 p.m. - 12:20 a.m.
PUJ
-
YHM
8h 50m
1 stop
C$ 893Multiple Airlines
Wed, 1 Apr - Sat, 4 Apr
Multiple Airlines Logo
7:25 a.m. - 3:56 p.m.
YHM
-
PUJ
8h 31m
1 stop
Multiple Airlines Logo
9:18 a.m. - 10:50 p.m.
PUJ
-
YHM
13h 32m
1 stop
C$ 894Multiple Airlines
Wed, 8 Apr - Wed, 15 Apr
Multiple Airlines Logo
7:25 a.m. - 3:56 p.m.
YHM
-
PUJ
8h 31m
1 stop
Multiple Airlines Logo
3:30 p.m. - 12:20 a.m.
PUJ
-
YHM
8h 50m
1 stop
C$ 902Multiple Airlines
Sun, 24 May - Thu, 28 May
Multiple Airlines Logo
8:50 a.m. - 1:55 p.m.
YHM
-
PUJ
29h 05m
2 stops
Multiple Airlines Logo
2:55 p.m. - 12:59 p.m.
PUJ
-
YHM
22h 04m
2 stops
C$ 921Multiple Airlines
Wed, 8 Apr - Wed, 15 Apr
Multiple Airlines Logo
7:25 a.m. - 3:56 p.m.
YHM
-
PUJ
8h 31m
1 stop
Multiple Airlines Logo
3:30 p.m. - 12:20 a.m.
PUJ
-
YHM
8h 50m
1 stop
C$ 928Multiple Airlines
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$ 396 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$ 396.

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

The average price for all round-trip flights from Hamilton to Caribbean depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Caribbean is generally in the evening, when round-trip flights cost C$ 304 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$ 399.

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$ 602 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$ 322 (return) on average. On the other hand, the most expensive months are May and August, when the average cost of round-trip tickets is C$ 883 and C$ 776 respectively.

Good to know

Low seasonSeptember
Best time to beat the crowds (40% less expensive on average)
Most popular time to fly and prices are also 17% 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.

Reviews of the top airline 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.
7.1
Air CanadaOverall score based on 10800 reviews
7.1Comfort
7.8Crew
6.3Food
7.3Boarding
6.8Entertainment
Airline reviews

By modern air travel standards, our 15-hour flight to Delhi was very nice. Quiet-ish, straightforward, good service, okay seats, etc. All good.

8.0 ExcellentMatthew, Mar 2026
YYZ - DEL
Read more Air Canada reviews

By modern air travel standards, our 15-hour flight to Delhi was very nice. Quiet-ish, straightforward, good service, okay seats, etc. All good.

Again, it was delayed and then our connecting aircraft was very cold.

It was very cold in the beginning; then I asked stewardess to do something about that, and she did something, so for the rest of the flight the temperature was closer to normal. It is typical: by some reason the pilots or whoever is in charge make the cod in the cabin unbearable. The seat is better than on WestJet or Flair, but is is very tight. No leg room.

Delayed for 15 min due to maintenance. We were asked to wait to board as a family, but took longer than if we were not asked anything.

Had to cancel the flight because there was a 14 hour layover before the flight. Unacceptable.

Terrible…. Reported missing luggage’s with injectable meds that needed refrigeration. Yet, delivery could not be expedited. Luggage’s were delivered 5 days after arrival. The meds were useless as ice pack had melted. So disappointed!!!

Terrible, luggage’s with b/p and diabetes meds including insulin and ozempic. I’ve in them had dissolved and rendered useless

It was a very small plane and was ok. No food or entertainment so there should be an option for NA.

I travelled in Business class for the first time and wish I could do that again.

The crew from Toronto Santiago (and the other way) weren't nice people. They seemed angry. Other flights with Air Canada had much nicer crews. Bathrooms always had sticky floors. Yuck!

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports