Cheap flights to Caribbean

4 Jun — 11 Jun1
1 adult
Sun 4/6
Sun 11/6

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Flights to Caribbean in 2023

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.

Popular in


Cheapest in


Average price

C$ 790

Round-trip from

C$ 322

One-way from

C$ 143
High demand for flights, 2% potential price rise
Best time to find cheap flights, 3% potential price drop
Average for round-trip flights in May 2023
From Toronto to Montego Bay Sangster Intl
One-way flight from Toronto to Caribbean

Cheap flights to Caribbean in May, June 2023

The best prices found for MBJ flights for May, June

Caribbean 2023 flight deals

Cheap flights to Caribbean found for this year

Last minute flights to Caribbean

Late deals on round-trip flights to Caribbean, departing today and this week

One-way flights to Caribbean

The cheapest one-way flights to Caribbean

Find flights to Caribbean within your budget

Use the slider to find flights to Caribbean that fit your budget.

Fly from

Any airport


C$ 305 - C$ 522





Toronto Pearson IntlPunta Cana



Toronto Pearson Intl

Sun 5/11

Nonstop4h 30m

Punta Cana

Sat 11/11

Nonstop4h 45m

C$ 305

Toronto Pearson IntlMontego Bay Sangster Intl



Toronto Pearson Intl

Tue 3/10

Nonstop4h 15m

Montego Bay Sangster Intl

Sun 8/10

Nonstop4h 15m

C$ 322

Toronto Pearson IntlNassau Intl



Toronto Pearson Intl

Sun 18/6

Nonstop3h 16m

Nassau Intl

Tue 27/6

Nonstop3h 23m

C$ 356

Toronto Pearson IntlMontego Bay Sangster Intl



Toronto Pearson Intl

Sun 18/6

Nonstop4h 15m

Montego Bay Sangster Intl

Thu 22/6

Nonstop4h 05m

C$ 364

Toronto Pearson IntlNassau Intl



Toronto Pearson Intl

Sat 2/9

2 stops16h 05m

Nassau Intl

Sat 9/9

2 stops32h 58m

C$ 420

Toronto Pearson IntlNassau Intl



Toronto Pearson Intl

Wed 14/6

Nonstop3h 10m

Nassau Intl

Mon 19/6

Nonstop3h 20m

C$ 447

Toronto Pearson IntlPunta Cana



Toronto Pearson Intl

Thu 15/6

1 stop18h 15m

Punta Cana

Mon 19/6

Nonstop4h 30m

C$ 469

Toronto Pearson IntlSimpson Bay Princess Juliana



Toronto Pearson Intl

Sat 16/9

1 stop24h 48m

Simpson Bay Princess Juliana

Thu 21/9

1 stop18h 55m

C$ 521

Toronto Pearson IntlPort of Spain Piarco Intl



Toronto Pearson Intl

Sun 10/9

Nonstop5h 40m

Port of Spain Piarco Intl

Sun 17/9

Nonstop6h 05m

C$ 522

Flights are sorted by cheapest first

Deals found on 29/5

What is the cheapest month to fly to Caribbean?

The cheapest ticket to Caribbean found for each month in 2023 based on historical flight searches by Cheapflights users.


C$ 594


C$ 669


C$ 699


C$ 373


C$ 691


C$ 808


C$ 918


C$ 886


C$ 684


C$ 646


C$ 672


C$ 680

Currently, April is the cheapest month in which you can book a flight to Caribbean. Flying to Caribbean in July will prove the most costly. There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

When is the best time to fly to Caribbean?

Average Caribbean flight ticket prices and weather conditions for 2023 and 2024 by month



C$ 577 - C$ 1,177



25 - 28 °C



40 - 180 mm

When is the best time to book a flight to Caribbean?

Booking 60 days in advance of your planned departure date is, on average, the best time to get cheap flights to Caribbean. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

Which day is cheapest to fly to Caribbean?

At the moment, Wednesday is the most economical day to take a flight to Caribbean. Thursday is likely to be the most costly.

What time of day is cheapest to fly to Caribbean?

Flights in the afternoon are typically the cheapest time of the day to fly to Caribbean. Flights at noon are usually the most expensive.

Where are the most popular flight destinations in Caribbean?

The most popular flight destination in Caribbean, according to our users, is Dominican Republic, followed by Cuba, Jamaica, Puerto Rico and The Bahamas.

With so many paradise islands to choose from, the hardest decision for travellers booking cheap flights to the Caribbean will be which one to visit. Dropped like pearls into the Caribbean Sea, the islands are bywords for luxury, but with flights and accommodations ranging from cheap to five-star there is something for everyone.

Most popular with Canadian travellers are Aruba, known for the Divi Divi trees blown sideways by the trade winds, Saint Martin with a lively Dutch side (Sint Maarten) and a beachy French side, and Cuba, the largest island, famous for its beaches and its rich and stirring heritage.

Jamaica, laid back and lovely, is one of the most popular Caribbean islands, for good reason – it’s the birthplace of the all-inclusive resort.

The Dominican Republic on the island of Hispaniola (it shares it with Haiti) was described by Christopher Columbus in 1492 as “a beautiful island paradise” and not much has changed since then.

Cheap flights to the Caribbean will deliver you to other wonderful islands such as Curacao, Antigua, Bermuda, Barbados and the Bahamas. All bake gently under an endless sun, with cerulean seas and soft white-sand beaches and offer memorable vacations whatever you’re into.

Looking for flight deals for specific routes? Check out our prices for Toronto to the Caribbean.

Want some additional tips before you takeoff? Take a look at our Before You Fly guide.

Caribbean climate

Caribbean temperatures usually range between a very comfortable 24 C and 30 C year round. It might be a bit cool in the early mornings and late evenings, but it warms up quickly. It can be humid, but the cooling trade winds make the climate very comfortable. The rainy season is in the fall, and the amount of rain varies across the islands. Winters are dry, but you may encounter the occasional shower. The mountains see more rain. Hurricane season lasts from early June to late November. 

What is good to know if travelling to Caribbean?

  • Puerto Rico and Barbados are the region’s major tourism gateways where most cheap flights to the Caribbean land.
  • St. Vincent and the Grenadines consists of St. Vincent (344sq km) and 31 Grenadines, which account for the nation’s other 45sq km. You can fly to some of the islands, such as Mustique (a favourite of British royals, and Bryan Adams, Mick Jagger and Tommy Hilfiger jet in to hang out), Bequia, Union and Canouan. Other islands, such as Palm Island and Petit St. Vincent, are only accessible by sea. On Mustique, the killer beaches are Macaroni Beach, Endeavour, Pasture Bay and Simplicity.
  • The Tobago Cays, made up of five deserted islets – Petit Rameau, Petit Bateau, Barabel, Jamesby and Petit Tabac – are one of the best diving and snorkelling spots in the Caribbean. To get there, catch a catamaran from Union.
  • Bonaire is another paradise for divers and snorkellers.
  • Grand Cayman is home to the Blue Iguanas. Grand Cayman’s largest native land animal are really blue, matching the sea and sky, more than 1.5 metres long and more than 11kg in weight. The Blue Iguana Recovery Program is helping to protect the critically endangered lizard. More than 300 have been reared and released since 2001. The program is centred in the Cayman Island’s only national park – the Queen Elizabeth II Botanic Park.
  • Dominica offers a unique rainforest experience. An aerial tram, or hanging gondolas that hold up to eight people, sail through protected tropical montane rainforest near the Morne Trois Pitons National Park. Dominica is noted for hiking.
  • St. Kitts also offers a fantastic way of seeing the island. Its scenic railway winds its way around it. The journey takes about three hours.

Popular cities in Caribbean

Looking for inspiration? Catch a plane to one of the most popular cities in Caribbean.

Find flights to other continents

Not set on a flight to Caribbean? Start from the top by selecting another continent below and find the right journey for you.

Search flights to Caribbean by cabin class

Business Classfrom C$ 1,204/person
Prem Economyfrom C$ 571/person
Economyfrom C$ 156/person

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