Cheap Flights to Caribbean

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Boston (BOS)
Montego Bay (MBJ)
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Flights to Caribbean in 2021

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
Popular inDecemberHigh demand for flights, 7% potential price rise
Cheapest inJanuaryBest time to find cheap flights, 4% potential price drop
Average priceC$ 532Average for round-trip flights in May 2021
Round-trip fromC$ 372From Toronto to Caribbean
One-way fromC$ 12One-way flight from Toronto to Caribbean

Cheapest prices for Caribbean flights by month

The cheapest ticket to Caribbean found for each month in 2021 based on historical flight searches by Cheapflights users.
January
C$ 499
February
C$ 522
March
C$ 488
April
C$ 515
May
C$ 537
June
C$ 538
July
C$ 617
August
C$ 671
September
C$ 537
October
C$ 549
November
C$ 553
December
C$ 543
March is currently the cheapest month to fly to Caribbean. At this moment in time August is the most expensive month. These prices are determined by multiple factors and booking in advance can help keep costs down if your schedule is not as flexible.

When is the best time to fly to Caribbean?

Average Montego Bay Sangster Intl flight ticket prices and weather conditions for 2021 and 2022 by month.
YTO - MBJ
Price
C$ 488 - C$ 939
MBJ
Temperature
30 - 33 °C
MBJ
Rainfall
28 - 152 mm
March is typically the best time to fly to Caribbean, but there are other times where great deals are available. If weather is an important factor for you when considering when to fly to Caribbean, the warmest period tends to be June, with the wettest being October.

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

Booking 30 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?

The cheapest flights to Caribbean are usually found when departing on a Wednesday. The departure day with the highest cost at present is Friday.

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 in the evening are usually the most expensive.

Cheap flights to Caribbean in May, June 2021

The best prices found for SJU flights for May, June
7 May - 9 May
C$ 443pp
YYZ
Toronto Pearson Intl
American Airlines
   
2 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
American Airlines
 
1 STOP
YYZ
Toronto Pearson Intl
15 May - 29 May
C$ 505pp
YYZ
Toronto Pearson Intl
United Airlines
   
2 STOPS
MBJ
Montego Bay Sangster Intl
MBJ
Montego Bay Sangster Intl
United Airlines
   
2 STOPS
YYZ
Toronto Pearson Intl
9 May - 24 May
C$ 508pp
YYZ
Toronto Pearson Intl
American Airlines
 
1 STOP
SDQ
Santo Domingo Las Americas
SDQ
Santo Domingo Las Americas
American Airlines
   
2 STOPS
YYZ
Toronto Pearson Intl

Caribbean 2021 flight deals

Cheap flights to Caribbean found for this year
7 May - 9 May
C$ 443pp
YYZ
Toronto Pearson Intl
American Airlines
   
2 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
American Airlines
 
1 STOP
YYZ
Toronto Pearson Intl
19 Oct - 24 Oct
C$ 489pp
YYZ
Toronto Pearson Intl
Copa Airlines
 
1 STOP
SDQ
Santo Domingo Las Americas
SDQ
Santo Domingo Las Americas
Copa Airlines
 
1 STOP
YYZ
Toronto Pearson Intl
11 Aug - 18 Aug
C$ 499pp
YYZ
Toronto Pearson Intl
American Airlines
   
2 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
American Airlines
 
1 STOP
YYZ
Toronto Pearson Intl

Last minute flights to Caribbean

Late deals on round-trip flights to Caribbean, departing today and this week
15 May - 29 May
C$ 505pp
YYZ
Toronto Pearson Intl
United Airlines
   
2 STOPS
MBJ
Montego Bay Sangster Intl
MBJ
Montego Bay Sangster Intl
United Airlines
   
2 STOPS
YYZ
Toronto Pearson Intl
11 May - 14 May
C$ 510pp
YYZ
Toronto Pearson Intl
American Airlines
   
2 STOPS
SDQ
Santo Domingo Las Americas
SDQ
Santo Domingo Las Americas
American Airlines
   
2 STOPS
YYZ
Toronto Pearson Intl
11 May - 15 May
C$ 512pp
YYZ
Toronto Pearson Intl
United Airlines
 
1 STOP
SDQ
Santo Domingo Las Americas
SDQ
Santo Domingo Las Americas
United Airlines
 
1 STOP
YYZ
Toronto Pearson Intl

Alternative, similarly priced destinations

See alternative destinations where airfare is generally forecast to be close to Caribbean flight prices.

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.
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