Cheap flights from Winnipeg to Caribbean

Round-trip
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Winnipeg (YWG)
San Juan (SJU)
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How to find the cheapest flight from
Winnipeg (YWG) to Caribbean

How far in advance should I book a flight from Winnipeg to Caribbean?

To save on the cost of your flight from Winnipeg to Caribbean, book at least 30 days before your planned departure. Booking around this time can save you about 4% on the cost of this flight compared to booking a flight leaving this week. We have found prices from C$ 561 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as C$ 576.

Cheap flights from Winnipeg to Caribbean in February, March 2021

14 Mar - 20 Mar
C$ 1,032pp
YWG
Winnipeg
Multiple Airlines
     
3 STOPS
PUJ
Punta Cana
PUJ
Punta Cana
Multiple Airlines
     
3 STOPS
YWG
Winnipeg
14 Mar - 20 Mar
C$ 1,334pp
YWG
Winnipeg
Multiple Airlines
     
3 STOPS
PUJ
Punta Cana
PUJ
Punta Cana
Multiple Airlines
   
2 STOPS
YWG
Winnipeg
8 Mar - 14 Mar
C$ 1,533pp
YWG
Winnipeg
WestJet
   
2 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
WestJet
   
2 STOPS
YWG
Winnipeg

Winnipeg to Caribbean 2021 flight deals

1 Nov - 14 Nov
C$ 649pp
YWG
Winnipeg
Air Canada
   
2 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Air Canada
 
1 STOP
YWG
Winnipeg
2 May - 4 May
C$ 731pp
YWG
Winnipeg
Delta
   
2 STOPS
KIN
Kingston Norman Manley
KIN
Kingston Norman Manley
Delta
   
2 STOPS
YWG
Winnipeg
2 May - 4 May
C$ 732pp
YWG
Winnipeg
Delta
   
2 STOPS
KIN
Kingston Norman Manley
KIN
Kingston Norman Manley
Delta
   
2 STOPS
YWG
Winnipeg

Related info for your journey

Flight FAQs

From Winnipeg to Caribbean

Can I find flights from Winnipeg to Caribbean for under C$ 753 on Cheapflights?

Yes, there are multiple flights from Winnipeg to Caribbean for under C$ 753. The cheapest flight booked recently is on Delta for just C$ 731, but on average you can expect to pay C$ 851.

What safety measures are being taken by airlines flying from Winnipeg to Caribbean to control the spread of COVID-19?

Airlines globally have implemented additional safety measures to accommodate you. Delta is one of them. New policies for travellers booking flights from Winnipeg to Caribbean include masks being provided and required on board, daily cleaning and sanitization, use of HEPA filters, pre-flight testing for antibodies and symptoms, and socially-distanced seating (for a limited time). Keep in mind that policies will vary by airline.

Which airlines flying from Winnipeg to Caribbean have flexible cancellations due to COVID-19?

Some of our airline partners flying from Winnipeg to Caribbean have new flexible policies in place due to COVID-19. Air Canada, WestJet, and United Airlines are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like Air Canada with this kind of flexibility.

Are there direct flights from Winnipeg to Caribbean for under C$ 753 on Cheapflights?

There are no direct flights from Winnipeg to Caribbean, but Cheapflights can provide you with all the information you need to find the fastest route with the fewest stops.

How popular is this flight route?

The Winnipeg to Caribbean flight path was viewed by 17 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

What are the most popular airlines that fly from Winnipeg to Caribbean?

Before booking your flight from Winnipeg to Caribbean check out the most popular airlines for this route: Air Canada, Delta or United Airlines.

What are the most popular routes from Winnipeg to Caribbean?

The most popular flight routes from Winnipeg to Caribbean are Winnipeg - Punta Cana, Winnipeg - St. John's V.C. Bird Intl and Winnipeg - Kingston Norman Manley.

What are the cheapest flights from Winnipeg to Caribbean?

While on average a flight from Winnipeg to Caribbean is generally C$ 458, our data shows the cheapest flight currently is C$ 252. When looking at the most popular route, (Winnipeg - Punta Cana), you can expect to pay C$ 804 for that flight.

How long is the flight from Winnipeg to Caribbean?

There are many flights that can get you from Winnipeg to Caribbean in 8h 18m. Fly via WestJet, Delta, or United Airlines to get the fastest option. This flight may include one or multiple stops.

What are the cheapest airlines to flying from Winnipeg to Caribbean round-trip?

Cheapflights users have booked flights from Winnipeg to Caribbean round-trip from C$ 731. Other airlines that can offer you cheap pricing are WestJet, from C$ 783, and Air Canada, from C$ 813.

Destination information for Caribbean

Today's exchange rate
C$ 1 = $0.80

Airports servicing Winnipeg

Top 6 airlines flying from Winnipeg to Caribbean

Airline Cheapest Average Flexibility On-time COVID-19 safety
Aeromexico
C$ 210 C$ 383 No cancel fee N/A
Search Aeromexico flights
Air Transat
C$ 307 C$ 487 No cancel fee 50%
Search Air Transat flights
Delta
C$ 180 C$ 539 No cancel fee N/A
Search Delta flights
United Airlines
C$ 294 C$ 570 No cancel fee 69%
Search United Airlines flights
WestJet
C$ 213 C$ 583 No cancel fee 60%
Search WestJet flights
Air Canada
C$ 298 C$ 612 No cancel fee 67%
Search Air Canada flights
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