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Cheap flights from Winnipeg to Caribbean from C$ 359

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 22/1. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SJU
19 nov. — 26 nov.1
1 adult

Cheap flight deals from Winnipeg to Caribbean

Discover tips and strategies to find the most affordable flight options for your journey from Winnipeg (YWG) to Caribbean (0CB). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 14 noviembre 2024.

Find flight deals from Winnipeg to Caribbean

Cheapest flights from Winnipeg to Caribbean
Explore the most affordable flight options available from Winnipeg to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 14 noviembre 2024.

lun. 2/127:30 a.m.YWG - SJU
1 stop29h 45mMultiple Airlines
vie. 6/126:20 a.m.SJU - YWG
1 stop10h 50mMultiple Airlines
Deal found 13/11C$ 508
jue. 21/115:45 p.m.YWG - SJU
2 stops21h 25mDelta
jue. 28/118:00 a.m.SJU - YWG
2 stops29h 41mDelta
Deal found 13/11C$ 587
jue. 5/128:00 p.m.YWG - PUJ
1 stop25h 50mMultiple Airlines
mar. 10/125:33 a.m.PUJ - YWG
1 stop12h 01mMultiple Airlines
Deal found 14/11C$ 620
dom. 8/1211:35 a.m.YWG - MBJ
2 stops24h 58mMultiple Airlines
mar. 17/128:25 p.m.MBJ - YWG
1 stop16h 00mMultiple Airlines
Deal found 13/11C$ 642
mié. 27/115:00 a.m.YWG - ANU
1 stop8h 27mWestJet
mié. 4/124:20 p.m.ANU - YWG
2 stops33h 00mWestJet
Deal found 13/11C$ 643
lun. 25/117:05 p.m.YWG - POP
1 stop15h 20mAir Canada
mar. 10/124:00 p.m.POP - YWG
2 stops29h 58mAir Canada
Deal found 14/11C$ 653
sáb. 30/115:00 a.m.YWG - MBJ
1 stop13h 26mWestJet
sáb. 14/123:30 p.m.MBJ - YWG
Nonstop5h 48mWestJet
Deal found 13/11C$ 674
jue. 5/126:45 a.m.YWG - PUJ
2 stops13h 05mAir Canada
mar. 10/1210:50 a.m.PUJ - YWG
1 stop25h 07mAir Canada
Deal found 14/11C$ 698
dom. 1/126:45 a.m.YWG - MBJ
2 stops28h 25mAir Canada
mar. 10/121:45 p.m.MBJ - YWG
1 stop22h 33mAir Canada
Deal found 13/11C$ 764
vie. 29/117:30 a.m.YWG - SJU
1 stop13h 52mWestJet
vie. 6/127:30 a.m.SJU - YWG
2 stops19h 05mWestJet
Deal found 13/11C$ 765
sáb. 23/116:45 p.m.YWG - POP
1 stop15h 35mMultiple Airlines
mié. 11/124:40 p.m.POP - YWG
1 stop9h 55mMultiple Airlines
Deal found 14/11C$ 813
sáb. 30/112:15 p.m.YWG - MBJ
2 stops22h 45mUnited Airlines
mié. 11/121:25 p.m.MBJ - YWG
2 stops25h 02mUnited Airlines
Deal found 13/11C$ 829

Find flights from Winnipeg to Caribbean within your budget

Customize your flight search to find flights from Winnipeg to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 625,151 searches. Data last updated 14 noviembre 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

lun. 6/1

7:30 a.m.-12:53 a.m.

2 stops15h 23m

San Juan Luis Munoz Marin Intl

lun. 13/1

7:12 p.m.-3:10 p.m.

2 stops21h 58m

C$ 422

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

mié. 8/1

4:30 p.m.-12:47 p.m.

2 stops18h 17m

San Juan Luis Munoz Marin Intl

mar. 14/1

2:05 a.m.-3:28 p.m.

2 stops15h 23m

C$ 571

WinnipegPunta Cana

YWG - PUJ

YWGPUJ

Winnipeg

mié. 22/1

5:00 a.m.-11:50 p.m.

1 stop16h 50m

Punta Cana

mié. 29/1

1:05 p.m.-11:25 a.m.

1 stop24h 20m

C$ 618

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

dom. 8/12

11:35 a.m.-1:33 p.m.

2 stops24h 58m

Montego Bay Sangster Intl

mar. 17/12

8:25 p.m.-11:25 a.m.

1 stop16h 00m

C$ 642

WinnipegPunta Cana

YWG - PUJ

YWGPUJ

Winnipeg

mié. 22/1

7:05 p.m.-11:45 p.m.

2 stops26h 40m

Punta Cana

mié. 29/1

10:50 a.m.-9:57 a.m.

1 stop25h 07m

C$ 646

WinnipegPuerto Plata

YWG - POP

YWGPOP

Winnipeg

lun. 25/11

7:05 p.m.-12:25 p.m.

1 stop15h 20m

Puerto Plata La Union

mar. 10/12

4:00 p.m.-7:58 p.m.

2 stops29h 58m

C$ 653

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

sáb. 30/11

5:00 a.m.-7:26 p.m.

1 stop13h 26m

Montego Bay Sangster Intl

sáb. 14/12

3:30 p.m.-8:18 p.m.

Nonstop5h 48m

C$ 674

WinnipegSimpson Bay

YWG - SXM

YWGSXM

Winnipeg

jue. 23/1

8:25 p.m.-3:17 p.m.

2 stops16h 52m

Simpson Bay Princess Juliana

jue. 6/2

4:10 p.m.-12:34 a.m.

1 stop10h 24m

C$ 683

WinnipegNassau

YWG - NAS

YWGNAS

Winnipeg

sáb. 18/1

5:00 a.m.-2:57 p.m.

1 stop8h 57m

Nassau Intl

sáb. 1/2

11:30 a.m.-12:34 a.m.

1 stop14h 04m

C$ 708

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

vie. 2/5

12:35 p.m.-3:50 p.m.

1 stop27h 15m

Montego Bay Sangster Intl

sáb. 10/5

5:00 p.m.-11:44 a.m.

1 stop18h 44m

C$ 723

Flights are sorted by cheapest first

Deals found on 13/11

Showing 1-10 of 40 results
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Best time to book a flight from Winnipeg to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Winnipeg with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Winnipeg to Caribbean

Get recent, data-driven insights about flights from Winnipeg to Caribbean including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Winnipeg to Caribbean?

Currently, April is the cheapest month in which you can book a flight from Winnipeg to Caribbean (average of C$ 256). Flying from Winnipeg to Caribbean in July is currently the most expensive (average of C$ 580). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from YWG to CB?

Find hourly flight availability from Winnipeg to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 14 noviembre 2024.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Winnipeg to Caribbean as you normally would.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 40.0 - 180.0 mm per month. October is typically the wettest month, when rainfall can reach 180.0 mm. February is typically the driest time to visit Caribbean when rainfall is around 40.0 mm.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 28.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 25.0 C).

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated 14 noviembre 2024.
8.0
Very good
8,788 reviews

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

8.0
Very good
8,788 reviews
8.0
Very good
8,788 reviews

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

7.8
Good
387 reviews
8.0
Very good
8,788 reviews

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

7.4
Good
9,194 reviews
8.0
Very good
8,788 reviews

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

7.3
Good
2,804 reviews
8.0
Very good
8,788 reviews

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

7.0
Good
8,198 reviews
8.0
Very good
8,788 reviews

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly from for flights from Winnipeg to Caribbean?

    Winnipeg (YWG), located 7.3 km from the city centre, is the airport you fly out of when you book flights from Winnipeg to Caribbean.

  • What are the cheapest airlines to fly from Winnipeg to Caribbean one-way?

    The cheapest airlines for a one-way flight from Winnipeg to Caribbean are Air Canada (C$ 397), United Airlines (C$ 526), and WestJet (C$ 534).

  • What are the most popular routes from Winnipeg to Caribbean?

  • Can I find deals for flights from Winnipeg to Caribbean that include hotel bookings?

    Yes. In addition to deals on Winnipeg to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Winnipeg to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Winnipeg to Caribbean.

  • Can I find deals for business class flights from Winnipeg to Caribbean?

    Yes. Cheapflights offers flight deals from Winnipeg to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Winnipeg to Caribbean?

    Currently, April is the cheapest month in which you can book a flight from Winnipeg to Caribbean (average of C$ 256). Flying from Winnipeg to Caribbean in July is currently the most expensive (average of C$ 580). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Winnipeg to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.

Top 3 airlines flying from Winnipeg to Caribbean

Discover the top 3 airlines that operate flights from Winnipeg to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 625,151 searches. Data last updated 14 noviembre 2024.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 381AverageC$ 797FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 518AverageC$ 834FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
Sunwing AirlinesCheapestC$ 870AverageC$ 1,398FlexibilityNo cancel feeOn-timeN/A
Search Sunwing Airlines flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Winnipeg to Caribbean?

When you search for this flight from Winnipeg to Caribbean, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

Why should you use Cheapflights to find cheap flight tickets from Winnipeg to Caribbean?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Winnipeg to Caribbean for you. Better yet — we are completely free to use.

Can Cheapflights find flights from Winnipeg to Caribbean with no change fees?

Yes! Cheapflights helps users easily find flights from Winnipeg to Caribbean with no change fees.

Can Cheapflights notify me if prices for flights from Winnipeg to Caribbean become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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