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Cheap flights from Caribbean to Winnipeg from C$ 440

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 23/3. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — YWG
26 Feb — 5 Mar1
1 adult

Cheap flight deals from Caribbean to Winnipeg

Keep the following information in mind while searching for Caribbean to Winnipeg flight deals. Data was last updated 21 February 2025.

Round-trip from

C$ 747

One-way from

C$ 440

Popular in

January

Cheapest in

February

Average price

C$ 614

Good round-trip deal

C$ 676 or less

Good one-way deal

C$ 312 or less
WestJet
  • WestJet
  • 23/3-25/3
  • 3 total stops
  • 39h 13m total
  • Caribbean to Winnipeg
Search Deals
23/3
  • 23/3
  • 2 total stops
  • 29h 33m total
  • Caribbean to Winnipeg
Search Deals
Highest demand for flights based on searches. 0% potential increase in price (C$ 6 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 44 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2025
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Price to beat on a round-trip flight from Caribbean to Winnipeg.
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Price to beat on a one-way flight from Caribbean to Winnipeg.
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Find flight deals from Caribbean to Winnipeg

Cheapest flights from Caribbean to Winnipeg
Explore the most affordable flight options available from Caribbean to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 21 February 2025.

Sun 23/31:36 p.m.KIN - YWG
2 stops29h 33mMultiple Airlines
Tue 25/35:00 a.m.YWG - KIN
1 stop9h 40mMultiple Airlines
Deal found 20/2C$ 747
Sun 23/39:00 a.m.KIN - YWG
2 stops11h 15mDelta
Tue 25/36:50 a.m.YWG - KIN
2 stops13h 10mDelta
Deal found 20/2C$ 1,354
Fri 1/82:54 p.m.KIN - YWG
3 stops23h 09mUnited Airlines
Sun 10/82:15 p.m.YWG - KIN
3 stops23h 38mUnited Airlines
Deal found 20/2C$ 2,663

Find flights from Caribbean to Winnipeg within your budget

Customize your flight search to find flights from Caribbean to Winnipeg 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 629,999 searches. Data last updated 21 February 2025.

Fly from

Caribbean

Fly to

Winnipeg

Route

Depart

Return

Price

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Sun 23/3

1:36 p.m.-7:09 p.m.

2 stops29h 33m

Winnipeg

Tue 25/3

5:00 a.m.-2:40 p.m.

1 stop9h 40m

C$ 747

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Sun 23/3

9:00 a.m.-8:15 p.m.

2 stops11h 15m

Winnipeg

Tue 25/3

6:50 a.m.-8:00 p.m.

2 stops13h 10m

C$ 1,354

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Fri 1/8

2:54 p.m.-2:03 p.m.

3 stops23h 09m

Winnipeg

Sun 10/8

2:15 p.m.-1:53 p.m.

3 stops23h 38m

C$ 2,663

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Sun 23/3

1:36 p.m.-7:09 p.m.

2 stops29h 33m

C$ 440

Flights are sorted by cheapest round-trip flights first.

Deals found on 20/2

Best time to book a flight from Caribbean to Winnipeg

Have a flexible travel schedule? Discover the best time to fly to Winnipeg from Caribbean 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 Caribbean to Winnipeg

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

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

Find hourly flight availability from Caribbean to Winnipeg. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 21 February 2025.

When flying from Caribbean to Winnipeg, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Winnipeg by month

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

In terms of precipitation, rainfall in Winnipeg ranges from 20.0 - 80.0 mm per month. June is typically the wettest month, when rainfall can reach 80.0 mm. January is typically the driest time to visit Winnipeg when rainfall is around 20.0 mm.

Temperature in Winnipeg by month

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

If weather is an important factor for your trip to Winnipeg, 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 20.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -16.0 C).

Reviews of airlines servicing Winnipeg

Get insights into the airlines that provide service to Winnipeg. 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 Winnipeg. Reviews last updated 21 February 2025.
Delta
8.0
Very good
8,220 reviews
Check prices

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.5

Boarding

8.2

Comfort

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Delta
8.0
Very good
8,220 reviews
Delta
8.0
Very good
8,220 reviews
Check prices

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.5

Boarding

8.2

Comfort

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

United Airlines
7.4
Good
8,766 reviews
Delta
8.0
Very good
8,220 reviews
Check prices

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.5

Boarding

8.2

Comfort

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

Find useful and relevant information for your journey from Caribbean to Winnipeg. 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 into for flights to Winnipeg from Caribbean?

    If you book a flight to Winnipeg from Caribbean, you will be flying to Winnipeg, which is the city’s only airport. Winnipeg (YWG) is located 7.3 km from the centre of Winnipeg.

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

    The most popular flight routes from Caribbean to Winnipeg are George Town Owen Roberts Intl - Winnipeg, Havana Jose Marti Intl - Winnipeg and Kingston Norman Manley - Winnipeg.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Caribbean to Winnipeg 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 Caribbean to Winnipeg?

    Currently, January is the cheapest month in which you can book a flight from Caribbean to Winnipeg (average of C$ 124). Flying from Caribbean to Winnipeg in July is currently the most expensive (average of C$ 232). 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

Travelling to a place near Caribbean?

Book flights to Caribbean if you plan to visit one of these locations
Portage la Prairie

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Top 2 airlines flying from Caribbean to Winnipeg

Discover the top 2 airlines that operate flights from Caribbean to Winnipeg. 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 629,999 searches. Data last updated 21 February 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 629AverageC$ 1,007FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 698AverageC$ 796FlexibilityNo cancel feeOn-time67%
Search Air Canada 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 Caribbean to Winnipeg?

When you search for this flight from Caribbean to Winnipeg, 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 Caribbean to Winnipeg?

Millions of users choose and trust Cheapflights to book the best flight deals from Caribbean to Winnipeg for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

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

Yes, we can. To see specific flights from Caribbean to Winnipeg with no change fees, users can toggle flexible booking options after using the search form above to find flights.

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

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Winnipeg from Caribbean today and book when prices fit your budget.

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