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Cheap flights from Caribbean Islands to Winnipeg from C$ 783

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/6. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — YWG
5 May — 12 May1
1 adult

Cheap flight deals from Caribbean Islands to Winnipeg

Keep the following information in mind while searching for Caribbean Islands to Winnipeg flight deals. Data was last updated 30 April 2025.

Round-trip from

C$ 783
WestJet
  • WestJet
  • 7/6-20/6
  • 4 total stops
  • 49h 56m total
  • Caribbean Islands to Winnipeg
Search Deals

Find flight deals from Caribbean Islands to Winnipeg

Cheapest flights from Caribbean Islands to Winnipeg
Explore the most affordable flight options available from Caribbean Islands to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 30 April 2025.

Sat 7/63:30 p.m.KIN - YWG
2 stops19h 56mWestJet
Fri 20/68:30 a.m.YWG - KIN
2 stops30h 00mWestJet
Deal found 29/4C$ 783
Tue 15/75:00 p.m.NAS - YWG
2 stops21h 09mUnited Airlines
Tue 22/74:25 p.m.YWG - NAS
2 stops20h 25mUnited Airlines
Deal found 28/4C$ 900
Thu 10/71:35 p.m.GCM - YWG
2 stops23h 34mUnited Airlines
Wed 16/72:20 p.m.YWG - GCM
2 stops22h 10mUnited Airlines
Deal found 28/4C$ 938
Thu 10/712:50 p.m.GCM - YWG
2 stops21h 24mAir Canada
Wed 16/76:35 p.m.YWG - GCM
1 stop17h 20mAir Canada
Deal found 29/4C$ 994
Sat 7/63:30 p.m.KIN - YWG
2 stops19h 56mMultiple Airlines
Fri 20/610:45 a.m.YWG - KIN
3 stops25h 10mMultiple Airlines
Deal found 29/4C$ 3,405

Cheapflights Fare Finder

Customize your flight search to find flights from Caribbean Islands 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 30 April 2025.
Use the filters below to find and compare flights from Caribbean Islands to Winnipeg that are best for you.

Fly from

Caribbean Islands

Fly to

Winnipeg

Route

Depart

Return

Price

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Sat 7/6

3:30 p.m.-11:26 a.m.

2 stops19h 56m

Winnipeg

Fri 20/6

8:30 a.m.-2:30 p.m.

2 stops30h 00m

C$ 783

NassauWinnipeg

NAS - YWG

NASYWG

Nassau Intl

Tue 15/7

5:00 p.m.-1:09 p.m.

2 stops21h 09m

Winnipeg

Tue 22/7

4:25 p.m.-1:50 p.m.

2 stops20h 25m

C$ 900

George TownWinnipeg

GCM - YWG

GCMYWG

George Town Owen Roberts Intl

Thu 10/7

1:35 p.m.-1:09 p.m.

2 stops23h 34m

Winnipeg

Wed 16/7

2:20 p.m.-12:30 p.m.

2 stops22h 10m

C$ 938

George TownWinnipeg

GCM - YWG

GCMYWG

George Town Owen Roberts Intl

Thu 10/7

12:50 p.m.-10:14 a.m.

2 stops21h 24m

Winnipeg

Wed 16/7

6:35 p.m.-11:55 a.m.

1 stop17h 20m

C$ 994

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Sat 7/6

3:30 p.m.-11:26 a.m.

2 stops19h 56m

Winnipeg

Fri 20/6

10:45 a.m.-11:55 a.m.

3 stops25h 10m

C$ 3,405

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/4

Best time to book a flight from Caribbean Islands to Winnipeg

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

Cheapflights Insights

Everything you need to know about your flight from Caribbean Islands to Winnipeg

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

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

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

Find hourly flight availability from Caribbean Islands 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 30 April 2025.

When flying from Caribbean Islands 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 30 April 2025.
United Airlines
7.4
Good
8,696 reviews
Check prices

Comfort

7.3

Food

6.6

Crew

8.1

Overall

7.4

Entertainment

7.1

Boarding

7.7

Reviews

1 / 20
6.0
Good

Miz,Oct 2024

EWR - YYZ

I booked on United but it was really Air Canada. It was very confusing when I went to the airport. The ride to NY was very turbulent and shaky. The ride back was better. It would be nicer with more leg room and to get rid of the tilting the seat back thing. Fine for an hour flight but any longer would have been not great. Please put subtitles on the programs so we don;t have t use headphones if we forget them.
United Airlines
7.4
Good
8,696 reviews
United Airlines
7.4
Good
8,696 reviews
Check prices

Comfort

7.3

Food

6.6

Crew

8.1

Overall

7.4

Entertainment

7.1

Boarding

7.7

Reviews

1 / 20
6.0
Good

Miz,Oct 2024

EWR - YYZ

I booked on United but it was really Air Canada. It was very confusing when I went to the airport. The ride to NY was very turbulent and shaky. The ride back was better. It would be nicer with more leg room and to get rid of the tilting the seat back thing. Fine for an hour flight but any longer would have been not great. Please put subtitles on the programs so we don;t have t use headphones if we forget them.
WestJet
7.2
Good
2,826 reviews
United Airlines
7.4
Good
8,696 reviews
Check prices

Comfort

7.3

Food

6.6

Crew

8.1

Overall

7.4

Entertainment

7.1

Boarding

7.7

Reviews

1 / 20
6.0
Good

Miz,Oct 2024

EWR - YYZ

I booked on United but it was really Air Canada. It was very confusing when I went to the airport. The ride to NY was very turbulent and shaky. The ride back was better. It would be nicer with more leg room and to get rid of the tilting the seat back thing. Fine for an hour flight but any longer would have been not great. Please put subtitles on the programs so we don;t have t use headphones if we forget them.
Air Canada
7.0
Good
9,244 reviews
United Airlines
7.4
Good
8,696 reviews
Check prices

Comfort

7.3

Food

6.6

Crew

8.1

Overall

7.4

Entertainment

7.1

Boarding

7.7

Reviews

1 / 20
6.0
Good

Miz,Oct 2024

EWR - YYZ

I booked on United but it was really Air Canada. It was very confusing when I went to the airport. The ride to NY was very turbulent and shaky. The ride back was better. It would be nicer with more leg room and to get rid of the tilting the seat back thing. Fine for an hour flight but any longer would have been not great. Please put subtitles on the programs so we don;t have t use headphones if we forget them.

Related info for your journey

Find useful and relevant information for your journey from Caribbean Islands 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 Islands?

    Winnipeg (YWG) is the airport you will fly into if you book a flight from Caribbean Islands to Winnipeg. It is only a 7.3 km journey from Winnipeg (YWG) to Winnipeg’s city centre.

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

    When deciding which route to take from Caribbean Islands to Winnipeg consider Kingston Norman Manley - Winnipeg, Nassau Intl - Winnipeg or George Town Owen Roberts Intl - Winnipeg as they are the most popular.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Caribbean Islands to Winnipeg (average of C$ 124). Flying from Caribbean Islands 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 Islands?

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

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Top airline flying from Caribbean Islands to Winnipeg

Discover the top airline that operate flights from Caribbean Islands 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 30 April 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 551AverageC$ 838FlexibilityNo cancel feeOn-time60%
Search WestJet flights

Fly with Cheapflights

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

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

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Caribbean Islands to Winnipeg.

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

Cheapflights does show flights with no change fees to all users. To see these options for flights from Caribbean Islands to Winnipeg, users can toggle the no change fees filter when performing a flight search.

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

Not ready to book yet? You can track prices for flights from Caribbean Islands to Winnipeg on Cheapflights with our Price Alert feature and get notified when better prices are available.

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