How long is the flight from Caribbean to Winnipeg?

There are many flights that can get you from Caribbean to Winnipeg in 21h 34m. Fly via WestJet or Air Canada to get the fastest option. Airlines will cover a distance of 3890 km. This flight may include one or multiple stops.

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.

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).

What are the most popular routes from Caribbean to Winnipeg?

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

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

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.

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.

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.

C$ 423+ Cheap Flights from Caribbean to Winnipeg

Cheap flight deals from Caribbean to Winnipeg

Enter your travel dates to find the best prices.

Cheapest

Best

Last-minute

One-way

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 19 October 2026.

Wed 28/1012:50 p.m. -

1 stop21h 34m

Wed 11/117:00 a.m. -

2 stops53h 25m

Deal found 17/10C$ 965

Fri 23/106:25 p.m. -

1 stop14h 15m

Wed 11/119:35 p.m. -

2 stops20h 20m

Deal found 16/10C$ 1,015

Wed 28/101:40 p.m. -

1 stop21h 25m

Wed 11/119:05 p.m. -

1 stop15h 30m

Deal found 17/10C$ 1,165

Wed 28/1012:25 p.m. -

2 stops23h 58m

Wed 11/119:40 a.m. -

2 stops25h 33m

Deal found 19/10C$ 1,182

Fri 23/105:03 p.m. -

3 stops52h 54m

Wed 11/117:00 a.m. -

3 stops14h 26m

Deal found 16/10C$ 5,009

Find flight deals from Caribbean to Winnipeg

Round-trip from	C$ 570
One-way from	C$ 410
Good one-way deal	C$ 677 or less

WestJet
1/2-5/2
2 total stops
38h 00m total
Caribbean to Winnipeg

Search Deals

Flair Airlines
14/1-31/12
1 total stop
20h 40m total
Caribbean to Winnipeg

Search Deals

Price to beat on a one-way flight from Caribbean to Winnipeg.

Search Deals

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Montego BayWinnipeg

MBJ Montego Bay Sangster Intl - YWG Winnipeg

MBJYWG

Montego Bay Sangster Intl

Sun 20/12

1:50 p.m.-12:00 p.m.

2 stops46h 10m

Winnipeg

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 445

KingstonWinnipeg

KIN Kingston Norman Manley - YWG Winnipeg

KINYWG

Kingston Norman Manley

Thu 5/11

7:55 p.m.-11:55 p.m.

2 stops28h 00m

Winnipeg

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 457

NassauWinnipeg

NAS Nassau Intl - YWG Winnipeg

NASYWG

Nassau Intl

Mon 1/2

5:05 p.m.-9:50 p.m.

1 stop28h 45m

Winnipeg

Fri 5/2

6:00 a.m.-3:15 p.m.

1 stop9h 15m

C$ 570

Punta CanaWinnipeg

PUJ Punta Cana - YWG Winnipeg

PUJYWG

Punta Cana

Mon 30/11

3:15 p.m.-12:00 p.m.

1 stop21h 45m

Winnipeg

Wed 31/12

12:00 a.m.-1:30 a.m.

Nonstop0h 00m

C$ 584

BridgetownWinnipeg

BGI Bridgetown Grantley Adams Intl - YWG Winnipeg

BGIYWG

Bridgetown Grantley Adams Intl

Sun 29/11

4:50 p.m.-12:00 p.m.

1 stop20h 10m

Winnipeg

Wed 31/12

12:00 a.m.-2:00 a.m.

Nonstop0h 00m

C$ 608

Punta CanaWinnipeg

PUJ Punta Cana - YWG Winnipeg

PUJYWG

Punta Cana

Mon 30/11

10:16 a.m.-2:10 a.m.

3 stops40h 54m

Winnipeg

Wed 31/12

12:00 a.m.-1:30 a.m.

Nonstop0h 00m

C$ 628

KingstonWinnipeg

KIN Kingston Norman Manley - YWG Winnipeg

KINYWG

Kingston Norman Manley

Thu 7/1

12:45 p.m.-12:09 p.m.

1 stop23h 24m

Winnipeg

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 727

Montego BayWinnipeg

MBJ Montego Bay Sangster Intl - YWG Winnipeg

MBJYWG

Montego Bay Sangster Intl

Sun 20/12

2:40 p.m.-1:45 p.m.

3 stops23h 05m

Winnipeg

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 762

BridgetownWinnipeg

BGI Bridgetown Grantley Adams Intl - YWG Winnipeg

BGIYWG

Bridgetown Grantley Adams Intl

Sun 29/11

4:50 p.m.-8:06 p.m.

3 stops28h 16m

Winnipeg

Wed 31/12

12:00 a.m.-2:00 a.m.

Nonstop0h 00m

C$ 763

KingstonWinnipeg

KIN Kingston Norman Manley - YWG Winnipeg

KINYWG

Kingston Norman Manley

Tue 5/1

4:30 p.m.-9:45 p.m.

2 stops29h 15m

Winnipeg

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 864

Flights are sorted by cheapest round-trip flights first.

Deals found on 15/10

Showing 1-10 of 20 resultsSorted by cheapest first

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.

KIN-YWG

MBJ-YWG

PUJ-YWG

BGI-YWG

NAS-YWG

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 to Winnipeg

0CB-YWG

KIN-YWG

MBJ-YWG

PUJ-YWG

BGI-YWG

No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Winnipeg

Read through reviews of airlines operating flights from Caribbean to Winnipeg, such as WestJet and Air Canada. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

WestJet

7.2

Good

3,447 reviews

Check prices

Reviews

1 / 20

8.0

Excellent

Seth,Sep 2026

YVR - YYC

The people from check-in, to the cabin crew, to flight crew were all pleasant and efficient. The under seat space were a little cramped.

WestJet

7.2

Good

3,447 reviews

WestJet

7.2

Good

3,447 reviews

Check prices

Reviews

1 / 20

8.0

Excellent

Seth,Sep 2026

YVR - YYC

The people from check-in, to the cabin crew, to flight crew were all pleasant and efficient. The under seat space were a little cramped.

Air Canada

7.1

Good

11,782 reviews

WestJet

7.2

Good

3,447 reviews

Check prices

Reviews

1 / 20

8.0

Excellent

Seth,Sep 2026

YVR - YYC

The people from check-in, to the cabin crew, to flight crew were all pleasant and efficient. The under seat space were a little cramped.

Related info for your journey

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.
How long is the flight from Caribbean to Winnipeg?
There are many flights that can get you from Caribbean to Winnipeg in 21h 34m. Fly via WestJet or Air Canada to get the fastest option. Airlines will cover a distance of 3890 km. This flight may include one or multiple stops.
What are the most popular routes from Caribbean to Winnipeg?
The most popular flight routes from Caribbean to Winnipeg are Nassau Intl - Winnipeg, George Town Owen Roberts Intl - Winnipeg and Havana Jose Marti Intl - 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.

See more FAQs

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Top 2 airlines flying from Caribbean to Winnipeg

Airline	Cheapest	Average	Flexibility	On-time
WestJet	CheapestC$ 760	AverageC$ 844	FlexibilityNo cancel fee	On-time60%	Search WestJet flights
Air Canada	CheapestC$ 888	AverageC$ 970	FlexibilityNo cancel fee	On-time67%	Search Air Canada flights

Fly with Cheapflights

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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Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.

Cheap flights from Caribbean to Winnipeg from C$ 423

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 5/11. Fares are subject to change and may not be available on all flights or dates of travel.

Cheap flight deals from Caribbean to Winnipeg

Cheapest flights from Caribbean to WinnipegExplore 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 19 October 2026.

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 19 October 2026.

Best flights from Caribbean to WinnipegDiscover carefully curated flight deals from Caribbean to Winnipeg that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 19 October 2026.

Discover carefully curated flight deals from Caribbean to Winnipeg that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 19 October 2026.

Last-minute flights from Caribbean to WinnipegDiscover last-minute flight deals from Caribbean to Winnipeg. Data last updated 19 October 2026 and is based on user searches.

Discover last-minute flight deals from Caribbean to Winnipeg. Data last updated 19 October 2026 and is based on user searches.

One-way flights from Caribbean to WinnipegSearch for one-way flight options from Caribbean to Winnipeg. Find affordable one-way fares based on user searches. Data last updated 19 October 2026.

Search for one-way flight options from Caribbean to Winnipeg. Find affordable one-way fares based on user searches. Data last updated 19 October 2026.

Find flight deals from Caribbean to Winnipeg

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One-way from

Good one-way deal

Cheapflights Fare Finder

Use the filters below to find and compare flights from Caribbean to Winnipeg that are best for you.

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.

Cheapflights Insights

Reviews of airlines servicing Winnipeg

Read through reviews of airlines operating flights from Caribbean to Winnipeg, such as WestJet and Air Canada. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

What airport do you fly into for flights to Winnipeg from Caribbean?

How long is the flight from Caribbean to Winnipeg?

What are the most popular routes from Caribbean to Winnipeg?

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

How can I find direct flights from Caribbean to Winnipeg?

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

Travelling to a place near Winnipeg?

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 Caribbean to Winnipeg

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

Complete your trip

Complete your trip to Winnipeg by adding a car rental and/or hotel reservation to your travel itinerary.

Direct flights to Manitoba

Book a non-stop flight to one of these other cities located in Manitoba.

Search flights from Caribbean to Winnipeg by cabin class

Find flights from Caribbean to Winnipeg, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Caribbean and Winnipeg flights

Browse other Caribbean and Winnipeg flight options. Last updated on 19 October 2026.

Popular flight searches

Check out other popular destinations found by fellow travellers in 2026

Caribbean to Winnipeg flights

Consider these flights travelling from Caribbean to Winnipeg.

Other flights to Winnipeg

Explore flights to Winnipeg departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on 19 October 2026.

Top 2 airlines flying from Caribbean to Winnipeg

Fly with Cheapflights

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

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

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

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

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Book with Flexibility

Travel Smart

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 19 October 2026.

Best flights from Caribbean to Winnipeg
Discover carefully curated flight deals from Caribbean to Winnipeg that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 19 October 2026.

Last-minute flights from Caribbean to Winnipeg
Discover last-minute flight deals from Caribbean to Winnipeg. Data last updated 19 October 2026 and is based on user searches.

One-way flights from Caribbean to Winnipeg
Search for one-way flight options from Caribbean to Winnipeg. Find affordable one-way fares based on user searches. Data last updated 19 October 2026.