How long is the flight from Caribbean to Winnipeg?

There are many flights that can get you from Caribbean to Winnipeg in 21h 40m. Fly via United Airlines to get the fastest option. Airlines will cover a distance of 3993 km.

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 Kingston Norman Manley - Winnipeg, George Town Owen Roberts Intl - Winnipeg and Nassau 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$ 399+ 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 24 August 2026.

Sun 4/108:05 a.m. -

1 stop9h 10m

Sun 11/108:45 p.m. -

1 stop20h 25m

Deal found 20/8C$ 848

Sun 4/102:57 p.m. -

3 stops21h 40m

Sun 11/102:00 p.m. -

3 stops23h 55m

Deal found 20/8C$ 1,758

Sat 22/89:10 a.m. -

2 stops15h 45m

Mon 31/87:45 a.m. -

1 stop9h 25m

Deal found 19/8C$ 1,852

Fri 4/95:35 p.m. -

2 stops31h 20m

Mon 7/97:45 a.m. -

2 stops50h 40m

Deal found 19/8C$ 1,870

Sun 23/81:30 p.m. -

3 stops25h 44m

Wed 2/910:30 p.m. -

2 stops40h 00m

Deal found 20/8C$ 3,113

Find flight deals from Caribbean to Winnipeg

Round-trip from	C$ 848
One-way from	C$ 399
Popular in	January
Cheapest in	March
Average price	C$ 917
Good one-way deal	C$ 640 or less

4/10-11/10
2 total stops
29h 35m total
Caribbean to Winnipeg

Search Deals

Air Canada
8/9
1 total stop
20h 07m total
Caribbean to Winnipeg

Search Deals

Highest demand for flights based on searches. 8% potential increase in price (C$ 98 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 4% potential price decrease (C$ 44 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in August 2026

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

Quickest round-trip

KingstonWinnipeg

KIN Kingston Norman Manley - YWG Winnipeg

KINYWG

Kingston Norman Manley

Sun 4/10

8:05 a.m.-5:15 p.m.

1 stop9h 10m

Winnipeg

Sun 11/10

8:45 p.m.-5:10 p.m.

1 stop20h 25m

C$ 848

KingstonWinnipeg

KIN Kingston Norman Manley - YWG Winnipeg

KINYWG

Kingston Norman Manley

Sun 4/10

2:57 p.m.-12:37 p.m.

3 stops21h 40m

Winnipeg

Sun 11/10

2:00 p.m.-1:55 p.m.

3 stops23h 55m

C$ 1,758

George TownWinnipeg

GCM George Town Owen Roberts Intl - YWG Winnipeg

GCMYWG

George Town Owen Roberts Intl

Fri 4/9

5:35 p.m.-12:55 a.m.

2 stops31h 20m

Winnipeg

Mon 7/9

7:45 a.m.-10:25 a.m.

2 stops50h 40m

C$ 1,870

Cheapest one-way

NassauWinnipeg

NAS Nassau Intl - YWG Winnipeg

NASYWG

Nassau Intl

Wed 2/9

2:35 p.m.-10:05 a.m.

1 stop20h 30m

C$ 414

KingstonWinnipeg

KIN Kingston Norman Manley - YWG Winnipeg

KINYWG

Kingston Norman Manley

Sat 3/10

3:30 p.m.-10:10 p.m.

2 stops30h 40m

C$ 441

KingstonWinnipeg

KIN Kingston Norman Manley - YWG Winnipeg

KINYWG

Kingston Norman Manley

Sun 4/10

8:05 a.m.-12:55 a.m.

1 stop16h 50m

C$ 538

KingstonWinnipeg

KIN Kingston Norman Manley - YWG Winnipeg

KINYWG

Kingston Norman Manley

Sat 19/9

3:30 p.m.-2:05 p.m.

3 stops22h 35m

C$ 582

NassauWinnipeg

NAS Nassau Intl - YWG Winnipeg

NASYWG

Nassau Intl

Sat 5/9

12:00 p.m.-9:20 a.m.

2 stops22h 20m

C$ 588

NassauWinnipeg

NAS Nassau Intl - YWG Winnipeg

NASYWG

Nassau Intl

Fri 4/9

12:00 p.m.-12:00 p.m.

2 stops49h 00m

C$ 589

Quickest one-way

KingstonWinnipeg

KIN Kingston Norman Manley - YWG Winnipeg

KINYWG

Kingston Norman Manley

Mon 7/9

6:25 p.m.-8:40 a.m.

1 stop14h 15m

C$ 633

Flights are sorted by cheapest round-trip flights first.

Deals found on 20/8

Showing 1-10 of 17 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

GCM-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

GCM-YWG

NAS-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

3,437 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Anonymous,Jul 2026

NRT - YYC

The fly attendants were very nice and helpful, much better than the Alaska Airlines experience I had before.

WestJet

7.2

Good

3,437 reviews

WestJet

7.2

Good

3,437 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Anonymous,Jul 2026

NRT - YYC

The fly attendants were very nice and helpful, much better than the Alaska Airlines experience I had before.

Air Canada

7.1

Good

11,524 reviews

WestJet

7.2

Good

3,437 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Anonymous,Jul 2026

NRT - YYC

The fly attendants were very nice and helpful, much better than the Alaska Airlines experience I had before.

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 40m. Fly via United Airlines to get the fastest option. Airlines will cover a distance of 3993 km.
What are the most popular routes from Caribbean to Winnipeg?
The most popular flight routes from Caribbean to Winnipeg are Kingston Norman Manley - Winnipeg, George Town Owen Roberts Intl - Winnipeg and Nassau 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$ 490	AverageC$ 740	FlexibilityNo cancel fee	On-time60%	Search WestJet flights
Air Canada	CheapestC$ 865	AverageC$ 944	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$ 399

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 8/9. 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 24 August 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 24 August 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 24 August 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 24 August 2026.

Last-minute flights from Caribbean to WinnipegDiscover last-minute flight deals from Caribbean to Winnipeg. Data last updated 24 August 2026 and is based on user searches.

Discover last-minute flight deals from Caribbean to Winnipeg. Data last updated 24 August 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 24 August 2026.

Search for one-way flight options from Caribbean to Winnipeg. Find affordable one-way fares based on user searches. Data last updated 24 August 2026.

Find flight deals from Caribbean to Winnipeg

Round-trip from

One-way from

Popular in

Cheapest in

Average price

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 24 August 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 24 August 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?

100% Free

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 24 August 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 24 August 2026.

Last-minute flights from Caribbean to Winnipeg
Discover last-minute flight deals from Caribbean to Winnipeg. Data last updated 24 August 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 24 August 2026.