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Cheap flights from Winnipeg to Caribbean Islands from C$ 247

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Winnipeg to Caribbean Islands departing on 13/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Winnipeg to Caribbean Islands

Cheap round-trip flights

These are some of the best round-trip flight deals from Winnipeg to Caribbean Islands that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Winnipeg to Caribbean Islands.

Cheap last-minute flights

Planning a quick getaway from Winnipeg to Caribbean Islands? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Caribbean Islands, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Winnipeg to Caribbean Islands

Find recent round-trip train or bus tickets from Winnipeg to Caribbean Islands.

All round-trip flight deals to Caribbean Islands

The cheapest plane tickets to Caribbean Islands found on KAYAK recently.
7:30 a.m. - 1:42 a.m.YWG-SJU
16h 12m1 stop
12:59 a.m. - 3:10 p.m.SJU-YWG
16h 11m2 stops
C$ 463
Find Deal
Fri, 13 Dec - Tue, 17 Dec
7:30 a.m. - 1:42 a.m.YWG-SJU
16h 12m1 stop
5:08 p.m. - 4:38 p.m.SJU-YWG
25h 30m2 stops
C$ 480
Find Deal
Fri, 13 Dec - Wed, 18 Dec
5:15 p.m. - 3:38 p.m.YWG-AUA
20h 23m2 stops
4:30 p.m. - 7:35 p.m.AUA-YWG
29h 05m2 stops
C$ 488WestJet
Find Deal
Thu, 21 Nov - Wed, 27 Nov
8:00 p.m. - 3:38 p.m.YWG-AUA
17h 38m1 stop
4:30 p.m. - 9:08 a.m.AUA-YWG
18h 38m2 stops
C$ 494WestJet
Find Deal
Thu, 21 Nov - Wed, 27 Nov
5:45 p.m. - 5:10 p.m.YWG-SJU
21h 25m2 stops
3:25 p.m. - 11:30 a.m.SJU-YWG
22h 05m2 stops
C$ 577Delta
Find Deal
Wed, 20 Nov - Wed, 27 Nov
12:31 p.m. - 3:13 p.m.YWG-SJU
24h 42m1 stop
6:25 p.m. - 11:45 a.m.SJU-YWG
19h 20m2 stops
C$ 609Delta
Find Deal
Fri, 29 Nov - Fri, 6 Dec
7:45 a.m. - 11:45 p.m.YWG-PUJ
14h 00m1 stop
10:40 p.m. - 11:18 a.m.PUJ-YWG
14h 38m1 stop
C$ 636Air Canada
Find Deal
Mon, 2 Dec - Mon, 9 Dec
7:05 p.m. - 12:10 p.m.YWG-MBJ
16h 05m1 stop
2:45 p.m. - 9:57 a.m.MBJ-YWG
20h 12m1 stop
C$ 657Air Canada
Find Deal
Sun, 2 Feb - Fri, 14 Feb
8:00 a.m. - 3:45 p.m.YWG-PUJ
5h 45mdirect
5:00 p.m. - 9:25 p.m.PUJ-YWG
6h 25mdirect
C$ 1,206Sunwing Airlines
Find Deal
Wed, 25 Dec - Wed, 8 Jan
8:00 a.m. - 3:45 p.m.YWG-PUJ
5h 45mdirect
5:00 p.m. - 9:25 p.m.PUJ-YWG
6h 25mdirect
C$ 1,227Sunwing Airlines
Find Deal
Wed, 15 Jan - Wed, 22 Jan
7:30 a.m. - 1:42 a.m.YWG-SJU
16h 12m1 stop
C$ 247
Find Deal
Fri, 13 Dec
7:30 a.m. - 3:20 p.m.YWG-SJU
29h 50m1 stop
C$ 248
Find Deal
Sun, 8 Dec
12:25 p.m. - 2:57 p.m.YWG-NAS
49h 32m2 stops
C$ 266WestJet
Find Deal
Sun, 1 Dec
5:00 a.m. - 3:45 p.m.YWG-POP
8h 45m1 stop
C$ 343WestJet
Find Deal
Mon, 13 Jan
1:45 p.m. - 1:50 p.m.YWG-PLS
23h 05m1 stop
C$ 365Air Canada
Find Deal
Mon, 18 Nov
7:45 a.m. - 3:00 p.m.YWG-POP
29h 15m1 stop
C$ 370Air Canada
Find Deal
Mon, 6 Jan
4:30 p.m. - 1:08 p.m.YWG-POP
18h 38m2 stops
C$ 403United Airlines
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Thu, 9 Jan
7:00 p.m. - 12:20 p.m.YWG-POP
15h 20m1 stop
C$ 474Air Transat
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Thu, 9 Jan
6:45 p.m. - 7:00 p.m.YWG-MBJ
23h 15m1 stop
C$ 516Air Transat
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Tue, 3 Dec
4:30 p.m. - 1:08 p.m.YWG-POP
18h 38m2 stops
C$ 577United Airlines
Find Deal
Fri, 3 Jan
4:30 p.m. - 1:33 p.m.YWG-NAS
44h 03m2 stops
2:35 p.m. - 1:27 p.m.NAS-YWG
23h 52m2 stops
C$ 735United Airlines
Find Deal
Tue, 5 Nov - Tue, 12 Nov
7:00 a.m. - 4:25 p.m.YWG-NAS
8h 25m1 stop
4:00 p.m. - 9:09 p.m.NAS-YWG
30h 09m2 stops
C$ 1,042
Find Deal
Tue, 5 Nov - Tue, 12 Nov
8:15 p.m. - 12:20 p.m.YWG-POP
14h 05m1 stop
4:40 p.m. - 12:35 a.m.POP-YWG
9h 55m1 stop
C$ 1,226
Find Deal
Sat, 9 Nov - Mon, 25 Nov
5:00 a.m. - 2:57 p.m.YWG-NAS
8h 57m1 stop
3:50 p.m. - 11:26 a.m.NAS-YWG
20h 36m1 stop
C$ 1,259WestJet
Find Deal
Tue, 5 Nov - Tue, 12 Nov
8:15 p.m. - 12:20 p.m.YWG-POP
14h 05m1 stop
4:40 p.m. - 12:35 a.m.POP-YWG
9h 55m1 stop
C$ 1,259
Find Deal
Sat, 9 Nov - Thu, 28 Nov
8:15 p.m. - 12:20 p.m.YWG-POP
14h 05m1 stop
4:40 p.m. - 8:36 a.m.POP-YWG
17h 56m1 stop
C$ 1,287
Find Deal
Sat, 9 Nov - Sun, 24 Nov
8:15 p.m. - 12:20 p.m.YWG-POP
14h 05m1 stop
12:30 p.m. - 11:37 p.m.POP-YWG
13h 07m1 stop
C$ 1,446
Find Deal
Sat, 9 Nov - Tue, 26 Nov
8:15 p.m. - 12:20 p.m.YWG-POP
14h 05m1 stop
4:40 p.m. - 8:11 a.m.POP-YWG
17h 31m2 stops
C$ 1,516
Find Deal
Sat, 9 Nov - Sun, 24 Nov
8:25 p.m. - 3:45 p.m.YWG-POP
41h 20m2 stops
4:40 p.m. - 9:08 a.m.POP-YWG
18h 28m2 stops
C$ 1,537WestJet
Find Deal
Sat, 9 Nov - Thu, 28 Nov
8:15 p.m. - 12:20 p.m.YWG-POP
14h 05m1 stop
1:50 p.m. - 12:35 a.m.POP-YWG
12h 45m1 stop
C$ 1,555
Find Deal
Sat, 9 Nov - Wed, 27 Nov
8:00 a.m. - 1:27 p.m.YWG-MBJ
5h 27mdirect
2:30 p.m. - 8:25 p.m.MBJ-YWG
5h 55mdirect
C$ 566WestJet
Find Deal
Sun, 9 Mar - Sun, 23 Mar
8:00 a.m. - 2:27 p.m.YWG-MBJ
5h 27mdirect
2:30 p.m. - 8:25 p.m.MBJ-YWG
5h 55mdirect
C$ 572WestJet
Find Deal
Sat, 1 Mar - Sat, 15 Mar
8:00 a.m. - 2:31 p.m.YWG-MBJ
5h 31mdirect
3:30 p.m. - 8:25 p.m.MBJ-YWG
5h 55mdirect
C$ 580WestJet
Find Deal
Sun, 19 Jan - Sun, 2 Feb
8:00 a.m. - 2:27 p.m.YWG-MBJ
5h 27mdirect
3:30 p.m. - 8:25 p.m.MBJ-YWG
5h 55mdirect
C$ 605WestJet
Find Deal
Sun, 2 Feb - Sun, 16 Feb
8:00 a.m. - 2:27 p.m.YWG-MBJ
5h 27mdirect
3:30 p.m. - 8:25 p.m.MBJ-YWG
5h 55mdirect
C$ 611WestJet
Find Deal
Sun, 2 Feb - Sat, 15 Feb
8:00 a.m. - 2:31 p.m.YWG-MBJ
5h 31mdirect
3:30 p.m. - 8:18 p.m.MBJ-YWG
5h 48mdirect
C$ 653WestJet
Find Deal
Sat, 7 Dec - Sat, 14 Dec
8:00 a.m. - 2:31 p.m.YWG-MBJ
5h 31mdirect
3:30 p.m. - 8:18 p.m.MBJ-YWG
5h 48mdirect
C$ 685WestJet
Find Deal
Sat, 14 Dec - Sat, 28 Dec
8:00 a.m. - 2:31 p.m.YWG-MBJ
5h 31mdirect
3:30 p.m. - 8:18 p.m.MBJ-YWG
5h 48mdirect
C$ 689WestJet
Find Deal
Sat, 7 Dec - Sat, 21 Dec
8:00 a.m. - 3:45 p.m.YWG-PUJ
5h 45mdirect
5:00 p.m. - 9:25 p.m.PUJ-YWG
6h 25mdirect
C$ 1,206Sunwing Airlines
Find Deal
Wed, 25 Dec - Wed, 8 Jan
8:00 a.m. - 3:45 p.m.YWG-PUJ
5h 45mdirect
5:00 p.m. - 9:25 p.m.PUJ-YWG
6h 25mdirect
C$ 1,227Sunwing Airlines
Find Deal
Wed, 15 Jan - Wed, 22 Jan

Delta flights from Winnipeg to Caribbean Islands

Our best Delta deals on Winnipeg to Caribbean Islands flight tickets
Delta
20 Nov
YWG5:45 p.m.Winnipeg
21h 25m
2 stops
SJU5:10 p.m.San Juan Luis Munoz Marin Intl
27 Nov
SJU3:25 p.m.San Juan Luis Munoz Marin Intl
22h 05m
2 stops
YWG11:30 a.m.Winnipeg
Delta
29 Nov
YWG12:31 p.m.Winnipeg
24h 42m
1 stop
SJU3:13 p.m.San Juan Luis Munoz Marin Intl
6 Dec
SJU6:25 p.m.San Juan Luis Munoz Marin Intl
19h 20m
2 stops
YWG11:45 a.m.Winnipeg
Delta
25 Dec
YWG7:30 a.m.Winnipeg
7h 33m
1 stop
NAS4:03 p.m.Nassau Intl
1 Jan
NAS8:30 a.m.Nassau Intl
7h 40m
1 stop
YWG3:10 p.m.Winnipeg
C$ 1,067
Find similar

Sunwing Airlines flights from Winnipeg to Caribbean Islands

Our best Sunwing Airlines deals on Winnipeg to Caribbean Islands flight tickets
Sunwing Airlines
25 Dec
YWG8:00 a.m.Winnipeg
5h 45m
PUJ3:45 p.m.Punta Cana
8 Jan
PUJ5:00 p.m.Punta Cana
6h 25m
YWG9:25 p.m.Winnipeg
C$ 1,206
Find similar
Sunwing Airlines
15 Jan
YWG8:00 a.m.Winnipeg
5h 45m
PUJ3:45 p.m.Punta Cana
22 Jan
PUJ5:00 p.m.Punta Cana
6h 25m
YWG9:25 p.m.Winnipeg
C$ 1,227
Find similar
Sunwing Airlines
22 Jan
YWG8:00 a.m.Winnipeg
5h 45m
PUJ3:45 p.m.Punta Cana
29 Jan
PUJ5:00 p.m.Punta Cana
6h 25m
YWG9:25 p.m.Winnipeg
C$ 1,286
Find similar

How to get the cheapest flight ticket from Winnipeg to Caribbean Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies to Caribbean Islands from Winnipeg?

WestJet. WestJet, Air Canada, and Sunwing Airlines are the most popular carriers operating from Winnipeg to Caribbean Islands

What is the cheapest Winnipeg to Caribbean Islands flight route?

Winnipeg - San Juan Luis Munoz Marin Intl. Fly from Winnipeg to San Juan Luis Munoz Marin Intl for the best Winnipeg - Caribbean Islands flight prices

Can stopping save me money on Winnipeg to Caribbean Islands flights?

You could potentially save up to 7% on your flight if you consider stops on a Winnipeg to Caribbean Islands flight.

Cheap Winnipeg to Caribbean Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Winnipeg to Caribbean Islands

Best price found

C$ 247

Fastest flight time

5h 27m

Direct flights

Mon, Thu and Sun

Airports in Caribbean Islands

7 airports
The best one-way flight to Caribbean Islands from Winnipeg in the past 72 hours is C$ 247. The best round-trip flight deal from Winnipeg to Caribbean Islands found on momondo in the last 72 hours is C$ 463.
The fastest flight from Winnipeg to Caribbean Islands takes 5h 27m
Direct flights go from Winnipeg to Caribbean Islands on Monday, Thursday and Sunday. Airlines offering direct flights are: Sunwing Airlines and WestJet.
There are 7 airports near Caribbean Islands: Puerto Plata La Union (POP), Nassau Intl (NAS), Punta Cana (PUJ), Montego Bay Sangster Intl (MBJ), Providenciales (PLS), Oranjestad Reina Beatrix (AUA), San Juan Luis Munoz Marin Intl (SJU)

  • When did momondo last update prices for flights from Winnipeg Airport to Caribbean Islands?

    Prices for flights from Winnipeg Airport to Caribbean Islands refresh daily.

  • How many operators does momondo search for flights from Winnipeg Airport to Caribbean Islands?

  • How old do you have to be to fly from Winnipeg Airport to Caribbean Islands?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Winnipeg Airport to Caribbean Islands.

  • What documentation or ID do you need to fly to Caribbean Islands?

    The necessary travel and health documents for your Caribbean Islands trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Winnipeg to Caribbean Islands?


Best airlines flying from Winnipeg to Caribbean Islands

Compare and see reviews for airlines that fly from Winnipeg to Caribbean Islands with momondo
Airline
Rating
Free Cancellation
Price
WestJetPriceFrom C$ 360Free CancellationRating
7.3
2,803 reviews
Search WestJet flights
Air CanadaPriceFrom C$ 500Free CancellationRating
7.0
8,123 reviews
Search Air Canada flights
Sunwing AirlinesPriceFrom C$ 865Free CancellationRating
6.5
31 reviews
Search Sunwing Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Winnipeg to Caribbean Islands?

Finding the right flight to Caribbean Islands from Winnipeg is quick and easy when you have a range of options in front of you, from reputable agents and recognizable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Caribbean Islands quick and easy, saving you time and money.

Can I find flights from Winnipeg to Caribbean Islands with flexible booking policies on momondo?

Flights from Winnipeg to Caribbean Islands with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Winnipeg to Caribbean Islands?

Once you have performed a search for Winnipeg to Caribbean Islands flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Winnipeg to Caribbean Islands right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Caribbean Islands from Winnipeg. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.


An easier way to manage your Caribbean Islands trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Popular Cities in Caribbean Islands

Popular flights according to clicks in the last 7 days on momondo