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Cheap flights from Winnipeg to Caribbean Islands from C$ 251

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 21/4. 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.
5:00 a.m. - 2:05 p.m.YWG-SJU
31h 05m1 stop
2:27 p.m. - 11:22 a.m.SJU-YWG
22h 55m2 stops
C$ 477
Find Deal
Sat, 1 Feb - Fri, 28 Feb
6:15 p.m. - 7:23 p.m.YWG-MBJ
24h 08m2 stops
3:30 p.m. - 8:25 p.m.MBJ-YWG
5h 55mdirect
C$ 484WestJet
Find Deal
Mon, 10 Feb - Sat, 15 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$ 487WestJet
Find Deal
Sat, 1 Feb - Sat, 8 Feb
4:30 p.m. - 12:56 p.m.YWG-SJU
18h 26m2 stops
2:05 a.m. - 3:28 p.m.SJU-YWG
15h 23m2 stops
C$ 532United Airlines
Find Deal
Sat, 1 Feb - Thu, 27 Feb
6:45 a.m. - 12:10 p.m.YWG-MBJ
52h 25m2 stops
2:45 p.m. - 10:07 a.m.MBJ-YWG
20h 22m1 stop
C$ 605Air Canada
Find Deal
Sat, 25 Jan - Sun, 16 Feb
6:45 a.m. - 12:10 p.m.YWG-MBJ
28h 25m2 stops
1:45 p.m. - 11:18 a.m.MBJ-YWG
22h 33m1 stop
C$ 609Air Canada
Find Deal
Sat, 11 Jan - Wed, 22 Jan
2:20 p.m. - 11:54 p.m.YWG-SJU
8h 34m1 stop
1:05 a.m. - 8:52 p.m.SJU-YWG
20h 47m2 stops
C$ 780United Airlines
Find Deal
Mon, 14 Apr - Sun, 27 Apr
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$ 956Sunwing Airlines
Find Deal
Wed, 22 Jan - Wed, 29 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$ 1,046Sunwing Airlines
Find Deal
Wed, 15 Jan - Wed, 22 Jan
6:20 a.m. - 3:39 p.m.YWG-POP
31h 19m2 stops
4:55 p.m. - 5:35 p.m.POP-YWG
26h 40m2 stops
C$ 1,787Delta
Find Deal
Sat, 15 Feb - Sat, 22 Feb
5:15 p.m. - 12:48 p.m.YWG-MBJ
19h 33m2 stops
C$ 251WestJet
Find Deal
Mon, 21 Apr
8:00 p.m. - 12:48 p.m.YWG-MBJ
16h 48m1 stop
C$ 256WestJet
Find Deal
Mon, 21 Apr
7:00 p.m. - 3:30 p.m.YWG-PUJ
18h 30m1 stop
C$ 273
Find Deal
Wed, 5 Feb
4:25 p.m. - 12:48 p.m.YWG-MBJ
44h 23m2 stops
C$ 283WestJet
Find Deal
Sun, 20 Apr
8:25 p.m. - 1:48 p.m.YWG-MBJ
40h 23m2 stops
C$ 308WestJet
Find Deal
Tue, 4 Feb
8:25 p.m. - 3:30 p.m.YWG-PUJ
17h 05m2 stops
C$ 335
Find Deal
Wed, 5 Feb
4:30 p.m. - 12:47 p.m.YWG-SJU
18h 17m2 stops
C$ 349United Airlines
Find Deal
Tue, 4 Feb
7:30 a.m. - 11:46 p.m.YWG-SJU
14h 16m1 stop
C$ 359Delta
Find Deal
Tue, 4 Feb
7:05 p.m. - 11:45 p.m.YWG-PUJ
26h 40m2 stops
C$ 397Air Canada
Find Deal
Sun, 5 Jan
4:30 p.m. - 1:08 p.m.YWG-POP
18h 38m2 stops
C$ 443United Airlines
Find Deal
Sun, 19 Jan
8:00 p.m. - 3:45 p.m.YWG-POP
17h 45m1 stop
4:40 p.m. - 3:34 p.m.POP-YWG
24h 54m2 stops
C$ 1,375WestJet
Find Deal
Wed, 25 Dec - Wed, 1 Jan
12:20 p.m. - 3:45 p.m.YWG-POP
25h 25m1 stop
4:40 p.m. - 12:35 a.m.POP-YWG
9h 55m1 stop
C$ 1,377WestJet
Find Deal
Wed, 25 Dec - Wed, 1 Jan
6:25 p.m. - 3:45 p.m.YWG-POP
19h 20m2 stops
4:40 p.m. - 5:35 p.m.POP-YWG
26h 55m2 stops
C$ 1,451WestJet
Find Deal
Wed, 25 Dec - Wed, 1 Jan
8:25 p.m. - 3:45 p.m.YWG-POP
17h 20m2 stops
1:20 p.m. - 6:04 p.m.POP-YWG
30h 44m3 stops
C$ 1,864
Find Deal
Wed, 25 Dec - Wed, 1 Jan
2:15 p.m. - 2:00 p.m.YWG-MBJ
22h 45m2 stops
2:48 p.m. - 8:28 a.m.MBJ-YWG
18h 40m2 stops
C$ 2,362United Airlines
Find Deal
Fri, 27 Dec - Thu, 2 Jan
8:45 a.m. - 7:29 p.m.YWG-MBJ
33h 44m2 stops
2:55 p.m. - 12:35 a.m.MBJ-YWG
10h 40m1 stop
C$ 2,497WestJet
Find Deal
Fri, 27 Dec - Thu, 2 Jan
11:35 a.m. - 3:45 p.m.YWG-POP
26h 10m3 stops
1:20 p.m. - 6:04 p.m.POP-YWG
30h 44m3 stops
C$ 2,592
Find Deal
Wed, 25 Dec - Wed, 1 Jan
8:00 p.m. - 7:29 p.m.YWG-MBJ
22h 29m1 stop
2:55 p.m. - 12:35 a.m.MBJ-YWG
10h 40m1 stop
C$ 2,789WestJet
Find Deal
Fri, 27 Dec - Thu, 2 Jan
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$ 487WestJet
Find Deal
Sat, 1 Feb - Sat, 8 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$ 529WestJet
Find Deal
Sat, 11 Jan - Sat, 25 Jan
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$ 537WestJet
Find Deal
Sun, 19 Jan - Sun, 26 Jan
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$ 545WestJet
Find Deal
Sat, 1 Feb - Sat, 22 Feb
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$ 546WestJet
Find Deal
Sat, 25 Jan - Sun, 16 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$ 668WestJet
Find Deal
Sat, 11 Jan - Sat, 18 Jan
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$ 823WestJet
Find Deal
Sat, 25 Jan - Sat, 1 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$ 956Sunwing Airlines
Find Deal
Wed, 22 Jan - Wed, 29 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$ 1,046Sunwing Airlines
Find Deal
Wed, 15 Jan - Wed, 22 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$ 1,086Sunwing Airlines
Find Deal
Wed, 26 Feb - Wed, 5 Mar

United Airlines flights from Winnipeg to Caribbean Islands

Our best United Airlines deals on Winnipeg to Caribbean Islands flight tickets
United Airlines
1 Feb
YWG4:30 p.m.Winnipeg
18h 26m
2 stops
SJU12:56 p.m.San Juan Luis Munoz Marin Intl
27 Feb
SJU2:05 a.m.San Juan Luis Munoz Marin Intl
15h 23m
2 stops
YWG3:28 p.m.Winnipeg
United Airlines
14 Apr
YWG2:20 p.m.Winnipeg
8h 34m
1 stop
SJU11:54 p.m.San Juan Luis Munoz Marin Intl
27 Apr
SJU1:05 a.m.San Juan Luis Munoz Marin Intl
20h 47m
2 stops
YWG8:52 p.m.Winnipeg
United Airlines
2 Feb
YWG4:30 p.m.Winnipeg
11h 42m
2 stops
SJU6:12 a.m.San Juan Luis Munoz Marin Intl
10 Feb
SJU8:10 a.m.San Juan Luis Munoz Marin Intl
26h 13m
2 stops
YWG8:23 a.m.Winnipeg

Air Canada flights from Winnipeg to Caribbean Islands

Our best Air Canada deals on Winnipeg to Caribbean Islands flight tickets
Air Canada
25 Jan
YWG6:45 a.m.Winnipeg
52h 25m
2 stops
MBJ12:10 p.m.Montego Bay Sangster Intl
16 Feb
MBJ2:45 p.m.Montego Bay Sangster Intl
20h 22m
1 stop
YWG10:07 a.m.Winnipeg
Air Canada
11 Jan
YWG6:45 a.m.Winnipeg
28h 25m
2 stops
MBJ12:10 p.m.Montego Bay Sangster Intl
22 Jan
MBJ1:45 p.m.Montego Bay Sangster Intl
22h 33m
1 stop
YWG11:18 a.m.Winnipeg
Air Canada
29 Mar
YWG7:05 p.m.Winnipeg
17h 15m
2 stops
SJU1:20 p.m.San Juan Luis Munoz Marin Intl
12 Apr
SJU3:00 p.m.San Juan Luis Munoz Marin Intl
18h 22m
1 stop
YWG8:22 a.m.Winnipeg

See travel insights to Caribbean Islands from

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 month to fly to Caribbean Islands?

In general, September is the cheapest month to fly from Winnipeg to Caribbean Islands. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 737. If you aren’t able to travel to Caribbean Islands during the month of September, then flying in June is also cheap. Prices for this month can be found on momondo for an average of C$ 776.

What is the cheapest day to depart on your flight to Caribbean Islands?

The cheapest day to depart from Winnipeg to Caribbean Islands is on a Monday when prices can be found for as low as C$ 820. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Caribbean Islands on Sunday is C$ 1,000.

What is the cheapest time of day to depart on your flight to Caribbean Islands?

According to our data, the cheapest time of day to fly to Caribbean Islands is in the afternoon. momondo users have found flights departing from Winnipeg to Caribbean Islands in the afternoon for as low as C$ 823. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights in the morning are often more expensive with an average ticket price of C$ 933.

What is the cheapest Winnipeg to Caribbean Islands flight route?

Fly from Winnipeg to Montego Bay Sangster Intl for the best Winnipeg - Caribbean Islands flight prices

How far in advance should I book a flight to Caribbean Islands?

The ideal time to book your flight to Caribbean Islands is 50 days in advance, when prices tend to average C$ 883. Don’t hesitate to check prices now though, because momondo users recently found tickets for as low as C$ 811.

What cabin class options are available on Winnipeg to Caribbean Islands flights?

There are 1 cabin classes available to choose from on Winnipeg to Caribbean Islands flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

You could potentially save up to 1% 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$ 251

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$ 251. The best round-trip flight deal from Winnipeg to Caribbean Islands found on momondo in the last 72 hours is C$ 477.
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), Montego Bay Sangster Intl (MBJ), Punta Cana (PUJ), Providenciales (PLS), Simpson Bay Princess Juliana (SXM), 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$ 435Free CancellationRating
7.2
2,812 reviews
Search WestJet flights
United AirlinesPriceFrom C$ 489Free CancellationRating
7.4
9,028 reviews
Search United Airlines flights
Air CanadaPriceFrom C$ 526Free CancellationRating
7.0
8,413 reviews
Search Air Canada flights
Sunwing AirlinesPriceFrom C$ 736Free CancellationRating
6.4
33 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

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Popular Cities in Caribbean Islands

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