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Cheap flights from Winnipeg to Caribbean from C$ 263

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 departing on 26/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult

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Find the cheapest flights from Winnipeg to Caribbean

Cheap round-trip flights

These are some of the best round-trip flight deals from Winnipeg to Caribbean 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.

Cheap last-minute flights

Planning a quick getaway from Winnipeg to Caribbean? 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, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Winnipeg to Caribbean

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

All round-trip flight deals to Caribbean

The cheapest plane tickets to Caribbean found on KAYAK recently.
8:25 p.m. - 1:57 a.m.YWG-SJU
51h 32m3 stops
7:12 p.m. - 3:10 p.m.SJU-YWG
21h 58m2 stops
C$ 431
Find Deal
Sat, 11 Jan - Sat, 18 Jan
7:00 p.m. - 2:15 p.m.YWG-SJU
17h 15m1 stop
9:15 p.m. - 3:10 p.m.SJU-YWG
19h 55m2 stops
C$ 468
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$ 477WestJet
Find Deal
Sat, 25 Jan - Sat, 1 Feb
1:00 p.m. - 7:23 p.m.YWG-MBJ
29h 23m2 stops
3:30 p.m. - 8:25 p.m.MBJ-YWG
5h 55mdirect
C$ 486WestJet
Find Deal
Mon, 10 Feb - Sat, 15 Feb
7:05 p.m. - 12:10 p.m.YWG-MBJ
16h 05m1 stop
2:45 p.m. - 10:07 a.m.MBJ-YWG
20h 22m1 stop
C$ 568Air Canada
Find Deal
Tue, 21 Jan - Wed, 29 Jan
6:05 p.m. - 12:10 p.m.YWG-MBJ
17h 05m1 stop
1:45 p.m. - 10:07 a.m.MBJ-YWG
21h 22m2 stops
C$ 576Air Canada
Find Deal
Tue, 21 Jan - Tue, 28 Jan
4:30 p.m. - 12:56 p.m.YWG-SJU
18h 26m2 stops
2:05 a.m. - 1:27 p.m.SJU-YWG
13h 22m2 stops
C$ 637United Airlines
Find Deal
Sat, 11 Jan - Fri, 17 Jan
4:30 p.m. - 1:50 p.m.YWG-AUA
43h 20m2 stops
1:50 p.m. - 3:28 p.m.AUA-YWG
26h 38m1 stop
C$ 891United Airlines
Find Deal
Tue, 4 Mar - Tue, 18 Mar
7:15 a.m. - 3:00 p.m.YWG-PUJ
5h 45mdirect
4:05 p.m. - 8:30 p.m.PUJ-YWG
6h 25mdirect
C$ 975Sunwing Airlines
Find Deal
Sun, 12 Jan - Sun, 19 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$ 1,111Sunwing Airlines
Find Deal
Wed, 22 Jan - Wed, 29 Jan
5:00 a.m. - 5:50 p.m.YWG-PUJ
10h 50m1 stop
C$ 263
Find Deal
Sun, 26 Jan
8:00 a.m. - 2:31 p.m.YWG-MBJ
5h 31mdirect
C$ 294WestJet
Find Deal
Sun, 26 Jan
1:45 p.m. - 1:45 p.m.YWG-MBJ
23h 00m1 stop
C$ 319Air Canada
Find Deal
Sun, 26 Jan
7:05 p.m. - 1:45 p.m.YWG-MBJ
17h 40m2 stops
C$ 326Air Canada
Find Deal
Sun, 26 Jan
7:30 a.m. - 1:00 p.m.YWG-PUJ
51h 30m2 stops
C$ 331
Find Deal
Sun, 26 Jan
7:30 a.m. - 12:10 p.m.YWG-MBJ
27h 40m3 stops
C$ 334
Find Deal
Sun, 26 Jan
8:00 p.m. - 1:00 p.m.YWG-PUJ
39h 00m3 stops
C$ 350
Find Deal
Sun, 26 Jan
5:30 p.m. - 11:42 a.m.YWG-MBJ
18h 12m2 stops
C$ 437WestJet
Find Deal
Thu, 22 May
5:00 a.m. - 12:23 a.m.YWG-SDQ
17h 23m2 stops
C$ 1,000Delta
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Sun, 29 Dec
5:00 a.m. - 12:23 a.m.YWG-SDQ
17h 23m2 stops
C$ 1,004Delta
Find Deal
Sun, 29 Dec
8:00 a.m. - 2:31 p.m.YWG-MBJ
5h 31mdirect
8:25 p.m. - 12:44 a.m.MBJ-YWG
29h 19m2 stops
C$ 1,294WestJet
Find Deal
Sat, 21 Dec - Tue, 31 Dec
8:00 a.m. - 2:31 p.m.YWG-MBJ
5h 31mdirect
2:55 p.m. - 11:25 a.m.MBJ-YWG
21h 30m1 stop
C$ 1,360WestJet
Find Deal
Sat, 21 Dec - Tue, 31 Dec
4:30 p.m. - 2:00 p.m.YWG-MBJ
44h 30m2 stops
2:48 p.m. - 3:28 p.m.MBJ-YWG
25h 40m1 stop
C$ 1,650United Airlines
Find Deal
Sat, 21 Dec - Tue, 31 Dec
7:05 p.m. - 1:45 p.m.YWG-MBJ
17h 40m2 stops
1:45 p.m. - 8:28 a.m.MBJ-YWG
19h 43m1 stop
C$ 2,030Air Canada
Find Deal
Sat, 21 Dec - Tue, 31 Dec
7:05 p.m. - 1:45 p.m.YWG-MBJ
17h 40m2 stops
1:45 p.m. - 9:57 a.m.MBJ-YWG
21h 12m2 stops
C$ 2,111Air Canada
Find Deal
Sat, 21 Dec - Tue, 31 Dec
1:45 p.m. - 1:45 p.m.YWG-MBJ
23h 00m1 stop
1:45 p.m. - 11:18 a.m.MBJ-YWG
22h 33m1 stop
C$ 2,131Air Canada
Find Deal
Sat, 21 Dec - Tue, 31 Dec
6:55 a.m. - 8:51 p.m.YWG-MBJ
12h 56m2 stops
3:05 p.m. - 11:43 p.m.MBJ-YWG
9h 38m1 stop
C$ 2,778Delta
Find Deal
Sat, 21 Dec - Sat, 28 Dec
6:55 a.m. - 8:51 p.m.YWG-MBJ
12h 56m2 stops
8:00 a.m. - 12:35 a.m.MBJ-YWG
17h 35m2 stops
C$ 2,785Delta
Find Deal
Sat, 21 Dec - Sat, 28 Dec
12:42 p.m. - 2:40 p.m.YWG-MBJ
24h 58m1 stop
3:05 p.m. - 4:54 p.m.MBJ-YWG
26h 49m1 stop
C$ 3,052Delta
Find Deal
Sat, 21 Dec - Sat, 28 Dec
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$ 477WestJet
Find Deal
Sat, 25 Jan - Sat, 1 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$ 511WestJet
Find Deal
Sun, 19 Jan - Sat, 25 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$ 530WestJet
Find Deal
Sun, 19 Jan - Sat, 1 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$ 544WestJet
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$ 553WestJet
Find Deal
Sun, 2 Feb - Sun, 16 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$ 558WestJet
Find Deal
Sun, 19 Jan - Sun, 2 Feb
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$ 710WestJet
Find Deal
Sat, 15 Mar - Sat, 22 Mar
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$ 876WestJet
Find Deal
Sat, 11 Jan - Sat, 18 Jan
7:15 a.m. - 3:00 p.m.YWG-PUJ
5h 45mdirect
4:05 p.m. - 8:30 p.m.PUJ-YWG
6h 25mdirect
C$ 975Sunwing Airlines
Find Deal
Sun, 12 Jan - Sun, 19 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$ 1,111Sunwing Airlines
Find Deal
Wed, 22 Jan - Wed, 29 Jan

United Airlines flights from Winnipeg to Caribbean

Our best United Airlines deals on Winnipeg to Caribbean flight tickets
United Airlines
11 Jan
YWG4:30 p.m.Winnipeg
18h 26m
2 stops
SJU12:56 p.m.San Juan Luis Munoz Marin Intl
17 Jan
SJU2:05 a.m.San Juan Luis Munoz Marin Intl
13h 22m
2 stops
YWG1:27 p.m.Winnipeg
United Airlines
4 Mar
YWG4:30 p.m.Winnipeg
43h 20m
2 stops
AUA1:50 p.m.Oranjestad Reina Beatrix
18 Mar
AUA1:50 p.m.Oranjestad Reina Beatrix
26h 38m
1 stop
YWG3:28 p.m.Winnipeg
United Airlines
4 Mar
YWG2:15 p.m.Winnipeg
23h 45m
2 stops
AUA4:00 p.m.Oranjestad Reina Beatrix
18 Mar
AUA4:50 p.m.Oranjestad Reina Beatrix
21h 37m
2 stops
YWG1:27 p.m.Winnipeg

Air Canada flights from Winnipeg to Caribbean

Our best Air Canada deals on Winnipeg to Caribbean flight tickets
Air Canada
21 Jan
YWG7:05 p.m.Winnipeg
16h 05m
1 stop
MBJ12:10 p.m.Montego Bay Sangster Intl
29 Jan
MBJ2:45 p.m.Montego Bay Sangster Intl
20h 22m
1 stop
YWG10:07 a.m.Winnipeg
Air Canada
21 Jan
YWG6:05 p.m.Winnipeg
17h 05m
1 stop
MBJ12:10 p.m.Montego Bay Sangster Intl
28 Jan
MBJ1:45 p.m.Montego Bay Sangster Intl
21h 22m
2 stops
YWG10:07 a.m.Winnipeg
Air Canada
18 Jan
YWG7:05 p.m.Winnipeg
16h 05m
1 stop
MBJ12:10 p.m.Montego Bay Sangster Intl
27 Jan
MBJ2:45 p.m.Montego Bay Sangster Intl
20h 22m
1 stop
YWG10:07 a.m.Winnipeg

See travel insights to Caribbean from

How to get the cheapest flight ticket from Winnipeg to Caribbean

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?

In general, September is the cheapest month to fly from Winnipeg to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 733. If you don’t want to visit Caribbean in September, then you should wait until June to fly from Winnipeg, when ticket prices are also cheap, with an average price of C$ 766.

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

On average, the least expensive day to fly to Caribbean from Winnipeg is on a Monday. momondo users have found tickets for Monday departures for as low as C$ 815. However, this price may fluctuate depending on the airline, the season, and holidays. 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 on Sunday is C$ 994.

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

Our data shows that the cheapest Winnipeg to Caribbean flights are usually those with departure times in the afternoon. Our users have found flights to Caribbean in the afternoon for as low as C$ 818. In the morning is when there is more demand to fly to Caribbean, so prices are often more expensive at around C$ 927 per ticket.

What is the cheapest Winnipeg to Caribbean flight route?

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

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

In general, most travellers find the cheapest time to book a flight to Caribbean is about 50 days prior to their departure date, when tickets on average are C$ 881. However, in the past 72 hours, people saw flights from Winnipeg for as low as C$ 802.

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

There are 1 cabin classes available to choose from on Winnipeg to Caribbean 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 flights?

You could potentially save up to 19% on your flight if you consider stops on a Winnipeg to Caribbean flight.

Cheap Winnipeg to Caribbean flight deals and tips

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

Best price found

C$ 263

Fastest flight time

5h 27m

Direct flights

Mon, Thu and Sun

Airports in Caribbean

7 airports
The best one-way flight to Caribbean from Winnipeg in the past 72 hours is C$ 263. The best round-trip flight deal from Winnipeg to Caribbean found on momondo in the last 72 hours is C$ 431.
The fastest flight from Winnipeg to Caribbean takes 5h 27m
Direct flights go from Winnipeg to Caribbean on Monday, Thursday and Sunday. Airlines offering direct flights are: Sunwing Airlines and WestJet.
There are 7 airports near Caribbean: Kingston Norman Manley (KIN), Santo Domingo Las Americas (SDQ), Punta Cana (PUJ), Montego Bay Sangster Intl (MBJ), Providenciales (PLS), Simpson Bay Princess Juliana (SXM), San Juan Luis Munoz Marin Intl (SJU)

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

    Prices for flights from Winnipeg Airport to Caribbean were last updated today.

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Winnipeg Airport to Caribbean.

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

    The necessary travel and health documents for your Caribbean 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?


Best airlines flying from Winnipeg to Caribbean

Compare and see reviews for airlines that fly from Winnipeg to Caribbean with momondo
Airline
Rating
Free Cancellation
Price
WestJetPriceFrom C$ 432Free CancellationRating
7.2
2,818 reviews
Search WestJet flights
United AirlinesPriceFrom C$ 486Free CancellationRating
7.4
9,059 reviews
Search United Airlines flights
Air CanadaPriceFrom C$ 523Free CancellationRating
7.0
8,382 reviews
Search Air Canada flights
Sunwing AirlinesPriceFrom C$ 732Free 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?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Caribbean from Winnipeg.

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

Flights from Winnipeg to Caribbean 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?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Caribbean from Winnipeg.

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

If you are simply researching potential flights to Caribbean, momondo offers a useful price alert feature which will track prices for flights to Caribbean from Winnipeg and alert you when they change.


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Popular Cities in Caribbean

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