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Cheap flights from Winnipeg to Caribbean Islands from C$ 266

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 1/2. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SJU
28 Dec — 4 Jan1
1 adult

Cheap flight deals from Winnipeg to Caribbean Islands

Discover tips and strategies to find the most affordable flight options for your journey from Winnipeg (YWG) to Caribbean Islands (zzEPX). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 23 December 2024.

Round-trip from

C$ 532

One-way from

C$ 273
21/1-28/1
  • 21/1-28/1
  • 3 total stops
  • 58h 58m total
  • Winnipeg to Caribbean Islands
5/2
  • 5/2
  • 1 total stop
  • 18h 30m total
  • Winnipeg to Caribbean Islands

Find flight deals from Winnipeg to Caribbean Islands

Cheapest flights from Winnipeg to Caribbean Islands
Explore the most affordable flight options available from Winnipeg to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 23 December 2024.

Mon 30/127:45 a.m.YWG - PUJ
1 stop14h 00mAir Canada
Wed 8/13:20 p.m.PUJ - YWG
1 stop20h 47mAir Canada
Deal found 23/12C$ 652
Mon 30/128:00 p.m.YWG - POP
1 stop17h 45mWestJet
Mon 13/14:40 p.m.POP - YWG
1 stop28h 30mWestJet
Deal found 22/12C$ 858
Tue 31/127:00 p.m.YWG - POP
1 stop15h 20mMultiple Airlines
Wed 15/14:40 p.m.POP - YWG
1 stop9h 55mMultiple Airlines
Deal found 22/12C$ 937
Sun 29/125:00 a.m.YWG - PUJ
1 stop12h 15mAir Transat
Wed 8/18:35 p.m.PUJ - YWG
1 stop16h 10mAir Transat
Deal found 22/12C$ 971
Sun 29/125:00 a.m.YWG - PUJ
1 stop12h 15mMultiple Airlines
Tue 7/14:30 p.m.PUJ - YWG
1 stop28h 40mMultiple Airlines
Deal found 22/12C$ 1,012
Tue 31/127:00 p.m.YWG - POP
1 stop15h 20mAir Transat
Sun 12/11:50 p.m.POP - YWG
1 stop11h 50mAir Transat
Deal found 22/12C$ 1,032
Mon 30/125:55 p.m.YWG - POP
1 stop16h 30mAir Canada
Tue 14/14:00 p.m.POP - YWG
2 stops29h 58mAir Canada
Deal found 22/12C$ 1,050
Sat 28/128:15 p.m.YWG - MBJ
2 stops16h 15mMultiple Airlines
Fri 3/12:38 p.m.MBJ - YWG
3 stops29h 52mMultiple Airlines
Deal found 22/12C$ 1,608
Sat 28/1212:20 p.m.YWG - PUJ
1 stop21h 44mWestJet
Wed 8/15:00 p.m.PUJ - YWG
2 stops20h 35mWestJet
Deal found 22/12C$ 2,069
Fri 27/125:44 p.m.YWG - PLS
1 stop19h 51mDelta
Sat 4/14:00 p.m.PLS - YWG
1 stop20h 52mDelta
Deal found 23/12C$ 2,088
Fri 27/125:00 a.m.YWG - PLS
1 stop7h 37mWestJet
Sat 4/12:40 p.m.PLS - YWG
2 stops33h 40mWestJet
Deal found 23/12C$ 2,131
Fri 27/122:15 p.m.YWG - MBJ
2 stops22h 45mUnited Airlines
Thu 2/15:18 p.m.MBJ - YWG
2 stops21h 09mUnited Airlines
Deal found 22/12C$ 2,361

Find flights from Winnipeg to Caribbean Islands within your budget

Customize your flight search to find flights from Winnipeg to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 23 December 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Tue 21/1

7:30 a.m.-4:07 p.m.

1 stop30h 37m

San Juan Luis Munoz Marin Intl

Tue 28/1

4:49 p.m.-7:10 p.m.

2 stops28h 21m

C$ 532

WinnipegPunta Cana

YWG - PUJ

YWGPUJ

Winnipeg

Fri 14/3

5:00 a.m.-11:50 p.m.

1 stop17h 50m

Punta Cana

Sun 23/3

7:05 a.m.-12:34 a.m.

1 stop18h 29m

C$ 570

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Sat 1/2

5:00 a.m.-7:23 p.m.

1 stop13h 23m

Montego Bay Sangster Intl

Sat 8/2

3:30 p.m.-8:25 p.m.

Nonstop5h 55m

C$ 576

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Tue 21/1

7:05 p.m.-10:22 p.m.

2 stops25h 17m

San Juan Luis Munoz Marin Intl

Tue 28/1

7:35 p.m.-1:58 p.m.

2 stops20h 23m

C$ 619

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Sun 2/2

6:45 a.m.-12:10 p.m.

2 stops52h 25m

Montego Bay Sangster Intl

Sun 16/2

2:45 p.m.-10:07 a.m.

1 stop20h 22m

C$ 634

WinnipegPunta Cana

YWG - PUJ

YWGPUJ

Winnipeg

Wed 22/1

7:45 a.m.-10:00 p.m.

2 stops12h 15m

Punta Cana

Wed 29/1

3:20 p.m.-10:07 a.m.

1 stop20h 47m

C$ 637

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Tue 21/1

4:30 p.m.-12:47 p.m.

2 stops18h 17m

San Juan Luis Munoz Marin Intl

Mon 27/1

2:05 a.m.-1:27 p.m.

2 stops13h 22m

C$ 661

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Sat 1/2

5:00 a.m.-12:10 p.m.

3 stops30h 10m

Montego Bay Sangster Intl

Sat 8/2

3:30 p.m.-8:25 p.m.

Nonstop5h 55m

C$ 667

WinnipegNassau

YWG - NAS

YWGNAS

Winnipeg

Sat 18/1

5:00 a.m.-2:57 p.m.

1 stop8h 57m

Nassau Intl

Sat 1/2

6:25 p.m.-7:09 p.m.

1 stop25h 44m

C$ 691

WinnipegOranjestad

YWG - AUA

YWGAUA

Winnipeg

Mon 13/1

8:00 p.m.-3:38 p.m.

1 stop17h 38m

Oranjestad Reina Beatrix

Thu 23/1

4:30 p.m.-12:35 a.m.

1 stop10h 05m

C$ 723

Flights are sorted by cheapest round-trip flights first.

Deals found on 23/12

Showing 1-10 of 38 results
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Best time to book a flight from Winnipeg to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Winnipeg with our price prediction graph.
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.

Travel insights for flights from Winnipeg to Caribbean Islands

Get recent, data-driven insights about flights from Winnipeg to Caribbean Islands including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Winnipeg to Caribbean Islands?

Currently, April is the cheapest month in which you can book a flight from Winnipeg to Caribbean Islands (average of C$ 254). Flying from Winnipeg to Caribbean Islands in May is currently the most expensive (average of C$ 580). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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

Find hourly flight availability from Winnipeg to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 23 December 2024.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Winnipeg to Caribbean Islands as you normally would.

Rainfall in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean Islands ranges from 40.0 - 180.0 mm per month. October is typically the wettest month, when rainfall can reach 180.0 mm. February is typically the driest time to visit Caribbean Islands when rainfall is around 40.0 mm.

Temperature in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean Islands, 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 28.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 25.0 C).

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated 23 December 2024.
To help decide which airline to fly from Winnipeg to Caribbean Islands, see what other customers have to say about United Airlines, Air Canada and WestJet. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
8.0
Very good
8,588 reviews

Comfort

8.0

Entertainment

7.9

Overall

8.0

Crew

8.6

Boarding

8.2

Food

7.3

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

8.0
Very good
8,588 reviews
8.0
Very good
8,588 reviews

Comfort

8.0

Entertainment

7.9

Overall

8.0

Crew

8.6

Boarding

8.2

Food

7.3

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

7.8
Good
386 reviews
8.0
Very good
8,588 reviews

Comfort

8.0

Entertainment

7.9

Overall

8.0

Crew

8.6

Boarding

8.2

Food

7.3

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

7.4
Good
9,022 reviews
8.0
Very good
8,588 reviews

Comfort

8.0

Entertainment

7.9

Overall

8.0

Crew

8.6

Boarding

8.2

Food

7.3

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

7.3
Good
2,816 reviews
8.0
Very good
8,588 reviews

Comfort

8.0

Entertainment

7.9

Overall

8.0

Crew

8.6

Boarding

8.2

Food

7.3

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

7.0
Good
8,421 reviews
8.0
Very good
8,588 reviews

Comfort

8.0

Entertainment

7.9

Overall

8.0

Crew

8.6

Boarding

8.2

Food

7.3

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly from for flights from Winnipeg to Caribbean Islands?

    If you book a flight to Caribbean Islands from Winnipeg, you will be flying from Winnipeg, which is the city’s only airport. Winnipeg (YWG) is located 7.3 km from the centre of Winnipeg.

  • What are the cheapest airlines to fly from Winnipeg to Caribbean Islands one-way?

    One-way options have recently been found by users for as low as C$ 306 on WestJet. Other airlines that offer cheap prices include Air Canada from C$ 315 and United Airlines from C$ 450 one-way.

  • What are the most popular routes from Winnipeg to Caribbean Islands?

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

    Yes. In addition to deals on Winnipeg to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Winnipeg to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Winnipeg to Caribbean Islands.

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

    Yes. Cheapflights offers flight deals from Winnipeg to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Winnipeg to Caribbean Islands?

    Currently, April is the cheapest month in which you can book a flight from Winnipeg to Caribbean Islands (average of C$ 254). Flying from Winnipeg to Caribbean Islands in May is currently the most expensive (average of C$ 580). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Winnipeg to Caribbean Islands

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

Top 4 airlines flying from Winnipeg to Caribbean Islands

Discover the top 4 airlines that operate flights from Winnipeg to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 23 December 2024.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 435AverageC$ 835FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 489AverageC$ 853FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 526AverageC$ 869FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
Sunwing AirlinesCheapestC$ 736AverageC$ 1,238FlexibilityNo cancel feeOn-timeN/A
Search Sunwing Airlines flights

Fly with Cheapflights

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

When you search for this flight from Winnipeg to Caribbean Islands, 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 Winnipeg to Caribbean Islands?

Cheapflights helps you find that perfect flight to Caribbean Islands from Winnipeg by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

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

Need flexible booking options for your flight to Caribbean Islands from Winnipeg? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

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

Yes! Start tracking prices for Winnipeg to Caribbean Islands flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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