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Cheap flights from Winnipeg to Caribbean from C$ 525

This is the cheapest round-trip 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. Click the price to replicate the search for this deal.
YWG — SJU
7 Jun — 14 Jun1
1 adult
Fri 7/6
Fri 14/6

What is the cheapest month to fly from Winnipeg to Caribbean?

April is one of the best times of the year to fly to Caribbean from Winnipeg. Prices for April average C$ 706 per person but you can even find prices for as low as C$ 402. The most expensive prices can be found in the month of December. Opting for a April flight can save you 30% on your journey compared to booking in December

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

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

Cheap Delta flights from Winnipeg to Caribbean

Explore cheap flight options specifically provided by Delta for the route between Winnipeg and Caribbean. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 425,928 searches. Data last updated 2 June 2024.
Tue 9/76:55 a.m.YWG - GCM
2 stops28h 35mDelta
Tue 16/712:50 p.m.GCM - YWG
2 stops34h 38mDelta
Deal found 31/5C$ 616
Fri 14/612:26 p.m.YWG - SDQ
2 stops35h 44mDelta
Wed 19/62:05 p.m.SDQ - YWG
2 stops34h 24mDelta
Deal found 31/5C$ 743
Sun 11/89:30 a.m.YWG - PLS
2 stops50h 57mDelta
Mon 26/82:52 p.m.PLS - YWG
2 stops23h 47mDelta
Deal found 31/5C$ 754
Thu 14/115:38 p.m.YWG - AUA
2 stops19h 37mDelta
Sun 17/114:30 p.m.AUA - YWG
1 stop24h 22mDelta
Deal found 31/5C$ 940
Thu 14/115:38 p.m.YWG - AUA
2 stops19h 37mDelta
Sun 17/113:15 p.m.AUA - YWG
2 stops25h 37mDelta
Deal found 31/5C$ 965
Mon 1/78:00 a.m.YWG - PLS
1 stop28h 37mDelta
Thu 4/73:02 p.m.PLS - YWG
1 stop25h 20mDelta
Deal found 31/5C$ 1,399

Cheap Air Canada flights from Winnipeg to Caribbean

Explore cheap flight options specifically provided by Air Canada for the route between Winnipeg and Caribbean. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 425,928 searches. Data last updated 2 June 2024.
Sun 8/94:10 p.m.YWG - NAS
2 stops42h 20mAir Canada
Tue 17/912:30 p.m.NAS - YWG
1 stop21h 24mAir Canada
Deal found 1/6C$ 525
Fri 14/66:40 p.m.YWG - PUJ
1 stop17h 15mAir Canada
Wed 19/62:00 p.m.PUJ - YWG
1 stop19h 52mAir Canada
Deal found 31/5C$ 555
Sun 30/64:10 p.m.YWG - PUJ
2 stops43h 45mAir Canada
Mon 8/72:00 p.m.PUJ - YWG
1 stop19h 52mAir Canada
Deal found 31/5C$ 608
Fri 14/611:05 a.m.YWG - PUJ
2 stops24h 50mAir Canada
Wed 19/62:00 p.m.PUJ - YWG
1 stop19h 52mAir Canada
Deal found 31/5C$ 628
Tue 16/77:30 a.m.YWG - PUJ
1 stop28h 25mAir Canada
Tue 23/72:00 p.m.PUJ - YWG
1 stop19h 52mAir Canada
Deal found 30/5C$ 639
Tue 16/74:55 p.m.YWG - PUJ
1 stop19h 00mAir Canada
Tue 23/72:00 p.m.PUJ - YWG
2 stops30h 11mAir Canada
Deal found 30/5C$ 668
Sun 30/66:40 p.m.YWG - PUJ
1 stop17h 15mAir Canada
Mon 8/72:00 p.m.PUJ - YWG
1 stop19h 52mAir Canada
Deal found 31/5C$ 683
Tue 25/64:55 p.m.YWG - PUJ
1 stop19h 00mAir Canada
Mon 1/72:00 p.m.PUJ - YWG
1 stop19h 52mAir Canada
Deal found 1/6C$ 702
Mon 24/69:50 a.m.YWG - PUJ
1 stop26h 05mAir Canada
Mon 1/72:00 p.m.PUJ - YWG
1 stop19h 52mAir Canada
Deal found 1/6C$ 758

Cheap Winnipeg to Caribbean flights in June & July 2024

Find cheap flight options from Winnipeg to Caribbean specifically for the months of June and July 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 425,928 searches. Prices were last updated on 2 June 2024.
Fri 14/66:40 p.m.YWG - PUJ
1 stop17h 15mAir Canada
Wed 19/62:00 p.m.PUJ - YWG
1 stop19h 52mAir Canada
Deal found 31/5C$ 555
Sun 30/64:10 p.m.YWG - PUJ
2 stops43h 45mAir Canada
Mon 8/72:00 p.m.PUJ - YWG
1 stop19h 52mAir Canada
Deal found 31/5C$ 608
Fri 14/611:05 a.m.YWG - PUJ
2 stops24h 50mAir Canada
Wed 19/62:00 p.m.PUJ - YWG
1 stop19h 52mAir Canada
Deal found 31/5C$ 628
Sun 30/66:40 p.m.YWG - PUJ
1 stop17h 15mAir Canada
Mon 8/72:00 p.m.PUJ - YWG
1 stop19h 52mAir Canada
Deal found 31/5C$ 683
Tue 25/64:55 p.m.YWG - PUJ
1 stop19h 00mAir Canada
Mon 1/72:00 p.m.PUJ - YWG
1 stop19h 52mAir Canada
Deal found 1/6C$ 702
Fri 14/68:00 a.m.YWG - PUJ
3 stops31h 41mMultiple Airlines
Wed 19/62:00 p.m.PUJ - YWG
1 stop20h 47mMultiple Airlines
Deal found 31/5C$ 728
Fri 14/62:18 p.m.YWG - PLS
1 stop22h 35mUnited Airlines
Mon 17/61:05 p.m.PLS - YWG
2 stops27h 24mUnited Airlines
Deal found 31/5C$ 737
Mon 24/69:50 a.m.YWG - PUJ
1 stop26h 05mAir Canada
Mon 1/72:00 p.m.PUJ - YWG
1 stop19h 52mAir Canada
Deal found 1/6C$ 758
Mon 24/64:00 p.m.YWG - PUJ
2 stops19h 55mAir Canada
Mon 1/72:00 p.m.PUJ - YWG
1 stop19h 52mAir Canada
Deal found 1/6C$ 762

Winnipeg to Caribbean 2024 flight deals

Discover exclusive flight deals for travel between Winnipeg and Caribbean in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 425,928 searches. Data last updated 2 June 2024.
Sun 8/94:10 p.m.YWG - NAS
2 stops42h 20mAir Canada
Tue 17/912:30 p.m.NAS - YWG
1 stop21h 24mAir Canada
Deal found 1/6C$ 525
Fri 14/66:40 p.m.YWG - PUJ
1 stop17h 15mAir Canada
Wed 19/62:00 p.m.PUJ - YWG
1 stop19h 52mAir Canada
Deal found 31/5C$ 555
Sat 30/114:00 p.m.YWG - MBJ
2 stops20h 49mWestJet
Sat 14/123:30 p.m.MBJ - YWG
Nonstop6h 09mWestJet
Deal found 31/5C$ 561
Sat 30/117:45 p.m.YWG - MBJ
2 stops17h 04mWestJet
Sat 14/123:30 p.m.MBJ - YWG
Nonstop6h 09mWestJet
Deal found 1/6C$ 563
Wed 4/129:00 a.m.YWG - MBJ
2 stops33h 22mWestJet
Sat 14/123:30 p.m.MBJ - YWG
Nonstop6h 09mWestJet
Deal found 31/5C$ 565
Sat 30/118:15 p.m.YWG - MBJ
1 stop16h 34mWestJet
Sat 14/123:30 p.m.MBJ - YWG
Nonstop6h 09mWestJet
Deal found 31/5C$ 570
Sat 30/118:15 p.m.YWG - MBJ
1 stop16h 34mWestJet
Sat 14/123:30 p.m.MBJ - YWG
Nonstop6h 09mWestJet
Deal found 1/6C$ 571
Sun 15/125:38 p.m.YWG - NAS
2 stops18h 07mDelta
Wed 25/128:30 a.m.NAS - YWG
2 stops16h 02mDelta
Deal found 31/5C$ 574
Sun 8/125:38 p.m.YWG - AUA
2 stops19h 37mDelta
Wed 11/124:30 p.m.AUA - YWG
2 stops32h 51mDelta
Deal found 31/5C$ 574

Winnipeg to Caribbean flights leaving soon

Find last-minute flight options from Winnipeg to Caribbean for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 425,928 searches. Data last updated 2 June 2024.
Fri 14/66:40 p.m.YWG - PUJ
1 stop17h 15mAir Canada
Wed 19/62:00 p.m.PUJ - YWG
1 stop19h 52mAir Canada
Deal found 31/5C$ 555
Fri 14/611:05 a.m.YWG - PUJ
2 stops24h 50mAir Canada
Wed 19/62:00 p.m.PUJ - YWG
1 stop19h 52mAir Canada
Deal found 31/5C$ 628
Fri 14/68:00 a.m.YWG - PUJ
3 stops31h 41mMultiple Airlines
Wed 19/62:00 p.m.PUJ - YWG
1 stop20h 47mMultiple Airlines
Deal found 31/5C$ 728
Fri 14/612:26 p.m.YWG - SDQ
2 stops35h 44mDelta
Wed 19/62:05 p.m.SDQ - YWG
2 stops34h 24mDelta
Deal found 31/5C$ 743
Fri 14/68:00 a.m.YWG - SDQ
2 stops17h 19mMultiple Airlines
Wed 19/64:10 a.m.SDQ - YWG
3 stops30h 37mMultiple Airlines
Deal found 31/5C$ 775
Fri 14/68:00 a.m.YWG - PUJ
3 stops31h 41mMultiple Airlines
Wed 19/63:57 p.m.PUJ - YWG
3 stops31h 23mMultiple Airlines
Deal found 31/5C$ 824
Fri 14/68:00 a.m.YWG - PUJ
2 stops28h 02mMultiple Airlines
Wed 19/63:57 p.m.PUJ - YWG
3 stops31h 23mMultiple Airlines
Deal found 31/5C$ 839
Fri 14/67:05 p.m.YWG - SDQ
3 stops30h 31mMultiple Airlines
Wed 19/64:10 a.m.SDQ - YWG
3 stops30h 37mMultiple Airlines
Deal found 31/5C$ 846
Sat 8/67:30 a.m.YWG - POP
1 stop7h 24mWestJet
Sat 15/64:55 p.m.POP - YWG
1 stop21h 44mWestJet
Deal found 1/6C$ 907

Find flights from Winnipeg to Caribbean within your budget

Customize your flight search to find flights from Winnipeg to Caribbean 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 425,928 searches. Data last updated 2 June 2024.

Fly from

Any airport

Fly to

Any airport

Budget

C$ 525 - C$ 737

Route

Depart

Return

Price

WinnipegNassau Intl

YWG - NAS

YWGNAS

Winnipeg

Sun 8/9

2 stops42h 20m

Nassau Intl

Tue 17/9

1 stop21h 24m

C$ 525

WinnipegPunta Cana

YWG - PUJ

YWGPUJ

Winnipeg

Fri 14/6

1 stop17h 15m

Punta Cana

Wed 19/6

1 stop19h 52m

C$ 555

WinnipegMontego Bay Sangster Intl

YWG - MBJ

YWGMBJ

Winnipeg

Fri 4/10

2 stops14h 57m

Montego Bay Sangster Intl

Wed 9/10

2 stops22h 59m

C$ 587

WinnipegNassau Intl

YWG - NAS

YWGNAS

Winnipeg

Sun 8/9

1 stop26h 22m

Nassau Intl

Tue 17/9

1 stop21h 24m

C$ 589

WinnipegMontego Bay Sangster Intl

YWG - MBJ

YWGMBJ

Winnipeg

Fri 4/10

2 stops17h 42m

Montego Bay Sangster Intl

Wed 9/10

1 stop8h 27m

C$ 595

WinnipegMontego Bay Sangster Intl

YWG - MBJ

YWGMBJ

Winnipeg

Fri 4/10

1 stop21h 12m

Montego Bay Sangster Intl

Wed 9/10

1 stop11h 12m

C$ 598

WinnipegNassau Intl

YWG - NAS

YWGNAS

Winnipeg

Sun 8/9

2 stops42h 20m

Nassau Intl

Tue 17/9

2 stops23h 30m

C$ 608

WinnipegGeorge Town Owen Roberts Intl

YWG - GCM

YWGGCM

Winnipeg

Tue 9/7

2 stops28h 35m

George Town Owen Roberts Intl

Tue 16/7

2 stops34h 38m

C$ 616

WinnipegProvidenciales

YWG - PLS

YWGPLS

Winnipeg

Fri 14/6

1 stop22h 35m

Providenciales

Mon 17/6

2 stops27h 24m

C$ 737

Flights are sorted by cheapest first

Deals found on 1/6

No data available for this route at this time. Please check back soon.

Best time to book a flight from Winnipeg to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean 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.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. 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. Reviews last updated 2 June 2024.
Delta
8.0
Very good
10,410 reviews
Check prices

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

8.0

Comfort

7.9

Food

7.4

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.

Delta
8.0
Very good
10,410 reviews
Delta
8.0
Very good
10,410 reviews
Check prices

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

8.0

Comfort

7.9

Food

7.4

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.

WestJet
7.5
Good
2,861 reviews
Delta
8.0
Very good
10,410 reviews
Check prices

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

8.0

Comfort

7.9

Food

7.4

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.

United Airlines
7.4
Good
10,754 reviews
Delta
8.0
Very good
10,410 reviews
Check prices

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

8.0

Comfort

7.9

Food

7.4

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.

Air Canada
7.0
Good
7,021 reviews
Delta
8.0
Very good
10,410 reviews
Check prices

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

8.0

Comfort

7.9

Food

7.4

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. 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?

    Winnipeg (YWG), located 7.3 km from the city centre, is the airport you fly out of when you book flights from Winnipeg to Caribbean.

  • Can I find flights from Winnipeg to Caribbean for under C$ 600 on Cheapflights?

    Yes, there are multiple flights from Winnipeg to Caribbean for under C$ 600. The cheapest flight booked recently is on Air Canada for just C$ 525, but on average you can expect to pay C$ 630.

  • Are there last-minute flights available from Winnipeg to Caribbean for under C$ 600?

    There are currently 12+ open flights from Winnipeg to Caribbean within the next 7 days for less than C$ 600.

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

    The most popular route from Winnipeg to Caribbean is Winnipeg - Montego Bay Sangster Intl. You may also consider Winnipeg - Punta Cana or Winnipeg - Oranjestad Reina Beatrix.

  • What does YWG to SJU mean?

    Winnipeg Airport is YWG and San Juan Luis Munoz Marin Intl Airport is SJU. These codes are created by the International Air Transport Association (IATA) and airlines use them to identify the departing and arrival airports in the flight routes they service. Ready for more IATA code knowledge? These are related airports for your current travel destination: Santo Domingo Las Americas Airport (SDQ), Punta Cana Airport (PUJ), Montego Bay Sangster Intl Airport (MBJ), Oranjestad Reina Beatrix Airport (AUA), Santiago de los Caballeros Airport (STI).

  • Can I find deals for flights from Winnipeg to Caribbean that include extra baggage allowance?

    The amount of baggage you can bring on your Winnipeg to Caribbean flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Winnipeg to Caribbean with specific airlines?

    Yes, Cheapflights allows you to browse and filter Winnipeg to Caribbean flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

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

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

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

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

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

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

  • Can I find deals for flights from Winnipeg to Caribbean that allow pets onboard?

    Many airlines flying from Winnipeg to Caribbean offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Winnipeg to Caribbean?

    Yes, you can often find last-minute deals on Winnipeg to Caribbean flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Winnipeg to Caribbean flight deals updated?

    The Winnipeg to Caribbean flight deals you see on this page were last updated on 1/6.

  • What are the most popular airlines that fly from Winnipeg to Caribbean?

    Before booking your flight from Winnipeg to Caribbean check out the most popular airlines for this route: Air Canada, United Airlines or WestJet.

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

    Currently, December is the cheapest month in which you can book a flight from Winnipeg to Caribbean (average of C$ 213). Flying from Winnipeg to Caribbean in July 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

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Top 6 airlines flying from Winnipeg to Caribbean

Discover the top 6 airlines that operate flights from Winnipeg to Caribbean. 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 425,928 searches. Data last updated 2 June 2024.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 352AverageC$ 717FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 458AverageC$ 919FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
DeltaCheapestC$ 613AverageC$ 653FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
United AirlinesCheapestC$ 675AverageC$ 989FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Sunwing AirlinesCheapestC$ 866AverageC$ 1,391FlexibilityNo cancel feeOn-timeN/A
Search Sunwing Airlines flights
Copa AirlinesCheapestC$ 880AverageC$ 927FlexibilityNo cancel feeOn-time70%
Search Copa Airlines flights
Nanaimo to Vancouver flights
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Toronto to Europe flights
Edmonton to London flights
Montreal to Tokyo flights
Montreal to The Bahamas flights
Calgary to Manila flights
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Winnipeg to Middle East flights

Search flights from Winnipeg to Caribbean by cabin class

Find flights from Winnipeg to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
Prem Econ Class
Economy Class

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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

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

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

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Winnipeg to Caribbean for you. Better yet — we are completely free to use.

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

Yes! Cheapflights helps users easily find flights from Winnipeg to Caribbean with no change fees.

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

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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