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Cheap flights from Winnipeg to Caribbean from C$ 426

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 20/11. 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
4 Jun — 11 Jun1
1 adult
Tue 4/6
Tue 11/6

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$ 711 per person but you can even find prices for as low as C$ 404. The most expensive prices can be found in the month of December. Opting for a April flight can save you 29% 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 WestJet flights from Winnipeg to Caribbean

Explore cheap flight options specifically provided by WestJet 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 426,053 searches. Data last updated 30 May 2024.
Sun 13/102:35 p.m.YWG - MBJ
1 stop21h 12mWestJet
Fri 25/1012:45 p.m.MBJ - YWG
1 stop8h 27mWestJet
Deal found 28/5C$ 651
Thu 1/88:00 a.m.YWG - SJU
1 stop26h 45mWestJet
Sun 11/83:08 p.m.SJU - YWG
2 stops23h 31mWestJet
Deal found 28/5C$ 735
Sat 24/87:00 p.m.YWG - SJU
2 stops20h 44mWestJet
Tue 3/97:30 a.m.SJU - YWG
2 stops31h 09mWestJet
Deal found 28/5C$ 781
Fri 26/79:30 a.m.YWG - SJU
2 stops27h 34mWestJet
Sun 4/83:14 p.m.SJU - YWG
2 stops27h 56mWestJet
Deal found 28/5C$ 817
Fri 26/78:00 a.m.YWG - SJU
1 stop26h 49mWestJet
Sun 4/87:30 a.m.SJU - YWG
1 stop8h 52mWestJet
Deal found 28/5C$ 855
Mon 26/86:05 p.m.YWG - KIN
2 stops43h 00mWestJet
Fri 30/82:05 p.m.KIN - YWG
2 stops24h 22mWestJet
Deal found 28/5C$ 857
Sat 9/114:00 p.m.YWG - PUJ
2 stops23h 39mWestJet
Sat 16/112:55 p.m.PUJ - YWG
2 stops26h 20mWestJet
Deal found 28/5C$ 948
Fri 8/117:45 p.m.YWG - PUJ
2 stops43h 54mWestJet
Sat 16/112:55 p.m.PUJ - YWG
2 stops26h 20mWestJet
Deal found 28/5C$ 959
Thu 1/88:00 a.m.YWG - SJU
1 stop26h 45mWestJet
Sun 11/82:30 p.m.SJU - YWG
1 stop25h 52mWestJet
Deal found 28/5C$ 985

Cheap United Airlines flights from Winnipeg to Caribbean

Explore cheap flight options specifically provided by United Airlines 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 426,053 searches. Data last updated 30 May 2024.
Sat 13/72:25 p.m.YWG - GCM
1 stop22h 30mUnited Airlines
Tue 16/71:40 p.m.GCM - YWG
2 stops26h 01mUnited Airlines
Deal found 30/5C$ 743
Sat 24/82:24 p.m.YWG - SJU
1 stop23h 18mUnited Airlines
Tue 3/92:55 p.m.SJU - YWG
2 stops23h 23mUnited Airlines
Deal found 28/5C$ 865
Sat 3/84:33 p.m.YWG - MBJ
2 stops22h 53mUnited Airlines
Sat 10/84:41 p.m.MBJ - YWG
2 stops20h 40mUnited Airlines
Deal found 30/5C$ 981
Fri 28/64:33 p.m.YWG - MBJ
2 stops22h 53mUnited Airlines
Tue 2/74:12 p.m.MBJ - YWG
2 stops23h 29mUnited Airlines
Deal found 29/5C$ 1,015
Sat 24/82:24 p.m.YWG - SJU
1 stop23h 18mUnited Airlines
Tue 3/93:55 p.m.SJU - YWG
1 stop24h 36mUnited Airlines
Deal found 28/5C$ 1,041
Fri 26/74:33 p.m.YWG - SJU
2 stops18h 56mUnited Airlines
Sat 3/81:05 a.m.SJU - YWG
2 stops15h 36mUnited Airlines
Deal found 28/5C$ 1,066
Sat 24/82:24 p.m.YWG - SJU
1 stop23h 18mUnited Airlines
Mon 2/91:05 a.m.SJU - YWG
2 stops15h 26mUnited Airlines
Deal found 28/5C$ 1,096

Cheap Winnipeg to Caribbean flights in May & June 2024

Find cheap flight options from Winnipeg to Caribbean specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 426,053 searches. Prices were last updated on 30 May 2024.
Tue 11/62:05 p.m.YWG - NAS
2 stops43h 15mWestJet
Sat 22/611:10 a.m.NAS - YWG
1 stop11h 02mWestJet
Deal found 30/5C$ 530
Tue 11/62:05 p.m.YWG - NAS
2 stops43h 15mWestJet
Sat 22/611:10 a.m.NAS - YWG
2 stops36h 33mWestJet
Deal found 30/5C$ 540
Tue 11/64:55 p.m.YWG - NAS
1 stop17h 35mMultiple Airlines
Sat 22/611:10 a.m.NAS - YWG
1 stop11h 02mMultiple Airlines
Deal found 30/5C$ 599
Sun 23/64:55 p.m.YWG - NAS
1 stop17h 35mAir Canada
Fri 28/612:30 p.m.NAS - YWG
1 stop21h 22mAir Canada
Deal found 30/5C$ 624
Sun 23/64:10 p.m.YWG - NAS
2 stops42h 20mAir Canada
Fri 28/612:30 p.m.NAS - YWG
1 stop22h 17mAir Canada
Deal found 30/5C$ 625
Thu 30/52:18 p.m.YWG - PUJ
2 stops45h 53mUnited Airlines
Wed 5/62:20 p.m.PUJ - YWG
2 stops23h 51mUnited Airlines
Deal found 29/5C$ 681
Sat 15/66:55 a.m.YWG - MBJ
2 stops28h 51mDelta
Sat 29/611:35 a.m.MBJ - YWG
2 stops35h 54mDelta
Deal found 28/5C$ 683
Tue 25/66:40 p.m.YWG - PUJ
1 stop17h 15mAir Canada
Sun 30/62:00 p.m.PUJ - YWG
1 stop19h 52mAir Canada
Deal found 29/5C$ 687
Thu 30/54:10 p.m.YWG - PUJ
1 stop19h 45mAir Canada
Wed 5/62:05 p.m.PUJ - YWG
1 stop21h 59mAir Canada
Deal found 29/5C$ 688

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 426,053 searches. Data last updated 30 May 2024.
Tue 11/62:05 p.m.YWG - NAS
2 stops43h 15mWestJet
Sat 22/611:10 a.m.NAS - YWG
1 stop11h 02mWestJet
Deal found 30/5C$ 530
Tue 11/62:05 p.m.YWG - NAS
2 stops43h 15mWestJet
Sat 22/611:10 a.m.NAS - YWG
2 stops36h 33mWestJet
Deal found 30/5C$ 540
Sat 30/1112:50 p.m.YWG - MBJ
2 stops23h 59mWestJet
Sat 14/123:30 p.m.MBJ - YWG
Nonstop6h 09mWestJet
Deal found 30/5C$ 564
Sat 30/117:45 p.m.YWG - MBJ
2 stops23h 17mWestJet
Sat 14/123:30 p.m.MBJ - YWG
Nonstop6h 09mWestJet
Deal found 29/5C$ 566
Tue 9/76:55 a.m.YWG - GCM
2 stops28h 35mDelta
Tue 16/712:50 p.m.GCM - YWG
2 stops34h 38mDelta
Deal found 29/5C$ 571
Sat 7/125:00 a.m.YWG - MBJ
1 stop13h 27mWestJet
Sat 14/123:30 p.m.MBJ - YWG
Nonstop6h 09mWestJet
Deal found 30/5C$ 572
Sat 30/118:15 p.m.YWG - MBJ
1 stop22h 12mWestJet
Sat 14/123:30 p.m.MBJ - YWG
Nonstop6h 09mWestJet
Deal found 29/5C$ 575
Sat 30/118:15 p.m.YWG - MBJ
1 stop22h 12mWestJet
Sat 14/123:30 p.m.MBJ - YWG
Nonstop6h 09mWestJet
Deal found 30/5C$ 584
Sat 7/1211:40 a.m.YWG - MBJ
1 stop25h 09mWestJet
Sat 14/123:30 p.m.MBJ - YWG
Nonstop6h 09mWestJet
Deal found 29/5C$ 587

One-way flights to Caribbean from Winnipeg

Search for one-way flight options from Winnipeg to Caribbean. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 426,053 searches. Data last updated 30 May 2024.
Wed 20/115:38 p.m.YWG - AUA
2 stops18h 22mDelta
Deal found 29/5C$ 426
Wed 20/118:15 p.m.YWG - AUA
1 stop17h 23mWestJet
Deal found 29/5C$ 639

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 426,053 searches. Data last updated 30 May 2024.

Fly from

Any airport

Fly to

Any airport

Budget

C$ 568 - C$ 1,099

Route

Depart

Return

Price

WinnipegGeorge Town Owen Roberts Intl

YWG - GCM

YWGGCM

Winnipeg

Sat 13/7

2 stops28h 35m

George Town Owen Roberts Intl

Tue 16/7

2 stops34h 38m

C$ 568

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$ 571

WinnipegMontego Bay Sangster Intl

YWG - MBJ

YWGMBJ

Winnipeg

Sun 13/10

2 stops17h 44m

Montego Bay Sangster Intl

Fri 25/10

2 stops30h 56m

C$ 612

WinnipegMontego Bay Sangster Intl

YWG - MBJ

YWGMBJ

Winnipeg

Sun 13/10

1 stop21h 12m

Montego Bay Sangster Intl

Fri 25/10

1 stop8h 27m

C$ 651

WinnipegPunta Cana

YWG - PUJ

YWGPUJ

Winnipeg

Tue 25/6

1 stop17h 15m

Punta Cana

Sun 30/6

1 stop19h 52m

C$ 687

WinnipegSan Juan Luis Munoz Marin Intl

YWG - SJU

YWGSJU

Winnipeg

Thu 1/8

1 stop26h 45m

San Juan Luis Munoz Marin Intl

Sun 11/8

2 stops23h 31m

C$ 735

WinnipegGeorge Town Owen Roberts Intl

YWG - GCM

YWGGCM

Winnipeg

Sat 13/7

1 stop22h 30m

George Town Owen Roberts Intl

Tue 16/7

2 stops26h 01m

C$ 743

WinnipegMontego Bay Sangster Intl

YWG - MBJ

YWGMBJ

Winnipeg

Fri 28/6

2 stops27h 41m

Montego Bay Sangster Intl

Tue 2/7

3 stops26h 36m

C$ 788

WinnipegPunta Cana

YWG - PUJ

YWGPUJ

Winnipeg

Wed 9/10

1 stop26h 20m

Punta Cana

Wed 16/10

1 stop19h 25m

C$ 1,099

Flights are sorted by cheapest first

Deals found on 30/5

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 30 May 2024.
Delta
8.0
Very good
10,457 reviews
Check prices

Crew

8.6

Overall

8.0

Entertainment

8.0

Food

7.4

Comfort

7.9

Boarding

8.2

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
10,457 reviews
Delta
8.0
Very good
10,457 reviews
Check prices

Crew

8.6

Overall

8.0

Entertainment

8.0

Food

7.4

Comfort

7.9

Boarding

8.2

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 Transat
7.7
Good
476 reviews
Delta
8.0
Very good
10,457 reviews
Check prices

Crew

8.6

Overall

8.0

Entertainment

8.0

Food

7.4

Comfort

7.9

Boarding

8.2

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
2,869 reviews
Delta
8.0
Very good
10,457 reviews
Check prices

Crew

8.6

Overall

8.0

Entertainment

8.0

Food

7.4

Comfort

7.9

Boarding

8.2

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
10,777 reviews
Delta
8.0
Very good
10,457 reviews
Check prices

Crew

8.6

Overall

8.0

Entertainment

8.0

Food

7.4

Comfort

7.9

Boarding

8.2

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
7,004 reviews
Delta
8.0
Very good
10,457 reviews
Check prices

Crew

8.6

Overall

8.0

Entertainment

8.0

Food

7.4

Comfort

7.9

Boarding

8.2

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 Delta for just C$ 568, but on average you can expect to pay C$ 761.

  • 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 - San Juan Luis Munoz Marin Intl.

  • 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 30/5.

  • 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 426,053 searches. Data last updated 30 May 2024.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 353AverageC$ 720FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 460AverageC$ 923FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
DeltaCheapestC$ 616AverageC$ 655FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
United AirlinesCheapestC$ 678AverageC$ 993FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Sunwing AirlinesCheapestC$ 870AverageC$ 1,397FlexibilityNo cancel feeOn-timeN/A
Search Sunwing Airlines flights
Copa AirlinesCheapestC$ 884AverageC$ 931FlexibilityNo cancel feeOn-time70%
Search Copa Airlines flights
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Edmonton to London flights
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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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