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Cheap flights from Winnipeg to Jamaica from C$ 309

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 11/5. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — MBJ
2 Apr — 9 Apr1
1 adult

Cheap flight deals from Winnipeg to Jamaica

Keep the following information in mind while searching for Winnipeg to Jamaica flight deals. Data was last updated 28 March 2025.

Round-trip from

C$ 602

One-way from

C$ 309

Popular in

December

Cheapest in

October

Average price

C$ 665

Good round-trip deal

C$ 552 or less
WestJet
  • WestJet
  • 12/4-19/4
  • 1 total stop
  • 13h 43m total
  • Winnipeg to Jamaica
Search Deals
Flair Airlines
  • Flair Airlines
  • 11/5
  • 1 total stop
  • 24h 00m total
  • Winnipeg to Jamaica
Search Deals
Highest demand for flights based on searches. 3% potential increase in price (C$ 38 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2025
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Price to beat on a round-trip flight from Winnipeg to Jamaica.
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Find flight deals from Winnipeg to Jamaica

Cheapest flights from Winnipeg to Jamaica
Explore the most affordable flight options available from Winnipeg to Jamaica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 28 March 2025.

Wed 2/48:00 p.m.YWG - MBJ
1 stop22h 23mWestJet
Wed 9/41:55 p.m.MBJ - YWG
2 stops19h 13mWestJet
Deal found 27/3C$ 530
Tue 1/46:45 p.m.YWG - MBJ
1 stop16h 25mAir Canada
Wed 9/41:15 p.m.MBJ - YWG
1 stop20h 40mAir Canada
Deal found 27/3C$ 620
Sat 7/66:30 a.m.YWG - KIN
1 stop8h 00mWestJet
Wed 11/63:30 p.m.KIN - YWG
1 stop8h 43mWestJet
Deal found 26/3C$ 673
Sat 7/66:30 a.m.YWG - KIN
1 stop8h 00mMultiple Airlines
Wed 11/66:25 p.m.KIN - YWG
1 stop15h 18mMultiple Airlines
Deal found 26/3C$ 760
Sat 28/611:50 a.m.YWG - KIN
2 stops48h 45mAir Canada
Tue 1/71:45 p.m.KIN - YWG
2 stops25h 19mAir Canada
Deal found 27/3C$ 772
Thu 1/59:00 a.m.YWG - MBJ
1 stop28h 08mMultiple Airlines
Tue 6/512:00 p.m.MBJ - YWG
2 stops28h 28mMultiple Airlines
Deal found 26/3C$ 790
Sat 2/85:00 a.m.YWG - MBJ
1 stop10h 50mAir Transat
Sat 16/85:00 p.m.MBJ - YWG
1 stop25h 00mAir Transat
Deal found 26/3C$ 808
Sun 30/34:25 p.m.YWG - MBJ
2 stops22h 45mUnited Airlines
Sun 6/44:12 p.m.MBJ - YWG
2 stops44h 57mUnited Airlines
Deal found 27/3C$ 819
Sat 7/68:30 a.m.YWG - KIN
2 stops11h 30mDelta
Wed 11/69:00 a.m.KIN - YWG
2 stops14h 29mDelta
Deal found 26/3C$ 1,192
Mon 31/36:50 a.m.YWG - MBJ
1 stop6h 45mDelta
Sun 6/47:00 a.m.MBJ - YWG
1 stop8h 08mDelta
Deal found 27/3C$ 1,411

Cheapflights Fare Finder

Customize your flight search to find flights from Winnipeg to Jamaica 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 28 March 2025.
Use the filters below to find and compare flights from Winnipeg to Jamaica that are best for you.

Fly from

Winnipeg

Fly to

Jamaica

Route

Depart

Return

Price

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Sat 12/4

5:00 a.m.-12:48 p.m.

1 stop7h 48m

Montego Bay Sangster Intl

Sat 19/4

2:30 p.m.-8:25 p.m.

Nonstop5h 55m

C$ 602

WinnipegKingston

YWG - KIN

YWGKIN

Winnipeg

Sat 7/6

6:30 a.m.-2:30 p.m.

1 stop8h 00m

Kingston Norman Manley

Wed 11/6

3:30 p.m.-12:13 a.m.

1 stop8h 43m

C$ 673

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Sat 26/4

8:00 a.m.-1:27 p.m.

Nonstop5h 27m

Montego Bay Sangster Intl

Sat 3/5

12:00 p.m.-12:40 a.m.

2 stops36h 40m

C$ 743

WinnipegKingston

YWG - KIN

YWGKIN

Winnipeg

Sat 7/6

6:30 a.m.-2:30 p.m.

1 stop8h 00m

Kingston Norman Manley

Wed 11/6

6:25 p.m.-9:43 a.m.

1 stop15h 18m

C$ 760

WinnipegKingston

YWG - KIN

YWGKIN

Winnipeg

Sat 28/6

11:50 a.m.-12:35 p.m.

2 stops48h 45m

Kingston Norman Manley

Tue 1/7

1:45 p.m.-3:04 p.m.

2 stops25h 19m

C$ 772

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Sat 16/8

5:00 a.m.-3:50 p.m.

1 stop10h 50m

Montego Bay Sangster Intl

Sat 23/8

5:00 p.m.-10:50 a.m.

1 stop17h 50m

C$ 786

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Sat 26/4

2:20 p.m.-3:10 p.m.

2 stops24h 50m

Montego Bay Sangster Intl

Sat 3/5

4:12 p.m.-1:09 p.m.

2 stops20h 57m

C$ 793

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Sat 20/9

3:50 p.m.-11:15 a.m.

2 stops43h 25m

Montego Bay Sangster Intl

Sat 27/9

12:15 p.m.-10:10 a.m.

2 stops21h 55m

C$ 830

WinnipegKingston

YWG - KIN

YWGKIN

Winnipeg

Sat 26/4

6:40 a.m.-8:00 p.m.

2 stops13h 20m

Kingston Norman Manley

Sat 3/5

9:00 a.m.-11:28 p.m.

2 stops14h 28m

C$ 1,101

WinnipegKingston

YWG - KIN

YWGKIN

Winnipeg

Sun 11/5

5:10 p.m.-5:10 p.m.

1 stop24h 00m

C$ 309

Flights are sorted by cheapest round-trip flights first.

Deals found on 27/3

Showing 1-10 of 12 results
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Best time to book a flight from Winnipeg to Jamaica

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

Cheapflights Insights

Everything you need to know about your flight from Winnipeg to Jamaica

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

Currently, March is the cheapest month in which you can book a flight from Winnipeg to Jamaica (average of C$ 355). Flying from Winnipeg to Jamaica in December is currently the most expensive (average of C$ 547). 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 JM?

Find hourly flight availability from Winnipeg to Jamaica. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 28 March 2025.

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

What is the cheapest day to fly from Winnipeg to Jamaica?

Use this chart to determine the cheapest time to fly round-trip from Winnipeg to Jamaica. Price data was last updated on 16 December 2024.

Travelers seeking maximum savings on their Winnipeg to Jamaica flight should consider departing on Sunday mornings when fares are most often at their lowest. Saturday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in Jamaica by month

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

In terms of precipitation, rainfall in Jamaica 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 Jamaica when rainfall is around 40.0 mm.

Temperature in Jamaica by month

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

If weather is an important factor for your trip to Jamaica, 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 Jamaica

Get insights into the airlines that provide service to Jamaica. 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 Jamaica. Reviews last updated 28 March 2025.
Read reviews from past customers who have flown Delta, Air Transat and United Airlines from Winnipeg to Jamaica. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,896 reviews
Check prices

Entertainment

7.9

Comfort

8.0

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,896 reviews
Delta
8.0
Very good
7,896 reviews
Check prices

Entertainment

7.9

Comfort

8.0

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Air Transat
7.8
Good
381 reviews
Delta
8.0
Very good
7,896 reviews
Check prices

Entertainment

7.9

Comfort

8.0

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
United Airlines
7.4
Good
8,603 reviews
Delta
8.0
Very good
7,896 reviews
Check prices

Entertainment

7.9

Comfort

8.0

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
WestJet
7.2
Good
2,785 reviews
Delta
8.0
Very good
7,896 reviews
Check prices

Entertainment

7.9

Comfort

8.0

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Air Canada
7.0
Good
8,986 reviews
Delta
8.0
Very good
7,896 reviews
Check prices

Entertainment

7.9

Comfort

8.0

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to Jamaica. 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 Jamaica?

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

  • How popular is this Winnipeg to Jamaica flight route?

    Flights from Winnipeg to Jamaica have been viewed 122 times in the past calendar month.

  • What are the cheapest flights from Winnipeg to Jamaica?

    The cheapest flight price from Winnipeg to Jamaica is C$ 501. On average you can expect to pay C$ 1,022. The most popular route, (Winnipeg - Montego Bay Sangster Intl), can usually be booked for C$ 612.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Winnipeg to Jamaica 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 Jamaica?

    Currently, March is the cheapest month in which you can book a flight from Winnipeg to Jamaica (average of C$ 355). Flying from Winnipeg to Jamaica in December is currently the most expensive (average of C$ 547). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 2 airlines flying from Winnipeg to Jamaica

Discover the top 2 airlines that operate flights from Winnipeg to Jamaica. 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 28 March 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 521AverageC$ 761FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 522AverageC$ 800FlexibilityNo cancel feeOn-time60%
Search WestJet flights

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 Jamaica?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Winnipeg to Jamaica. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Winnipeg to Jamaica?

Cheapflights helps you find that perfect flight to Jamaica 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 Jamaica with no change fees?

Yes, we can. To see specific flights from Winnipeg to Jamaica with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Winnipeg to Jamaica 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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