Cheap flights from Jamaica to Winnipeg from C$ 457

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 22/8. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — YWG
4 Aug — 11 Aug1
1 adult

Cheap flight deals from Jamaica to Winnipeg

Keep the following information in mind while searching for Jamaica to Winnipeg flight deals. Data was last updated 30 July 2025.

Round-trip from

C$ 830

One-way from

C$ 457

Popular in

August

Cheapest in

February

Average price

C$ 937
8/10-5/11
  • 8/10-5/11
  • 2 total stops
  • 28h 16m total
  • Jamaica to Winnipeg
WestJet
  • WestJet
  • 22/8
  • 2 total stops
  • 28h 46m total
  • Jamaica to Winnipeg
Highest demand for flights based on searches. 4% potential increase in price (C$ 59 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease (C$ 35 potential savings vs. average RT price).
Average for round-trip flights in July 2025

Find flight deals from Jamaica to Winnipeg

Cheapest flights from Jamaica to Winnipeg
Explore the most affordable flight options available from Jamaica to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 30 July 2025.

Wed 8/106:25 p.m.KIN - YWG
1 stop15h 16mMultiple Airlines
Wed 5/115:00 a.m.YWG - KIN
1 stop13h 00mMultiple Airlines
Deal found 29/7C$ 830
Fri 22/83:30 p.m.KIN - YWG
1 stop18h 13mWestJet
Mon 10/118:05 p.m.YWG - KIN
1 stop18h 28mWestJet
Deal found 28/7C$ 832
Wed 8/101:45 p.m.KIN - YWG
2 stops25h 15mAir Canada
Wed 5/115:30 p.m.YWG - KIN
1 stop19h 15mAir Canada
Deal found 29/7C$ 1,098
Wed 8/109:00 a.m.KIN - YWG
2 stops14h 27mDelta
Wed 5/115:00 a.m.YWG - KIN
2 stops15h 00mDelta
Deal found 29/7C$ 1,248

Cheapflights Fare Finder

 
Customize your flight search to find flights from Jamaica to Winnipeg 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 30 July 2025.
Use the filters below to find and compare flights from Jamaica to Winnipeg that are best for you.

Fly from

Jamaica

Fly to

Winnipeg

Route

Depart

Return

Price

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Wed 8/10

6:25 p.m.-9:41 a.m.

1 stop15h 16m

Winnipeg

Wed 5/11

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

1 stop13h 00m

C$ 830

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Fri 22/8

3:30 p.m.-9:43 a.m.

1 stop18h 13m

Winnipeg

Mon 10/11

8:05 p.m.-3:33 p.m.

1 stop18h 28m

C$ 832

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Wed 8/10

1:45 p.m.-3:00 p.m.

2 stops25h 15m

Winnipeg

Wed 5/11

5:30 p.m.-1:45 p.m.

1 stop19h 15m

C$ 1,098

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Wed 8/10

9:00 a.m.-11:27 p.m.

2 stops14h 27m

Winnipeg

Wed 5/11

5:00 a.m.-9:00 p.m.

2 stops15h 00m

C$ 1,248

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Fri 22/8

3:30 p.m.-8:16 p.m.

2 stops28h 46m

C$ 457

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Fri 15/8

12:32 p.m.-12:31 a.m.

3 stops35h 59m

C$ 468

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Fri 22/8

6:25 p.m.-4:25 p.m.

1 stop22h 00m

C$ 555

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Fri 8/8

1:45 p.m.-10:38 a.m.

1 stop20h 53m

C$ 897

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/7

Best time to book a flight from Jamaica to Winnipeg

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

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

Currently, January is the cheapest month in which you can book a flight from Jamaica to Winnipeg (average of C$ 123). Flying from Jamaica to Winnipeg in July is currently the most expensive (average of C$ 232). 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 JM to YWG?

Find hourly flight availability from Jamaica to Winnipeg. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 30 July 2025.

A simple way to save on the total cost of your ticket is to fly from Jamaica to Winnipeg in the morning. If you’re flexible enough to do this you can expect to save up to 13% on your trip compared to booking a flight at noon.

Reviews of airlines servicing Winnipeg

Get insights into the airlines that provide service to Winnipeg. 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 Winnipeg. Reviews last updated 30 July 2025.
Get a feel of what it's like to fly with Delta,WestJet, andAir Canada from Jamaica to Winnipeg by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.2

Comfort

7.9

Food

7.3

Entertainment

7.9

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
8.0
Very good

Boarding

8.2

Comfort

7.9

Food

7.3

Entertainment

7.9

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Boarding

8.2

Comfort

7.9

Food

7.3

Entertainment

7.9

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Boarding

8.2

Comfort

7.9

Food

7.3

Entertainment

7.9

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Boarding

8.2

Comfort

7.9

Food

7.3

Entertainment

7.9

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

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

    For a flight from Jamaica to Winnipeg, you will be flying into Winnipeg. Winnipeg (YWG) is just 7.3 km from the centre of the city.

  • How popular is this Jamaica to Winnipeg flight route?

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

    To fly one-way, consider booking your trip with WestJet, which is currently one of the cheapest options available, starting at C$ 457. Flair Airlines flights start at C$ 555 while deals on Air Canada start at C$ 897 one-way.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Jamaica to Winnipeg (average of C$ 123). Flying from Jamaica to Winnipeg in July is currently the most expensive (average of C$ 232). 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

Travelling to a place near Winnipeg?

Book flights to Winnipeg if you plan to visit one of these locations
Selkirk
Portage la Prairie

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Alternative routes for Jamaica to Winnipeg

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

Top 2 airlines flying from Jamaica to Winnipeg

Discover the top 2 airlines that operate flights from Jamaica to Winnipeg. 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 30 July 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 550AverageC$ 846FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 678AverageC$ 1,034FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

Fly with Cheapflights

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

Deals for Jamaica to Winnipeg flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

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

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Winnipeg from Jamaica.

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

Users can book flights with no change fees policies with our dedicated filters. Book flights from Jamaica to Winnipeg flexibly with Cheapflights today.

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

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Winnipeg from Jamaica today and book when prices fit your budget.

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