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Cheap flights from Jamaica to Winnipeg from C$ 445

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 23/12. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — YWG
15 Oct — 22 Oct1
1 adult
1 adult, Economy

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 15 September 2025.

Round-trip from

C$ 960

One-way from

C$ 445

Popular in

January

Cheapest in

February

Average price

C$ 963
WestJet
  • WestJet
  • 6/3-9/3
  • 3 total stops
  • 81h 27m total
  • Jamaica to Winnipeg
Search Deals
23/12
  • 23/12
  • 2 total stops
  • 30h 44m total
  • Jamaica to Winnipeg
Search Deals
High demand for flights, 4% potential price rise
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 50 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals

Find flight deals from Jamaica to Winnipeg

Best flights from Jamaica to Winnipeg
Discover carefully curated flight deals from Jamaica to Winnipeg that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 15 September 2025.

Fri 6/34:30 p.m.KIN - YWG
2 stops41h 37mWestJet
Mon 9/36:45 a.m.YWG - KIN
2 stops31h 45mWestJet
Deal found 12/9C$ 960

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 15 September 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

Fri 6/3

4:30 p.m.-9:07 a.m.

2 stops41h 37m

Winnipeg

Mon 9/3

6:45 a.m.-2:30 p.m.

2 stops31h 45m

C$ 960

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Tue 23/12

1:28 p.m.-7:12 p.m.

2 stops30h 44m

C$ 445

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Tue 23/12

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

1 stop9h 05m

C$ 475

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/9

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 15 September 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 12% 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 15 September 2025.
Get a feel of what it's like to fly with WestJet and Air 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.
WestJet
7.2
Good
3,091 reviews
Check prices

Crew

7.9

Boarding

7.4

Entertainment

6.1

Food

6.2

Comfort

7.1

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

YYJ - YVR

everything was good except we were so delayed we had to sleep on the floor in the vancouver airport … we were stranded there for 12 hours, no vouchers, no compensation, just a cold floor and we arrived at our final destination the following afternoon
WestJet
7.2
Good
3,091 reviews
WestJet
7.2
Good
3,091 reviews
Check prices

Crew

7.9

Boarding

7.4

Entertainment

6.1

Food

6.2

Comfort

7.1

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

YYJ - YVR

everything was good except we were so delayed we had to sleep on the floor in the vancouver airport … we were stranded there for 12 hours, no vouchers, no compensation, just a cold floor and we arrived at our final destination the following afternoon
Air Canada
7.1
Good
10,000 reviews
WestJet
7.2
Good
3,091 reviews
Check prices

Crew

7.9

Boarding

7.4

Entertainment

6.1

Food

6.2

Comfort

7.1

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

YYJ - YVR

everything was good except we were so delayed we had to sleep on the floor in the vancouver airport … we were stranded there for 12 hours, no vouchers, no compensation, just a cold floor and we arrived at our final destination the following afternoon

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?

    The Jamaica to Winnipeg flight path was viewed by 5 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

  • How long is the flight from Jamaica to Winnipeg?

    WestJet can get you from Jamaica to Winnipeg in just under 41h 37m. Your travel time can differ by up to . Jamaica and Winnipeg are separated by a distance of 3993 km.

  • 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.
George Town to Winnipeg flights
Kingston to Winnipeg flights
Nassau to Winnipeg flights

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 15 September 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 492AverageC$ 838FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 679AverageC$ 1,036FlexibilityNo cancel feeOn-time67%
Search Air Canada 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 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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