Find flights
When to book
Airlines
FAQs

Cheap flights from Jamaica to Winnipeg from C$ 784

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 4/5. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — YWG
22 Apr — 29 Apr1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Jamaica to Winnipeg

Enter your travel dates to find the best prices.

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 23 March 2026.

Mon 4/53:05 p.m.
KIN
-
YWG
1 stop20h 03m
Multiple Airlines
Fri 22/54:15 p.m.
YWG
-
KIN
2 stops22h 15m
Multiple Airlines
Deal found 22/3C$ 784
Mon 4/53:05 p.m.
KIN
-
YWG
1 stop20h 03m
Air Canada
Fri 22/55:10 a.m.
YWG
-
KIN
1 stop8h 45m
Air Canada
Deal found 22/3C$ 793
Wed 8/43:30 p.m.
KIN
-
YWG
2 stops23h 50m
WestJet
Wed 27/56:15 a.m.
YWG
-
KIN
1 stop8h 15m
WestJet
Deal found 19/3C$ 855
Wed 19/83:05 p.m.
KIN
-
YWG
1 stop20h 10m
Multiple Airlines
Wed 16/96:15 a.m.
YWG
-
KIN
1 stop8h 15m
Multiple Airlines
Deal found 20/3C$ 921
Wed 19/83:05 p.m.
KIN
-
YWG
1 stop18h 55m
Air Canada
Wed 16/95:10 a.m.
YWG
-
KIN
1 stop8h 45m
Air Canada
Deal found 19/3C$ 930

Find flight deals from Jamaica to Winnipeg

Keep the following information in mind while searching for Jamaica to Winnipeg flight deals. Data was last updated 23 March 2026.

Round-trip from

C$ 784

Popular in

August

Cheapest in

February

Average price

C$ 1,050

Good one-way deal

C$ 638 or less
WestJet
  • WestJet
  • 4/5-22/5
  • 3 total stops
  • 42h 18m total
  • Jamaica to Winnipeg
Search Deals
Highest demand for flights based on searches. 9% potential increase in price (C$ 120 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 41 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals
Price to beat on a one-way flight from Jamaica to Winnipeg.
Search Deals

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 23 March 2026.
Use the filters below to find and compare flights from Jamaica to Winnipeg that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Wed 19/8

3:05 p.m.-11:15 a.m.

1 stop20h 10m

Winnipeg

Wed 16/9

6:15 a.m.-2:30 p.m.

1 stop8h 15m

C$ 921

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Wed 19/8

3:05 p.m.-10:00 a.m.

1 stop18h 55m

Winnipeg

Wed 16/9

5:10 a.m.-1:55 p.m.

1 stop8h 45m

C$ 930

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Mon 4/5

4:50 p.m.-12:55 a.m.

2 stops32h 05m

Winnipeg

Fri 22/5

4:55 p.m.-2:30 p.m.

2 stops21h 35m

C$ 996
Quickest round-trip

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Wed 19/8

3:30 p.m.-12:55 a.m.

1 stop9h 25m

Winnipeg

Wed 16/9

6:15 a.m.-2:30 p.m.

1 stop8h 15m

C$ 1,002

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Mon 4/5

2:59 p.m.-2:18 p.m.

3 stops23h 19m

Winnipeg

Fri 22/5

2:00 p.m.-1:54 p.m.

3 stops23h 54m

C$ 1,470

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Sat 18/4

2:59 p.m.-11:52 a.m.

2 stops20h 53m

Winnipeg

Sat 25/4

2:00 p.m.-1:52 p.m.

2 stops47h 52m

C$ 1,599

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Wed 8/4

2:59 p.m.-12:33 p.m.

3 stops21h 34m

Winnipeg

Wed 27/5

2:00 p.m.-1:54 p.m.

3 stops23h 54m

C$ 1,659

Flights are sorted by cheapest round-trip flights first.

Deals found on 20/3

Sorted by cheapest first

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, May is the cheapest month in which you can book a flight from Jamaica to Winnipeg (average of C$ 370). Flying from Jamaica to Winnipeg in August is currently the most expensive (average of C$ 1,080). 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 23 March 2026.

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

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 23 March 2026.
Get a feel of what it's like to fly with WestJet 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
3,300 reviews
Check prices

Boarding

7.4

Crew

7.9

Food

6.2

Overall

7.2

Comfort

7.0

Entertainment

6.1

Reviews

1 / 20
10.0
Excellent

Janice,Mar 2026

TQO - YYZ

I had a very happy experience with fast boarding, an early flight and landing, and a quick baggage claim.
WestJet
7.2
Good
3,300 reviews
WestJet
7.2
Good
3,300 reviews
Check prices

Boarding

7.4

Crew

7.9

Food

6.2

Overall

7.2

Comfort

7.0

Entertainment

6.1

Reviews

1 / 20
10.0
Excellent

Janice,Mar 2026

TQO - YYZ

I had a very happy experience with fast boarding, an early flight and landing, and a quick baggage claim.

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 3 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?

    Air Canada can get you from Jamaica to Winnipeg in just under 18h 55m. Your travel time can differ by up to . Jamaica and Winnipeg are separated by a distance of 3993 km.

  • What are the cheapest flights from Jamaica to Winnipeg?

    Looking at all options, your cheapest flight can be booked for C$ 618. While the most popular route (Kingston Norman Manley - Winnipeg) can be booked for C$ 784 on average, our data indicates C$ 641 when flying from Jamaica to Winnipeg.

  • 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, May is the cheapest month in which you can book a flight from Jamaica to Winnipeg (average of C$ 370). Flying from Jamaica to Winnipeg in August is currently the most expensive (average of C$ 1,080). 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

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.

Alternative routes for Jamaica to Winnipeg

See prices for flight routes from nearby airports that may be better suited for you.
Kingston to Winnipeg flights
George Town to Winnipeg flights
Nassau to Winnipeg flights

Top airline flying from Jamaica to Winnipeg

Discover the top airline 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 23 March 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 370AverageC$ 784FlexibilityNo 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 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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.