How long is the flight from Winnipeg to Kingston?

For as low as C$ 649, WestJet can have you in Kingston from Winnipeg in 18h 25m. There are 3993 km between Winnipeg and Kingston. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

What is the cheapest airline to fly from Winnipeg to Kingston round-trip?

According to our current data, WestJet (C$ 572), offers the cheapest pricing from Winnipeg to Kingston. WestJet is currently priced 37% below the average price you’ll pay for this route.

In terms of precipitation, rainfall in Kingston ranges from 20.0 - 170.0 mm per month. October is typically the wettest month, when rainfall can reach 170.0 mm. February is typically the driest time to visit Kingston when rainfall is around 20.0 mm.

If weather is an important factor for your trip to Kingston, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 29.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 26.0 C).

What is the cheapest time of day to fly from YWG to KIN?

When flying from Winnipeg to Kingston, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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

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

How can I find direct flights from Winnipeg to Kingston?

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

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

Yes. Cheapflights offers flight deals from Winnipeg to Kingston by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

C$ 295+ Cheap Flights from Winnipeg to Kingston

Cheap flight deals from Winnipeg to Kingston

Enter your travel dates to find the best prices.

Cheapest

Best

Last-minute

One-way

Cheapest flights from Winnipeg to Kingston
Explore the most affordable flight options available from Winnipeg to Kingston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 15 September 2026.

Mon 23/1112:10 p.m. -

2 stops26h 20m

Fri 27/114:30 p.m. -

2 stops20h 15m

Deal found 13/9C$ 633

Mon 2/1112:10 p.m. -

2 stops26h 20m

Tue 1/124:30 p.m. -

2 stops32h 29m

Deal found 12/9C$ 640

Sat 10/106:15 a.m. -

1 stop8h 15m

Sat 17/103:30 p.m. -

1 stop22h 55m

Deal found 10/9C$ 650

Thu 19/115:15 a.m. -

1 stop29h 20m

Thu 3/124:00 p.m. -

2 stops51h 25m

Deal found 14/9C$ 658

Mon 12/105:00 a.m. -

1 stop8h 55m

Mon 19/103:05 p.m. -

2 stops42h 54m

Deal found 12/9C$ 661

Fri 30/105:00 a.m. -

1 stop9h 30m

Fri 6/114:30 p.m. -

1 stop9h 14m

Deal found 14/9C$ 670

Find flight deals from Winnipeg to Kingston

Round-trip from	C$ 633
One-way from	C$ 295
Popular in	September
Cheapest in	December
Average price	C$ 1,427

WestJet
23/11-27/11
4 total stops
46h 35m total
Winnipeg to Kingston

Search Deals

Air Canada
5/10-31/12
2 total stops
21h 45m total
Winnipeg to Kingston

Search Deals

Highest demand for flights based on searches. 23% potential increase in price (C$ 381 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 5% potential price decrease (C$ 71 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in September 2026

Search Deals

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegKingston

YWG Winnipeg - KIN Kingston Norman Manley

YWGKIN

Winnipeg

Mon 5/10

4:10 p.m.-1:55 p.m.

2 stops21h 45m

Kingston Norman Manley

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 295

WinnipegKingston

YWG Winnipeg - KIN Kingston Norman Manley

YWGKIN

Winnipeg

Sat 24/10

12:15 p.m.-2:30 p.m.

2 stops50h 15m

Kingston Norman Manley

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 308

WinnipegKingston

YWG Winnipeg - KIN Kingston Norman Manley

YWGKIN

Winnipeg

Mon 12/10

7:10 p.m.-1:55 p.m.

1 stop18h 45m

Kingston Norman Manley

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 310

WinnipegKingston

YWG Winnipeg - KIN Kingston Norman Manley

YWGKIN

Winnipeg

Tue 27/10

5:55 p.m.-2:30 p.m.

3 stops20h 35m

Kingston Norman Manley

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 446

WinnipegKingston

YWG Winnipeg - KIN Kingston Norman Manley

YWGKIN

Winnipeg

Mon 12/10

10:30 p.m.-2:30 p.m.

3 stops40h 00m

Kingston Norman Manley

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 508

WinnipegKingston

YWG Winnipeg - KIN Kingston Norman Manley

YWGKIN

Winnipeg

Tue 27/10

9:35 p.m.-8:45 p.m.

2 stops23h 10m

Kingston Norman Manley

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 511

WinnipegKingston

YWG Winnipeg - KIN Kingston Norman Manley

YWGKIN

Winnipeg

Mon 26/10

1:10 p.m.-2:30 p.m.

3 stops25h 20m

Kingston Norman Manley

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 545

WinnipegKingston

YWG Winnipeg - KIN Kingston Norman Manley

YWGKIN

Winnipeg

Sat 24/10

7:10 p.m.-5:55 p.m.

3 stops22h 45m

Kingston Norman Manley

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 554

WinnipegKingston

YWG Winnipeg - KIN Kingston Norman Manley

YWGKIN

Winnipeg

Mon 2/11

8:05 p.m.-3:30 p.m.

1 stop18h 25m

Kingston Norman Manley

Tue 1/12

4:30 p.m.-11:59 p.m.

2 stops32h 29m

C$ 649

WinnipegKingston

YWG Winnipeg - KIN Kingston Norman Manley

YWGKIN

Winnipeg

Sat 10/10

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

1 stop8h 15m

Kingston Norman Manley

Sat 17/10

3:30 p.m.-2:25 p.m.

1 stop22h 55m

C$ 650

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/9

Showing 1-10 of 14 resultsSorted by cheapest first

Best time to book a flight from Winnipeg to Kingston

Have a flexible travel schedule? Discover the best time to fly to Kingston from Winnipeg with our price prediction graph.

YWG-KIN

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 Kingston

Get a feel of what it's like to fly with WestJet from Winnipeg to Kingston 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

3,443 reviews

Check prices

Reviews

1 / 20

8.0

Excellent

Seth,Sep 2026

YVR - YYC

The people from check-in, to the cabin crew, to flight crew were all pleasant and efficient. The under seat space were a little cramped.

WestJet

7.2

Good

3,443 reviews

WestJet

7.2

Good

3,443 reviews

Check prices

Reviews

1 / 20

8.0

Excellent

Seth,Sep 2026

YVR - YYC

The people from check-in, to the cabin crew, to flight crew were all pleasant and efficient. The under seat space were a little cramped.

Related info for your journey

How long is the flight from Winnipeg to Kingston?
For as low as C$ 649, WestJet can have you in Kingston from Winnipeg in 18h 25m. There are 3993 km between Winnipeg and Kingston. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.
What is the cheapest airline to fly from Winnipeg to Kingston round-trip?
According to our current data, WestJet (C$ 572), offers the cheapest pricing from Winnipeg to Kingston. WestJet is currently priced 37% below the average price you’ll pay for this route.
Can I find deals for flights from Winnipeg to Kingston that include hotel bookings?
Yes. In addition to deals on Winnipeg to Kingston flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Winnipeg to Kingston?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Winnipeg to Kingston.
Can I find deals for business class flights from Winnipeg to Kingston?
Yes. Cheapflights offers flight deals from Winnipeg to Kingston by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Port Antonio

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Alternative routes

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Flights by cabin class

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Alternative routes for Winnipeg to Kingston

Winnipeg to Montego Bay flights

Top airline flying from Winnipeg to Kingston

Airline	Cheapest	Average	Flexibility	On-time
WestJet	CheapestC$ 572	AverageC$ 809	FlexibilityNo cancel fee	On-time60%	Search WestJet flights

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

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Winnipeg to Kingston. 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 Kingston?

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 Kingston from Winnipeg.

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

Need flexible booking options for your flight to Kingston from Winnipeg? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

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Not ready to book yet? You can track prices for flights from Winnipeg to Kingston on Cheapflights with our Price Alert feature and get notified when better prices are available.

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Cheap flights from Winnipeg to Kingston from C$ 295

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 5/10. Fares are subject to change and may not be available on all flights or dates of travel.

Cheap flight deals from Winnipeg to Kingston

Cheapest flights from Winnipeg to KingstonExplore the most affordable flight options available from Winnipeg to Kingston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 15 September 2026.

Explore the most affordable flight options available from Winnipeg to Kingston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 15 September 2026.

Best flights from Winnipeg to KingstonDiscover carefully curated flight deals from Winnipeg to Kingston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 15 September 2026.

Discover carefully curated flight deals from Winnipeg to Kingston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 15 September 2026.

Last-minute flights from Winnipeg to KingstonDiscover last-minute flight deals from Winnipeg to Kingston. Data last updated 15 September 2026 and is based on user searches.

Discover last-minute flight deals from Winnipeg to Kingston. Data last updated 15 September 2026 and is based on user searches.

One-way flights from Winnipeg to KingstonSearch for one-way flight options from Winnipeg to Kingston. Find affordable one-way fares based on user searches. Data last updated 15 September 2026.

Search for one-way flight options from Winnipeg to Kingston. Find affordable one-way fares based on user searches. Data last updated 15 September 2026.

Find flight deals from Winnipeg to Kingston

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Use the filters below to find and compare flights from Winnipeg to Kingston that are best for you.

Best time to book a flight from Winnipeg to Kingston

Have a flexible travel schedule? Discover the best time to fly to Kingston from Winnipeg with our price prediction graph.

Reviews of airlines servicing Kingston

Get a feel of what it's like to fly with WestJet from Winnipeg to Kingston by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

How long is the flight from Winnipeg to Kingston?

What is the cheapest airline to fly from Winnipeg to Kingston round-trip?

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

How can I find direct flights from Winnipeg to Kingston?

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

Travelling to a place near Kingston?

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 Winnipeg to Kingston

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

Complete your trip

Complete your trip to Kingston by adding a car rental and/or hotel reservation to your travel itinerary.

Direct flights to Jamaica

Book a non-stop flight to one of these other cities located in Jamaica.

Search flights from Winnipeg to Kingston by cabin class

Find flights from Winnipeg to Kingston, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Other flights to Kingston

Explore flights to Kingston departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on 15 September 2026.

Winnipeg and Kingston flights

Browse other Winnipeg and Kingston flight options. Last updated on 15 September 2026.

Other flights from Winnipeg

Browse through other flights departing from Winnipeg. Flights are based on user searches made on Cheapflights and were last updated on 15 September 2026.

Popular flight searches

Check out other popular destinations found by fellow travellers in 2026

Top airline flying from Winnipeg to Kingston

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

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

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

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

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Book with Flexibility

Travel Smart

Cheapest flights from Winnipeg to Kingston
Explore the most affordable flight options available from Winnipeg to Kingston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 15 September 2026.

Best flights from Winnipeg to Kingston
Discover carefully curated flight deals from Winnipeg to Kingston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 15 September 2026.

Last-minute flights from Winnipeg to Kingston
Discover last-minute flight deals from Winnipeg to Kingston. Data last updated 15 September 2026 and is based on user searches.

One-way flights from Winnipeg to Kingston
Search for one-way flight options from Winnipeg to Kingston. Find affordable one-way fares based on user searches. Data last updated 15 September 2026.