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Cheap flights from Winnipeg to Kingston from C$ 506

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 25/12. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — KIN
12 Dec — 19 Dec1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Winnipeg to Kingston

Discover tips and strategies to find the most affordable flight options for your journey from Winnipeg (YWG) to Kingston (KIN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 12 November 2025.

Round-trip from

C$ 628

One-way from

C$ 506

Popular in

October

Cheapest in

December

Average price

C$ 764
WestJet
  • WestJet
  • 5/1-19/1
  • 3 total stops
  • 34h 58m total
  • Winnipeg to Kingston
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25/12
  • 25/12
  • 2 total stops
  • 34h 45m total
  • Winnipeg to Kingston
Search Deals
Highest demand for flights based on searches. 11% potential increase in price (C$ 140 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).
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Average for round-trip flights in November 2025
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Find flight deals from Winnipeg to Kingston

Enter your travel dates to find the best prices.

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 12 November 2025.

Tue 2/125:00 a.m.YWG - KIN
1 stop9h 33mWestJet
Wed 24/124:30 p.m.KIN - YWG
1 stop9h 05mWestJet
Deal found 11/11C$ 631
Mon 1/126:45 a.m.YWG - KIN
2 stops31h 48mWestJet
Mon 22/124:30 p.m.KIN - YWG
1 stop27h 42mWestJet
Deal found 11/11C$ 635
Tue 2/125:00 a.m.YWG - KIN
1 stop9h 33mWestJet
Tue 23/124:30 p.m.KIN - YWG
1 stop9h 12mWestJet
Deal found 11/11C$ 641
Mon 1/128:05 p.m.YWG - KIN
1 stop18h 28mWestJet
Wed 24/124:30 p.m.KIN - YWG
1 stop9h 05mWestJet
Deal found 11/11C$ 669
Mon 1/129:00 p.m.YWG - KIN
2 stops17h 33mWestJet
Tue 23/124:30 p.m.KIN - YWG
1 stop9h 05mWestJet
Deal found 11/11C$ 679
Mon 1/128:00 a.m.YWG - KIN
1 stop28h 21mMultiple Airlines
Thu 25/121:19 p.m.KIN - YWG
2 stops26h 48mMultiple Airlines
Deal found 11/11C$ 695
Mon 1/126:55 p.m.YWG - KIN
2 stops19h 38mWestJet
Fri 19/124:30 p.m.KIN - YWG
1 stop9h 12mWestJet
Deal found 11/11C$ 709
Wed 3/125:00 a.m.YWG - KIN
1 stop9h 33mWestJet
Wed 24/124:30 p.m.KIN - YWG
1 stop9h 05mWestJet
Deal found 11/11C$ 740
Wed 3/127:30 a.m.YWG - KIN
2 stops27h 44mMultiple Airlines
Mon 22/124:30 p.m.KIN - YWG
1 stop27h 42mMultiple Airlines
Deal found 11/11C$ 752
Tue 11/118:05 p.m.YWG - KIN
1 stop18h 28mWestJet
Mon 17/114:30 p.m.KIN - YWG
2 stops33h 11mWestJet
Deal found 10/11C$ 771
Wed 3/127:30 a.m.YWG - KIN
2 stops27h 44mMultiple Airlines
Thu 25/123:30 p.m.KIN - YWG
1 stop10h 12mMultiple Airlines
Deal found 11/11C$ 775

Cheapflights Fare Finder

 
Customize your flight search to find flights from Winnipeg to Kingston 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 12 November 2025.
Use the filters below to find and compare flights from Winnipeg to Kingston that are best for you.

Fly from

Winnipeg

Fly to

Kingston

Route

Depart

Return

Price

WinnipegKingston

YWG - KIN

YWGKIN

Winnipeg

Mon 5/1

12:40 p.m.-3:33 p.m.

2 stops25h 53m

Kingston Norman Manley

Mon 19/1

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

1 stop9h 05m

C$ 628

WinnipegKingston

YWG - KIN

YWGKIN

Winnipeg

Mon 1/12

6:55 p.m.-3:33 p.m.

2 stops19h 38m

Kingston Norman Manley

Wed 24/12

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

1 stop9h 05m

C$ 669

WinnipegKingston

YWG - KIN

YWGKIN

Winnipeg

Tue 6/1

12:55 p.m.-3:33 p.m.

2 stops25h 38m

Kingston Norman Manley

Tue 20/1

4:30 p.m.-12:42 a.m.

1 stop9h 12m

C$ 676

WinnipegKingston

YWG - KIN

YWGKIN

Winnipeg

Mon 5/1

6:45 a.m.-3:33 p.m.

2 stops31h 48m

Kingston Norman Manley

Tue 20/1

4:30 p.m.-11:53 a.m.

2 stops20h 23m

C$ 676

WinnipegKingston

YWG - KIN

YWGKIN

Winnipeg

Tue 6/1

4:10 p.m.-3:33 p.m.

2 stops22h 23m

Kingston Norman Manley

Wed 21/1

4:30 p.m.-10:08 a.m.

2 stops18h 38m

C$ 676

WinnipegKingston

YWG - KIN

YWGKIN

Winnipeg

Mon 9/3

9:00 p.m.-2:30 p.m.

2 stops17h 30m

Kingston Norman Manley

Fri 13/3

3:30 p.m.-11:32 a.m.

1 stop20h 02m

C$ 677

WinnipegKingston

YWG - KIN

YWGKIN

Winnipeg

Thu 25/12

8:05 p.m.-7:50 a.m.

2 stops34h 45m

C$ 506

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/11

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.
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 Kingston

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

Currently, October is the cheapest month in which you can book a flight from Winnipeg to Kingston (average of C$ 429). Flying from Winnipeg to Kingston in August is currently the most expensive (average of C$ 707). 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.

Reviews of airlines servicing Kingston

Get insights into the airlines that provide service to Kingston. 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 Kingston. Reviews last updated 12 November 2025.
Get a feel of what it's like to fly with WestJet and Air Canada 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
3,159 reviews
Check prices

Comfort

7.1

Food

6.2

Crew

7.9

Boarding

7.4

Overall

7.2

Entertainment

6.1

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
3,159 reviews
WestJet
7.2
Good
3,159 reviews
Check prices

Comfort

7.1

Food

6.2

Crew

7.9

Boarding

7.4

Overall

7.2

Entertainment

6.1

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
10,442 reviews
WestJet
7.2
Good
3,159 reviews
Check prices

Comfort

7.1

Food

6.2

Crew

7.9

Boarding

7.4

Overall

7.2

Entertainment

6.1

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 Winnipeg to Kingston. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Winnipeg to Kingston?

    For as low as C$ 628, WestJet can have you in Kingston from Winnipeg in 25h 53m. There are 3993 km between Winnipeg and Kingston.

  • What are the cheapest airlines flying from Winnipeg to Kingston round-trip?

    According to our current data, WestJet (C$ 661), and Air Canada (C$ 681) offers the cheapest pricing from Winnipeg to Kingston. WestJet is currently priced 17% 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.

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

    Currently, October is the cheapest month in which you can book a flight from Winnipeg to Kingston (average of C$ 429). Flying from Winnipeg to Kingston in August is currently the most expensive (average of C$ 707). 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 Kingston?

Book flights to Kingston if you plan to visit one of these locations
Port Antonio

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Winnipeg to Kingston

See prices for flight routes from nearby airports that may be better suited for you.
Winnipeg to Montego Bay flights

Top 2 airlines flying from Winnipeg to Kingston

Discover the top 2 airlines that operate flights from Winnipeg to Kingston. 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 12 November 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 661AverageC$ 789FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 681AverageC$ 766FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

Fly with Cheapflights

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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.

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

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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