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Cheap flights from Winnipeg to Kailua-Kona from C$ 351

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 8/3. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — KOA
28 Jan — 4 Feb1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Winnipeg to Kailua-Kona

Enter your travel dates to find the best prices.

Best flights from Winnipeg to Kailua-Kona
Discover carefully curated flight deals from Winnipeg to Kailua-Kona that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 29 December 2025.

Sun 8/312:40 p.m.YWG - KOA
1 stop13h 07mWestJet
Tue 17/310:30 p.m.KOA - YWG
1 stop10h 22mWestJet
Deal found 28/12C$ 351
Tue 20/12:20 p.m.YWG - KOA
2 stops26h 37mUnited Airlines
Thu 5/22:20 p.m.KOA - YWG
2 stops17h 37mUnited Airlines
Deal found 27/12C$ 485
Fri 6/37:50 a.m.YWG - KOA
1 stop17h 57mWestJet
Tue 17/310:30 p.m.KOA - YWG
1 stop10h 22mWestJet
Deal found 28/12C$ 368
Sat 7/37:50 a.m.YWG - KOA
2 stops18h 37mWestJet
Tue 17/310:30 p.m.KOA - YWG
1 stop10h 22mWestJet
Deal found 28/12C$ 368
Sat 7/212:55 p.m.YWG - KOA
2 stops13h 32mWestJet
Tue 17/211:30 p.m.KOA - YWG
1 stop21h 11mWestJet
Deal found 28/12C$ 424
Mon 9/32:40 p.m.YWG - KOA
2 stops59h 07mWestJet
Tue 17/310:30 p.m.KOA - YWG
1 stop10h 22mWestJet
Deal found 27/12C$ 478

Find flight deals from Winnipeg to Kailua-Kona

Discover tips and strategies to find the most affordable flight options for your journey from Winnipeg (YWG) to Kailua-Kona (KOA). 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 29 December 2025.

Round-trip from

C$ 351

Popular in

December

Cheapest in

March

Average price

C$ 1,128
WestJet
  • WestJet
  • 8/3-17/3
  • 2 total stops
  • 23h 29m total
  • Winnipeg to Kailua-Kona
Search Deals
Highest demand for flights based on searches. 18% potential increase in price (C$ 217 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease (C$ 67 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Winnipeg to Kailua-Kona 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 29 December 2025.
Use the filters below to find and compare flights from Winnipeg to Kailua-Kona that are best for you.

Fly from

Winnipeg

Fly to

Kailua-Kona

Route

Depart

Return

Price

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Sun 8/3

12:40 p.m.-8:47 p.m.

1 stop13h 07m

Kona Intl

Tue 17/3

10:30 p.m.-1:52 p.m.

1 stop10h 22m

C$ 351

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Fri 6/3

7:50 a.m.-9:47 p.m.

1 stop17h 57m

Kona Intl

Tue 17/3

10:30 p.m.-1:52 p.m.

1 stop10h 22m

C$ 368

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Sat 7/3

7:50 a.m.-10:27 p.m.

2 stops18h 37m

Kona Intl

Tue 17/3

10:30 p.m.-1:52 p.m.

1 stop10h 22m

C$ 368

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Sat 7/2

12:55 p.m.-10:27 p.m.

2 stops13h 32m

Kona Intl

Tue 17/2

11:30 p.m.-12:41 a.m.

1 stop21h 11m

C$ 424

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Mon 9/3

2:40 p.m.-8:47 p.m.

2 stops59h 07m

Kona Intl

Tue 17/3

10:30 p.m.-1:52 p.m.

1 stop10h 22m

C$ 478

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Tue 20/1

2:20 p.m.-12:57 p.m.

2 stops26h 37m

Kona Intl

Thu 5/2

2:20 p.m.-11:57 a.m.

2 stops17h 37m

C$ 485

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Wed 11/2

6:55 p.m.-10:27 p.m.

2 stops31h 32m

C$ 481

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Wed 11/2

6:45 a.m.-12:53 p.m.

3 stops34h 08m

C$ 528

Flights are sorted by cheapest round-trip flights first.

Deals found on 27/12

Best time to book a flight from Winnipeg to Kailua-Kona

Have a flexible travel schedule? Discover the best time to fly to Kailua-Kona 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 Kailua-Kona

What’s the top layover airport for flights from Winnipeg to Kailua-Kona?

Share of one-stop round-trip flights from Winnipeg to Kailua-Kona chosen by Cheapflights users in the past 12 months, using the same layover each way.

Vancouver (YVR) – chosen by Cheapflights users on 83% of one-stop itineraries from Winnipeg to Kailua-Kona on Cheapflights.

What’s the cheapest layover airport for flights from Winnipeg to Kailua-Kona?

Average round-trip fare for 1-stop flights from Winnipeg to Kailua-Kona, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Vancouver (YVR) is the most affordable 1-stop option, with an average round-trip price of C$ 738.

What’s the fastest layover option from Winnipeg to Kailua-Kona?

Shortest average travel time for 1-stop one-way flights from Winnipeg to Kailua-Kona, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Vancouver (YVR) have the shortest average one-way travel time for 1-stop routes: 13h 02m.

Which airport typically offers the quickest layover for flights from Winnipeg to Kailua-Kona?

Average layover duration for 1-stop one-way flights from Winnipeg to Kailua-Kona, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Vancouver (YVR) offer the fastest connection on this route, with an average layover time of 4h 50m.

Reviews of airlines servicing Kailua-Kona

Get insights into the airlines that provide service to Kailua-Kona. 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 Kailua-Kona. Reviews last updated 29 December 2025.
Read reviews from past customers who have flown United Airlines,WestJet, andAir Canada from Winnipeg to Kailua-Kona. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,118 reviews
Check prices

Crew

8.1

Comfort

7.3

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
United Airlines
7.4
Good
9,118 reviews
United Airlines
7.4
Good
9,118 reviews
Check prices

Crew

8.1

Comfort

7.3

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
WestJet
7.2
Good
3,223 reviews
United Airlines
7.4
Good
9,118 reviews
Check prices

Crew

8.1

Comfort

7.3

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
Air Canada
7.1
Good
10,563 reviews
United Airlines
7.4
Good
9,118 reviews
Check prices

Crew

8.1

Comfort

7.3

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to Kailua-Kona. 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 Kailua-Kona?

    There are many flights that can get you from Winnipeg to Kailua-Kona in 13h 07m. Fly via WestJet to get the fastest option. The distance between Winnipeg and Kailua-Kona is about 6122 km.

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

    Currently priced at C$ 258, United Airlines will fly you from Winnipeg to Kailua-Kona and back. In addition to United Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Air Canada and WestJet - these airlines can fly you to your destination from C$ 280 and C$ 423, respectively. These flights start at 62% lower than the current average price 3 months from now.

  • Can I find deals for flights from Winnipeg to Kailua-Kona that include hotel bookings?

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

  • How can I find direct flights from Winnipeg to Kailua-Kona?

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

  • Can I find deals for business class flights from Winnipeg to Kailua-Kona?

    Yes. Cheapflights offers flight deals from Winnipeg to Kailua-Kona 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Winnipeg to Kailua-Kona

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

Top 3 airlines flying from Winnipeg to Kailua-Kona

Discover the top 3 airlines that operate flights from Winnipeg to Kailua-Kona. 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 29 December 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 296AverageC$ 644FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 338AverageC$ 514FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 423AverageC$ 689FlexibilityNo 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 Winnipeg to Kailua-Kona?

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

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 Kailua-Kona from Winnipeg.

Can Cheapflights find flights from Winnipeg to Kailua-Kona with no change fees?

Certainly. Search results for flights to Kailua-Kona from Winnipeg shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Winnipeg to Kailua-Kona become cheaper?

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

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