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Cheap flights from Winnipeg to Kailua-Kona from C$ 498

YWG — KOA
17 Oct — 24 Oct1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Winnipeg to Kailua-Kona

Enter your travel dates to find the best prices.

Cheapest flights from Winnipeg to Kailua-Kona

Wed 28/108:40 a.m. -
2 stops15h 52m
Wed 4/112:14 p.m. -
2 stops18h 09m
Deal found 13/9C$ 992
Sun 29/116:00 a.m. -
2 stops19h 20m
Thu 3/1210:35 p.m. -
1 stop10h 15m
Deal found 16/9C$ 1,047
Wed 28/108:35 a.m. -
2 stops17h 30m
Wed 4/1110:55 p.m. -
3 stops19h 00m
Deal found 13/9C$ 1,300
Sat 19/93:58 p.m. -
2 stops32h 17m
Sat 26/910:10 p.m. -
2 stops32h 41m
Deal found 12/9C$ 1,428
Wed 23/1212:10 p.m. -
2 stops37h 25m
Sat 2/110:35 p.m. -
2 stops19h 20m
Deal found 15/9C$ 1,577
Sat 19/96:00 a.m. -
2 stops18h 27m
Sat 26/91:52 p.m. -
2 stops19h 48m
Deal found 15/9C$ 1,661
Sun 13/96:35 p.m. -
2 stops30h 00m
Sun 31/12:00 p.m. -
1 stop27h 27m
Deal found 13/9C$ 1,667

Find flight deals from Winnipeg to Kailua-Kona

Round-trip from

C$ 651

One-way from

C$ 498

Popular in

July

Cheapest in

April

Average price

C$ 1,802
Air Canada
  • Air Canada
  • 7/1-5/3
  • 4 total stops
  • 51h 43m total
  • Winnipeg to Kailua-Kona
Search Deals
28/10-31/12
  • 28/10-31/12
  • 2 total stops
  • 16h 26m total
  • Winnipeg to Kailua-Kona
Search Deals
Highest demand for flights based on searches. 32% potential increase in price (C$ 862 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease (C$ 125 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2026
Search Deals

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegKailua-Kona

YWG Winnipeg - KOA Kona Intl

YWGKOA

Winnipeg

Wed 28/10

4:50 a.m.-4:16 p.m.

2 stops16h 26m

Kona Intl

Wed 31/12

12:00 a.m.-4:00 a.m.

Nonstop0h 00m

C$ 498

WinnipegKailua-Kona

YWG Winnipeg - KOA Kona Intl

YWGKOA

Winnipeg

Thu 7/1

10:05 p.m.-12:44 p.m.

1 stop18h 39m

Kona Intl

Sun 17/1

2:00 p.m.-1:07 p.m.

1 stop19h 07m

C$ 651

WinnipegKailua-Kona

YWG Winnipeg - KOA Kona Intl

YWGKOA

Winnipeg

Thu 7/1

10:05 p.m.-12:44 p.m.

1 stop18h 39m

Kona Intl

Fri 5/3

2:00 p.m.-1:06 p.m.

1 stop19h 06m

C$ 651

WinnipegKailua-Kona

YWG Winnipeg - KOA Kona Intl

YWGKOA

Winnipeg

Wed 6/1

7:00 a.m.-1:57 p.m.

2 stops34h 57m

Kona Intl

Fri 5/3

2:00 p.m.-1:06 p.m.

1 stop19h 06m

C$ 754
Quickest round-trip

WinnipegKailua-Kona

YWG Winnipeg - KOA Kona Intl

YWGKOA

Winnipeg

Wed 28/10

8:40 a.m.-3:39 p.m.

1 stop11h 59m

Kona Intl

Wed 31/12

12:00 a.m.-4:00 a.m.

Nonstop0h 00m

C$ 767

WinnipegKailua-Kona

YWG Winnipeg - KOA Kona Intl

YWGKOA

Winnipeg

Fri 29/1

7:05 p.m.-12:44 p.m.

2 stops45h 39m

Kona Intl

Wed 10/2

2:00 p.m.-12:09 a.m.

2 stops30h 09m

C$ 884

WinnipegKailua-Kona

YWG Winnipeg - KOA Kona Intl

YWGKOA

Winnipeg

Fri 8/1

7:55 p.m.-9:35 p.m.

1 stop29h 40m

Kona Intl

Mon 18/1

2:00 p.m.-9:55 p.m.

2 stops27h 55m

C$ 950

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/9

Sorted by cheapest first

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

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?

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?

Vancouver (YVR) is the most affordable 1-stop option, with an average round-trip price of C$ 1,551.

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

Flights via Denver (DEN) have the shortest average one-way travel time for 1-stop routes: 11h 58m.

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

Flights via Denver (DEN) offer the fastest connection on this route, with an average layover time of 6h 28m.

Reviews of airlines servicing Kailua-Kona

Read reviews from past customers who have flown WestJet and Air 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.
WestJet
7.2
Good
3,446 reviews
Check prices

Food

6.2

Comfort

7.1

Crew

7.9

Entertainment

6.1

Overall

7.2

Boarding

7.4

Reviews

1 / 20
10.0
Excellent

Anonymous,Aug 2026

YHZ - DTW

Better snacks I also flew Delta much better with movies and entertainment
WestJet
7.2
Good
3,446 reviews
WestJet
7.2
Good
3,446 reviews
Check prices

Food

6.2

Comfort

7.1

Crew

7.9

Entertainment

6.1

Overall

7.2

Boarding

7.4

Reviews

1 / 20
10.0
Excellent

Anonymous,Aug 2026

YHZ - DTW

Better snacks I also flew Delta much better with movies and entertainment
Air Canada
7.1
Good
11,640 reviews
WestJet
7.2
Good
3,446 reviews
Check prices

Food

6.2

Comfort

7.1

Crew

7.9

Entertainment

6.1

Overall

7.2

Boarding

7.4

Reviews

1 / 20
10.0
Excellent

Anonymous,Aug 2026

YHZ - DTW

Better snacks I also flew Delta much better with movies and entertainment

Related info for your journey

  • How long is the flight from Winnipeg to Kailua-Kona?

    There are many flights that can get you from Winnipeg to Kailua-Kona in 18h 39m. Fly via Air Canada 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$ 246, WestJet will fly you from Winnipeg to Kailua-Kona and back. In addition to WestJet, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on Air Canada for as low as C$ 286. These flights start at 80% 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

Alternative routes for Winnipeg to Kailua-Kona

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Winnipeg to Lihue flights
Winnipeg to Hana flights
Winnipeg to Kapalua flights

Top 2 airlines flying from Winnipeg to Kailua-Kona

AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 246AverageC$ 557FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 286AverageC$ 1,247FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

Fly with Cheapflights

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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