Cheap flights from Winnipeg to Kailua-Kona from C$ 233

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 30/3. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — KOA
17 Mar — 24 Mar1
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
Explore the most affordable flight options available from Winnipeg to Kailua-Kona. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 15 February 2026.

Tue 3/32:40 p.m.
YWG
-
KOA
1 stop11h 47m
WestJet
Wed 4/310:55 p.m.
KOA
-
YWG
1 stop31h 12m
WestJet
Deal found 14/2C$ 445
Sun 15/36:15 a.m.
YWG
-
KOA
1 stop19h 32m
WestJet
Sat 21/310:30 p.m.
KOA
-
YWG
1 stop10h 22m
WestJet
Deal found 15/2C$ 562
Sat 28/29:50 p.m.
YWG
-
KOA
2 stops27h 01m
Air Canada
Mon 2/310:55 p.m.
KOA
-
YWG
2 stops18h 29m
Air Canada
Deal found 14/2C$ 592
Tue 17/312:55 p.m.
YWG
-
KOA
2 stops28h 24m
Multiple Airlines
Sun 22/39:55 p.m.
KOA
-
YWG
1 stop21h 45m
Multiple Airlines
Deal found 15/2C$ 678
Wed 29/48:45 a.m.
YWG
-
KOA
1 stop11h 45m
United Airlines
Mon 4/51:15 p.m.
KOA
-
YWG
2 stops17h 37m
United Airlines
Deal found 12/2C$ 720
Wed 18/310:40 a.m.
YWG
-
KOA
2 stops30h 19m
Air Canada
Wed 8/42:25 p.m.
KOA
-
YWG
2 stops25h 55m
Air Canada
Deal found 14/2C$ 765
Wed 1/46:00 a.m.
YWG
-
KOA
1 stop11h 57m
Air Canada
Wed 8/42:25 p.m.
KOA
-
YWG
1 stop17h 19m
Air Canada
Deal found 15/2C$ 768
Mon 16/38:00 a.m.
YWG
-
KOA
2 stops43h 05m
Multiple Airlines
Sun 22/39:55 p.m.
KOA
-
YWG
1 stop21h 45m
Multiple Airlines
Deal found 15/2C$ 771

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 15 February 2026.

Round-trip from

C$ 445

One-way from

C$ 233
WestJet
  • WestJet
  • 3/3-4/3
  • 3 total stops
  • 46h 44m total
  • Winnipeg to Kailua-Kona
WestJet
  • WestJet
  • 30/3
  • 2 total stops
  • 38h 27m total
  • Winnipeg to Kailua-Kona

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 15 February 2026.
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

Tue 3/3

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

2 stops15h 32m

Kona Intl

Wed 4/3

10:55 p.m.-10:07 a.m.

1 stop31h 12m

C$ 445

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Sun 15/3

6:15 a.m.-8:47 p.m.

1 stop19h 32m

Kona Intl

Sat 21/3

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

1 stop10h 22m

C$ 562

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Wed 29/4

8:45 a.m.-3:30 p.m.

1 stop11h 45m

Kona Intl

Mon 4/5

1:15 p.m.-11:52 a.m.

2 stops17h 37m

C$ 720

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Mon 30/3

12:00 p.m.-9:27 p.m.

2 stops38h 27m

C$ 233

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Mon 27/4

8:45 a.m.-3:30 p.m.

1 stop11h 45m

C$ 268

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Mon 27/4

12:50 p.m.-9:36 a.m.

3 stops25h 46m

C$ 329

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Sat 28/2

9:50 p.m.-8:51 p.m.

2 stops27h 01m

C$ 343

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Sat 28/2

6:45 a.m.-10:27 p.m.

3 stops19h 42m

C$ 347

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Mon 30/3

8:30 p.m.-9:27 p.m.

1 stop29h 57m

C$ 392

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/2

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.

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 15 February 2026.
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.

Entertainment

7.1

Boarding

7.7

Comfort

7.3

Overall

7.4

Crew

8.1

Food

6.6

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats

Entertainment

7.1

Boarding

7.7

Comfort

7.3

Overall

7.4

Crew

8.1

Food

6.6

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats

Entertainment

7.1

Boarding

7.7

Comfort

7.3

Overall

7.4

Crew

8.1

Food

6.6

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats

Entertainment

7.1

Boarding

7.7

Comfort

7.3

Overall

7.4

Crew

8.1

Food

6.6

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats

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 15h 32m. 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$ 213, Air Canada will fly you from Winnipeg to Kailua-Kona and back. In addition to Air Canada, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from WestJet and United Airlines - these airlines can fly you to your destination from C$ 240 and C$ 257, respectively.

  • 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

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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.

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 15 February 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 213AverageC$ 670FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 240AverageC$ 685FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 257AverageC$ 512FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

Fly with Cheapflights

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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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