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Cheap flights from Winnipeg to Kailua-Kona from C$ 344

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 28/2. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — KOA
27 Feb — 6 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 28 January 2026.

Fri 13/312:40 p.m.
YWG
-
KOA
1 stop13h 07m
WestJet
Fri 20/39:55 p.m.
KOA
-
YWG
1 stop17h 10m
WestJet
Deal found 26/1C$ 949
Sun 8/210:55 a.m.
YWG
-
KOA
1 stop14h 52m
Multiple Airlines
Wed 18/24:53 p.m.
KOA
-
YWG
2 stops40h 59m
Multiple Airlines
Deal found 27/1C$ 1,141
Fri 13/36:45 a.m.
YWG
-
KOA
2 stops19h 02m
WestJet
Sat 21/310:30 p.m.
KOA
-
YWG
2 stops14h 35m
WestJet
Deal found 26/1C$ 1,204
Fri 6/116:55 p.m.
YWG
-
KOA
2 stops31h 33m
WestJet
Sun 15/1110:55 p.m.
KOA
-
YWG
1 stop22h 00m
WestJet
Deal found 26/1C$ 1,211

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 28 January 2026.

Round-trip from

C$ 949

One-way from

C$ 344
WestJet
  • WestJet
  • 13/3-20/3
  • 2 total stops
  • 30h 17m total
  • Winnipeg to Kailua-Kona
Search Deals
WestJet
  • WestJet
  • 28/2
  • 3 total stops
  • 36h 52m total
  • Winnipeg to Kailua-Kona
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 28 January 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

Fri 13/3

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

1 stop13h 07m

Kona Intl

Fri 20/3

9:55 p.m.-8:05 p.m.

1 stop17h 10m

C$ 949

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Sun 8/2

10:55 a.m.-9:47 p.m.

1 stop14h 52m

Kona Intl

Wed 18/2

4:53 p.m.-1:52 p.m.

2 stops40h 59m

C$ 1,141

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Fri 13/3

6:45 a.m.-8:47 p.m.

2 stops19h 02m

Kona Intl

Sat 21/3

10:30 p.m.-6:05 p.m.

2 stops14h 35m

C$ 1,204

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Sun 8/2

9:50 p.m.-2:44 p.m.

2 stops20h 54m

Kona Intl

Wed 18/2

10:55 p.m.-9:04 p.m.

2 stops18h 09m

C$ 1,263

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Sun 8/2

12:10 p.m.-2:54 p.m.

3 stops30h 44m

Kona Intl

Wed 18/2

10:40 p.m.-11:35 p.m.

3 stops44h 55m

C$ 1,545

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Fri 13/3

12:10 p.m.-3:14 p.m.

3 stops32h 04m

Kona Intl

Fri 20/3

9:17 p.m.-11:35 p.m.

3 stops45h 18m

C$ 2,598

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Fri 13/3

12:10 p.m.-3:14 p.m.

3 stops32h 04m

Kona Intl

Sat 21/3

6:10 p.m.-11:35 p.m.

3 stops24h 25m

C$ 3,212

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Sat 28/2

12:55 p.m.-9:47 p.m.

3 stops36h 52m

C$ 344

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Sat 28/2

8:30 p.m.-9:47 p.m.

2 stops29h 17m

C$ 355

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Thu 12/3

12:55 p.m.-9:27 p.m.

2 stops13h 32m

C$ 426

Flights are sorted by cheapest round-trip flights first.

Deals found on 26/1

Showing 1-10 of 13 results
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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 28 January 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.
United Airlines
7.4
Good
9,208 reviews
Check prices

Comfort

7.3

Crew

8.1

Boarding

7.7

Entertainment

7.1

Food

6.6

Overall

7.4

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
United Airlines
7.4
Good
9,208 reviews
United Airlines
7.4
Good
9,208 reviews
Check prices

Comfort

7.3

Crew

8.1

Boarding

7.7

Entertainment

7.1

Food

6.6

Overall

7.4

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
WestJet
7.2
Good
3,251 reviews
United Airlines
7.4
Good
9,208 reviews
Check prices

Comfort

7.3

Crew

8.1

Boarding

7.7

Entertainment

7.1

Food

6.6

Overall

7.4

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
Air Canada
7.1
Good
10,666 reviews
United Airlines
7.4
Good
9,208 reviews
Check prices

Comfort

7.3

Crew

8.1

Boarding

7.7

Entertainment

7.1

Food

6.6

Overall

7.4

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 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$ 214, 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$ 241 and C$ 258, 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.
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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 28 January 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 214AverageC$ 673FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 241AverageC$ 689FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 258AverageC$ 514FlexibilityNo cancel feeOn-time69%
Search United Airlines 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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