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Cheap flights from Winnipeg to Kailua-Kona from C$ 322

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
13 Feb — 20 Feb1
1 adult
1 adult, Economy, 0 bags

Cheap 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 14 January 2026.

Round-trip from

C$ 530

One-way from

C$ 322
WestJet
  • WestJet
  • 14/3-20/3
  • 2 total stops
  • 50h 37m total
  • Winnipeg to Kailua-Kona
Search Deals
Air Canada
  • Air Canada
  • 28/2
  • 2 total stops
  • 19h 18m total
  • Winnipeg to Kailua-Kona
Search Deals

Find 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 14 January 2026.

Sat 14/36:55 p.m.
YWG
-
KOA
1 stop30h 52m
WestJet
Fri 20/39:55 p.m.
KOA
-
YWG
1 stop19h 45m
WestJet
Deal found 11/1C$ 530
Sat 14/39:00 p.m.
YWG
-
KOA
2 stops41h 33m
Multiple Airlines
Sat 21/310:30 p.m.
KOA
-
YWG
1 stop21h 11m
Multiple Airlines
Deal found 11/1C$ 798
Sat 14/36:55 p.m.
YWG
-
KOA
1 stop30h 52m
WestJet
Sat 21/310:30 p.m.
KOA
-
YWG
1 stop21h 11m
WestJet
Deal found 11/1C$ 819
Fri 13/312:40 p.m.
YWG
-
KOA
1 stop13h 07m
Multiple Airlines
Sat 21/310:30 p.m.
KOA
-
YWG
1 stop16h 15m
Multiple Airlines
Deal found 14/1C$ 837
Sat 14/38:30 p.m.
YWG
-
KOA
3 stops29h 17m
Multiple Airlines
Fri 20/39:55 p.m.
KOA
-
YWG
2 stops33h 12m
Multiple Airlines
Deal found 11/1C$ 847
Wed 11/210:55 a.m.
YWG
-
KOA
1 stop14h 52m
WestJet
Tue 24/211:30 p.m.
KOA
-
YWG
1 stop10h 22m
WestJet
Deal found 11/1C$ 852
Fri 3/412:40 p.m.
YWG
-
KOA
2 stops37h 47m
WestJet
Sat 11/410:30 p.m.
KOA
-
YWG
2 stops20h 17m
WestJet
Deal found 13/1C$ 858
Fri 13/312:40 p.m.
YWG
-
KOA
1 stop13h 07m
WestJet
Sat 21/310:30 p.m.
KOA
-
YWG
1 stop10h 22m
WestJet
Deal found 13/1C$ 869

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 14 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

Sat 14/3

6:55 p.m.-8:47 p.m.

1 stop30h 52m

Kona Intl

Fri 20/3

9:55 p.m.-12:07 p.m.

2 stops33h 12m

C$ 614

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Sat 14/3

9:00 p.m.-9:33 a.m.

2 stops41h 33m

Kona Intl

Sat 21/3

10:30 p.m.-12:41 a.m.

1 stop21h 11m

C$ 798

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Sat 14/3

6:55 p.m.-8:47 p.m.

1 stop30h 52m

Kona Intl

Sat 21/3

10:30 p.m.-12:41 a.m.

1 stop21h 11m

C$ 819

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Fri 13/3

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

1 stop13h 07m

Kona Intl

Sat 21/3

10:30 p.m.-7:45 p.m.

1 stop16h 15m

C$ 837

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Sat 14/3

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

3 stops29h 17m

Kona Intl

Fri 20/3

9:55 p.m.-12:07 p.m.

2 stops33h 12m

C$ 847

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Wed 11/2

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

1 stop14h 52m

Kona Intl

Tue 24/2

11:30 p.m.-1:52 p.m.

1 stop10h 22m

C$ 852

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Fri 3/4

12:40 p.m.-9:27 p.m.

2 stops37h 47m

Kona Intl

Sat 11/4

10:30 p.m.-11:47 p.m.

2 stops20h 17m

C$ 858

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Fri 13/3

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

1 stop13h 07m

Kona Intl

Sat 21/3

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

1 stop10h 22m

C$ 869

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Wed 11/2

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

1 stop14h 52m

Kona Intl

Wed 25/2

10:55 p.m.-3:20 p.m.

1 stop12h 25m

C$ 898

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Sat 28/2

6:00 a.m.-9:18 p.m.

2 stops19h 18m

C$ 322

Flights are sorted by cheapest round-trip flights first.

Deals found on 14/1

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.

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 86% 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$ 717.

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: 12h 50m.

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 21m.

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 14 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
9,156 reviews
Check prices

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.6

Comfort

7.3

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
United Airlines
7.4
Good
9,156 reviews
United Airlines
7.4
Good
9,156 reviews
Check prices

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.6

Comfort

7.3

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
WestJet
7.2
Good
3,240 reviews
United Airlines
7.4
Good
9,156 reviews
Check prices

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.6

Comfort

7.3

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
Air Canada
7.1
Good
10,619 reviews
United Airlines
7.4
Good
9,156 reviews
Check prices

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.6

Comfort

7.3

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

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 30h 52m. 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$ 217, 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 United Airlines and WestJet - these airlines can fly you to your destination from C$ 262 and C$ 415, 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

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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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 14 January 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 301AverageC$ 684FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 343AverageC$ 522FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 415AverageC$ 700FlexibilityNo 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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