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Cheap flights from Winnipeg to Kailua-Kona from C$ 617

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 26/1. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — KOA
20 Feb — 27 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.

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 21 January 2026.

Tue 3/112:40 p.m.
YWG
-
KOA
1 stop11h 48m
WestJet
Tue 17/1111:30 p.m.
KOA
-
YWG
1 stop10h 22m
WestJet
Deal found 21/1C$ 874
Mon 2/27:20 p.m.
YWG
-
KOA
2 stops45h 24m
Air Canada
Thu 5/22:34 p.m.
KOA
-
YWG
2 stops17h 23m
Air Canada
Deal found 19/1C$ 879
Sun 8/116:55 p.m.
YWG
-
KOA
2 stops55h 33m
WestJet
Tue 17/1111:30 p.m.
KOA
-
YWG
1 stop10h 22m
WestJet
Deal found 20/1C$ 971
Sat 31/1012:40 p.m.
YWG
-
KOA
2 stops13h 48m
WestJet
Wed 18/1110:55 p.m.
KOA
-
YWG
1 stop12h 25m
WestJet
Deal found 21/1C$ 972
Wed 4/1112:40 p.m.
YWG
-
KOA
1 stop13h 14m
WestJet
Tue 17/1111:30 p.m.
KOA
-
YWG
1 stop10h 22m
WestJet
Deal found 21/1C$ 982
Wed 4/1112:40 p.m.
YWG
-
KOA
1 stop13h 14m
WestJet
Wed 18/1110:55 p.m.
KOA
-
YWG
1 stop12h 25m
WestJet
Deal found 21/1C$ 998
Tue 3/112:40 p.m.
YWG
-
KOA
1 stop11h 48m
WestJet
Sun 15/1110:55 p.m.
KOA
-
YWG
1 stop12h 25m
WestJet
Deal found 21/1C$ 1,034
Thu 5/116:10 p.m.
YWG
-
KOA
2 stops22h 50m
Air Canada
Sun 15/1111:55 p.m.
KOA
-
YWG
2 stops21h 19m
Air Canada
Deal found 20/1C$ 1,040
Thu 5/116:10 p.m.
YWG
-
KOA
2 stops22h 50m
Air Canada
Thu 19/1111:55 p.m.
KOA
-
YWG
2 stops21h 19m
Air Canada
Deal found 21/1C$ 1,041

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 21 January 2026.

Round-trip from

C$ 879

One-way from

C$ 617
Air Canada
  • Air Canada
  • 2/2-5/2
  • 4 total stops
  • 62h 47m total
  • Winnipeg to Kailua-Kona
Search Deals
Air Canada
  • Air Canada
  • 26/1
  • 2 total stops
  • 31h 59m 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 21 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

Mon 2/2

7:20 p.m.-12:44 p.m.

2 stops45h 24m

Kona Intl

Thu 5/2

2:34 p.m.-11:57 a.m.

2 stops17h 23m

C$ 879

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Fri 13/3

7:50 a.m.-8:47 p.m.

1 stop17h 57m

Kona Intl

Sat 21/3

11:27 p.m.-8:05 p.m.

2 stops39h 38m

C$ 1,066

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Fri 13/3

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

1 stop19h 32m

Kona Intl

Sat 21/3

10:30 p.m.-12:40 a.m.

2 stops21h 10m

C$ 1,081

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Mon 2/2

8:05 p.m.-9:47 p.m.

2 stops53h 42m

Kona Intl

Thu 5/2

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

1 stop21h 11m

C$ 1,208

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Mon 26/1

10:45 a.m.-2:44 p.m.

2 stops31h 59m

C$ 617

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Mon 26/1

8:20 p.m.-9:49 a.m.

3 stops41h 29m

C$ 754

Flights are sorted by cheapest round-trip flights first.

Deals found on 21/1

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$ 714.

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 21 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
9,188 reviews
Check prices

Crew

8.1

Overall

7.4

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Food

6.6

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
9,188 reviews
United Airlines
7.4
Good
9,188 reviews
Check prices

Crew

8.1

Overall

7.4

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Food

6.6

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
3,247 reviews
United Airlines
7.4
Good
9,188 reviews
Check prices

Crew

8.1

Overall

7.4

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Food

6.6

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
10,644 reviews
United Airlines
7.4
Good
9,188 reviews
Check prices

Crew

8.1

Overall

7.4

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Food

6.6

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 19h 32m. Fly via Air Canada or WestJet to get the fastest option. The distance between Winnipeg and Kailua-Kona is about 6122 km. This flight may include one or multiple stops.

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

    Currently priced at C$ 216, 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$ 244 and C$ 261, 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.
Winnipeg to Honolulu flights
Winnipeg to Kahului flights
Winnipeg to Lihue flights
Winnipeg to Hana flights
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 21 January 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 216AverageC$ 681FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 244AverageC$ 697FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 261AverageC$ 520FlexibilityNo 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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