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Cheap flights from Winnipeg to Kailua-Kona from C$ 416

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 14/12. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — KOA
12 Dec — 19 Dec1
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 12 November 2025.

Round-trip from

C$ 416

Popular in

July

Cheapest in

September

Average price

C$ 613
WestJet
  • WestJet
  • 14/12-24/12
  • 2 total stops
  • 33h 50m total
  • Winnipeg to Kailua-Kona
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Highest demand for flights based on searches. 17% potential increase in price (C$ 213 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease (C$ 60 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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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 12 November 2025.

Sun 14/127:50 a.m.YWG - KOA
1 stop16h 39mWestJet
Wed 24/1210:55 p.m.KOA - YWG
1 stop17h 11mWestJet
Deal found 11/11C$ 416
Tue 16/125:55 a.m.YWG - KOA
1 stop18h 33mWestJet
Wed 24/1210:55 p.m.KOA - YWG
1 stop12h 26mWestJet
Deal found 11/11C$ 422
Mon 15/126:45 a.m.YWG - KOA
2 stops41h 43mWestJet
Wed 24/1210:55 p.m.KOA - YWG
1 stop19h 46mWestJet
Deal found 11/11C$ 439
Tue 16/127:50 a.m.YWG - KOA
2 stops16h 38mWestJet
Tue 23/1211:30 p.m.KOA - YWG
2 stops20h 20mWestJet
Deal found 11/11C$ 449
Mon 15/1212:55 p.m.YWG - KOA
2 stops35h 33mWestJet
Tue 23/1211:30 p.m.KOA - YWG
2 stops32h 23mWestJet
Deal found 11/11C$ 458
Sat 13/126:55 p.m.YWG - KOA
1 stop29h 34mWestJet
Thu 25/1211:30 p.m.KOA - YWG
2 stops54h 38mWestJet
Deal found 11/11C$ 505
Sat 13/126:55 p.m.YWG - KOA
1 stop29h 34mWestJet
Tue 23/1211:30 p.m.KOA - YWG
1 stop21h 09mWestJet
Deal found 11/11C$ 569
Sat 13/122:20 p.m.YWG - KOA
2 stops26h 40mUnited Airlines
Mon 22/122:23 p.m.KOA - YWG
2 stops17h 34mUnited Airlines
Deal found 11/11C$ 590
Sun 14/127:50 a.m.YWG - KOA
1 stop16h 39mMultiple Airlines
Sat 20/122:25 p.m.KOA - YWG
2 stops30h 58mMultiple Airlines
Deal found 11/11C$ 673

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 12 November 2025.
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

Wed 14/1

2:40 p.m.-8:28 p.m.

1 stop33h 48m

Kona Intl

Tue 10/2

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

1 stop10h 22m

C$ 421

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Tue 16/12

6:15 a.m.-8:28 p.m.

2 stops18h 13m

Kona Intl

Wed 24/12

10:55 p.m.-11:50 p.m.

2 stops20h 55m

C$ 444

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Mon 15/12

12:55 p.m.-8:28 p.m.

2 stops35h 33m

Kona Intl

Tue 23/12

11:30 p.m.-12:39 a.m.

1 stop21h 09m

C$ 475

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Sun 14/12

6:15 a.m.-8:29 p.m.

1 stop18h 14m

Kona Intl

Thu 25/12

11:30 p.m.-10:08 a.m.

2 stops54h 38m

C$ 505

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Tue 16/12

10:55 a.m.-8:28 p.m.

2 stops13h 33m

Kona Intl

Thu 25/12

11:30 p.m.-10:08 a.m.

2 stops54h 38m

C$ 505

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Sun 14/12

7:50 a.m.-8:29 p.m.

1 stop16h 39m

Kona Intl

Sun 21/12

10:55 p.m.-10:08 a.m.

1 stop31h 13m

C$ 505

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Mon 15/12

12:55 p.m.-8:28 p.m.

2 stops35h 33m

Kona Intl

Sun 21/12

10:55 p.m.-10:08 a.m.

1 stop31h 13m

C$ 505

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Sat 13/12

6:55 p.m.-8:29 p.m.

1 stop29h 34m

Kona Intl

Tue 23/12

11:30 p.m.-11:53 a.m.

2 stops32h 23m

C$ 505

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Tue 16/12

10:55 a.m.-8:28 p.m.

2 stops13h 33m

Kona Intl

Sun 21/12

10:55 p.m.-10:08 a.m.

1 stop31h 13m

C$ 505

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Sun 14/12

7:50 a.m.-8:29 p.m.

1 stop16h 39m

Kona Intl

Tue 23/12

11:30 p.m.-11:53 a.m.

2 stops32h 23m

C$ 505

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/11

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 is the cheapest time of day to fly from YWG to KOA?

Find hourly flight availability from Winnipeg to Kailua-Kona. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 12 November 2025.

When flying from Winnipeg to Kailua-Kona, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 25% versus a flight in the afternoon.

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 12 November 2025.
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
9,015 reviews
Check prices

Food

6.6

Comfort

7.3

Boarding

7.7

Crew

8.1

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
United Airlines
7.4
Good
9,015 reviews
United Airlines
7.4
Good
9,015 reviews
Check prices

Food

6.6

Comfort

7.3

Boarding

7.7

Crew

8.1

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
WestJet
7.2
Good
3,159 reviews
United Airlines
7.4
Good
9,015 reviews
Check prices

Food

6.6

Comfort

7.3

Boarding

7.7

Crew

8.1

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
Air Canada
7.1
Good
10,444 reviews
United Airlines
7.4
Good
9,015 reviews
Check prices

Food

6.6

Comfort

7.3

Boarding

7.7

Crew

8.1

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

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 33h 48m. 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$ 339, 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$ 347 and C$ 451, respectively. These flights start at 53% 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

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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 12 November 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 339AverageC$ 660FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 347AverageC$ 603FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 451AverageC$ 707FlexibilityNo 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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