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Cheap flights from Winnipeg to Kailua-Kona from C$ 487

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 20/1. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — KOA
20 Jan — 27 Jan1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Winnipeg to Kailua-Kona

Enter your travel dates to find the best prices.

Best flights from Winnipeg to Kailua-Kona
Discover carefully curated flight deals from Winnipeg to Kailua-Kona that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 21 December 2025.

Tue 20/12:20 p.m.YWG - KOA
2 stops28h 24mUnited Airlines
Thu 22/12:34 p.m.KOA - YWG
2 stops17h 23mUnited Airlines
Deal found 19/12C$ 487
Mon 9/32:40 p.m.YWG - KOA
2 stops20h 46mMultiple Airlines
Tue 17/310:30 p.m.KOA - YWG
1 stop10h 22mMultiple Airlines
Deal found 20/12C$ 501
Mon 9/36:00 a.m.YWG - KOA
2 stops18h 51mAir Canada
Tue 17/310:55 p.m.KOA - YWG
2 stops17h 29mAir Canada
Deal found 20/12C$ 636
Tue 20/16:45 a.m.YWG - KOA
2 stops41h 44mWestJet
Thu 22/19:30 p.m.KOA - YWG
1 stop12h 22mWestJet
Deal found 19/12C$ 734
Mon 9/312:10 p.m.YWG - KOA
3 stops34h 49mAmerican Airlines
Tue 17/39:13 p.m.KOA - YWG
3 stops21h 22mAmerican Airlines
Deal found 20/12C$ 1,301

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 December 2025.

Round-trip from

C$ 350

Popular in

December

Cheapest in

May

Average price

C$ 1,138
WestJet
  • WestJet
  • 5/3-15/3
  • 2 total stops
  • 42h 59m total
  • Winnipeg to Kailua-Kona
Search Deals
Highest demand for flights based on searches. 17% potential increase in price (C$ 207 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease (C$ 68 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 December 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

Tue 20/1

2:20 p.m.-2:44 p.m.

2 stops28h 24m

Kona Intl

Thu 22/1

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

2 stops17h 23m

C$ 487

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Mon 9/3

2:40 p.m.-6:26 a.m.

2 stops20h 46m

Kona Intl

Tue 17/3

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

1 stop10h 22m

C$ 501

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Mon 9/3

6:00 a.m.-7:51 p.m.

2 stops18h 51m

Kona Intl

Tue 17/3

10:55 p.m.-9:24 p.m.

2 stops17h 29m

C$ 636

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Tue 20/1

6:45 a.m.-8:29 p.m.

2 stops41h 44m

Kona Intl

Thu 22/1

9:30 p.m.-1:52 p.m.

1 stop12h 22m

C$ 734

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Mon 9/3

12:10 p.m.-5:59 p.m.

3 stops34h 49m

Kona Intl

Tue 17/3

9:13 p.m.-11:35 p.m.

3 stops21h 22m

C$ 1,301

Flights are sorted by cheapest round-trip flights first.

Deals found on 19/12

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 21 December 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 21 December 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
9,102 reviews
Check prices

Boarding

7.7

Comfort

7.3

Food

6.6

Overall

7.4

Entertainment

7.1

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
United Airlines
7.4
Good
9,102 reviews
United Airlines
7.4
Good
9,102 reviews
Check prices

Boarding

7.7

Comfort

7.3

Food

6.6

Overall

7.4

Entertainment

7.1

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
WestJet
7.2
Good
3,209 reviews
United Airlines
7.4
Good
9,102 reviews
Check prices

Boarding

7.7

Comfort

7.3

Food

6.6

Overall

7.4

Entertainment

7.1

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
Air Canada
7.1
Good
10,551 reviews
United Airlines
7.4
Good
9,102 reviews
Check prices

Boarding

7.7

Comfort

7.3

Food

6.6

Overall

7.4

Entertainment

7.1

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.

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 18h 51m. Fly via United Airlines, 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$ 260, United Airlines will fly you from Winnipeg to Kailua-Kona and back. In addition to United Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Air Canada and WestJet - these airlines can fly you to your destination from C$ 282 and C$ 450, respectively. These flights start at 63% 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

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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 21 December 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 325AverageC$ 661FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 341AverageC$ 539FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 450AverageC$ 696FlexibilityNo 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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