Find flights
When to book
Airlines
FAQs

Cheap flights from Winnipeg to Kailua-Kona from C$ 287

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 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — KOA
20 Dec — 27 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 20 November 2025.

Round-trip from

C$ 468

One-way from

C$ 287

Popular in

July

Cheapest in

September

Average price

C$ 613
WestJet
  • WestJet
  • 12/4-17/4
  • 2 total stops
  • 41h 17m total
  • Winnipeg to Kailua-Kona
Search Deals
WestJet
  • WestJet
  • 12/4
  • 1 total stop
  • 13h 07m total
  • Winnipeg to Kailua-Kona
Search Deals
Highest demand for flights based on searches. 17% potential increase in price (C$ 212 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease (C$ 59 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Find 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 20 November 2025.

Sun 12/46:15 a.m.YWG - KOA
1 stop19h 32mWestJet
Fri 17/49:55 p.m.KOA - YWG
1 stop21h 45mWestJet
Deal found 18/11C$ 468
Wed 22/48:45 a.m.YWG - KOA
2 stops15h 57mUnited Airlines
Wed 29/41:05 p.m.KOA - YWG
2 stops17h 34mUnited Airlines
Deal found 19/11C$ 496
Mon 12/16:10 p.m.YWG - KOA
2 stops24h 34mAir Canada
Wed 14/12:00 p.m.KOA - YWG
1 stop18h 59mAir Canada
Deal found 19/11C$ 636
Thu 23/46:15 a.m.YWG - KOA
3 stops31h 33mMultiple Airlines
Thu 30/44:10 p.m.KOA - YWG
2 stops17h 03mMultiple Airlines
Deal found 19/11C$ 726
Thu 23/42:15 p.m.YWG - KOA
2 stops26h 35mUnited Airlines
Thu 30/41:10 p.m.KOA - YWG
2 stops17h 29mUnited Airlines
Deal found 19/11C$ 575
Thu 12/25:55 a.m.YWG - KOA
1 stop20h 32mWestJet
Thu 19/211:30 p.m.KOA - YWG
2 stops21h 10mWestJet
Deal found 17/11C$ 622
Sun 22/210:55 a.m.YWG - KOA
1 stop14h 52mMultiple Airlines
Sun 1/34:53 p.m.KOA - YWG
2 stops21h 12mMultiple Airlines
Deal found 18/11C$ 727

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 20 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

Sun 12/4

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

1 stop19h 32m

Kona Intl

Fri 17/4

9:55 p.m.-12:40 a.m.

1 stop21h 45m

C$ 468

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Wed 22/4

8:45 a.m.-7:42 p.m.

2 stops15h 57m

Kona Intl

Wed 29/4

1:05 p.m.-11:39 a.m.

2 stops17h 34m

C$ 496

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Thu 23/4

2:15 p.m.-11:50 a.m.

2 stops26h 35m

Kona Intl

Thu 30/4

1:10 p.m.-11:39 a.m.

2 stops17h 29m

C$ 575

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Thu 12/2

5:55 a.m.-10:27 p.m.

1 stop20h 32m

Kona Intl

Thu 19/2

11:30 p.m.-12:40 a.m.

2 stops21h 10m

C$ 622

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Mon 12/1

6:10 p.m.-2:44 p.m.

2 stops24h 34m

Kona Intl

Wed 14/1

2:00 p.m.-12:59 p.m.

1 stop18h 59m

C$ 636

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Thu 23/4

6:15 a.m.-8:48 a.m.

3 stops31h 33m

Kona Intl

Thu 30/4

4:10 p.m.-2:13 p.m.

2 stops17h 03m

C$ 726

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Sun 22/2

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

1 stop14h 52m

Kona Intl

Sun 1/3

4:53 p.m.-6:05 p.m.

2 stops21h 12m

C$ 727

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Sun 12/4

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

1 stop13h 07m

C$ 287

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Sun 12/4

8:45 a.m.-3:30 p.m.

1 stop11h 45m

C$ 306

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Sun 12/4

9:15 p.m.-6:25 a.m.

3 stops38h 10m

C$ 421

Flights are sorted by cheapest round-trip flights first.

Deals found on 18/11

Showing 1-10 of 11 results
1
2

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 20 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 20 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
9,025 reviews
Check prices

Entertainment

7.1

Comfort

7.3

Crew

8.1

Overall

7.4

Food

6.6

Boarding

7.7

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
9,025 reviews
United Airlines
7.4
Good
9,025 reviews
Check prices

Entertainment

7.1

Comfort

7.3

Crew

8.1

Overall

7.4

Food

6.6

Boarding

7.7

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
3,168 reviews
United Airlines
7.4
Good
9,025 reviews
Check prices

Entertainment

7.1

Comfort

7.3

Crew

8.1

Overall

7.4

Food

6.6

Boarding

7.7

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
10,462 reviews
United Airlines
7.4
Good
9,025 reviews
Check prices

Entertainment

7.1

Comfort

7.3

Crew

8.1

Overall

7.4

Food

6.6

Boarding

7.7

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 15h 57m. Fly via WestJet or United Airlines 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$ 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$ 450, respectively. These flights start at 53% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Winnipeg to Kailua-Kona one-way?

    For one-way options, check prices for WestJet. According to our data, you can fly for as low as C$ 287. Users have also found prices from C$ 306 and C$ 978 on United Airlines and American Airlines, 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 20 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$ 450AverageC$ 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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.