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Cheap flights from Winnipeg to Kailua-Kona from C$ 446

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 22/9. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — KOA
13 Jul — 20 Jul1
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 13 June 2026.

Sat 31/107:50 a.m.
YWG
-
KOA
2 stops18h 38m
WestJet
Tue 3/1111:30 p.m.
KOA
-
YWG
1 stop20h 12m
WestJet
Deal found 12/6C$ 700
Thu 10/97:00 a.m.
YWG
-
KOA
2 stops17h 35m
United Airlines
Mon 14/91:08 p.m.
KOA
-
YWG
2 stops17h 44m
United Airlines
Deal found 11/6C$ 797
Thu 10/96:40 a.m.
YWG
-
KOA
2 stops16h 54m
Delta
Mon 14/99:55 p.m.
KOA
-
YWG
2 stops33h 01m
Delta
Deal found 9/6C$ 886
Thu 10/95:45 a.m.
YWG
-
KOA
2 stops18h 50m
Air Canada
Mon 14/911:05 p.m.
KOA
-
YWG
2 stops21h 57m
Air Canada
Deal found 8/6C$ 897
Sun 26/79:05 p.m.
YWG
-
KOA
2 stops27h 00m
Multiple Airlines
Sun 2/84:33 p.m.
KOA
-
YWG
2 stops22h 27m
Multiple Airlines
Deal found 11/6C$ 1,243

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 13 June 2026.

Round-trip from

C$ 797

One-way from

C$ 446

Popular in

October

Cheapest in

February
United Airlines
  • United Airlines
  • 10/9-14/9
  • 4 total stops
  • 35h 19m total
  • Winnipeg to Kailua-Kona
Search Deals
United Airlines
  • United Airlines
  • 22/9
  • 2 total stops
  • 15h 50m total
  • Winnipeg to Kailua-Kona
Search Deals
Highest demand for flights based on searches. 5% potential increase in price (C$ 79 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 12% potential price decrease (C$ 140 potential savings vs. average RT price).
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 13 June 2026.
Use the filters below to find and compare flights from Winnipeg to Kailua-Kona that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Sat 31/10

7:50 a.m.-9:28 p.m.

2 stops18h 38m

Kona Intl

Tue 3/11

11:30 p.m.-11:42 p.m.

1 stop20h 12m

C$ 700
Quickest round-trip

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Thu 10/9

7:00 a.m.-7:35 p.m.

2 stops17h 35m

Kona Intl

Mon 14/9

1:08 p.m.-11:52 a.m.

2 stops17h 44m

C$ 797

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Thu 10/9

6:40 a.m.-6:34 p.m.

2 stops16h 54m

Kona Intl

Mon 14/9

9:55 p.m.-11:56 a.m.

2 stops33h 01m

C$ 886

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Thu 10/9

5:45 a.m.-7:35 p.m.

2 stops18h 50m

Kona Intl

Mon 14/9

11:05 p.m.-2:02 a.m.

2 stops21h 57m

C$ 897
Cheapest one-way

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Wed 23/9

7:00 a.m.-7:35 p.m.

2 stops17h 35m

C$ 485

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Sun 26/7

6:00 a.m.-7:05 p.m.

2 stops18h 05m

C$ 661

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Tue 22/9

8:45 a.m.-3:43 p.m.

1 stop11h 58m

C$ 1,262
Quickest one-way

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Sun 26/7

8:45 a.m.-3:37 p.m.

1 stop11h 52m

C$ 1,631

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/6

Sorted by cheapest first

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.

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 13 June 2026.
Read reviews from past customers who have flown United Airlines and WestJet 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
9,813 reviews
Check prices

Entertainment

7.1

Food

6.6

Boarding

7.7

Overall

7.4

Comfort

7.3

Crew

8.1

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.
United Airlines
7.4
Good
9,813 reviews
United Airlines
7.4
Good
9,813 reviews
Check prices

Entertainment

7.1

Food

6.6

Boarding

7.7

Overall

7.4

Comfort

7.3

Crew

8.1

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.
WestJet
7.2
Good
3,357 reviews
United Airlines
7.4
Good
9,813 reviews
Check prices

Entertainment

7.1

Food

6.6

Boarding

7.7

Overall

7.4

Comfort

7.3

Crew

8.1

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.

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 17h 35m. 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$ 247, WestJet will fly you from Winnipeg to Kailua-Kona and back. In addition to WestJet, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on United Airlines for as low as C$ 346. These flights start at 73% 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 2 airlines flying from Winnipeg to Kailua-Kona

Discover the top 2 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 13 June 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 247AverageC$ 456FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 346AverageC$ 525FlexibilityNo 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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