Find flights
When to book
Airlines
FAQs

Cheap flights from Winnipeg to Kailua-Kona from C$ 423

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 3/5. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — KOA
22 Apr — 29 Apr1
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 23 March 2026.

Sun 12/46:00 a.m.
YWG
-
KOA
1 stop11h 57m
Air Canada
Wed 22/42:25 p.m.
KOA
-
YWG
1 stop17h 19m
Air Canada
Deal found 22/3C$ 534
Tue 14/410:15 p.m.
YWG
-
KOA
1 stop19h 42m
Air Canada
Wed 22/42:25 p.m.
KOA
-
YWG
1 stop17h 19m
Air Canada
Deal found 18/3C$ 589
Sun 12/48:45 a.m.
YWG
-
KOA
1 stop11h 45m
United Airlines
Tue 21/412:55 p.m.
KOA
-
YWG
2 stops17h 57m
United Airlines
Deal found 18/3C$ 597
Thu 16/410:15 p.m.
YWG
-
KOA
1 stop19h 42m
Air Canada
Wed 22/42:25 p.m.
KOA
-
YWG
1 stop17h 19m
Air Canada
Deal found 18/3C$ 615
Sun 19/46:00 a.m.
YWG
-
KOA
1 stop11h 57m
Air Canada
Thu 23/410:48 p.m.
KOA
-
YWG
2 stops32h 04m
Air Canada
Deal found 19/3C$ 617
Wed 15/42:00 p.m.
YWG
-
KOA
2 stops26h 40m
United Airlines
Tue 21/412:55 p.m.
KOA
-
YWG
2 stops17h 57m
United Airlines
Deal found 18/3C$ 674
Sat 11/49:15 p.m.
YWG
-
KOA
2 stops20h 42m
Air Canada
Thu 23/410:48 p.m.
KOA
-
YWG
2 stops32h 04m
Air Canada
Deal found 18/3C$ 679
Mon 13/410:15 p.m.
YWG
-
KOA
2 stops26h 27m
Air Canada
Mon 20/42:02 p.m.
KOA
-
YWG
2 stops16h 50m
Air Canada
Deal found 18/3C$ 687

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 23 March 2026.

Round-trip from

C$ 534

One-way from

C$ 423
Air Canada
  • Air Canada
  • 12/4-22/4
  • 2 total stops
  • 29h 16m total
  • Winnipeg to Kailua-Kona
Search Deals
3/5
  • 3/5
  • 3 total stops
  • 29h 54m 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 23 March 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

Sun 12/4

6:00 a.m.-12:57 p.m.

1 stop11h 57m

Kona Intl

Wed 22/4

2:25 p.m.-9:20 p.m.

2 stops25h 55m

C$ 542

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Tue 14/4

6:55 p.m.-8:47 p.m.

1 stop30h 52m

Kona Intl

Thu 16/4

10:30 p.m.-12:41 a.m.

1 stop21h 11m

C$ 589

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Sun 19/4

6:00 a.m.-12:57 p.m.

1 stop11h 57m

Kona Intl

Thu 23/4

10:48 p.m.-11:52 a.m.

2 stops32h 04m

C$ 617

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Sun 12/4

8:45 a.m.-10:47 a.m.

2 stops31h 02m

Kona Intl

Tue 21/4

12:55 p.m.-11:52 a.m.

2 stops17h 57m

C$ 689

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Sun 12/4

8:45 a.m.-10:47 a.m.

2 stops31h 02m

Kona Intl

Thu 23/4

10:48 p.m.-11:52 a.m.

2 stops32h 04m

C$ 782
Quickest round-trip

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Wed 15/4

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

1 stop11h 45m

Kona Intl

Tue 21/4

12:55 p.m.-11:52 a.m.

2 stops17h 57m

C$ 862
Cheapest one-way
Quickest one-way

WinnipegKailua-Kona

YWG - KOA

YWGKOA

Winnipeg

Sun 3/5

8:45 a.m.-10:47 a.m.

2 stops31h 02m

C$ 438

Flights are sorted by cheapest round-trip flights first.

Deals found on 19/3

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 23 March 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
9,462 reviews
Check prices

Comfort

7.3

Food

6.6

Crew

8.1

Overall

7.4

Entertainment

7.1

Boarding

7.7

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats
United Airlines
7.4
Good
9,462 reviews
United Airlines
7.4
Good
9,462 reviews
Check prices

Comfort

7.3

Food

6.6

Crew

8.1

Overall

7.4

Entertainment

7.1

Boarding

7.7

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats
WestJet
7.2
Good
3,300 reviews
United Airlines
7.4
Good
9,462 reviews
Check prices

Comfort

7.3

Food

6.6

Crew

8.1

Overall

7.4

Entertainment

7.1

Boarding

7.7

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats
Air Canada
7.1
Good
10,835 reviews
United Airlines
7.4
Good
9,462 reviews
Check prices

Comfort

7.3

Food

6.6

Crew

8.1

Overall

7.4

Entertainment

7.1

Boarding

7.7

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats

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 11h 57m. 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$ 168, 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$ 242 and C$ 259, 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 23 March 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 168AverageC$ 408FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 242AverageC$ 690FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 259AverageC$ 516FlexibilityNo 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.

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.