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Cheap flights from Winnipeg to Maui from C$ 335

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 25/9. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — OGG
19 Aug — 26 Aug1
1 adult

Cheap flight deals from Winnipeg to Maui

Keep the following information in mind while searching for Winnipeg to Maui flight deals. Data was last updated 14 August 2025.

Round-trip from

C$ 363

One-way from

C$ 335

Popular in

May

Cheapest in

September

Average price

C$ 513
WestJet
  • WestJet
  • 7/9-12/9
  • 4 total stops
  • 50h 06m total
  • Winnipeg to Maui
Search Deals
United Airlines
  • United Airlines
  • 25/9
  • 1 total stop
  • 27h 48m total
  • Winnipeg to Maui
Search Deals
Highest demand for flights based on searches. 5% potential increase in price (C$ 52 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 21 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2025
Search Deals

Find flight deals from Winnipeg to Maui

Cheapest flights from Winnipeg to Maui
Explore the most affordable flight options available from Winnipeg to Maui. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 14 August 2025.

Sun 7/96:15 p.m.YWG - OGG
2 stops32h 21mWestJet
Fri 12/910:45 p.m.OGG - YWG
2 stops17h 45mWestJet
Deal found 14/8C$ 363
Fri 12/98:15 p.m.YWG - OGG
1 stop30h 21mWestJet
Fri 19/910:45 p.m.OGG - YWG
2 stops13h 40mWestJet
Deal found 13/8C$ 365
Wed 22/103:00 p.m.YWG - OGG
2 stops20h 19mMultiple Airlines
Fri 31/1010:50 p.m.OGG - YWG
1 stop14h 16mMultiple Airlines
Deal found 13/8C$ 586
Wed 22/103:00 p.m.YWG - OGG
1 stop11h 36mWestJet
Fri 21/1111:30 p.m.OGG - YWG
2 stops32h 39mWestJet
Deal found 13/8C$ 680
Wed 22/103:00 p.m.YWG - OGG
1 stop11h 36mWestJet
Fri 31/1010:50 p.m.OGG - YWG
1 stop14h 16mWestJet
Deal found 13/8C$ 682
Fri 12/99:15 p.m.YWG - OGG
1 stop29h 21mMultiple Airlines
Fri 19/910:45 p.m.OGG - YWG
1 stop10h 28mMultiple Airlines
Deal found 13/8C$ 693
Wed 22/104:25 p.m.YWG - OGG
2 stops23h 35mUnited Airlines
Fri 21/112:22 p.m.OGG - YWG
2 stops17h 35mUnited Airlines
Deal found 13/8C$ 743
Wed 22/104:25 p.m.YWG - OGG
1 stop27h 48mMultiple Airlines
Fri 21/1111:25 p.m.OGG - YWG
1 stop14h 44mMultiple Airlines
Deal found 13/8C$ 1,059
Mon 22/1210:55 a.m.YWG - OGG
2 stops15h 32mWestJet
Mon 29/1211:30 p.m.OGG - YWG
2 stops16h 36mWestJet
Deal found 13/8C$ 1,183

Cheapflights Fare Finder

 
Customize your flight search to find flights from Winnipeg to Maui 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 14 August 2025.
Use the filters below to find and compare flights from Winnipeg to Maui that are best for you.

Fly from

Winnipeg

Fly to

Maui

Route

Depart

Return

Price

WinnipegKahului

YWG - OGG

YWGOGG

Winnipeg

Sun 7/9

12:15 p.m.-8:29 p.m.

2 stops13h 14m

Kahului

Fri 12/9

10:45 p.m.-5:25 p.m.

2 stops13h 40m

C$ 363

WinnipegKahului

YWG - OGG

YWGOGG

Winnipeg

Fri 12/9

6:30 p.m.-9:36 p.m.

2 stops32h 06m

Kahului

Fri 19/9

10:45 p.m.-9:25 p.m.

2 stops17h 40m

C$ 365

WinnipegKahului

YWG - OGG

YWGOGG

Winnipeg

Sat 10/1

6:45 a.m.-9:37 p.m.

2 stops18h 52m

Kahului

Sat 7/2

11:30 p.m.-10:40 p.m.

2 stops19h 10m

C$ 460

WinnipegKahului

YWG - OGG

YWGOGG

Winnipeg

Wed 14/1

12:40 p.m.-10:27 p.m.

2 stops13h 47m

Kahului

Fri 23/1

11:30 p.m.-8:06 p.m.

2 stops16h 36m

C$ 465

WinnipegKahului

YWG - OGG

YWGOGG

Winnipeg

Thu 25/9

4:25 p.m.-3:13 p.m.

1 stop27h 48m

C$ 335

WinnipegKahului

YWG - OGG

YWGOGG

Winnipeg

Wed 24/12

4:10 p.m.-8:48 p.m.

2 stops32h 38m

C$ 339

WinnipegKahului

YWG - OGG

YWGOGG

Winnipeg

Thu 25/9

3:15 p.m.-8:39 p.m.

3 stops34h 24m

C$ 363

WinnipegKahului

YWG - OGG

YWGOGG

Winnipeg

Thu 25/12

6:45 a.m.-8:48 p.m.

1 stop18h 03m

C$ 364

WinnipegKahului

YWG - OGG

YWGOGG

Winnipeg

Tue 23/12

9:00 p.m.-8:48 p.m.

2 stops51h 48m

C$ 369

WinnipegKahului

YWG - OGG

YWGOGG

Winnipeg

Sat 27/12

6:45 a.m.-9:37 p.m.

2 stops42h 52m

C$ 682

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/8

Showing 1-10 of 11 results
1
2

Best time to book a flight from Winnipeg to Maui

Have a flexible travel schedule? Discover the best time to fly to Maui 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 Maui

What is the cheapest month to book a flight from Winnipeg to Maui?

Currently, April is the cheapest month in which you can book a flight from Winnipeg to Maui (average of C$ 315). Flying from Winnipeg to Maui in July is currently the most expensive (average of C$ 519). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from YWG to FUK?

Find hourly flight availability from Winnipeg to Maui. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 14 August 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Winnipeg to Maui as you normally would.

Reviews of airlines servicing Maui

Get insights into the airlines that provide service to Maui. 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 Maui. Reviews last updated 14 August 2025.
Read reviews from past customers who have flown United Airlines,WestJet, andAir Canada from Winnipeg to Maui. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,916 reviews
Check prices

Crew

8.1

Entertainment

7.1

Food

6.6

Boarding

7.7

Comfort

7.3

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
United Airlines
7.4
Good
8,916 reviews
United Airlines
7.4
Good
8,916 reviews
Check prices

Crew

8.1

Entertainment

7.1

Food

6.6

Boarding

7.7

Comfort

7.3

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
WestJet
7.2
Good
3,015 reviews
United Airlines
7.4
Good
8,916 reviews
Check prices

Crew

8.1

Entertainment

7.1

Food

6.6

Boarding

7.7

Comfort

7.3

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
Air Canada
7.1
Good
9,949 reviews
United Airlines
7.4
Good
8,916 reviews
Check prices

Crew

8.1

Entertainment

7.1

Food

6.6

Boarding

7.7

Comfort

7.3

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to Maui. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Winnipeg to Maui?

    Most people fly from Winnipeg (YWG) if they book a flight from Winnipeg to Maui. Winnipeg is conveniently located just 7.3 km from Winnipeg’s city centre.

  • What are the most popular routes from Winnipeg to Maui?

    When deciding which route to take from Winnipeg to Maui consider Winnipeg - Kahului, Winnipeg - Hana or Winnipeg - Kapalua West Maui as they are the most popular.

  • Can I find deals for flights from Winnipeg to Maui that include hotel bookings?

    Yes. In addition to deals on Winnipeg to Maui flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Winnipeg to Maui?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Winnipeg to Maui.

  • Can I find deals for business class flights from Winnipeg to Maui?

    Yes. Cheapflights offers flight deals from Winnipeg to Maui by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Winnipeg to Maui?

    Currently, April is the cheapest month in which you can book a flight from Winnipeg to Maui (average of C$ 315). Flying from Winnipeg to Maui in July is currently the most expensive (average of C$ 519). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Winnipeg to Maui

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 Kailua-Kona flights
Winnipeg to Hana flights
Winnipeg to Kapalua flights
Winnipeg to Lihue flights

Top 3 airlines flying from Winnipeg to Maui

Discover the top 3 airlines that operate flights from Winnipeg to Maui. 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 14 August 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 228AverageC$ 953FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 465AverageC$ 685FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 573AverageC$ 704FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

Fly with Cheapflights

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How does Cheapflights help users find flights from Winnipeg to Maui?

When you search for this flight from Winnipeg to Maui, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

Why should you use Cheapflights to find cheap flight tickets from Winnipeg to Maui?

Cheapflights helps you find that perfect flight to Maui from Winnipeg by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights from Winnipeg to Maui with no change fees?

Yes, we can. To see specific flights from Winnipeg to Maui with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Winnipeg to Maui become cheaper?

Not ready to book yet? You can track prices for flights from Winnipeg to Maui on Cheapflights with our Price Alert feature and get notified when better prices are available.

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