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Cheap flights from Winnipeg to Maui from C$ 239

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 17/1. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — OGG
3 Jan — 10 Jan1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Winnipeg to Maui

Enter your travel dates to find the best prices.

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 4 December 2025.

Wed 24/122:40 p.m.YWG - OGG
1 stop11h 47mMultiple Airlines
Wed 31/1211:30 p.m.OGG - YWG
1 stop16h 15mMultiple Airlines
Deal found 2/12C$ 1,059
Wed 24/128:40 a.m.YWG - OGG
2 stops32h 29mUnited Airlines
Wed 31/122:25 p.m.OGG - YWG
2 stops17h 32mUnited Airlines
Deal found 2/12C$ 1,507
Mon 22/128:40 a.m.YWG - OGG
2 stops18h 25mAir Canada
Mon 29/122:25 p.m.OGG - YWG
2 stops17h 32mAir Canada
Deal found 3/12C$ 1,524
Mon 22/122:20 p.m.YWG - OGG
1 stop28h 24mUnited Airlines
Mon 29/128:30 p.m.OGG - YWG
1 stop20h 21mUnited Airlines
Deal found 2/12C$ 1,723
Mon 29/122:20 p.m.YWG - OGG
2 stops26h 49mUnited Airlines
Sat 3/110:45 p.m.OGG - YWG
2 stops33h 12mUnited Airlines
Deal found 3/12C$ 2,223

Find flight deals from Winnipeg to Maui

Keep the following information in mind while searching for Winnipeg to Maui flight deals. Data was last updated 4 December 2025.

Round-trip from

C$ 363

One-way from

C$ 239

Popular in

May

Cheapest in

September

Average price

C$ 699
WestJet
  • WestJet
  • 23/1-30/1
  • 4 total stops
  • 55h 58m total
  • Winnipeg to Maui
Search Deals
WestJet
  • WestJet
  • 17/1
  • 2 total stops
  • 18h 37m total
  • Winnipeg to Maui
Search Deals
Highest demand for flights based on searches. 8% potential increase in price (C$ 80 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 25 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 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 4 December 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

Fri 23/1

9:00 p.m.-10:27 p.m.

2 stops29h 27m

Kahului

Fri 30/1

4:10 p.m.-10:41 p.m.

2 stops26h 31m

C$ 363

WinnipegKahului

YWG - OGG

YWGOGG

Winnipeg

Mon 19/1

7:50 a.m.-10:27 p.m.

2 stops18h 37m

Kahului

Sun 25/1

11:30 p.m.-12:39 a.m.

1 stop21h 09m

C$ 394

WinnipegKahului

YWG - OGG

YWGOGG

Winnipeg

Mon 19/1

6:00 a.m.-10:08 p.m.

1 stop20h 08m

Kahului

Sun 25/1

11:25 p.m.-6:09 p.m.

1 stop14h 44m

C$ 442

WinnipegKahului

YWG - OGG

YWGOGG

Winnipeg

Mon 12/1

6:45 a.m.-10:27 p.m.

2 stops19h 42m

Kahului

Fri 16/1

11:30 p.m.-10:41 p.m.

2 stops19h 11m

C$ 537

WinnipegKahului

YWG - OGG

YWGOGG

Winnipeg

Fri 27/2

2:40 p.m.-10:23 p.m.

1 stop11h 43m

Kahului

Sun 8/3

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

1 stop21h 11m

C$ 575

WinnipegKahului

YWG - OGG

YWGOGG

Winnipeg

Sat 17/1

7:50 a.m.-10:27 p.m.

2 stops18h 37m

C$ 239

WinnipegKahului

YWG - OGG

YWGOGG

Winnipeg

Mon 12/1

6:45 a.m.-10:27 p.m.

2 stops19h 42m

C$ 250

WinnipegKahului

YWG - OGG

YWGOGG

Winnipeg

Sun 18/1

5:50 a.m.-10:08 p.m.

1 stop20h 18m

C$ 265

WinnipegKahului

YWG - OGG

YWGOGG

Winnipeg

Sun 18/1

12:55 p.m.-1:47 p.m.

3 stops52h 52m

C$ 276

WinnipegKahului

YWG - OGG

YWGOGG

Winnipeg

Mon 12/1

10:45 a.m.-10:08 p.m.

1 stop15h 23m

C$ 311

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/12

Showing 1-10 of 11 results
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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, December is the cheapest month in which you can book a flight from Winnipeg to Maui (average of C$ 230). Flying from Winnipeg to Maui in November 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 4 December 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 49% on flights from Winnipeg to Maui by exploring options for tickets in the morning.

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 4 December 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
9,066 reviews
Check prices

Food

6.6

Crew

8.1

Boarding

7.7

Overall

7.4

Entertainment

7.1

Comfort

7.3

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
9,066 reviews
United Airlines
7.4
Good
9,066 reviews
Check prices

Food

6.6

Crew

8.1

Boarding

7.7

Overall

7.4

Entertainment

7.1

Comfort

7.3

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
3,193 reviews
United Airlines
7.4
Good
9,066 reviews
Check prices

Food

6.6

Crew

8.1

Boarding

7.7

Overall

7.4

Entertainment

7.1

Comfort

7.3

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
10,500 reviews
United Airlines
7.4
Good
9,066 reviews
Check prices

Food

6.6

Crew

8.1

Boarding

7.7

Overall

7.4

Entertainment

7.1

Comfort

7.3

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 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.

  • How long is the flight from Winnipeg to Maui?

    Departing from Winnipeg to Maui will take you 20h 08m. Winnipeg and Maui are separated by a distance of 6054 km. Both multi-stop and direct flights can be found to your destination and back.

  • 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, December is the cheapest month in which you can book a flight from Winnipeg to Maui (average of C$ 230). Flying from Winnipeg to Maui in November 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

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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 Lihue flights
Winnipeg to Hana flights
Winnipeg to Kapalua 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 4 December 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 231AverageC$ 816FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 341AverageC$ 651FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 518AverageC$ 711FlexibilityNo cancel feeOn-time67%
Search Air Canada 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 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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