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Cheap flights from Winnipeg to Maui from C$ 320

YWG — OGG
30 Sep — 7 Oct1
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

Sat 12/99:05 p.m. -
2 stops53h 45m
Fri 25/910:50 p.m. -
2 stops29h 30m
Deal found 27/8C$ 603
Sat 21/117:55 p.m. -
1 stop22h 10m
Fri 27/1110:30 p.m. -
1 stop22h 14m
Deal found 28/8C$ 703
Sat 21/115:40 a.m. -
1 stop19h 47m
Fri 27/1110:45 p.m. -
2 stops21h 24m
Deal found 27/8C$ 706

Find flight deals from Winnipeg to Maui

Round-trip from

C$ 603

One-way from

C$ 320

Popular in

November

Cheapest in

October

Average price

C$ 930
WestJet
  • WestJet
  • 12/9-25/9
  • 4 total stops
  • 83h 15m total
  • Winnipeg to Maui
Search Deals
WestJet
  • WestJet
  • 27/9
  • 2 total stops
  • 28h 20m total
  • Winnipeg to Maui
Search Deals
Highest demand for flights based on searches. 6% potential increase in price (C$ 64 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 9% potential price decrease (C$ 82 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2026
Search Deals

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Winnipeg to Maui that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

WinnipegKahului

YWG Winnipeg - OGG Kahului

YWGOGG

Winnipeg

Sat 27/2

12:10 p.m.-9:25 p.m.

2 stops13h 15m

Kahului

Sat 6/3

3:05 p.m.-11:20 a.m.

2 stops16h 15m

C$ 685

WinnipegKahului

YWG Winnipeg - OGG Kahului

YWGOGG

Winnipeg

Sat 21/11

12:10 p.m.-2:05 p.m.

2 stops29h 55m

Kahului

Fri 27/11

10:30 p.m.-12:50 p.m.

1 stop10h 20m

C$ 706

WinnipegKahului

YWG Winnipeg - OGG Kahului

YWGOGG

Winnipeg

Sat 21/11

5:40 a.m.-9:27 p.m.

1 stop19h 47m

Kahului

Fri 27/11

10:45 p.m.-12:09 a.m.

2 stops21h 24m

C$ 708

WinnipegKahului

YWG Winnipeg - OGG Kahului

YWGOGG

Winnipeg

Sun 29/11

6:00 a.m.-9:30 p.m.

1 stop19h 30m

Kahului

Thu 3/12

10:30 p.m.-11:59 p.m.

2 stops21h 29m

C$ 801

WinnipegKahului

YWG Winnipeg - OGG Kahului

YWGOGG

Winnipeg

Fri 20/11

11:10 a.m.-9:30 p.m.

1 stop14h 20m

Kahului

Sat 28/11

8:55 p.m.-12:10 a.m.

2 stops23h 15m

C$ 801

WinnipegKahului

YWG Winnipeg - OGG Kahului

YWGOGG

Winnipeg

Sun 29/11

7:35 a.m.-9:30 p.m.

1 stop17h 55m

Kahului

Wed 2/12

3:05 p.m.-12:44 a.m.

1 stop29h 39m

C$ 801
Cheapest one-way

WinnipegKahului

YWG Winnipeg - OGG Kahului

YWGOGG

Winnipeg

Sun 27/9

10:30 p.m.-9:50 p.m.

2 stops28h 20m

C$ 320

WinnipegKahului

YWG Winnipeg - OGG Kahului

YWGOGG

Winnipeg

Wed 14/10

6:00 a.m.-9:59 p.m.

3 stops20h 59m

C$ 513

WinnipegKahului

YWG Winnipeg - OGG Kahului

YWGOGG

Winnipeg

Sat 10/10

9:05 p.m.-11:36 a.m.

3 stops43h 31m

C$ 532

WinnipegKahului

YWG Winnipeg - OGG Kahului

YWGOGG

Winnipeg

Tue 13/10

4:55 p.m.-11:16 a.m.

2 stops23h 21m

C$ 559

Flights are sorted by cheapest round-trip flights first.

Deals found on 30/8

Showing 1-10 of 15 resultsSorted by cheapest first
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

Cheapflights Insights

Everything you need to know about your flight from Winnipeg to Maui

No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Maui

Read reviews from past customers who have flown WestJet and Air 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.
WestJet
7.2
Good
3,444 reviews
Check prices

Food

6.2

Crew

7.9

Boarding

7.4

Comfort

7.1

Overall

7.2

Entertainment

6.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Aug 2026

YHZ - DTW

Better snacks I also flew Delta much better with movies and entertainment
WestJet
7.2
Good
3,444 reviews
WestJet
7.2
Good
3,444 reviews
Check prices

Food

6.2

Crew

7.9

Boarding

7.4

Comfort

7.1

Overall

7.2

Entertainment

6.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Aug 2026

YHZ - DTW

Better snacks I also flew Delta much better with movies and entertainment
Air Canada
7.1
Good
11,558 reviews
WestJet
7.2
Good
3,444 reviews
Check prices

Food

6.2

Crew

7.9

Boarding

7.4

Comfort

7.1

Overall

7.2

Entertainment

6.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Aug 2026

YHZ - DTW

Better snacks I also flew Delta much better with movies and entertainment

Related info for your journey

  • 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 13h 15m. 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Winnipeg to Maui

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 2 airlines flying from Winnipeg to Maui

AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 343AverageC$ 508FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 446AverageC$ 765FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

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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.

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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!

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