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Cheap flights from Winnipeg to Maui from C$ 273

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 7/6. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — OGG
23 May — 30 May1
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 23 April 2026.

Thu 28/512:50 p.m.
YWG
-
OGG
2 stops38h 00m
WestJet
Thu 4/610:50 p.m.
OGG
-
YWG
2 stops12h 10m
WestJet
Deal found 22/4C$ 462
Sat 30/510:10 a.m.
YWG
-
OGG
2 stops16h 40m
WestJet
Fri 5/610:50 p.m.
OGG
-
YWG
2 stops13h 35m
WestJet
Deal found 20/4C$ 463
Sun 3/58:45 a.m.
YWG
-
OGG
1 stop11h 30m
United Airlines
Tue 5/52:05 p.m.
OGG
-
YWG
2 stops16h 47m
United Airlines
Deal found 19/4C$ 527
Wed 29/48:45 a.m.
YWG
-
OGG
1 stop11h 30m
United Airlines
Fri 8/52:05 p.m.
OGG
-
YWG
2 stops16h 47m
United Airlines
Deal found 22/4C$ 628
Sat 12/910:10 a.m.
YWG
-
OGG
2 stops16h 40m
WestJet
Fri 25/910:50 p.m.
OGG
-
YWG
2 stops12h 10m
WestJet
Deal found 22/4C$ 634

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 23 April 2026.

Round-trip from

C$ 462

One-way from

C$ 273

Popular in

November

Cheapest in

January

Average price

C$ 500
WestJet
  • WestJet
  • 28/5-4/6
  • 4 total stops
  • 50h 10m total
  • Winnipeg to Maui
Search Deals
WestJet
  • WestJet
  • 7/6
  • 2 total stops
  • 29h 45m total
  • Winnipeg to Maui
Search Deals
Highest demand for flights based on searches. 14% potential increase in price (C$ 144 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease (C$ 51 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
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 23 April 2026.
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

WinnipegKahului

YWG - OGG

YWGOGG

Winnipeg

Thu 28/5

12:50 p.m.-9:50 p.m.

2 stops38h 00m

Kahului

Thu 4/6

10:50 p.m.-4:00 p.m.

2 stops12h 10m

C$ 462
Quickest round-trip

WinnipegKahului

YWG - OGG

YWGOGG

Winnipeg

Sun 3/5

8:45 a.m.-3:15 p.m.

1 stop11h 30m

Kahului

Tue 5/5

2:05 p.m.-11:52 a.m.

2 stops16h 47m

C$ 527

WinnipegKahului

YWG - OGG

YWGOGG

Winnipeg

Mon 1/6

6:40 a.m.-7:35 p.m.

2 stops17h 55m

Kahului

Mon 8/6

12:50 p.m.-11:56 a.m.

2 stops18h 06m

C$ 634

WinnipegKahului

YWG - OGG

YWGOGG

Winnipeg

Sat 12/9

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

2 stops16h 40m

Kahului

Fri 25/9

10:50 p.m.-4:00 p.m.

2 stops12h 10m

C$ 634

WinnipegKahului

YWG - OGG

YWGOGG

Winnipeg

Thu 28/5

6:40 a.m.-7:35 p.m.

2 stops17h 55m

Kahului

Thu 4/6

10:00 p.m.-11:26 p.m.

2 stops20h 26m

C$ 654
Cheapest one-way

WinnipegKahului

YWG - OGG

YWGOGG

Winnipeg

Sun 7/6

9:05 p.m.-9:50 p.m.

2 stops29h 45m

C$ 273

WinnipegKahului

YWG - OGG

YWGOGG

Winnipeg

Thu 4/6

6:00 a.m.-9:50 p.m.

2 stops20h 50m

C$ 284

WinnipegKahului

YWG - OGG

YWGOGG

Winnipeg

Sun 7/6

5:25 p.m.-9:50 p.m.

1 stop33h 25m

C$ 389

WinnipegKahului

YWG - OGG

YWGOGG

Winnipeg

Fri 5/6

6:00 a.m.-9:50 p.m.

3 stops20h 50m

C$ 421

WinnipegKahului

YWG - OGG

YWGOGG

Winnipeg

Fri 5/6

5:25 p.m.-9:50 p.m.

1 stop33h 25m

C$ 430

Flights are sorted by cheapest round-trip flights first.

Deals found on 22/4

Showing 1-10 of 12 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
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

How far ahead should I book a flight from Winnipeg to Maui?

The best time to book flights from Winnipeg to Maui is 15 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, January is the cheapest month in which you can book a flight from Winnipeg to Maui (average of C$ 191). Flying from Winnipeg to Maui in November is currently the most expensive (average of C$ 503). 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.

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 23 April 2026.
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
9,639 reviews
Check prices

Comfort

7.3

Overall

7.4

Boarding

7.7

Entertainment

7.1

Food

6.6

Crew

8.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.
United Airlines
7.4
Good
9,639 reviews
United Airlines
7.4
Good
9,639 reviews
Check prices

Comfort

7.3

Overall

7.4

Boarding

7.7

Entertainment

7.1

Food

6.6

Crew

8.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.
WestJet
7.2
Good
3,324 reviews
United Airlines
7.4
Good
9,639 reviews
Check prices

Comfort

7.3

Overall

7.4

Boarding

7.7

Entertainment

7.1

Food

6.6

Crew

8.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.
Air Canada
7.1
Good
10,958 reviews
United Airlines
7.4
Good
9,639 reviews
Check prices

Comfort

7.3

Overall

7.4

Boarding

7.7

Entertainment

7.1

Food

6.6

Crew

8.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.

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 11h 30m. 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, January is the cheapest month in which you can book a flight from Winnipeg to Maui (average of C$ 191). Flying from Winnipeg to Maui in November is currently the most expensive (average of C$ 503). 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 Kahului flights
Winnipeg to Honolulu 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 23 April 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 191AverageC$ 600FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 319AverageC$ 507FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 438AverageC$ 612FlexibilityNo 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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