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Cheap flights from Winnipeg to Maui from C$ 391

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Winnipeg to Maui departing on 14/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Winnipeg to Maui

Cheap round-trip flights

WestJet Logo
12:55 p.m. - 10:27 p.m.YWG-OGG
38h 32m2 stops
WestJet Logo
11:50 p.m. - 12:41 a.m.OGG-YWG
20h 51m1 stop
C$ 481WestJet
Find Deal
Sat, 1 Nov - Sat, 8 Nov
United Airlines Logo
8:40 a.m. - 4:36 p.m.YWG-OGG
11h 56m1 stop
United Airlines Logo
2:06 p.m. - 11:57 a.m.OGG-YWG
17h 51m2 stops
C$ 486United Airlines
Find Deal
Mon, 3 Nov - Wed, 12 Nov
WestJet Logo
12:55 p.m. - 10:27 p.m.YWG-OGG
38h 32m2 stops
WestJet Logo
11:30 p.m. - 10:08 a.m.OGG-YWG
30h 38m2 stops
C$ 488WestJet
Find Deal
Sat, 1 Nov - Tue, 11 Nov
WestJet Logo
10:55 a.m. - 10:27 p.m.YWG-OGG
15h 32m2 stops
WestJet Logo
11:50 p.m. - 12:41 a.m.OGG-YWG
20h 51m1 stop
C$ 491WestJet
Find Deal
Sun, 2 Nov - Sat, 8 Nov
WestJet Logo
5:15 a.m. - 9:27 p.m.YWG-OGG
20h 12m2 stops
WestJet Logo
11:30 p.m. - 11:53 a.m.OGG-YWG
32h 23m2 stops
C$ 498WestJet
Find Deal
Sun, 2 Nov - Sun, 9 Nov
WestJet Logo
12:40 p.m. - 10:49 p.m.YWG-OGG
14h 09m1 stop
WestJet Logo
11:30 p.m. - 1:52 p.m.OGG-YWG
10h 22m1 stop
C$ 502WestJet
Find Deal
Sun, 16 Nov - Sun, 30 Nov
WestJet Logo
10:55 a.m. - 10:27 p.m.YWG-OGG
15h 32m2 stops
WestJet Logo
11:40 p.m. - 3:21 p.m.OGG-YWG
11h 41m1 stop
C$ 515WestJet
Find Deal
Sun, 16 Nov - Sun, 30 Nov
United Airlines Logo
2:20 p.m. - 4:36 p.m.YWG-OGG
30h 16m2 stops
United Airlines Logo
2:06 p.m. - 11:57 a.m.OGG-YWG
17h 51m2 stops
C$ 578United Airlines
Find Deal
Mon, 3 Nov - Mon, 10 Nov
Air Canada Logo
6:00 a.m. - 8:31 p.m.YWG-OGG
18h 31m2 stops
Air Canada Logo
11:25 p.m. - 1:09 a.m.OGG-YWG
21h 44m2 stops
C$ 664Air Canada
Find Deal
Tue, 4 Nov - Wed, 12 Nov
Air Canada Logo
8:40 a.m. - 1:07 p.m.YWG-OGG
33h 27m2 stops
Air Canada Logo
2:06 p.m. - 11:57 a.m.OGG-YWG
17h 51m2 stops
C$ 670Air Canada
Find Deal
Sat, 1 Nov - Mon, 10 Nov

United Airlines flights from Winnipeg to Maui

Our best United Airlines deals on Winnipeg to Maui flight tickets
United Airlines
3 Nov
YWG8:40 a.m.Winnipeg
11h 56m
1 stop
OGG4:36 p.m.Kahului
12 Nov
OGG2:06 p.m.Kahului
17h 51m
2 stops
YWG11:57 a.m.Winnipeg
C$ 486
Find similar
United Airlines
3 Nov
YWG2:20 p.m.Winnipeg
30h 16m
2 stops
OGG4:36 p.m.Kahului
10 Nov
OGG2:06 p.m.Kahului
17h 51m
2 stops
YWG11:57 a.m.Winnipeg
C$ 578
Find similar
United Airlines
16 Sep
YWG7:00 a.m.Winnipeg
18h 53m
2 stops
OGG8:53 p.m.Kahului
23 Sep
OGG8:11 p.m.Kahului
11h 58m
1 stop
YWG1:09 p.m.Winnipeg
C$ 607
Find similar

Air Canada flights from Winnipeg to Maui

Our best Air Canada deals on Winnipeg to Maui flight tickets
Air Canada
4 Nov
YWG6:00 a.m.Winnipeg
18h 31m
2 stops
OGG8:31 p.m.Kahului
12 Nov
OGG11:25 p.m.Kahului
21h 44m
2 stops
YWG1:09 a.m.Winnipeg
C$ 664
Find similar
Air Canada
1 Nov
YWG8:40 a.m.Winnipeg
33h 27m
2 stops
OGG1:07 p.m.Kahului
10 Nov
OGG2:06 p.m.Kahului
17h 51m
2 stops
YWG11:57 a.m.Winnipeg
C$ 670
Find similar
Air Canada
5 Nov
YWG6:00 a.m.Winnipeg
18h 31m
2 stops
OGG8:31 p.m.Kahului
9 Nov
OGG11:25 p.m.Kahului
21h 44m
1 stop
YWG1:09 a.m.Winnipeg
C$ 729
Find similar

momondo 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, momondo users made 96,600 searches. Data last updated 20 August 2025.
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

WinnipegKahului

YWG - OGG

YWGOGG

Winnipeg

Sat 1/11

12:55 p.m.-10:27 p.m.

2 stops38h 32m

Kahului

Sat 8/11

11:50 p.m.-12:41 a.m.

1 stop20h 51m

C$ 481

WinnipegKahului

YWG - OGG

YWGOGG

Winnipeg

Mon 3/11

8:40 a.m.-4:36 p.m.

1 stop11h 56m

Kahului

Wed 12/11

2:06 p.m.-11:57 a.m.

2 stops17h 51m

C$ 486

WinnipegKahului

YWG - OGG

YWGOGG

Winnipeg

Sat 1/11

12:55 p.m.-10:27 p.m.

2 stops38h 32m

Kahului

Tue 11/11

11:30 p.m.-10:08 a.m.

2 stops30h 38m

C$ 488

WinnipegKahului

YWG - OGG

YWGOGG

Winnipeg

Sun 2/11

10:55 a.m.-10:27 p.m.

2 stops15h 32m

Kahului

Sat 8/11

11:50 p.m.-12:41 a.m.

1 stop20h 51m

C$ 491

WinnipegKahului

YWG - OGG

YWGOGG

Winnipeg

Sun 2/11

5:15 a.m.-9:27 p.m.

2 stops20h 12m

Kahului

Sun 9/11

11:30 p.m.-11:53 a.m.

2 stops32h 23m

C$ 498

WinnipegKahului

YWG - OGG

YWGOGG

Winnipeg

Sun 16/11

12:40 p.m.-10:49 p.m.

1 stop14h 09m

Kahului

Sun 30/11

11:30 p.m.-1:52 p.m.

1 stop10h 22m

C$ 502

WinnipegKahului

YWG - OGG

YWGOGG

Winnipeg

Sun 16/11

10:55 a.m.-10:27 p.m.

2 stops15h 32m

Kahului

Sun 30/11

11:40 p.m.-3:21 p.m.

1 stop11h 41m

C$ 515

WinnipegKahului

YWG - OGG

YWGOGG

Winnipeg

Mon 3/11

2:20 p.m.-4:36 p.m.

2 stops30h 16m

Kahului

Mon 10/11

2:06 p.m.-11:57 a.m.

2 stops17h 51m

C$ 578

WinnipegKahului

YWG - OGG

YWGOGG

Winnipeg

Tue 4/11

6:00 a.m.-8:31 p.m.

2 stops18h 31m

Kahului

Wed 12/11

11:25 p.m.-1:09 a.m.

2 stops21h 44m

C$ 664

WinnipegKahului

YWG - OGG

YWGOGG

Winnipeg

Sat 1/11

8:40 a.m.-1:07 p.m.

2 stops33h 27m

Kahului

Mon 10/11

2:06 p.m.-11:57 a.m.

2 stops17h 51m

C$ 670

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first
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See travel insights to Maui from

How to get the cheapest flight ticket from Winnipeg to Maui

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Maui?

If you don’t want to visit Maui in September, then you should wait until August to fly from Winnipeg, when ticket prices are also cheap, with an average price of C$ 515.

What is the cheapest day to depart on your flight to Maui?

According to our data, Sunday is the cheapest day to fly to Maui from Winnipeg. The lowest ticket price found for a Sunday departure recently was C$ 559. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. Be sure to avoid booking your departure on a Thursday as prices are generally higher than usual. According to our data, the average ticket price to Maui on Thursday is C$ 810.

What is the cheapest time of day to depart on your flight to Maui?

Our data shows that the cheapest Winnipeg to Maui flights are usually those with departure times in the evening. Our users have found flights to Maui in the evening for as low as C$ 409. Flights to Maui are more costly in the afternoon, with an average ticket price of C$ 660. Departure times in the afternoon fall within the peak daily travel times, which is why tickets can be more expensive.

How far in advance should I book a flight to Maui?

You are more likely to see cheaper flights to Maui from Winnipeg when booking weeks ahead of your departure date. In general, you can expect to find flights to Maui for around C$ 670 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Maui from Winnipeg for as low as C$ 440 on momondo.

Can stopping save me money on Winnipeg to Maui flights?

No. A direct flight is the cheapest option for a flight between Winnipeg to Maui.

Cheap Winnipeg to Maui flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Winnipeg to Maui

Direct flights

None
There are no direct flights from Winnipeg to Maui. There are no popular flight routes from Winnipeg to Maui.
Search flight deals

  • When did momondo last update prices for flights from Winnipeg Airport to Maui?

    Prices for flights from Winnipeg Airport to Maui are refreshed on a daily basis.

  • How many operators does momondo search for flights from Winnipeg Airport to Maui?

  • How old do you have to be to fly from Winnipeg Airport to Maui?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Winnipeg Airport to Maui.

  • What documentation or ID do you need to fly to Maui?

    The travel and health documents you'll need for your trip to Maui may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Maui. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Winnipeg to Maui?

Best airlines flying from Winnipeg to Maui

Compare and see reviews for airlines that fly from Winnipeg to Maui with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom C$ 229Free CancellationRating
7.4
8,928 reviews
Search United Airlines flights
WestJetPriceFrom C$ 466Free CancellationRating
7.2
3,032 reviews
Search WestJet flights
Air CanadaPriceFrom C$ 575Free CancellationRating
7.1
10,000 reviews
Search Air Canada flights

Why use momondo?

Why should I use momondo to find a flight deal from Winnipeg to Maui?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Winnipeg to Maui for you.

Can I find flights from Winnipeg to Maui with flexible booking policies on momondo?

momondo does allow users to show only those flights to Maui from Winnipeg which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Winnipeg to Maui?

Once all potential Winnipeg to Maui flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Winnipeg to Maui right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Maui, momondo offers a useful price alert feature which will track prices for flights to Maui from Winnipeg and alert you when they change.

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