C$ 242 Find Cheap Flights from Winnipeg to Maui

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Winnipeg to Maui departing on 6/2. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Maui

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Winnipeg to Maui, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Winnipeg to Maui, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Winnipeg to Maui

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Winnipeg to Maui that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Winnipeg to Maui

Thu, 19 Feb - Thu, 5 Mar
WestJet Logo
5:55 a.m. - 10:23 p.m.
YWG
-
OGG
20h 28m1 stop
WestJet Logo
11:30 p.m. - 8:05 p.m.
OGG
-
YWG
16h 35m2 stops
C$ 476WestJet
Thu, 19 Feb - Thu, 5 Mar
WestJet Logo
5:55 a.m. - 10:23 p.m.
YWG
-
OGG
20h 28m1 stop
WestJet Logo
11:30 p.m. - 12:41 a.m.
OGG
-
YWG
21h 11m1 stop
C$ 478WestJet
Fri, 27 Feb - Sun, 8 Mar
WestJet Logo
2:40 p.m. - 10:23 p.m.
YWG
-
OGG
11h 43m1 stop
WestJet Logo
10:30 p.m. - 12:41 a.m.
OGG
-
YWG
21h 11m1 stop
C$ 482WestJet
Mon, 26 Jan - Thu, 29 Jan
Air Canada Logo
8:00 a.m. - 10:08 p.m.
YWG
-
OGG
18h 08m2 stops
Air Canada Logo
11:25 p.m. - 6:09 p.m.
OGG
-
YWG
14h 44m1 stop
C$ 485Air Canada
Sat, 7 Mar - Thu, 19 Mar
WestJet Logo
9:00 p.m. - 9:23 p.m.
YWG
-
OGG
28h 23m2 stops
WestJet Logo
8:55 p.m. - 6:05 p.m.
OGG
-
YWG
16h 10m2 stops
C$ 486WestJet
Thu, 19 Feb - Thu, 5 Mar
WestJet Logo
9:00 p.m. - 10:23 p.m.
YWG
-
OGG
29h 23m2 stops
WestJet Logo
11:30 p.m. - 10:40 p.m.
OGG
-
YWG
19h 10m2 stops
C$ 487WestJet
Sat, 7 Mar - Fri, 20 Mar
WestJet Logo
5:55 a.m. - 10:23 p.m.
YWG
-
OGG
20h 28m1 stop
WestJet Logo
11:10 p.m. - 8:05 p.m.
OGG
-
YWG
15h 55m1 stop
C$ 489WestJet
Fri, 27 Feb - Sun, 8 Mar
WestJet Logo
12:40 p.m. - 10:23 p.m.
YWG
-
OGG
13h 43m2 stops
WestJet Logo
10:30 p.m. - 12:41 a.m.
OGG
-
YWG
21h 11m1 stop
C$ 492WestJet
Mon, 26 Jan - Tue, 17 Mar
WestJet Logo
10:55 a.m. - 10:27 p.m.
YWG
-
OGG
15h 32m2 stops
WestJet Logo
10:30 p.m. - 8:05 p.m.
OGG
-
YWG
16h 35m2 stops
C$ 507WestJet
Fri, 27 Feb - Sun, 8 Mar
WestJet Logo
2:40 p.m. - 10:23 p.m.
YWG
-
OGG
11h 43m1 stop
WestJet Logo
10:30 p.m. - 12:07 p.m.
OGG
-
YWG
32h 37m2 stops
C$ 511WestJet
Booking Insights

KAYAK's insights & trends for Winnipeg to Maui flights

Get data-powered insights and trends into flights from Winnipeg to Maui to help you find the cheapest flights, the best time to fly and much more.

Can I save money by flying with a layover from Winnipeg to Maui?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of C$ 658, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Winnipeg to Maui?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Winnipeg to Maui, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Winnipeg to Maui is September, when tickets cost C$ 487 (return) on average. On the other hand, the most expensive months are May and November, when the average cost of round-trip tickets is C$ 820 and C$ 755 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Winnipeg to Maui, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below-average price on a flight from Winnipeg to Maui, you should book around 4 weeks before departure, which saves you about 50% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 9 weeks before departure.

Good to know

Low seasonAugust
Cheapest flightC$ 242
Best time to beat the crowds (16% less expensive on average)
Most popular time to fly and prices are also 9% lower on average.
Flight from Winnipeg to Kahului

FAQs - booking Maui flights

  • How does KAYAK find such low prices on flights from Winnipeg to Maui?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Winnipeg to Maui.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Winnipeg to Maui?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Winnipeg to Maui is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Winnipeg to Maui?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Winnipeg to Maui with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Winnipeg to Maui?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Winnipeg to Maui up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 airlines flying from Winnipeg to Maui

 
See real verified KAYAK customer reviews for airlines flying from Winnipeg to Maui. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Winnipeg to Maui? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 9138 reviews
8.1Crew
7.3Comfort
7.1Entertainment
7.7Boarding
6.6Food
Airline reviews

I’m so sorry, I can’t remember her name, I believe it was Dimpti. She was stellar, also a mature Asian flight attendant, lots of flowers in her hair, just as amazing! But literally the crew was AWESOME . Only downside is there weren’t any charging outlets. Maybe I needed to ask a flight attendant , but it would’ve been nice to have one easily accessible.

10.0 ExcellentKhahnie, Jan 2026
LAX - HNL
Read more United Airlines reviews

I’m so sorry, I can’t remember her name, I believe it was Dimpti. She was stellar, also a mature Asian flight attendant, lots of flowers in her hair, just as amazing! But literally the crew was AWESOME . Only downside is there weren’t any charging outlets. Maybe I needed to ask a flight attendant , but it would’ve been nice to have one easily accessible.

The Sears in the 800s are not too good perfect Airbus why cant the new 737 fix that

Quick and seamless boarding. No entertainment but fast Starlink wifi for this short trip and the staff was really friendly.

I dread trans-Pacific flights. They are very long. This was my first time on Universal, and it was my best crossing ever. The staff were professional, the hospitality was great, and the food was delicious. The entertainment system filled the long flight hours. I will seek out Universal flights from now onwards. 🙂

Older aircraft, no meal, only food was for purchase. Not impressed United.

The food quality sucks. One must starve if they do not eat flesh Or wheat based products Some variety would be expected. The trivial amount of snacks and or food is inhumane

We Left Calgary 1/2 hour late and that made for a tight connection in Denver. After arriving everything was done to help us make our connection. That was a great effort. Thank You United

Efficient all round, very good crew. Short flight so the food, of course, was just snacks

Overall, it was good. I was seating next to a wonderful lady and did not notice how time flew. Thanks

My flight was delayed about 1 1/2 hours in Chicago, but other then that it was a good flight.

Great flight, great landing, nice staff. Our seats were a little cramped.

I will not be flying with westjet again. I was uncomfortable in my seat. The position made my back hurt so bad. My wife was able to fit the seatbelt around her with out an extension but was unable to put the tray table down or fit in the seat for that matter. Our bag was smashed and I spent two hours trying to fill out the application for a damaged bag before I gave up. The 80 photos I took would not work and nothing telling me the format to upload them as.. I made the mistake of unpacking the bag before taking photos so no claim for me. Next trip to Canada I will have to use air Canada.

Overall good experience. The wait for baggage at our destination was quite long, but other than that everything was good as expected

Airplane is too small. Crew, especially the flight attendant who looked after our area, was not at all friendly and a touch authoratative. She may have been the most gruff flight attendant i've come across in 40 years of business travel

I selected "carry-on" for a round trip on Kayak, but my return flight on WestJet did not include a carry-on and they would not allow me to add one. My only option was to add a "checked bag" which I had to wait for on the luggage carousel after landing. Not a good experience.

My flight was cancelled due to weather but Westjet got me on a new flight in a timely and efficient manor.

I was seated near a "stinky" person. That's not the fault of Westjet🙁😶‍🌫️

Do not fly on WestJet if you have a connection. It failed to integrate with my connecting Delta flight and I almost missed it.

No internet, not even westjet connect makes for a boring flight

Our first flight from LAX to Winnipeg was changed but you never informed us at all. It went from a nonstop flight to a stay at Calgary. This impacted our trip negatively as we arrived much later than we planned to. Our returning flight was horrible. The flight was delayed 6 hours!! And we were NOT going to wait that long. The only way we got on our original flight was running there. However all of our suitcases were now coming on the delayed flight. It was the worst experience we ever had flying. I want my money back.

My seat was not comfortable. Flight was smooth. Regretfully we had two delays before takeoff

Amazing service, with enthusiastic crew members, and some breathtaking views of Vancouver. No IFE though, as it is only a 1 hour flight on a regional Turboprop jet.

I like the fact air Canada is on time The food you guys serve is not good

They are very proactive and made our boarding easy and always notified us about any changes well in advance.

My seat was covered in vomit and I will be reaching out to Air Canada

It's kindof ridiculous that your system is even asking me about this since my flight was canceled and I wasn't rescheduled.

3 hr delay at the gate while they were doing maintenance. Next time, do not board passengers while maintenance is being performed

Digital check in is very poor with air canada compaired to other airlines

Baggage delayed we had to catch our cruise without any clothes 😒

Air Canada Rouge is great. Toronto Airport is the usual nightmare

Everything you need to know for your flight to Maui

Information on your arrival and departure airports