C$ 258 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 13/4. 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

Sun, 12 Apr - Tue, 21 Apr
Air Canada Logo
10:45 a.m. - 8:53 p.m.
YWG
-
OGG
15h 08m
1 stop
Air Canada Logo
10:25 p.m. - 9:24 p.m.
OGG
-
YWG
17h 59m
1 stop
C$ 433Air Canada
Sat, 11 Apr - Tue, 21 Apr
Air Canada Logo
9:15 p.m. - 8:53 p.m.
YWG
-
OGG
28h 38m
2 stops
Air Canada Logo
10:25 p.m. - 9:24 p.m.
OGG
-
YWG
17h 59m
1 stop
C$ 440Air Canada
Tue, 28 Apr - Tue, 12 May
United Airlines Logo
8:45 a.m. - 7:34 p.m.
YWG
-
OGG
15h 49m
2 stops
United Airlines Logo
2:05 p.m. - 11:52 a.m.
OGG
-
YWG
16h 47m
2 stops
C$ 565United Airlines
Wed, 15 Apr - Wed, 22 Apr
WestJet Logo
2:40 p.m. - 9:23 p.m.
YWG
-
OGG
11h 43m
1 stop
WestJet Logo
10:30 p.m. - 1:52 p.m.
OGG
-
YWG
10h 22m
1 stop
C$ 582WestJet
Wed, 15 Apr - Tue, 21 Apr
Multiple Airlines Logo
5:55 a.m. - 9:23 p.m.
YWG
-
OGG
20h 28m
1 stop
Multiple Airlines Logo
12:01 p.m. - 1:52 p.m.
OGG
-
YWG
44h 51m
2 stops
C$ 602Multiple Airlines
Mon, 13 Apr - Wed, 22 Apr
WestJet Logo
2:40 p.m. - 9:23 p.m.
YWG
-
OGG
11h 43m
1 stop
WestJet Logo
10:30 p.m. - 1:52 p.m.
OGG
-
YWG
10h 22m
1 stop
C$ 612WestJet
Fri, 10 Apr - Wed, 22 Apr
WestJet Logo
12:40 p.m. - 9:23 p.m.
YWG
-
OGG
13h 43m
2 stops
WestJet Logo
10:30 p.m. - 1:52 p.m.
OGG
-
YWG
10h 22m
1 stop
C$ 613WestJet
Tue, 14 Apr - Mon, 20 Apr
Multiple Airlines Logo
2:40 p.m. - 9:23 p.m.
YWG
-
OGG
11h 43m
1 stop
Multiple Airlines Logo
9:14 p.m. - 12:41 a.m.
OGG
-
YWG
22h 27m
2 stops
C$ 634Multiple Airlines
Thu, 16 Apr - Tue, 21 Apr
Multiple Airlines Logo
5:55 a.m. - 9:23 p.m.
YWG
-
OGG
20h 28m
1 stop
Multiple Airlines Logo
11:59 p.m. - 12:41 a.m.
OGG
-
YWG
19h 42m
2 stops
C$ 641Multiple Airlines
Tue, 14 Apr - Wed, 22 Apr
Multiple Airlines Logo
2:40 p.m. - 9:23 p.m.
YWG
-
OGG
11h 43m
1 stop
Multiple Airlines Logo
2:55 p.m. - 6:05 p.m.
OGG
-
YWG
22h 10m
2 stops
C$ 646Multiple Airlines
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$ 665, 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 May, when tickets cost C$ 399 (return) on average. On the other hand, the most expensive months are March and November, when the average cost of round-trip tickets is C$ 923 and C$ 844 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 56% 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$ 258
Best time to beat the crowds (14% less expensive on average)
Most popular time to fly and prices are also 16% 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 9363 reviews
8.1Crew
7.1Entertainment
6.6Food
7.3Comfort
7.7Boarding
Airline reviews

Given I (and I’m assuming most people) have both carry in and a personal item included in their fare, I find it very unfair that on neither of my flights I was able to use the overhead for my small backpack because they were completely rammed with luggage, people personal items, jackets, hats and other items. So the only item I brought in had to be stuffed under my seat while they had their leg room and sat comfortable with all of their items in the overhead. This has to stop because I was uncomfortable on both flights when I only had one smaller item that could not be checked due to its contents (medication etc). Plenty of people could have checked theirs but chose not to and then took up the space allotment for 2 people.

8.0 ExcellentAnonymous, Feb 2026
YEG - IAH
Read more United Airlines reviews

Given I (and I’m assuming most people) have both carry in and a personal item included in their fare, I find it very unfair that on neither of my flights I was able to use the overhead for my small backpack because they were completely rammed with luggage, people personal items, jackets, hats and other items. So the only item I brought in had to be stuffed under my seat while they had their leg room and sat comfortable with all of their items in the overhead. This has to stop because I was uncomfortable on both flights when I only had one smaller item that could not be checked due to its contents (medication etc). Plenty of people could have checked theirs but chose not to and then took up the space allotment for 2 people.

Flight attendants had a little attitude. Food tastes no good.

So bad, flight was been cancelled due to aircraft problem, so ended up buying anothet ticket.

From pre boarding to flight attendant, crew and baggage handler, excellent. Didn’t lost my luggage like West jet.

Very poor. The flight was delayed from Toronto because some forget to do there job . I got to my connecting gate in San Francisco 10 minutes before the departure.but this didn’t let me board even though the flight was still there for an other 30 minutes. The the gentleman at the unite airline desk told me that they usually wait for passengers but air Canada called and told them not to we I been rerouted to Manila instead of Hong Kong . In San Francisco they mad me check in my carryon bag . I was told the it will directly go yo ho chi minn cuyt but I was told that by the Vietnams airline desk that’s not there I’m 10 hours behind my scheduled flight and looks like I I’m going without baggage. I don’t have a chance of catching ..

It was great. There were some issues prior to takeoff. The weather was poor so we had to go through deicing, and we were delayed a bit by the pilots' concern about one of the engines, but that's aviation. The pilots handled everything with aplomb, and kept us apprised

Reliable, nice crew, I fly often on that flight and I like it all.

l really enjoy very much the flight was very pleasant

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

The window seat on the emergency row was too small. I had a different seat booked and they moved me. My seat remained open. It was very uncomfortable.

Experience was good, the wifi hook up is somewhat tough

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.

My experience was good with United too But only not so good thing was that at Calgary airport I was not given lounge access despite of flying business. Aspire lounge denied it to me, which was unfair I feel

We left over 2 hours late and they didn't even give us a complimentary snack, when getting to the desk I asked if I could be put in a row with only 1 other person or an empt y one I was told the flight was full when the last two rows were empty. All around over it

they were super helpful. Agents at the desk got me on an earlier flight and I was able to get home several hours earlier.

This is a great non-stop YVR-MIA. Very comfortable plane, and no transfer through a city that gets major winter weather!

Terrible…. Reported missing luggage’s with injectable meds that needed refrigeration. Yet, delivery could not be expedited. Luggage’s were delivered 5 days after arrival. The meds were useless as ice pack had melted. So disappointed!!!

Air Canada’s problems are not staff related by and large, no. The problem is tiny jets between the U.S. and Canada - yes, believe it or not they are still “international” (just ask our own Mango Maniac in power in the U.S.). The little aisle is compounded by a design flaw of a “dog leg” starting at seat 12. Woe be unto you if you sit here as passengers and attendants do not have sufficient room to not hit you in the face with backpacks. One thing I will say very positively about Air Canada is you still provide pillows and blankets on transcontinental flights to all, not just the elites. Your tiny improperly designed jets are also a problem flying city to city within Canada also. One can only say you remind us of a “Jet Blue” or “Spirit” experience. Also your luggage space is downright Byzantine! We will endeavor to avoid you and use other U.S. carriers, albeit charging more.

Terrible canceled flight and lost my luggage. Flew me to Halifax. Tgat flight was delayed, had to spend night in airport chair.

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

Everything you need to know for your flight to Maui

Information on your arrival and departure airports