C$ 382 Find Cheap Flights from Winnipeg to Maui

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Winnipeg to Maui departing on 7/9. 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

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
Travellers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flights Deals
Useful Info
Flights Deals

Best Maui Flight Deals from Winnipeg

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Kahului
Kahului2 stopsC$ 382
Kahului
Kahului2 stopsC$ 382

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, 7 Sep - Fri, 12 Sep
WestJet Logo
12:15 p.m. - 8:29 p.m.YWG-OGG
13h 14m2 stops
WestJet Logo
10:45 p.m. - 11:40 p.m.OGG-YWG
19h 55m2 stops
C$ 382WestJet
Find Deal
Sun, 7 Sep - Fri, 12 Sep
WestJet Logo
6:30 a.m. - 8:29 p.m.YWG-OGG
18h 59m2 stops
WestJet Logo
10:45 p.m. - 9:30 p.m.OGG-YWG
17h 45m2 stops
C$ 394WestJet
Find Deal
Sun, 7 Sep - Fri, 12 Sep
WestJet Logo
6:30 a.m. - 8:29 p.m.YWG-OGG
18h 59m2 stops
WestJet Logo
10:45 p.m. - 2:13 p.m.OGG-YWG
10h 28m1 stop
C$ 405WestJet
Find Deal
Fri, 12 Sep - Fri, 26 Sep
WestJet Logo
8:15 p.m. - 9:36 p.m.YWG-OGG
30h 21m1 stop
WestJet Logo
10:45 p.m. - 2:30 p.m.OGG-YWG
34h 45m2 stops
C$ 412WestJet
Find Deal
Fri, 12 Sep - Thu, 25 Sep
 Logo
6:15 p.m. - 8:29 p.m.YWG-OGG
55h 14m2 stops
 Logo
7:10 p.m. - 2:13 p.m.OGG-YWG
14h 03m2 stops
C$ 569
Find Deal
Fri, 12 Sep - Thu, 25 Sep
 Logo
8:15 p.m. - 9:36 p.m.YWG-OGG
30h 21m1 stop
 Logo
7:10 p.m. - 2:13 p.m.OGG-YWG
14h 03m2 stops
C$ 575
Find Deal
Fri, 12 Sep - Thu, 25 Sep
United Airlines Logo
4:25 p.m. - 3:08 p.m.YWG-OGG
27h 43m1 stop
United Airlines Logo
8:00 p.m. - 1:09 p.m.OGG-YWG
12h 09m1 stop
C$ 809United Airlines
Find Deal
Sat, 9 Aug - Sat, 16 Aug
United Airlines Logo
7:00 a.m. - 7:49 p.m.YWG-OGG
17h 49m2 stops
United Airlines Logo
10:00 p.m. - 3:31 p.m.OGG-YWG
36h 31m2 stops
C$ 846United Airlines
Find Deal
Sun, 24 Aug - Sun, 31 Aug
Air Canada Logo
5:20 a.m. - 8:53 p.m.YWG-OGG
20h 33m2 stops
Air Canada Logo
7:05 a.m. - 1:09 p.m.OGG-YWG
25h 04m2 stops
C$ 898Air Canada
Find Deal
Sun, 24 Aug - Sun, 31 Aug
Air Canada Logo
5:20 a.m. - 8:53 p.m.YWG-OGG
20h 33m2 stops
Air Canada Logo
7:05 a.m. - 12:50 p.m.OGG-YWG
24h 45m2 stops
C$ 954Air Canada
Find Deal
Useful Info

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$ 971, 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 August, when tickets cost C$ 515 (return) on average. On the other hand, the most expensive months are December and May, when the average cost of round-trip tickets is C$ 902 and C$ 817 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 the flight from Winnipeg to Maui, you should book around 5 weeks before departure. For the absolute cheapest price, our data suggests you should book 16 weeks before departure.


Good to know

Low seasonAugust
High seasonMarch
Cheapest flightC$ 382
Best time to beat the crowds (24% less expensive on average)
Most popular time to fly (4% more expensive 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.

  • What is the cheapest time of day to fly to Maui?

    The cheapest time of day to fly to Maui is generally at night, when round-trip flights cost C$ 296 on average. Morning departures are around 10% cheaper than evening flights, on average. The most expensive time of day to fly to Maui is generally in the evening, which is peak travel time and where the average cost of a ticket is C$ 477.

Reviews of the top 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.
7.2
WestJetOverall score based on 2939 reviews
6.2Food
7.4Boarding
7.1Comfort
7.9Crew
6.1Entertainment
Airline reviews

Our flight info was lost as the original booking was with westjet... almost missed our outbound flight trying to get it corrected. Inbound we had to reschedule completely as they didn't have our information and resold our seats ending up getting home much later than planned. The confirmation numbers we received from justfly for westjet didn't help anything with delta as they said we needed a delta confirmation which we never received. I talked with justfly and they said it's the airlines problem and with westjet and they said it is the 3rd party bookers issue.... so, not fun

2.0 MediocreAnonymous, Jul 2025YVR - MSP
Read more WestJet reviews

Our flight info was lost as the original booking was with westjet... almost missed our outbound flight trying to get it corrected. Inbound we had to reschedule completely as they didn't have our information and resold our seats ending up getting home much later than planned. The confirmation numbers we received from justfly for westjet didn't help anything with delta as they said we needed a delta confirmation which we never received. I talked with justfly and they said it's the airlines problem and with westjet and they said it is the 3rd party bookers issue.... so, not fun

They kept making changes to the itinerary. I actually wasn't able to go and i tried to get flight credit in exchange for the ticket, but the customer service chat was taking way too much time.

WestJet canceled my booking, replaced it with a booking that didn't work (departing from cruise ship), and didn't offer any flights that did work. Their only option was for me to cancel and go to another airline for more money. Which I did.

Nothing to like because my inbound flight was cancelled without notification by West Jet or third party, JustFly. I couldn’t take the inbound flight due to cancellation; therefore could not take the outbound flight back.

The seats are totally uncomfortable making the flight less than pleasant. The cookies & pretzels were terrible!!!

Lots of overhead storage and a good crew and service.

On time. Friendly and efficient staff at check in and flight crew.

Late departure, so I missed connection in Detroit. But Delta gave me a great hotel & breakfast. Just sorry I could not get anything from my checked baggage.

Crew was friendly. Lost our luggage and told us it’d be in later in the evening of the day we returned. It was not. Still after 5 days have not received it.

Internet on both flights was sketchy. Thus in flight entertainment was non- existent on MN - Balrimote leg.

Flight got canceled last minute and rescheduled 3 days later, as if we do not have jobs and children to return to. 5+ hours on hold with customer support with no answer. We booked a different airline and spent 3x as much to escape Montreal bc of Air Canada. Still haven’t heard from them. Boooo

Everything was good. Except Broken looking escape/exit doors over the wings need tending,

Pros: The airplane was new and had in-flight entertainment (tablet behind seats) with new movies instead of watching on personal devices. Cons: the flight time was changed without informing us. When I booked the flight, the time was 13:30pm (also in the email confirmation). However, when I reached the airport, the time was conveniently changed to 14:55pm. When I asked at the counter, they said the flight always took off at this time. The booking was made by Air Canada, but the flight was operated by United.

Took off on-time and staff was very nice. Got stuck on tarmac at ATL due to storms, but staff was still wonderful even though they were working and not getting paid.

In a nutshell, my bag, the one I have to pay for, because now you can’t even bring a carry on, did not make it. I am still waiting for an update. The fact that not only were have to pay for it, but on top of that we are stuck without getting it, it’s ridiculous..

The plane was filthy!!!! There were empty food wrappers in the pockets and worst of all a wad of hair where someone had obviously brushed their hair, cleaned out the brush and left the wad of hair in the pocket. It was the most disgusting thing I’ve ever seen!! The seats are so crammed together with NO leg room. The AC vent controllers do not adjust. I will likely not book another AC flight from Florida to Montreal.

This was an excellent experience for a very short flight.

Registered my luggage at 5pm. Arrived at JFK at 1:00 am. Worst trip ever. Never again

Really good, super comfy flight and the stewardess was great.

Air Canada never runs on time. You’re lucky if your flight is not cancelled or diverted. Worst airline in the world for gas lighting its customers.

Everything you need to know for your flight to Maui

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.