$245 Find Cheap Flights from Winnipeg to Hawaii - Compare and Save

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 Hawaii departing on 9/24. 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.
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Cheap Flights from Winnipeg to Hawaii

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Honolulu
Honolulu1 stop$423
Kahului
Kahului2 stops$415
Lihue
Lihue2 stops$738
Honolulu
Honolulu1 stop$423
Kahului
Kahului2 stops$415
Lihue
Lihue2 stops$738
Booking Insights

KAYAK's insights & trends for Winnipeg to Hawaii flights

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

How much is a round-trip flight from Winnipeg to Hawaii?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Winnipeg to Hawaii departing in November.

Flight prices are below average for this route right now.

Flights to Hawaii from Winnipeg usually cost between $741 and $958 in November.
The lowest price found in the past 5 days was $423 on WestJet (Nov 19-Nov 22).

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Winnipeg to Hawaii, 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 Hawaii is February, when tickets cost $359 (return) on average. On the other hand, the most expensive months are August and July, when the average cost of round-trip tickets is $801 and $730 respectively.

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

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 Hawaii, 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 Hawaii, you should book around 5 weeks before departure, which saves you about 62% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 24 weeks before departure.

Good to know

Low season

July

Cheapest flight

$245
Best time to beat the crowds but there is an average 74% increase in price.
Most popular time to fly and prices are also 41% lower on average.
Flight from Winnipeg to Kahului

FAQs - booking Hawaii flights

  • What parking options are available at Winnipeg Richardson International Airport (YWG)?

    Winnipeg Richardson International Airport (YWG) offers several parking options. Winnipeg Airport's parkade is a covered parking facility located within walking distance of the terminal. It provides convenient, sheltered parking options for both short-term and long-term stays. YWG offers valet parking services as well. With this service, you can simply leave your car at the terminal curbside, and the airport staff will take care of parking. When you return, your car will be brought back to the terminal for you.

  • How can I easily go from Honolulu International Airport (HNL) to the city center?

    Getting from Honolulu International Airport (HNL) to the city center is relatively convenient. Honolulu's public bus system, known as TheBus, operates routes that connect the airport to various parts of the city, including the city center (Waikiki). Bus stops are located on the second level of the airport.

  • Are there any lounges at Winnipeg Richardson International Airport (YWG)?

    Yes, Winnipeg Richardson International Airport (YWG) does have lounges where travelers can relax and enjoy various amenities while waiting for their flights. The Plaza Premium Lounge at YWG offers comfortable seating, complimentary Wi-Fi, a selection of food and beverages, including alcoholic drinks, and access to newspapers and magazines.

  • Is it possible to rent a car from Kahului Airport (OGG)?

    Yes, it is possible to rent a car from Kahului Airport (OGG) in Maui, Hawaii. Many car rental companies have counters located at the airport, making it convenient for travelers to rent a car upon arrival. Some of the rental companies that you will find here include Alamo and Hertz. 

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

    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 Hawaii.

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

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

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

    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 Hawaii 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 Hawaii?

    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 Hawaii up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Hawaii

  • When you fly from Winnipeg to Hawaii, there are a few possible arrival airports. Honolulu International Airport (HNL) is the main airport in the state and is on the island of O'ahu, while Kona International Airport (KLA) is on the island of Hawaii. There is also Kahului Airport (OGG), which is on the island of Maui.
  • You have a few transportation options to travel from downtown Winnipeg to Winnipeg Richardson International Airport (YWG). Winnipeg Transit operates buses that connect downtown Winnipeg to the airport. You can take the Route 15 bus between downtown and the airport. On average, the journey will take around 30 minutes.
  • Kona International Airport (KLA) provides a variety of services for passengers with disabilities, including access to wheelchairs at no cost, pick-up areas that are designated for those with limited mobility, and ramps and elevators.
  • There is a hotel located at Winnipeg Richardson International Airport (YWG). The hotel is called the "Grand Winnipeg Airport Hotel by Lakeview." It is a full-service hotel conveniently located on the airport grounds, offering easy access to the terminal and various amenities for travelers.
  • If you are traveling with a furry friend, keep in mind that Honolulu International Airport (HNL) has a few pet relief areas. You will find a grassy spot between the International Parking Garage and Terminal 2 Parking Garage, and it has a trash can and free plastic waste bags.

Reviews of the top 3 airlines serving from Winnipeg to Hawaii

 
See real verified KAYAK customer reviews for airlines flying from Winnipeg to Hawaii. 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 Hawaii? 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.
7.8
DeltaOverall score based on 8505 reviews
7.2Food
7.8Entertainment
7.8Comfort
8.5Crew
8.1Boarding
Airline reviews

I am ina wheelchair and the gate agent knew exactly what to do when boarding just the the one of the flight attendants

8.0 ExcellentChristopher, Aug 2026
Read more Delta reviews

I am ina wheelchair and the gate agent knew exactly what to do when boarding just the the one of the flight attendants

Seats were not bad enough and uncomfortable good legroom in the emergency exit row we were in, but we were forbidden to hold my grandson on my lap for a little while, and the stewardess passed us saying it was against regulations which makes little or no sense when you’re 36,000 feet. The food snacks were really bad. Tasteless tasted like wallpaper, but we’re supposed to be protein bars, and the announcements were all completely incoherent because of the noise of the airplane and the lowness and crackly nature of the PA system.. this was disgraceful. No one in our party could understand a word of what the captain or the flight attendant were saying —not a word! The landing was a little hairy in a pretty stiff crosswind -we bounced before the plane stabilized on the runway

Round trip flight to Canada and back to the US was smooth and efficient.

Crew was nice, meal was good. Entertainment had to be rebooted 3 times and still did not work. Turns out there was residue on screen, it needed to be cleaned to prevent the touchscreen buttons from continuously activating. I had entertainment for the last 45 minutes of a 5 hour 45 minute flight. Really unacceptable for first class. Flight attendent indicated your cleaning solution creates this problem. Seems as if this is widely known, you should be using a different product or cleaning better. Really really disappointing which simply added to the wi fi on your planes with reliably never ever works.

Long flight but comfortable and not freezing as I have experienced on Hawaiian flights to the islands. They gave us blankets just in case. Nice touch.

NEVER MADE THE FLIGHT BECAUSE DELTA SAID THEY CAN NOT

Everything I mentioned earlier - the airbus was more comfortable indeed and the experience was further enhanced.

First class and monitors weren’t working for mine & my husbands. Eventually fixed, but quite annoyed as we bought first class. Also, No foot rests.

It would be nice if was given wires ear buds. Overall was a good experience was able to sleep on the plane

I have to say that Delta has improved their service radically since I flew with them last. I purposely have avoided flying with them for years owing to absolutely terrible service. This is no longer the case, I am glad to say.

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

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.

Lots of overhead storage and a good crew and service.

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

Very good over all , would have been nice to have entertainment on the flight

It was an awesome experience flying with Westjet. This was my first domestic flight experience in Canada.

The flight itself was fine, but two of the ladies at the gate were extremely rude to a few of us in line. Their customer service really needs some help. I’ve always had good experiences with WestJet until these two ladies. They had the worst attitudes and really left a bad taste in my mouth after a good trip

Smooth process, on time. Everything ran perfectly. It would be nice to have in flight entertainment and better food choices but these were short flights so not a big deal

Flight got cancelled. I had to spend many hours on phone to have it rescheduled at my convenience

Terrible 12 hours delay Terrible We lost our suitcases No medication with us nothing

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

Upgraded to sit at the exit door so good leg room.

Very tight leg room and not a fan of the new policy on no free carry on luggage. Besides that, it was fine.

Flight delay, cancellation rescheduling and misdirected luggage which created some stress. It all worked out in the end.

The flight was delayed several times, however , they kept me well informed with enough advance warning that I had not left home yet

Sat on the tarmac with no ventilation for almost an hour, without a single word from the crew. Appalling. When Air Canada goes bankrupt, again, almost everyone in Canada will be cheering.

If you have checked the status of my booking you would have seen that it was cancelled. And the travelers insurance we purchased only covered $100 per ticket. So my overall experience with kayak and air canada is poor

The plane for my second flight was reassigned. We had to wait for them to get a different plane out of the hangar and call in a crew

Send me 20 dollars and i will do the survey. You survey people think we do things in life to do surveys.

Everything you need to know for your flight from Winnipeg to Hawaii

Information on your arrival and departure airports