$169 Cheap Flights from Winnipeg (YWG) to Kahului (OGG)

View $169 flight on Thu, Jan 22, 2026Opens in a new window

Popular airlines from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Kahului Airport (OGG)

Cheap Flights from Winnipeg to Kahului (YWG-OGG)

Prices were available within the past 7 days and start at $169 for one-way flights and $274 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

WestJet
Fri, Dec 5 - Sat, Dec 13
YWG
Winnipeg
OGG
Maui
$274 Roundtrip, found 4 days ago
$274
Roundtrip
found 4 days ago
Select WestJet flight, departing Fri, Dec 5 from Winnipeg to Maui, returning Sat, Dec 13, priced at $274 found 4 days ago
WestJet
Fri, Nov 21 - Tue, Nov 25
YWG
Winnipeg
OGG
Maui
$274 Roundtrip, found 13 hours ago
$274
Roundtrip
found 13 hours ago
Select WestJet flight, departing Fri, Nov 21 from Winnipeg to Maui, returning Tue, Nov 25, priced at $274 found 13 hours ago
WestJet
Thu, Jan 22 - Sun, Feb 1
YWG
Winnipeg
OGG
Maui
$275 Roundtrip, found 13 hours ago
$275
Roundtrip
found 13 hours ago
Select WestJet flight, departing Thu, Jan 22 from Winnipeg to Maui, returning Sun, Feb 1, priced at $275 found 13 hours ago
Air Canada
Wed, Nov 19 - Tue, Nov 25
YWG
Winnipeg
OGG
Maui
$276 Roundtrip, found 13 hours ago
$276
Roundtrip
found 13 hours ago
Select Air Canada flight, departing Wed, Nov 19 from Winnipeg to Maui, returning Tue, Nov 25, priced at $276 found 13 hours ago
WestJet
Sun, Oct 26 - Sat, Nov 8
YWG
Winnipeg
OGG
Maui
$280 Roundtrip, found 5 days ago
$280
Roundtrip
found 5 days ago
Select WestJet flight, departing Sun, Oct 26 from Winnipeg to Maui, returning Sat, Nov 8, priced at $280 found 5 days ago
WestJet
Sat, Oct 25 - Sat, Nov 8
YWG
Winnipeg
OGG
Maui
$293 Roundtrip, found 5 days ago
$293
Roundtrip
found 5 days ago
Select WestJet flight, departing Sat, Oct 25 from Winnipeg to Maui, returning Sat, Nov 8, priced at $293 found 5 days ago
WestJet
Sat, Oct 25 - Sun, Nov 2
YWG
Winnipeg
OGG
Maui
$293 Roundtrip, found 5 days ago
$293
Roundtrip
found 5 days ago
Select WestJet flight, departing Sat, Oct 25 from Winnipeg to Maui, returning Sun, Nov 2, priced at $293 found 5 days ago
United
Fri, Nov 14 - Wed, Nov 19
YWG
Winnipeg
OGG
Maui
$301 Roundtrip, found 4 days ago
$301
Roundtrip
found 4 days ago
Select United flight, departing Fri, Nov 14 from Winnipeg to Maui, returning Wed, Nov 19, priced at $301 found 4 days ago
Air Canada
Fri, Dec 12 - Wed, Dec 24
YWG
Winnipeg
OGG
Maui
$305 Roundtrip, found 5 days ago
$305
Roundtrip
found 5 days ago
Select Air Canada flight, departing Fri, Dec 12 from Winnipeg to Maui, returning Wed, Dec 24, priced at $305 found 5 days ago
Delta
Thu, Oct 23 - Sat, Nov 8
YWG
Winnipeg
OGG
Maui
$534 Roundtrip, found 5 days ago
$534
Roundtrip
found 5 days ago
Select Delta flight, departing Thu, Oct 23 from Winnipeg to Maui, returning Sat, Nov 8, priced at $534 found 5 days ago
Flights from Winnipeg (YWG) to Kahului (OGG)
Origin airport
Winnipeg James Armstrong Richardson Intl.
Destination airport
Kahului
Airlines serving
Air Canada, Delta, United, WestJet
Roundtrip price
$273
Distance
3764 mi

Winnipeg to Kahului Flights

The cheapest times to fly from Winnipeg to Kahului

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Winnipeg to Kahului are during the month of December. You can find some of the cheapest flights from Winnipeg to Kahului with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Winnipeg to Kahului

Sunday is one of the best days to book for cheap flights from Winnipeg to Kahului: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Winnipeg to Kahului

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Winnipeg to Kahului in 2025. You can also book with separate airlines for your outbound and return journeys, from $169 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Winnipeg to Kahului flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Winnipeg to Kahului airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Kahului Airport (OGG) cost?
Lock in a cheap one-way flight from $169 or cheap return flight from $274 from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Kahului Airport (OGG) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Kahului Airport (OGG)?
December is the least expensive month to fly from YWG to OGG. Timing your trip outside of the busy season is often the key to landing a great deal.
What is the cheapest airline that flies from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Kahului Airport (OGG)?
To find the cheapest airline that'll fly you from YWG to OGG, use Expedia's filter tool. Tailor your search based on what's important to you, such as preferred carriers and number of stops. You can then sort your results by "Price (lowest to highest)" to see the most affordable options first.
How many flights per day from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Kahului Airport (OGG)?
Direct flights from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Kahului Airport (OGG) aren't available daily, so you'll have to take a flight with a layover. Explore your options with Expedia's filter tool. Enter your travel dates and pick either "1 Stop" or "2+ Stops."
What day of the week has the most flights from YWG to OGG?
You'll usually find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can change from season to season and during public holidays or peak travel times.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Kahului Airport (OGG)?
To avoid possible delays on the Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Kahului Airport (OGG) route, aim to fly before 3 PM. Later flights have a 22% higher chance of being canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Kahului Airport (OGG) last-minute?
Last-minute bookings from YWG to OGG are usually more expensive. To lock in the cheapest rates, start searching for flights well ahead of time. That said, if you're flexible with your travel plans, you may score a cheap ticket right before your trip.
Is it cheaper to book a YWG to OGG flight and hotel package?
Compared with arranging flights and hotels separately, booking a YWG to OGG flight and hotel package with Expedia could result in significant savings. Better still, having everything in one convenient place takes the hassle out of travel planning. Simply pick your flights and choose from our extensive range of hotels, then tailor your trip with extras like tours, car rentals and activities.
Can I cancel or change the date of my flight from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Kahului Airport (OGG)?
Typically, you can modify or cancel your YWG to OGG flight. However, there may be additional fees, especially if you booked more than 24 hours ago. Double-check your itinerary for the airline's fees and rules on flight changes, or if you want more information, go to our Customer Service portal.

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*Available to One Key members.