$353 Cheap Flights from Winnipeg (YWG) to Naples (NAP)

View $353 flight on Wed, Feb 25, 2026Opens in a new window

Popular airlines from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Naples Intl. Airport (NAP)

Cheap Flights from Winnipeg to Naples (YWG-NAP)

Prices were available within the past 7 days and start at $353 for one-way flights and $782 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Lufthansa
Thu, Nov 13 - Sun, Nov 16
YWG
Winnipeg
NAP
Naples
$782 Roundtrip, found 5 days ago
$782
Roundtrip
found 5 days ago
Select Lufthansa flight, departing Thu, Nov 13 from Winnipeg to Naples, returning Sun, Nov 16, priced at $782 found 5 days ago
Air Canada
Fri, Apr 3 - Sat, Apr 25
YWG
Winnipeg
NAP
Naples
$796 Roundtrip, found 3 days ago
$796
Roundtrip
found 3 days ago
Select Air Canada flight, departing Fri, Apr 3 from Winnipeg to Naples, returning Sat, Apr 25, priced at $796 found 3 days ago
Air Canada
Fri, Apr 3 - Sat, Apr 25
YWG
Winnipeg
NAP
Naples
$807 Roundtrip, found 3 days ago
$807
Roundtrip
found 3 days ago
Select Air Canada flight, departing Fri, Apr 3 from Winnipeg to Naples, returning Sat, Apr 25, priced at $807 found 3 days ago
Air Canada
Thu, Nov 13 - Sun, Nov 16
YWG
Winnipeg
NAP
Naples
$842 Roundtrip, found 5 days ago
$842
Roundtrip
found 5 days ago
Select Air Canada flight, departing Thu, Nov 13 from Winnipeg to Naples, returning Sun, Nov 16, priced at $842 found 5 days ago
Air Canada
Thu, Nov 13 - Sun, Nov 16
YWG
Winnipeg
NAP
Naples
$851 Roundtrip, found 5 days ago
$851
Roundtrip
found 5 days ago
Select Air Canada flight, departing Thu, Nov 13 from Winnipeg to Naples, returning Sun, Nov 16, priced at $851 found 5 days ago
Air Canada
Fri, Apr 3 - Sat, Apr 25
YWG
Winnipeg
NAP
Naples
$852 Roundtrip, found 3 days ago
$852
Roundtrip
found 3 days ago
Select Air Canada flight, departing Fri, Apr 3 from Winnipeg to Naples, returning Sat, Apr 25, priced at $852 found 3 days ago
Air Canada
Fri, Apr 3 - Sat, Apr 25
YWG
Winnipeg
NAP
Naples
$863 Roundtrip, found 3 days ago
$863
Roundtrip
found 3 days ago
Select Air Canada flight, departing Fri, Apr 3 from Winnipeg to Naples, returning Sat, Apr 25, priced at $863 found 3 days ago
Austrian Airlines
Fri, Apr 3 - Sat, Apr 25
YWG
Winnipeg
NAP
Naples
$1,504 Roundtrip, found 3 days ago
$1,504
Roundtrip
found 3 days ago
Select Austrian Airlines flight, departing Fri, Apr 3 from Winnipeg to Naples, returning Sat, Apr 25, priced at $1,504 found 3 days ago
TAP Portugal
Fri, Apr 3 - Sat, Apr 25
YWG
Winnipeg
NAP
Naples
$1,587 Roundtrip, found 3 days ago
$1,587
Roundtrip
found 3 days ago
Select TAP Portugal flight, departing Fri, Apr 3 from Winnipeg to Naples, returning Sat, Apr 25, priced at $1,587 found 3 days ago
Brussels Airlines
Sat, Jul 4 - Sat, Jul 25
YWG
Winnipeg
NAP
Naples
$1,742 Roundtrip, just found
$1,742
Roundtrip
just found
Select Brussels Airlines flight, departing Sat, Jul 4 from Winnipeg to Naples, returning Sat, Jul 25, priced at $1,742 just found

Frequently asked questions

How much does a flight from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Naples Intl. Airport (NAP) cost?
Secure a cheap one-way flight from $353 or cheap return flight from $782 from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Naples Intl. Airport (NAP) 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 Naples Intl. Airport (NAP)?
November is the most affordable month to fly from YWG to NAP. Traveling outside of peak seasons is often the key to scoring lower fares.
What is the cheapest airline that flies from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Naples Intl. Airport (NAP)?
To find the cheapest airline flying from YWG to NAP, use Expedia's filter tool. Customize your search based on your travel style, such as preferred carriers and cabin class. You can then sort your results by "Price (lowest to highest)" to list the most affordable options first.
How many flights per day from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Naples Intl. Airport (NAP)?
There are no daily nonstop flights departing from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Naples Intl. Airport (NAP). But you can choose flights with layovers. Filter your search results on Expedia to include one or more stops, and you'll be on your way in no time.
What day of the week has the most flights from YWG to NAP?
You'll generally find Tuesday the quietest day for flights, while Fridays are often 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 Naples Intl. Airport (NAP)?
Book a flight from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Naples Intl. Airport (NAP) that takes off before 3 PM to reduce the risk of cancellations and delays. Departures after this hour are on average 22% more likely to be 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 Naples Intl. Airport (NAP) last-minute?
Booking your flight from YWG to NAP shortly before your getaway is usually more expensive. But if there's some wiggle room with your departure dates and times, you could snag a cheap last-minute fare.
Is it cheaper to book a YWG to NAP flight and hotel package?
Booking a YWG to NAP flight and hotel package is typically cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your trip in one place. Select from our impressive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Naples Intl. Airport (NAP)?
It's generally possible to reschedule or cancel your YWG to NAP flight. However, if the booking was made more than 24 hours ago, additional charges may apply. Refer to your airline's policies in your itinerary to see what changes are allowed and if any costs are involved. You'll also find more details on our Customer Service portal.

Travel information

Travel information

Origin airport
Winnipeg James Armstrong Richardson Intl.
Destination airport
Naples Intl.
Airlines serving
Air Canada, Austrian Airlines, Brussels Airlines, Lufthansa, TAP Portugal, WestJet
Roundtrip price
$782
Distance
4919 mi

Book with confidence

Book with confidence

Winnipeg to Naples Flights

The cheapest times to fly from Winnipeg to Naples

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 Naples are during the month of November. You can find some of the cheapest flights from Winnipeg to Naples with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Winnipeg to Naples

Sunday is one of the best days to book for cheap flights from Winnipeg to Naples: 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 Naples

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 Naples in 2025. You can also book with separate airlines for your outbound and return journeys, from $353 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 Naples 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 Naples 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.

 

Winnipeg to Naples Flights

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*Available to One Key members.