$467 Cheap Flights from Naples (NAP) to Winnipeg (YWG)

View $467 flight on Sat, Jun 6, 2026Opens in a new window

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

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Cheap Flights from Naples to Winnipeg (NAP-YWG)

Prices were available within the past 7 days and start at $467 for one-way flights and for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frequently asked questions

How much does a flight from Naples Intl. Airport (NAP) to Winnipeg James Armstrong Richardson Intl. Airport (YWG) cost?
Grab a cheap one-way flight from $467 or cheap return flight from Naples Intl. Airport (NAP) to Winnipeg James Armstrong Richardson Intl. Airport (YWG) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Naples Intl. Airport (NAP) to Winnipeg James Armstrong Richardson Intl. Airport (YWG)?
Planning your trip for is a good way to save, as it's the cheapest month for flights between NAP and YWG. You'll often find the lowest fares during the off-season.
What is the cheapest airline that flies from Naples Intl. Airport (NAP) to Winnipeg James Armstrong Richardson Intl. Airport (YWG)?
To find the cheapest airline flying from NAP to YWG, use Expedia's filter tool. Customize your search based on your travel style, such as preferred carriers and flight duration. You can then sort your results by "Price (lowest to highest)" to see the cheapest flights first.
How many flights per day from Naples Intl. Airport (NAP) to Winnipeg James Armstrong Richardson Intl. Airport (YWG)?
Direct flights from Naples Intl. Airport (NAP) to Winnipeg James Armstrong Richardson Intl. Airport (YWG) aren't available daily, so you'll need to take a flight with a layover. Explore your options with our filter tool. Enter your travel dates and click on either "1 Stop" or "2+ Stops."
What day of the week has the most flights from NAP to YWG?
Friday is usually the busiest day for flights, while Tuesday tends to be the quietest.* Just remember that flight schedules can vary based on a range of factors, such as the time of year and carrier.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Naples Intl. Airport (NAP) to Winnipeg James Armstrong Richardson Intl. Airport (YWG)?
To arrive at Winnipeg James Armstrong Richardson Intl. Airport (YWG) on time, pick a flight that leaves from Naples Intl. Airport (NAP) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this hour.**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 Naples Intl. Airport (NAP) to Winnipeg James Armstrong Richardson Intl. Airport (YWG) last-minute?
Last-minute bookings from NAP to YWG are usually more expensive. For the lowest prices, start looking for flights ahead of time. That being said, if your travel plans are flexible, it's possible to score a cheap fare just before your departure.
Is it cheaper to book a NAP to YWG flight and hotel package?
You'll typically save money by booking a NAP to YWG flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's easy to manage everything in one convenient place. After selecting your preferred accommodations and flights, consider adding extras such as car rentals, activities and tours.
Can I cancel or change the date of my flight from Naples Intl. Airport (NAP) to Winnipeg James Armstrong Richardson Intl. Airport (YWG)?
If you reserved your NAP to YWG flight in the last 24 hours, you may be able to modify or cancel it at no cost. Depending on the airline and the fare type you purchased, additional charges may apply for changes after that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, go to our Customer Service portal for more information.

Travel information

Origin airport
Naples Intl.
Destination airport
Winnipeg James Armstrong Richardson Intl.
Distance
4919 mi

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Naples to Winnipeg Flights

The cheapest times to fly from Naples to Winnipeg

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

 

The best time to book a flight from Naples to Winnipeg

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

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 Naples to Winnipeg in 2025. You can also book with separate airlines for your outbound and return journeys, from $467 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 Naples to Winnipeg 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 Naples to Winnipeg 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.

 

Naples to Winnipeg Flights

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