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Cheap flights from Winnipeg to Naples from C$ 440

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 31/5. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — NAP
28 May — 4 Jun1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Winnipeg to Naples

Enter your travel dates to find the best prices.

Cheapest flights from Winnipeg to Naples
Explore the most affordable flight options available from Winnipeg to Naples. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 28 April 2026.

Wed 14/108:15 a.m.
YWG
-
NAP
2 stops18h 25m
Multiple Airlines
Tue 20/1011:25 a.m.
NAP
-
YWG
1 stop34h 44m
Multiple Airlines
Deal found 23/4C$ 1,067
Mon 21/912:40 p.m.
YWG
-
NAP
2 stops15h 50m
Multiple Airlines
Mon 28/94:10 p.m.
NAP
-
YWG
2 stops32h 05m
Multiple Airlines
Deal found 26/4C$ 1,156
Sun 20/912:40 p.m.
YWG
-
NAP
2 stops19h 45m
KLM
Mon 28/94:10 p.m.
NAP
-
YWG
2 stops32h 05m
KLM
Deal found 26/4C$ 1,161
Sun 7/65:10 a.m.
YWG
-
NAP
2 stops24h 10m
Air Canada
Thu 11/611:25 a.m.
NAP
-
YWG
2 stops39h 37m
Air Canada
Deal found 24/4C$ 1,246
Fri 18/94:05 p.m.
YWG
-
NAP
1 stop34h 35m
Air Canada
Wed 30/91:05 p.m.
NAP
-
YWG
2 stops33h 04m
Air Canada
Deal found 26/4C$ 1,352

Find flight deals from Winnipeg to Naples

Discover tips and strategies to find the most affordable flight options for your journey from Winnipeg (YWG) to Naples (NAP). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 28 April 2026.

Round-trip from

C$ 1,246

One-way from

C$ 440
Air Canada
  • Air Canada
  • 7/6-11/6
  • 4 total stops
  • 63h 47m total
  • Winnipeg to Naples
Search Deals
31/5
  • 31/5
  • 3 total stops
  • 45h 00m total
  • Winnipeg to Naples
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Winnipeg to Naples that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 28 April 2026.
Use the filters below to find and compare flights from Winnipeg to Naples that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegNaples

YWG - NAP

YWGNAP

Winnipeg

Wed 14/10

10:50 a.m.-9:40 a.m.

1 stop15h 50m

Naples

Tue 20/10

11:25 a.m.-3:09 p.m.

1 stop34h 44m

C$ 1,070

WinnipegNaples

YWG - NAP

YWGNAP

Winnipeg

Sun 7/6

5:10 a.m.-12:20 p.m.

2 stops24h 10m

Naples

Thu 11/6

11:25 a.m.-8:02 p.m.

2 stops39h 37m

C$ 1,246
Quickest round-trip

WinnipegNaples

YWG - NAP

YWGNAP

Winnipeg

Sun 20/9

8:10 a.m.-8:40 a.m.

2 stops17h 30m

Naples

Sat 26/9

6:00 a.m.-11:07 p.m.

2 stops24h 07m

C$ 1,505

WinnipegNaples

YWG - NAP

YWGNAP

Winnipeg

Thu 17/9

8:30 a.m.-6:05 p.m.

2 stops26h 35m

Naples

Wed 30/9

6:00 a.m.-10:24 p.m.

2 stops23h 24m

C$ 1,523
Cheapest one-way

WinnipegNaples

YWG - NAP

YWGNAP

Winnipeg

Sun 31/5

4:25 p.m.-8:25 p.m.

3 stops45h 00m

C$ 440

WinnipegNaples

YWG - NAP

YWGNAP

Winnipeg

Wed 10/6

4:25 p.m.-10:35 a.m.

3 stops35h 10m

C$ 515

WinnipegNaples

YWG - NAP

YWGNAP

Winnipeg

Mon 8/6

4:05 p.m.-10:00 p.m.

2 stops22h 55m

C$ 515

WinnipegNaples

YWG - NAP

YWGNAP

Winnipeg

Fri 12/6

4:05 p.m.-9:05 p.m.

3 stops46h 00m

C$ 537

WinnipegNaples

YWG - NAP

YWGNAP

Winnipeg

Wed 27/5

4:05 p.m.-10:40 p.m.

2 stops23h 35m

C$ 548

WinnipegNaples

YWG - NAP

YWGNAP

Winnipeg

Mon 27/7

6:05 p.m.-9:10 p.m.

2 stops44h 05m

C$ 654

Flights are sorted by cheapest round-trip flights first.

Deals found on 25/4

Showing 1-10 of 13 resultsSorted by cheapest first
1
2

Best time to book a flight from Winnipeg to Naples

Have a flexible travel schedule? Discover the best time to fly to Naples from Winnipeg with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Reviews of airlines servicing Naples

Get insights into the airlines that provide service to Naples. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Naples. Reviews last updated 28 April 2026.
Read through reviews of airlines operating flights from Winnipeg to Naples, such as Air Canada. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Air Canada
7.1
Good
10,975 reviews
Check prices

Crew

7.8

Overall

7.1

Comfort

7.1

Food

6.3

Boarding

7.3

Entertainment

6.8

Reviews

1 / 20
8.0
Excellent

John,Apr 2026

YVR - YOW

Crew was very attentive and meals were good. My wife required a wheel chair due to an accident on vacation. The service in Toronto was poor and Ottawa no better. Southeast Asia could teach them lots. Flight originated in Manila on ANA which was cancelled due to a mechanical issue. We were put up overnight in the Savoy Hotel with dinner and breakfast. The airline staff and hotel staff were fantastic.
Air Canada
7.1
Good
10,975 reviews
Air Canada
7.1
Good
10,975 reviews
Check prices

Crew

7.8

Overall

7.1

Comfort

7.1

Food

6.3

Boarding

7.3

Entertainment

6.8

Reviews

1 / 20
8.0
Excellent

John,Apr 2026

YVR - YOW

Crew was very attentive and meals were good. My wife required a wheel chair due to an accident on vacation. The service in Toronto was poor and Ottawa no better. Southeast Asia could teach them lots. Flight originated in Manila on ANA which was cancelled due to a mechanical issue. We were put up overnight in the Savoy Hotel with dinner and breakfast. The airline staff and hotel staff were fantastic.

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to Naples. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Winnipeg to Naples?

    A quick flight from Winnipeg to Naples can take about 24h 10m. Air Canada provides one of the quickest options available for as low as C$ 1,246. The distance from Winnipeg to Naples is about 7913 km.

  • What is the cheapest airline to fly from Winnipeg to Naples round-trip?

    Currently priced at C$ 1,173, Air Canada will fly you from Winnipeg to Naples and back. In addition to Air Canada, many other airlines offer competitively priced options for your trip.

  • Can I find deals for flights from Winnipeg to Naples that include hotel bookings?

    Yes. In addition to deals on Winnipeg to Naples flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Winnipeg to Naples?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Winnipeg to Naples.

  • Can I find deals for business class flights from Winnipeg to Naples?

    Yes. Cheapflights offers flight deals from Winnipeg to Naples by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Travelling to a place near Naples?

Book flights to Naples if you plan to visit one of these locations
Maiori
Anacapri
Praiano
Sant'Agnello

Browse thousands of different options on Cheapflights for your next trip

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Top airline flying from Winnipeg to Naples

Discover the top airline that operate flights from Winnipeg to Naples. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 28 April 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 1,173AverageC$ 1,460FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

Fly with Cheapflights

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How does Cheapflights help users find flights from Winnipeg to Naples?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Winnipeg to Naples. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Winnipeg to Naples?

Millions of users choose and trust Cheapflights to book the best flight deals from Winnipeg to Naples for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Winnipeg to Naples with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Winnipeg to Naples flexibly with Cheapflights today.

Can Cheapflights notify me if prices for flights from Winnipeg to Naples become cheaper?

Yes, Cheapflights offers price alerts on Winnipeg to Naples flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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