What’s the top layover airport for flights from Winnipeg to Fort Myers?

Toronto (YYZ) – chosen by Cheapflights users on 57% of one-stop itineraries from Winnipeg to Fort Myers on Cheapflights.

What’s the cheapest layover airport for flights from Winnipeg to Fort Myers?

Toronto (YYZ) is the most affordable 1-stop option, with an average round-trip price of C$ 532.

What’s the fastest layover option from Winnipeg to Fort Myers?

Flights via Chicago (ORD) have the shortest average one-way travel time for 1-stop routes: 6h 50m.

Which airport typically offers the quickest layover for flights from Winnipeg to Fort Myers?

Flights via Chicago (ORD) offer the fastest connection on this route, with an average layover time of 1h 35m.

How long is the flight from Winnipeg to Fort Myers?

Airlines like WestJet, United Airlines, and Delta fly from Winnipeg to Fort Myers in about 9h 51m. The time it takes to get you to your destination can typically vary by up to 5h 15m. Winnipeg and Fort Myers are separated by a distance of 2915 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

What are the cheapest airlines flying from Winnipeg to Fort Myers round-trip?

Cheapflights users have booked flights from Winnipeg to Fort Myers round-trip from C$ 306. Other airlines that can offer you cheap pricing are WestJet, from C$ 316, and Delta, from C$ 436. Air Canada is currently priced 42% below the average price you’ll pay for this route.

What is the cheapest day to fly from Winnipeg to Fort Myers?

Travelers seeking maximum savings on their Winnipeg to Fort Myers flight should consider departing on Thursday at noon when fares are most often at their lowest. Wednesday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

In terms of precipitation, rainfall in Fort Myers ranges from 43.0 - 257.0 mm per month. June is typically the wettest month, when rainfall can reach 257.0 mm. December is typically the driest time to visit Fort Myers when rainfall is around 43.0 mm.

If weather is an important factor for your trip to Fort Myers, use this chart to help with planning. For those seeking warmer temperatures, August is the ideal time of year to visit, when temperatures reach an average of 29.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 18.0 C).

What are the most popular airlines that fly from Winnipeg to Fort Myers?

The most popular airlines flying from Winnipeg to Fort Myers are Air Canada, Delta and WestJet. Something to consider prior to booking your flight.

Can I find deals for flights from Winnipeg to Fort Myers that include hotel bookings?

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

How can I find direct flights from Winnipeg to Fort Myers?

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

Can I find deals for business class flights from Winnipeg to Fort Myers?

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

C$ 289+ Cheap Flights from Winnipeg to Fort Myers

Cheap flight deals from Winnipeg to Fort Myers

Round-trip from	C$ 308
One-way from	C$ 289
Popular in	July
Cheapest in	August
Average price	C$ 484

WestJet
27/10-30/10
2 total stops
22h 22m total
Winnipeg to Fort Myers

Search Deals

United Airlines
30/12
1 total stop
17h 38m total
Winnipeg to Fort Myers

Search Deals

Highest demand for flights based on searches. 0% potential increase in price (C$ 4 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 7% potential price decrease (C$ 51 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in September 2025

Search Deals

Find flight deals from Winnipeg to Fort Myers

Cheapest flights from Winnipeg to Fort Myers
Explore the most affordable flight options available from Winnipeg to Fort Myers. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 17 September 2025.

Mon 27/108:05 p.m.YWG - RSW

1 stop13h 55mWestJet

Thu 30/1011:45 a.m.RSW - YWG

1 stop8h 27mWestJet

Deal found 15/9C$ 308

Mon 27/106:15 a.m.YWG - RSW

2 stops14h 02mMultiple Airlines

Thu 30/1011:45 a.m.RSW - YWG

1 stop8h 27mMultiple Airlines

Deal found 15/9C$ 409

Mon 27/105:30 a.m.YWG - RSW

2 stops15h 06mUnited Airlines

Thu 30/106:40 p.m.RSW - YWG

2 stops18h 17mUnited Airlines

Deal found 15/9C$ 483

Thu 16/109:00 a.m.YWG - RSW

1 stop9h 51mDelta

Sun 30/1111:45 a.m.RSW - YWG

1 stop8h 27mDelta

Deal found 15/9C$ 593

Mon 13/107:00 a.m.YWG - RSW

1 stop13h 08mUnited Airlines

Mon 20/106:28 p.m.RSW - YWG

2 stops22h 03mUnited Airlines

Deal found 15/9C$ 636

Thu 16/109:05 p.m.YWG - RSW

2 stops16h 34mWestJet

Sun 30/1111:45 a.m.RSW - YWG

2 stops13h 56mWestJet

Deal found 15/9C$ 692

Mon 13/106:40 a.m.YWG - RSW

1 stop9h 38mDelta

Mon 20/107:45 a.m.RSW - YWG

1 stop10h 05mDelta

Deal found 15/9C$ 783

Best flights from Winnipeg to Fort Myers
Discover carefully curated flight deals from Winnipeg to Fort Myers that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 17 September 2025.

Mon 27/108:05 p.m.YWG - RSW

1 stop13h 55mWestJet

Thu 30/1011:45 a.m.RSW - YWG

1 stop8h 27mWestJet

Deal found 15/9C$ 308

Mon 27/106:15 a.m.YWG - RSW

2 stops14h 02mMultiple Airlines

Thu 30/1011:45 a.m.RSW - YWG

1 stop8h 27mMultiple Airlines

Deal found 15/9C$ 409

Mon 27/105:30 a.m.YWG - RSW

2 stops15h 06mUnited Airlines

Thu 30/106:40 p.m.RSW - YWG

2 stops18h 17mUnited Airlines

Deal found 15/9C$ 483

Thu 16/109:00 a.m.YWG - RSW

1 stop9h 51mDelta

Sun 30/1111:45 a.m.RSW - YWG

1 stop8h 27mDelta

Deal found 15/9C$ 593

Mon 13/107:00 a.m.YWG - RSW

1 stop13h 08mUnited Airlines

Mon 20/106:28 p.m.RSW - YWG

2 stops22h 03mUnited Airlines

Deal found 15/9C$ 636

Thu 16/109:05 p.m.YWG - RSW

2 stops16h 34mWestJet

Sun 30/1111:45 a.m.RSW - YWG

2 stops13h 56mWestJet

Deal found 15/9C$ 692

Mon 13/106:40 a.m.YWG - RSW

1 stop9h 38mDelta

Mon 20/107:45 a.m.RSW - YWG

1 stop10h 05mDelta

Deal found 15/9C$ 783

Last-minute flights from Winnipeg to Fort Myers
Discover last-minute flight deals from Winnipeg to Fort Myers. Data last updated 17 September 2025 and is based on user searches.

Wed 17/912:44 p.m.YWG - RSW

1 stop9h 23mDelta

Wed 24/912:15 p.m.RSW - YWG

2 stops12h 12mDelta

Deal found 17/9C$ 1,112

Mon 13/107:00 a.m.YWG - RSW

1 stop13h 08mUnited Airlines

Mon 20/106:28 p.m.RSW - YWG

2 stops22h 03mUnited Airlines

Deal found 15/9C$ 636

Mon 13/106:40 a.m.YWG - RSW

1 stop9h 38mDelta

Mon 20/107:45 a.m.RSW - YWG

1 stop10h 05mDelta

Deal found 15/9C$ 783

Thu 16/109:00 a.m.YWG - RSW

1 stop9h 51mDelta

Sun 30/1111:45 a.m.RSW - YWG

1 stop8h 27mDelta

Deal found 15/9C$ 593

Thu 16/109:05 p.m.YWG - RSW

2 stops16h 34mWestJet

Sun 30/1111:45 a.m.RSW - YWG

2 stops13h 56mWestJet

Deal found 15/9C$ 692

Mon 27/108:05 p.m.YWG - RSW

1 stop13h 55mWestJet

Thu 30/1011:45 a.m.RSW - YWG

1 stop8h 27mWestJet

Deal found 15/9C$ 308

Mon 27/106:15 a.m.YWG - RSW

2 stops14h 02mMultiple Airlines

Thu 30/1011:45 a.m.RSW - YWG

1 stop8h 27mMultiple Airlines

Deal found 15/9C$ 409

Mon 27/105:30 a.m.YWG - RSW

2 stops15h 06mUnited Airlines

Thu 30/106:40 p.m.RSW - YWG

2 stops18h 17mUnited Airlines

Deal found 15/9C$ 483

Cheapflights Fare Finder

Use the filters below to find and compare flights from Winnipeg to Fort Myers that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Mon 27/10

8:05 p.m.-11:00 a.m.

1 stop13h 55m

Fort Myers SW Florida Intl

Thu 30/10

11:45 a.m.-7:12 p.m.

1 stop8h 27m

C$ 308

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Mon 27/10

6:15 a.m.-9:17 p.m.

2 stops14h 02m

Fort Myers SW Florida Intl

Thu 30/10

11:45 a.m.-7:12 p.m.

1 stop8h 27m

C$ 409

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Mon 27/10

5:30 a.m.-9:36 p.m.

2 stops15h 06m

Fort Myers SW Florida Intl

Thu 30/10

6:40 p.m.-11:57 a.m.

2 stops18h 17m

C$ 483

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Thu 16/10

9:00 a.m.-7:51 p.m.

1 stop9h 51m

Fort Myers SW Florida Intl

Sun 30/11

11:45 a.m.-7:12 p.m.

1 stop8h 27m

C$ 593

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Mon 13/10

7:00 a.m.-9:08 p.m.

1 stop13h 08m

Fort Myers SW Florida Intl

Mon 20/10

6:28 p.m.-3:31 p.m.

2 stops22h 03m

C$ 636

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Thu 16/10

9:05 p.m.-2:39 p.m.

2 stops16h 34m

Fort Myers SW Florida Intl

Sun 30/11

11:45 a.m.-12:41 a.m.

2 stops13h 56m

C$ 692

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Mon 13/10

6:40 a.m.-5:18 p.m.

1 stop9h 38m

Fort Myers SW Florida Intl

Mon 20/10

7:45 a.m.-4:50 p.m.

1 stop10h 05m

C$ 783

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Tue 30/12

2:20 p.m.-8:58 a.m.

1 stop17h 38m

C$ 289

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Tue 30/12

6:55 p.m.-9:47 a.m.

2 stops13h 52m

C$ 404

Flights are sorted by cheapest round-trip flights first.

Deals found on 15/9

Best time to book a flight from Winnipeg to Fort Myers

Have a flexible travel schedule? Discover the best time to fly to Fort Myers 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.

Cheapflights Insights

Everything you need to know about your flight from Winnipeg to Fort Myers

Prices

How far ahead should I book a flight from Winnipeg to Fort Myers?

To ensure you get the cheapest price possible for a flight from Winnipeg to Fort Myers, you should look to book at least 74 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Winnipeg to Fort Myers?

Currently, January is the cheapest month in which you can book a flight from Winnipeg to Fort Myers (average of C$ 182). Flying from Winnipeg to Fort Myers in August is currently the most expensive (average of C$ 272). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from YWG to RSW?

Unlike in the morning, when flights are generally more expensive, you can save up to 23% on flights from Winnipeg to Fort Myers by exploring options for tickets at noon.

Reviews of airlines servicing Fort Myers

Get a feel of what it's like to fly with Delta,WestJet, andAir Canada from Winnipeg to Fort Myers by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Delta

8.0

Very good

7,961 reviews

Check prices

Reviews

1 / 20

4.0

Okay

Richard,Sep 2023

YYZ - ATL

Four hour delay (missing two screws). Seats in need of repair.

Delta

8.0

Very good

7,961 reviews

Delta

8.0

Very good

7,961 reviews

Check prices

Reviews

1 / 20

4.0

Okay

Richard,Sep 2023

YYZ - ATL

Four hour delay (missing two screws). Seats in need of repair.

WestJet

7.2

Good

3,095 reviews

Delta

8.0

Very good

7,961 reviews

Check prices

Reviews

1 / 20

4.0

Okay

Richard,Sep 2023

YYZ - ATL

Four hour delay (missing two screws). Seats in need of repair.

Air Canada

7.1

Good

10,000 reviews

Delta

8.0

Very good

7,961 reviews

Check prices

Reviews

1 / 20

4.0

Okay

Richard,Sep 2023

YYZ - ATL

Four hour delay (missing two screws). Seats in need of repair.

Related info for your journey

How long is the flight from Winnipeg to Fort Myers?
Airlines like WestJet, United Airlines, and Delta fly from Winnipeg to Fort Myers in about 9h 51m. The time it takes to get you to your destination can typically vary by up to 5h 15m. Winnipeg and Fort Myers are separated by a distance of 2915 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.
What are the cheapest airlines flying from Winnipeg to Fort Myers round-trip?
Cheapflights users have booked flights from Winnipeg to Fort Myers round-trip from C$ 306. Other airlines that can offer you cheap pricing are WestJet, from C$ 316, and Delta, from C$ 436. Air Canada is currently priced 42% below the average price you’ll pay for this route.
Can I find deals for flights from Winnipeg to Fort Myers that include hotel bookings?
Yes. In addition to deals on Winnipeg to Fort Myers flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Winnipeg to Fort Myers?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Winnipeg to Fort Myers.
Can I find deals for business class flights from Winnipeg to Fort Myers?
Yes. Cheapflights offers flight deals from Winnipeg to Fort Myers by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from Winnipeg to Fort Myers?
Currently, January is the cheapest month in which you can book a flight from Winnipeg to Fort Myers (average of C$ 182). Flying from Winnipeg to Fort Myers in August is currently the most expensive (average of C$ 272). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Top 3 airlines flying from Winnipeg to Fort Myers

Airline	Cheapest	Average	Flexibility	On-time
Air Canada	CheapestC$ 306	AverageC$ 405	FlexibilityNo cancel fee	On-time67%	Search Air Canada flights
WestJet	CheapestC$ 316	AverageC$ 664	FlexibilityNo cancel fee	On-time60%	Search WestJet flights
Delta	CheapestC$ 436	AverageC$ 592	FlexibilityNo cancel fee	On-timeN/A	Search Delta flights

Fly with Cheapflights

How does Cheapflights help users find flights from Winnipeg to Fort Myers?

Deals for Winnipeg to Fort Myers flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

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

Cheapflights helps you find that perfect flight to Fort Myers from Winnipeg by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

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

Cheapflights does show flights with no change fees to all users. To see these options for flights from Winnipeg to Fort Myers, users can toggle the no change fees filter when performing a flight search.

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

Not ready to book yet? You can track prices for flights from Winnipeg to Fort Myers on Cheapflights with our Price Alert feature and get notified when better prices are available.

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Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.

Cheap flights from Winnipeg to Fort Myers from C$ 289

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 30/12. Fares are subject to change and may not be available on all flights or dates of travel.

Cheap flight deals from Winnipeg to Fort Myers

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Winnipeg to Fort Myers

Cheapest flights from Winnipeg to Fort MyersExplore the most affordable flight options available from Winnipeg to Fort Myers. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 17 September 2025.

Explore the most affordable flight options available from Winnipeg to Fort Myers. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 17 September 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Winnipeg to Fort Myers that are best for you.

Best time to book a flight from Winnipeg to Fort Myers

Have a flexible travel schedule? Discover the best time to fly to Fort Myers from Winnipeg with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Winnipeg to Fort Myers

How far ahead should I book a flight from Winnipeg to Fort Myers?

What is the cheapest month to book a flight from Winnipeg to Fort Myers?

What is the cheapest time of day to fly from YWG to RSW?

What’s the top layover airport for flights from Winnipeg to Fort Myers?

What’s the fastest layover option from Winnipeg to Fort Myers?

What’s the fastest layover option from Winnipeg to Fort Myers?

Which airport typically offers the quickest layover for flights from Winnipeg to Fort Myers?

Reviews of airlines servicing Fort Myers

Get a feel of what it's like to fly with Delta,WestJet, andAir Canada from Winnipeg to Fort Myers by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to Fort Myers. 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 Fort Myers?

What are the cheapest airlines flying from Winnipeg to Fort Myers round-trip?

Can I find deals for flights from Winnipeg to Fort Myers that include hotel bookings?

How can I find direct flights from Winnipeg to Fort Myers?

Can I find deals for business class flights from Winnipeg to Fort Myers?

What is the cheapest month to book a flight from Winnipeg to Fort Myers?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Winnipeg to Fort Myers

See prices for flight routes from nearby airports that may be better suited for you.

Top 3 airlines flying from Winnipeg to Fort Myers

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Winnipeg to Fort Myers?

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

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

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

100% Free

Book with Flexibility

Travel Smart

Cheapest flights from Winnipeg to Fort Myers
Explore the most affordable flight options available from Winnipeg to Fort Myers. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 17 September 2025.