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Cheap flights from Winnipeg to Fort Myers from C$ 360

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 15/3. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — RSW
10 Dec — 17 Dec1
1 adult
1 adult, Economy, 0 bags

Find flight deals from Winnipeg to Fort Myers

Enter your travel dates to find the best prices.

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 10 November 2025.

Wed 3/128:40 a.m.YWG - RSW
1 stop12h 12mUnited Airlines
Sat 17/111:48 a.m.RSW - YWG
2 stops25h 09mUnited Airlines
Deal found 8/11C$ 581
Fri 5/127:30 a.m.YWG - RSW
1 stop10h 14mDelta
Thu 15/112:45 p.m.RSW - YWG
2 stops12h 57mDelta
Deal found 8/11C$ 653
Fri 5/127:05 p.m.YWG - RSW
1 stop15h 25mAir Canada
Thu 15/112:20 p.m.RSW - YWG
1 stop8h 14mAir Canada
Deal found 8/11C$ 677
Wed 3/125:30 a.m.YWG - RSW
1 stop10h 57mAir Canada
Sat 17/18:40 p.m.RSW - YWG
1 stop16h 59mAir Canada
Deal found 8/11C$ 690
Sat 15/1112:20 p.m.YWG - RSW
2 stops11h 15mDelta
Sat 22/1110:30 a.m.RSW - YWG
2 stops14h 06mDelta
Deal found 7/11C$ 735
Fri 5/126:00 a.m.YWG - RSW
2 stops16h 29mAmerican Airlines
Thu 15/13:39 p.m.RSW - YWG
2 stops32h 56mAmerican Airlines
Deal found 8/11C$ 742
Sat 15/1112:20 p.m.YWG - RSW
1 stop21h 40mWestJet
Sat 22/117:45 a.m.RSW - YWG
1 stop16h 51mWestJet
Deal found 7/11C$ 789
Sun 21/128:05 p.m.YWG - RSW
2 stops21h 36mWestJet
Sat 27/126:36 p.m.RSW - YWG
2 stops24h 30mWestJet
Deal found 10/11C$ 857
Sat 20/128:20 p.m.YWG - RSW
1 stop13h 40mMultiple Airlines
Wed 24/127:14 p.m.RSW - YWG
2 stops30h 25mMultiple Airlines
Deal found 7/11C$ 871

Cheap flight deals from Winnipeg to Fort Myers

Discover tips and strategies to find the most affordable flight options for your journey from Winnipeg (YWG) to Fort Myers (RSW). 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 10 November 2025.

Round-trip from

C$ 581

One-way from

C$ 360

Popular in

July

Cheapest in

August

Average price

C$ 602
United Airlines
  • United Airlines
  • 3/12-17/1
  • 4 total stops
  • 45h 05m total
  • Winnipeg to Fort Myers
Search Deals
United Airlines
  • United Airlines
  • 15/3
  • 1 total stop
  • 7h 07m total
  • Winnipeg to Fort Myers
Search Deals
High demand for flights, 4% potential price rise
Search Deals
Cheapest flight prices on average. 6% potential price decrease (C$ 49 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Winnipeg to Fort Myers 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 10 November 2025.
Use the filters below to find and compare flights from Winnipeg to Fort Myers that are best for you.

Fly from

Winnipeg

Fly to

Fort Myers

Route

Depart

Return

Price

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Wed 3/12

8:40 a.m.-9:52 p.m.

1 stop12h 12m

Fort Myers SW Florida Intl

Sat 17/1

11:48 a.m.-11:57 a.m.

2 stops25h 09m

C$ 581

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Fri 5/12

7:30 a.m.-6:44 p.m.

1 stop10h 14m

Fort Myers SW Florida Intl

Thu 15/1

12:45 p.m.-12:42 a.m.

2 stops12h 57m

C$ 653

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Wed 3/12

5:30 a.m.-5:27 p.m.

1 stop10h 57m

Fort Myers SW Florida Intl

Sat 17/1

8:40 p.m.-12:39 p.m.

1 stop16h 59m

C$ 690

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Fri 5/12

6:00 a.m.-11:29 p.m.

2 stops16h 29m

Fort Myers SW Florida Intl

Thu 15/1

3:39 p.m.-11:35 p.m.

2 stops32h 56m

C$ 742

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Sat 15/11

12:20 p.m.-11:00 a.m.

1 stop21h 40m

Fort Myers SW Florida Intl

Sat 22/11

7:45 a.m.-11:36 p.m.

1 stop16h 51m

C$ 789

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Sun 21/12

8:05 p.m.-6:41 p.m.

2 stops21h 36m

Fort Myers SW Florida Intl

Sat 27/12

6:36 p.m.-6:06 p.m.

2 stops24h 30m

C$ 857

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Wed 3/12

12:10 p.m.-9:34 a.m.

2 stops20h 24m

Fort Myers SW Florida Intl

Sat 17/1

3:07 p.m.-11:35 p.m.

3 stops33h 28m

C$ 903

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Sun 15/3

2:15 p.m.-10:22 p.m.

1 stop7h 07m

C$ 360

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Thu 25/12

5:00 a.m.-9:53 p.m.

2 stops15h 53m

C$ 652

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

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

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

Use this chart to determine the optimal time to book a round-trip flight from Winnipeg to Fort Myers. Price data was last updated on 7 November 2025.

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, August is the cheapest month in which you can book a flight from Winnipeg to Fort Myers (average of C$ 226). Flying from Winnipeg to Fort Myers in July is currently the most expensive (average of C$ 947). 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?

Find hourly flight availability from Winnipeg to Fort Myers. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 10 November 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 22% on flights from Winnipeg to Fort Myers by exploring options for tickets at noon.

Reviews of airlines servicing Fort Myers

Get insights into the airlines that provide service to Fort Myers. 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 Fort Myers. Reviews last updated 10 November 2025.
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
7.9
Good
8,004 reviews
Check prices

Comfort

7.9

Crew

8.5

Boarding

8.1

Entertainment

7.9

Overall

7.9

Food

7.3

Reviews

1 / 20
4.0
Okay

Richard,Sep 2023

YYZ - ATL

Four hour delay (missing two screws). Seats in need of repair.
Delta
7.9
Good
8,004 reviews
Delta
7.9
Good
8,004 reviews
Check prices

Comfort

7.9

Crew

8.5

Boarding

8.1

Entertainment

7.9

Overall

7.9

Food

7.3

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
3,156 reviews
Delta
7.9
Good
8,004 reviews
Check prices

Comfort

7.9

Crew

8.5

Boarding

8.1

Entertainment

7.9

Overall

7.9

Food

7.3

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
10,429 reviews
Delta
7.9
Good
8,004 reviews
Check prices

Comfort

7.9

Crew

8.5

Boarding

8.1

Entertainment

7.9

Overall

7.9

Food

7.3

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

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?

    Airlines like United Airlines and Delta fly from Winnipeg to Fort Myers in about 10h 14m. The time it takes to get you to your destination can typically vary by up to 1h 58m. 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$ 312. Other airlines that can offer you cheap pricing are WestJet, from C$ 333, and Delta, from C$ 421. Air Canada is currently priced 45% 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, August is the cheapest month in which you can book a flight from Winnipeg to Fort Myers (average of C$ 226). Flying from Winnipeg to Fort Myers in July is currently the most expensive (average of C$ 947). 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

Discover the top 3 airlines that operate flights from Winnipeg to Fort Myers. 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 10 November 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 312AverageC$ 404FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 333AverageC$ 699FlexibilityNo cancel feeOn-time60%
Search WestJet flights
DeltaCheapestC$ 421AverageC$ 617FlexibilityNo cancel feeOn-timeN/A
Search Delta flights

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?

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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