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Cheap flights from Winnipeg to Fort Myers from C$ 263

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 13/8. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — RSW
8 Jul — 15 Jul1
1 adult

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 3 July 2025.

Round-trip from

C$ 420

One-way from

C$ 263

Popular in

July

Cheapest in

May

Average price

C$ 826
United Airlines
  • United Airlines
  • 23/9-30/9
  • 2 total stops
  • 14h 05m total
  • Winnipeg to Fort Myers
United Airlines
  • United Airlines
  • 13/8
  • 1 total stop
  • 7h 02m total
  • Winnipeg to Fort Myers
Highest demand for flights based on searches. 2% potential increase in price (C$ 19 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease (C$ 34 potential savings vs. average RT price).
Average for round-trip flights in July 2025

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 3 July 2025.

Tue 23/97:00 a.m.YWG - RSW
1 stop6h 44mUnited Airlines
Tue 30/99:10 a.m.RSW - YWG
1 stop7h 21mUnited Airlines
Deal found 2/7C$ 420
Sat 1/115:00 a.m.YWG - RSW
1 stop31h 02mWestJet
Tue 2/1212:50 p.m.RSW - YWG
1 stop7h 20mWestJet
Deal found 1/7C$ 435
Wed 15/106:40 a.m.YWG - RSW
2 stops7h 25mDelta
Sun 30/1112:50 p.m.RSW - YWG
1 stop7h 20mDelta
Deal found 2/7C$ 568

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 3 July 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

Tue 23/9

7:00 a.m.-2:44 p.m.

1 stop6h 44m

Fort Myers SW Florida Intl

Tue 30/9

9:10 a.m.-3:31 p.m.

1 stop7h 21m

C$ 420

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Sat 1/11

5:00 a.m.-1:02 p.m.

1 stop31h 02m

Fort Myers SW Florida Intl

Tue 2/12

12:50 p.m.-7:10 p.m.

1 stop7h 20m

C$ 435

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Wed 15/10

6:40 a.m.-3:05 p.m.

2 stops7h 25m

Fort Myers SW Florida Intl

Sun 30/11

12:50 p.m.-7:10 p.m.

1 stop7h 20m

C$ 568

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Wed 13/8

7:00 a.m.-3:02 p.m.

1 stop7h 02m

C$ 263

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Fri 15/8

12:43 p.m.-11:06 p.m.

1 stop9h 23m

C$ 264

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Thu 14/8

10:45 a.m.-2:40 p.m.

1 stop26h 55m

C$ 292

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Mon 11/8

6:55 p.m.-10:36 a.m.

2 stops38h 41m

C$ 354

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Mon 28/7

6:35 p.m.-3:02 p.m.

2 stops19h 27m

C$ 363

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/7

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 27 June 2025.

To ensure you get the cheapest price possible for a flight from Winnipeg to Fort Myers, you should look to book at least 55 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, December 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$ 322). 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 3 July 2025.

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 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 3 July 2025.
Get a feel of what it's like to fly with Delta,United Airlines, andWestJet 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.

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Richard,Sep 2023

YYZ - ATL

Four hour delay (missing two screws). Seats in need of repair.
8.0
Very good

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Richard,Sep 2023

YYZ - ATL

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

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Richard,Sep 2023

YYZ - ATL

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

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Richard,Sep 2023

YYZ - ATL

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

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

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.
  • 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$ 420. Other airlines that can offer you cheap pricing are WestJet, from C$ 435, and Delta, from C$ 568. United Airlines is currently priced 25% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from Winnipeg to Fort Myers one-way?

    C$ 263 is the cheapest one-way deal found within the past few days, from United Airlines. You may also be able to find cheap deals on Delta and WestJet, with prices starting from C$ 264 and C$ 292, respectively.

  • 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, December 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$ 322). 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 3 July 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 313AverageC$ 666FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 319AverageC$ 398FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
DeltaCheapestC$ 448AverageC$ 576FlexibilityNo 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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