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Fort Myers

$139+ Cheap flights from Winnipeg (YWG) to Fort Myers (RSW)

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 10/8. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — RSW
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
1 adult, Economy
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Cheapflights Tip: The best prices from Winnipeg to Fort Myers SW Florida Intl are usually found in August or May, booked 56 days in advance, depart on a Wednesday or Friday and return on a Wednesday

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 July 29, 2025.

Round-trip from

$329
(United Airlines)

One-way from

$139
(Trip.com)

Popular in

July

Cheapest in

August

Average price

$679
From Winnipeg to Fort Myers SW Florida Intl
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One-way flight from Winnipeg to Fort Myers SW Florida Intl
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High demand for flights, 2% potential price rise
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Cheapest flight prices on average. 6% potential price decrease ($26 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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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 July 29, 2025.

This United Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/107:00 amYWG - RSW
1 stop6h 44mUnited Airlines
Wed 9/175:14 pmRSW - YWG
2 stops20h 55mUnited Airlines
Deal found 7/27$329
This FlightHub deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/15:00 amYWG - RSW
1 stop30h 00mWestJet
Tue 12/211:45 amRSW - YWG
1 stop8h 27mWestJet
Deal found 7/26$344
This Air Canada deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3111:05 amYWG - RSW
1 stop7h 37mAir Canada
Fri 11/712:20 pmRSW - YWG
1 stop8h 04mAir Canada
Deal found 7/29$363
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2712:43 pmYWG - RSW
1 stop9h 25mDelta
Mon 9/82:59 pmRSW - YWG
1 stop9h 28mDelta
Deal found 7/28$413
This Mytrip deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/96:30 amYWG - RSW
3 stops27h 06mMultiple Airlines
Sat 8/164:44 pmRSW - YWG
3 stops27h 40mMultiple Airlines
Deal found 7/27$571

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 2,558,603 searches. Data last updated July 29, 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 9/10

7:00 am-2:44 pm

1 stop6h 44m

Fort Myers SW Florida Intl

Wed 9/17

9:15 am-3:31 pm

1 stop7h 16m

$329

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Sat 11/1

5:00 am-12:00 pm

1 stop30h 00m

Fort Myers SW Florida Intl

Tue 12/2

11:45 am-7:12 pm

1 stop8h 27m

$344

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Fri 10/31

11:05 am-7:42 pm

1 stop7h 37m

Fort Myers SW Florida Intl

Fri 11/7

12:20 pm-7:24 pm

1 stop8h 04m

$363

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Wed 8/27

12:43 pm-11:08 pm

1 stop9h 25m

Fort Myers SW Florida Intl

Mon 9/8

2:59 pm-11:27 pm

1 stop9h 28m

$413

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Sat 8/9

6:30 am-10:36 am

3 stops27h 06m

Fort Myers SW Florida Intl

Sat 8/16

4:44 pm-7:24 pm

3 stops27h 40m

$571

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Wed 10/8

9:05 pm-6:09 pm

2 stops20h 04m

$139

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Sun 10/12

6:30 am-2:39 pm

1 stop7h 09m

$174

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Mon 10/6

7:00 am-9:08 pm

1 stop13h 08m

$192

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Sun 10/12

6:30 am-2:39 pm

1 stop7h 09m

$219

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/26

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 July 25, 2025.

The best time to book flights from Winnipeg to Fort Myers is 55 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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 $205). Flying from Winnipeg to Fort Myers in June is currently the most expensive (average of $291). 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.

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 July 29, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines, and WestJet from Winnipeg to Fort Myers to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,979 reviews

Food

7.3

Comfort

7.9

Overall

8.0

Crew

8.5

Boarding

8.2

Entertainment

7.9

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
7,979 reviews
Delta
8.0
Very good
7,979 reviews

Food

7.3

Comfort

7.9

Overall

8.0

Crew

8.5

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
4.0
Okay

Richard,Sep 2023

YYZ - ATL

Four hour delay (missing two screws). Seats in need of repair.
United Airlines
7.4
Good
8,896 reviews
Delta
8.0
Very good
7,979 reviews

Food

7.3

Comfort

7.9

Overall

8.0

Crew

8.5

Boarding

8.2

Entertainment

7.9

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
2,972 reviews
Delta
8.0
Very good
7,979 reviews

Food

7.3

Comfort

7.9

Overall

8.0

Crew

8.5

Boarding

8.2

Entertainment

7.9

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
9,826 reviews
Delta
8.0
Very good
7,979 reviews

Food

7.3

Comfort

7.9

Overall

8.0

Crew

8.5

Boarding

8.2

Entertainment

7.9

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?

    United Airlines, at $329, was found to be the cheapest airline from Winnipeg to Fort Myers.Alternate airlines to your destination round-trip include WestJet and Air Canada. Users have found that United Airlines is 17% cheaper than the other options available to this destination.

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

    The cheapest airline one-way is WestJet, with whom users have recently found tickets for as low as $174. However, be on the lookout for offers from United Airlines and Delta, as they are both options that can get you from Winnipeg to Fort Myers for a low price.

  • 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 $205). Flying from Winnipeg to Fort Myers in June is currently the most expensive (average of $291). 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

Traveling to a place near Fort Myers?

Book flights to Fort Myers if you plan to visit one of these locations
Sanibel
North Fort Myers
Estero
Lehigh Acres

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