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$181+ 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 10/27. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — RSW
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
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 September 11, 2025.

Round-trip from

$450
(Delta)

One-way from

$181
(Kiwi.com)

Popular in

July

Cheapest in

August

Average price

$422
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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Highest demand for flights based on searches. 0% potential increase in price ($1 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($26 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 11, 2025.

This Delta deal was found by Cheapflights users on 9/10. 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 9/1712:44 pmYWG - RSW
1 stop9h 23mDelta
Wed 9/2412:15 pmRSW - YWG
2 stops8h 56mDelta
Deal found 9/10$437
This Delta deal was found by Cheapflights users on 9/10. 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 12/317:30 amYWG - RSW
1 stop9h 38mDelta
Tue 1/611:45 amRSW - YWG
1 stop8h 27mDelta
Deal found 9/10$450
This Delta deal was found by Cheapflights users on 9/10. 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 12/317:30 amYWG - RSW
1 stop9h 38mDelta
Mon 1/511:45 amRSW - YWG
1 stop8h 27mDelta
Deal found 9/10$530
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/185:45 pmYWG - RSW
1 stop19h 54mWestJet
Thu 9/2512:52 pmRSW - YWG
2 stops12h 38mWestJet
Deal found 9/11$566
This United Airlines deal was found by Cheapflights users on 9/10. 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 12/312:20 pmYWG - RSW
2 stops19h 20mUnited Airlines
Mon 1/59:00 amRSW - YWG
2 stops15h 44mUnited Airlines
Deal found 9/10$624

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 September 11, 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 12/31

7:30 am-6:08 pm

1 stop9h 38m

Fort Myers SW Florida Intl

Tue 1/6

11:45 am-7:12 pm

1 stop8h 27m

$450

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Thu 1/1

8:05 pm-11:00 am

1 stop13h 55m

Fort Myers SW Florida Intl

Tue 1/6

11:45 am-7:12 pm

1 stop8h 27m

$464

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Wed 12/31

7:30 am-6:08 pm

1 stop9h 38m

Fort Myers SW Florida Intl

Mon 1/5

11:45 am-7:12 pm

1 stop8h 27m

$530

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Thu 1/1

8:40 am-8:58 am

2 stops23h 18m

Fort Myers SW Florida Intl

Tue 1/6

7:00 am-11:57 am

2 stops29h 57m

$594

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Thu 1/1

8:05 pm-11:00 am

1 stop13h 55m

Fort Myers SW Florida Intl

Mon 1/5

8:45 pm-11:13 am

2 stops15h 28m

$613

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Wed 12/31

2:20 pm-10:40 am

2 stops19h 20m

Fort Myers SW Florida Intl

Mon 1/5

9:00 am-11:44 pm

2 stops15h 44m

$624

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Mon 10/27

8:05 pm-11:00 am

1 stop13h 55m

$205

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Fri 10/10

9:00 am-9:22 am

2 stops23h 22m

$208

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Tue 9/30

4:25 pm-2:43 pm

2 stops21h 18m

$208

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Fri 10/10

12:20 pm-11:39 pm

1 stop10h 19m

$228

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 12 results
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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 August 29, 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 $290). 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.

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?

    Delta and WestJet can get you from Winnipeg to Fort Myers in just under 9h 38m. Your travel time can differ by up to 4h 17m. The distance between Winnipeg and Fort Myers is about 1811 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 $205. 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 $290). 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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