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Fort Myers

$174+ 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 11/3. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — RSW
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheapflights Tip: The best prices from Winnipeg to Fort Myers SW Florida Intl are usually found in May or June, 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 June 12, 2025.

Round-trip from

$324
(United Airlines)

One-way from

$174
(United Airlines)

Popular in

July

Cheapest in

May

Average price

$328
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. 2% potential increase in price ($9 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 12, 2025.

This United Airlines deal was found by Cheapflights users on 6/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/67:00 amYWG - RSW
1 stop6h 44mUnited Airlines
Sat 9/139:15 amRSW - YWG
1 stop14h 18mUnited Airlines
Deal found 6/11$324
This Delta deal was found by Cheapflights users on 6/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/512:43 pmYWG - RSW
2 stops10h 53mDelta
Sat 9/135:35 amRSW - YWG
2 stops12h 23mDelta
Deal found 6/11$346
This Air Canada deal was found by Cheapflights users on 6/11. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/306:35 pmYWG - RSW
1 stop15h 16mAir Canada
Sun 9/79:15 amRSW - YWG
1 stop14h 18mAir Canada
Deal found 6/11$415
This FlightHub deal was found by Cheapflights users on 6/11. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/116:30 amYWG - RSW
1 stop7h 10mWestJet
Sat 7/196:40 amRSW - YWG
1 stop11h 10mWestJet
Deal found 6/11$464

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 June 12, 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

Sat 9/6

7:00 am-2:44 pm

1 stop6h 44m

Fort Myers SW Florida Intl

Sun 9/14

4:39 pm-10:33 pm

1 stop6h 54m

$324

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Fri 9/5

12:43 pm-12:36 am

2 stops10h 53m

Fort Myers SW Florida Intl

Sat 9/13

5:35 am-4:58 pm

2 stops12h 23m

$346

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Sat 8/30

6:35 pm-10:51 am

1 stop15h 16m

Fort Myers SW Florida Intl

Sun 9/7

9:15 am-10:33 pm

1 stop14h 18m

$415

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Fri 7/11

6:30 am-2:40 pm

1 stop7h 10m

Fort Myers SW Florida Intl

Sat 7/19

6:40 am-4:50 pm

1 stop11h 10m

$464

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Mon 11/3

7:00 am-3:06 pm

1 stop7h 06m

$174

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Mon 7/28

6:45 am-5:11 pm

1 stop9h 26m

$288

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Sat 7/26

10:45 am-12:48 pm

3 stops25h 03m

$306

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Mon 8/4

6:30 am-11:02 pm

2 stops15h 32m

$347

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

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 June 9, 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 $297). 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.

Rainfall in Fort Myers by month

Plan your trip to Fort Myers by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Fort Myers ranges from 1.7 - 10.1 inches per month. June is typically the wettest month, when rainfall can reach 10.1 in. December is typically the driest time to visit Fort Myers when rainfall is around 1.7 in.

Temperature in Fort Myers by month

Plan your trip to Fort Myers by taking into account the average temperature totals by month.

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 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 64.4 F).

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 June 12, 2025.
Read through reviews of airlines operating flights from Winnipeg to Fort Myers, such as Delta, United Airlines and WestJet. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,950 reviews

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

7.9

Crew

8.5

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
7,950 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

7.9

Crew

8.5

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
8,790 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

7.9

Crew

8.5

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
2,868 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

7.9

Crew

8.5

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
9,531 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

7.9

Crew

8.5

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 $324, was found to be the cheapest airline from Winnipeg to Fort Myers.Alternate airlines to your destination round-trip include Delta and Air Canada. Users have found that United Airlines is 21% 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 United Airlines, with whom users have recently found tickets for as low as $174. However, be on the lookout for offers from Delta and WestJet, 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 $297). 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 Winnipeg?

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

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