CA $242 Cheap Flights from Winnipeg (YWG) to Fort Myers (RSW)

View CA $242 flight on Tue, Feb. 3, 2026Opens in a new window

Popular airlines from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Southwest Florida Intl. Airport (RSW)

  • Plan, book, fly with confidence

  • trending down icon

    Be in the know

    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon

    Book smarter

    Save up to 30% on select hotels after you book a flight*
  • payments icon

    Earn twice

    Earn your airline miles on top of our rewards
    Sign in

Cheap flights from Winnipeg (YWG) to Fort Myers (RSW)

Prices were available within the past 7 days and start at CA $242 for one-way flights and CA $416 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Sun, Nov. 2 - Thu, Nov. 6
YWG
Winnipeg
RSW
Fort Myers
CA $416 Roundtrip, found 14 hours ago
CA $416
Roundtrip
found 14 hours ago
Select Air Canada flight, departing Sun, Nov. 2 from Winnipeg to Fort Myers, returning Thu, Nov. 6, priced at CA $416 found 14 hours ago
Delta
Sat, Sep. 13 - Sat, Sep. 20
YWG
Winnipeg
RSW
Fort Myers
CA $451 Roundtrip, found 2 days ago
CA $451
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Sep. 13 from Winnipeg to Fort Myers, returning Sat, Sep. 20, priced at CA $451 found 2 days ago
Air Canada
Tue, Dec. 2 - Fri, Dec. 12
YWG
Winnipeg
RSW
Fort Myers
CA $452 Roundtrip, found 2 days ago
CA $452
Roundtrip
found 2 days ago
Select Air Canada flight, departing Tue, Dec. 2 from Winnipeg to Fort Myers, returning Fri, Dec. 12, priced at CA $452 found 2 days ago
United
Mon, Oct. 20 - Fri, Oct. 31
YWG
Winnipeg
RSW
Fort Myers
CA $453 Roundtrip, found 17 hours ago
CA $453
Roundtrip
found 17 hours ago
Select United flight, departing Mon, Oct. 20 from Winnipeg to Fort Myers, returning Fri, Oct. 31, priced at CA $453 found 17 hours ago
United
Mon, Nov. 3 - Thu, Nov. 6
YWG
Winnipeg
RSW
Fort Myers
CA $455 Roundtrip, found 14 hours ago
CA $455
Roundtrip
found 14 hours ago
Select United flight, departing Mon, Nov. 3 from Winnipeg to Fort Myers, returning Thu, Nov. 6, priced at CA $455 found 14 hours ago
United
Fri, Oct. 24 - Fri, Oct. 31
YWG
Winnipeg
RSW
Fort Myers
CA $460 Roundtrip, found 5 days ago
CA $460
Roundtrip
found 5 days ago
Select United flight, departing Fri, Oct. 24 from Winnipeg to Fort Myers, returning Fri, Oct. 31, priced at CA $460 found 5 days ago
Air Canada
Sun, Dec. 7 - Tue, Dec. 16
YWG
Winnipeg
RSW
Fort Myers
CA $460 Roundtrip, found 2 days ago
CA $460
Roundtrip
found 2 days ago
Select Air Canada flight, departing Sun, Dec. 7 from Winnipeg to Fort Myers, returning Tue, Dec. 16, priced at CA $460 found 2 days ago
WestJet
Fri, Oct. 24 - Fri, Oct. 31
YWG
Winnipeg
RSW
Fort Myers
CA $461 Roundtrip, found 5 days ago
CA $461
Roundtrip
found 5 days ago
Select WestJet flight, departing Fri, Oct. 24 from Winnipeg to Fort Myers, returning Fri, Oct. 31, priced at CA $461 found 5 days ago
Delta
Sat, Aug. 30 - Mon, Sep. 15
YWG
Winnipeg
RSW
Fort Myers
CA $465 Roundtrip, found 15 hours ago
CA $465
Roundtrip
found 15 hours ago
Select Delta flight, departing Sat, Aug. 30 from Winnipeg to Fort Myers, returning Mon, Sep. 15, priced at CA $465 found 15 hours ago
United
Sat, Dec. 6 - Mon, Dec. 15
YWG
Winnipeg
RSW
Fort Myers
CA $469 Roundtrip, found 2 days ago
CA $469
Roundtrip
found 2 days ago
Select United flight, departing Sat, Dec. 6 from Winnipeg to Fort Myers, returning Mon, Dec. 15, priced at CA $469 found 2 days ago

Find the cheapest month to fly from Winnipeg (YWG) to Fort Myers (RSW)

March is typically the cheapest month to fly

From CA $305 - CA $694 per traveller.

Graph displaying average flight prices per month

Flight from Winnipeg to Fort Myers (YWG - RSW) route information
Origin airport
Winnipeg James Armstrong Richardson Intl.
Destination airport
Southwest Florida Intl.
Airlines serving
Air Canada, Delta, United, WestJet
Roundtrip price
CA $415
Distance
2899 km

Winnipeg to Fort Myers Flights

The easy way to book your flights from Winnipeg to Fort Myers 

With Expedia, it’s simple to find and book flights to Fort Myers from Winnipeg whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are nonstop flights to Southwest Florida Intl., too.  

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Winnipeg to Fort Myers today, tomorrow, or this week.  

 

Save dollars with cheap flights from Winnipeg James Armstrong Richardson Intl., YWG to Southwest Florida Intl., RSW 

Sort your search results by price to find great deals on your flight from Winnipeg to Fort Myers—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Fort Myers from Winnipeg currently is just CA $416 rising to CA $469.  

Here are more money-saving tips: 

  • Fly in November when flight prices are normally at their lowest 
  • Book about a month to 6 weeks before you travel for the best prices to Fort Myers  
  • Avoid peak season and weekends when flights can cost more
  • Early morning and late-night flights are sometimes cheaper, so try varying your travel times 
  • One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! 

 

Reasons to choose Expedia for your flight to Fort Myers from Winnipeg 

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Fort Myers with Expedia today.

Frequently asked questions

How much is a flight from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to RSW?
The lowest price advertised for a round-trip flight between YWG and Southwest Florida Intl. Airport is CA $416. But you better get moving. This figure is based on fares quoted within the last 7 days on Expedia for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from YWG to Southwest Florida Intl. Airport?
Each air carrier has its own terms and conditions. If you do decide to cancel, follow the easy instructions on our Customer Service Portal.
How do I find cheap flights from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to RSW that have flexible change policies?
Flights from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to RSW offering flexible change policies are available with many carriers. Simply use our "No change fees" filter while searching. You'll only need to cover the cost difference between the two flights, with no added fees to worry about.
How many hours is the flight from Winnipeg Airport to Southwest Florida Intl. Airport?
There are lots of ways to make the 5 hours and 48 minutes between Winnipeg James Armstrong Richardson Intl. Airport (YWG) and RSW go by quicker. Be productive and organize your camera roll or delete all those backed-up emails. A good snooze also helps pass the time!
How far is the flight from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Southwest Florida Intl. Airport?
Around 2,900 kilometres separates Winnipeg and Fort Myers, so pack some entertainment to keep you occupied for a couple of hours. That latest bestseller you haven't started will be ideal.
Which airlines fly direct from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Southwest Florida Intl. Airport (RSW)?
Unfortunately, there aren't any airlines that fly directly between Winnipeg James Armstrong Richardson Intl. Airport (YWG) and RSW. You'll need to book a flight with at least one stop.
Are YWG to RSW flight tickets cheaper when they're purchased at the last minute?
Booking your trip from Winnipeg Airport to RSW at the last minute could be your ticket to a fantastic deal. However, it could end up costing you a whole lot more! If you'd prefer not to take any chances, book well ahead of your departure date. In fact, Expedia has some of the biggest bargains up to 12 months in advance. If your preferred carrier hasn't released tickets yet, check back often as deals are updated all the time on Expedia.

Explore a world of travel with Expedia

*Available to Expedia members.