$154 Cheap Flights from Fort Myers (RSW) to Winnipeg (YWG)

View $154 flight on Fri, Jan 9, 2026Opens in a new window

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

Cheap Flights from Fort Myers to Winnipeg (RSW-YWG)

Prices were available within the past 7 days and start at $154 for one-way flights and $382 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, Nov 25 - Sun, Nov 30
RSW
Fort Myers
YWG
Winnipeg
$382 Roundtrip, found 2 days ago
$382
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Nov 25 from Fort Myers to Winnipeg, returning Sun, Nov 30, priced at $382 found 2 days ago
Delta
Tue, Nov 25 - Sun, Nov 30
RSW
Fort Myers
YWG
Winnipeg
$420 Roundtrip, found 2 days ago
$420
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Nov 25 from Fort Myers to Winnipeg, returning Sun, Nov 30, priced at $420 found 2 days ago
Delta
Fri, Dec 5 - Tue, Dec 9
RSW
Fort Myers
YWG
Winnipeg
$423 Roundtrip, found 6 days ago
$423
Roundtrip
found 6 days ago
Select Delta flight, departing Fri, Dec 5 from Fort Myers to Winnipeg, returning Tue, Dec 9, priced at $423 found 6 days ago
WestJet
Fri, Dec 5 - Tue, Dec 9
RSW
Fort Myers
YWG
Winnipeg
$425 Roundtrip, found 6 days ago
$425
Roundtrip
found 6 days ago
Select WestJet flight, departing Fri, Dec 5 from Fort Myers to Winnipeg, returning Tue, Dec 9, priced at $425 found 6 days ago
Delta
Tue, Nov 25 - Tue, Dec 2
RSW
Fort Myers
YWG
Winnipeg
$425 Roundtrip, found 6 days ago
$425
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Nov 25 from Fort Myers to Winnipeg, returning Tue, Dec 2, priced at $425 found 6 days ago
United
Wed, Dec 3 - Tue, Dec 9
RSW
Fort Myers
YWG
Winnipeg
$433 Roundtrip, found 6 days ago
$433
Roundtrip
found 6 days ago
Select United flight, departing Wed, Dec 3 from Fort Myers to Winnipeg, returning Tue, Dec 9, priced at $433 found 6 days ago
United
Wed, Dec 3 - Tue, Dec 9
RSW
Fort Myers
YWG
Winnipeg
$437 Roundtrip, found 6 days ago
$437
Roundtrip
found 6 days ago
Select United flight, departing Wed, Dec 3 from Fort Myers to Winnipeg, returning Tue, Dec 9, priced at $437 found 6 days ago
Delta
Tue, Nov 25 - Tue, Jan 6
RSW
Fort Myers
YWG
Winnipeg
$447 Roundtrip, found 15 hours ago
$447
Roundtrip
found 15 hours ago
Select Delta flight, departing Tue, Nov 25 from Fort Myers to Winnipeg, returning Tue, Jan 6, priced at $447 found 15 hours ago
Delta
Tue, Nov 25 - Sun, Nov 30
RSW
Fort Myers
YWG
Winnipeg
$450 Roundtrip, found 2 days ago
$450
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Nov 25 from Fort Myers to Winnipeg, returning Sun, Nov 30, priced at $450 found 2 days ago
Air Canada
Fri, Nov 28 - Tue, Dec 9
RSW
Fort Myers
YWG
Winnipeg
$488 Roundtrip, found 7 hours ago
$488
Roundtrip
found 7 hours ago
Select Air Canada flight, departing Fri, Nov 28 from Fort Myers to Winnipeg, returning Tue, Dec 9, priced at $488 found 7 hours ago

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

March is typically the cheapest month to fly

From $248 - $700 per traveler.

Alternative airports near Winnipeg

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Winnipeg Intl. YWG. Cheapest and Closest option available. Average driving time to city center is 15 minutes. Flights from $715
YWG
Winnipeg Intl.
CheapestClosest
Average driving time to city center15 min
Flights from $715

Frequently asked questions

How much does a flight from Southwest Florida Intl. Airport (RSW) to Winnipeg James Armstrong Richardson Intl. Airport (YWG) cost?
Snag a cheap one-way flight from $154 or cheap return flight from $382 from Southwest Florida Intl. Airport (RSW) to Winnipeg James Armstrong Richardson Intl. Airport (YWG) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Southwest Florida Intl. Airport (RSW) to Winnipeg James Armstrong Richardson Intl. Airport (YWG)?
Planning your getaway for November can help you save, as it's the cheapest month for flights between RSW and YWG. You'll usually find the lowest prices during off-peak months.
What is the cheapest airline that flies from Southwest Florida Intl. Airport (RSW) to Winnipeg James Armstrong Richardson Intl. Airport (YWG)?
To find the cheapest airline flying from RSW to YWG, use Expedia's filter tool. Customize your search based on your travel style, such as preferred carriers and number of stops. You can then sort your results by "Price (lowest to highest)" to list the most affordable options first.
How many flights per day from Southwest Florida Intl. Airport (RSW) to Winnipeg James Armstrong Richardson Intl. Airport (YWG)?
You'll have to book a flight with a layover when traveling from Southwest Florida Intl. Airport (RSW) to Winnipeg James Armstrong Richardson Intl. Airport (YWG). Direct flights don't operate daily on this route. However, just filter your search to include one or more stops to discover the best option for your trip.
What day of the week has the most flights from RSW to YWG?
Usually you'll find the widest variety of flight choices on a Friday. Tuesdays are often the quietest.* However, this can change based on the time of year, airline and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Southwest Florida Intl. Airport (RSW) to Winnipeg James Armstrong Richardson Intl. Airport (YWG)?
To land at Winnipeg James Armstrong Richardson Intl. Airport (YWG) on time, opt for a flight that leaves from Southwest Florida Intl. Airport (RSW) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this time.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Southwest Florida Intl. Airport (RSW) to Winnipeg James Armstrong Richardson Intl. Airport (YWG) last-minute?
Last-minute fares from RSW to YWG are usually more expensive. For the lowest rates, start looking for flights well in advance. That said, if you're flexible with your travel dates, it's possible to score a cheap fare just before your departure.
Is it cheaper to book a RSW to YWG flight and hotel package?
Opting for a RSW to YWG flight and hotel package tends to be cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your travels all in one place. Pick from our extensive range of stays and then add flights, car rentals and activities to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Southwest Florida Intl. Airport (RSW) to Winnipeg James Armstrong Richardson Intl. Airport (YWG)?
If you reserved your RSW to YWG flight within the last 24 hours, you may be able to modify or cancel it without fees. Depending on the airline and the type of ticket you purchased, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Southwest Florida Intl.
Destination airport
Winnipeg James Armstrong Richardson Intl.
Airlines serving
Air Canada, Delta, United, WestJet
Roundtrip price
$382
Distance
1812 mi

Book with confidence

Fort Myers to Winnipeg Flights

The cheapest times to fly from Fort Myers to Winnipeg

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Fort Myers to Winnipeg are during the month of November. You can find some of the cheapest flights from Fort Myers to Winnipeg with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Fort Myers to Winnipeg

Sunday is one of the best days to book for cheap flights from Fort Myers to Winnipeg: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Fort Myers to Winnipeg

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Fort Myers to Winnipeg in 2025. You can also book with separate airlines for your outbound and return journeys, from $154 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Fort Myers to Winnipeg flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Fort Myers to Winnipeg airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Fort Myers to Winnipeg Flights

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*Available to One Key members.