Cheap Flights From Winnipeg James Armstrong Richardson Intl. (YWG) To Southwest Florida Intl. (RSW)

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Find The Best Dates To Fly

Cheapest Flights from Winnipeg (YWG) to Fort Myers (RSW)

The cheapest flights to Southwest Florida Intl. found within the past 7 days were CA $581 round trip and CA $350 one way. Prices and availability subject to change. Additional terms may apply.

Thu, Dec 4 - Tue, Dec 9
YWG
Winnipeg
RSW
Fort Myers
CA $581 Roundtrip, found 14 hours ago
CA $581
Roundtrip
found 14 hours ago
Select WestJet flight, departing Thu, Dec 4 from Winnipeg to Fort Myers, returning Tue, Dec 9, priced at CA $581 found 14 hours ago
Thu, Dec 4 - Wed, Dec 10
YWG
Winnipeg
RSW
Fort Myers
CA $614 Roundtrip, found 1 day ago
CA $614
Roundtrip
found 1 day ago
Select WestJet flight, departing Thu, Dec 4 from Winnipeg to Fort Myers, returning Wed, Dec 10, priced at CA $614 found 1 day ago
Thu, Dec 4 - Tue, Dec 9
YWG
Winnipeg
RSW
Fort Myers
CA $614 Roundtrip, found 14 hours ago
CA $614
Roundtrip
found 14 hours ago
Select WestJet flight, departing Thu, Dec 4 from Winnipeg to Fort Myers, returning Tue, Dec 9, priced at CA $614 found 14 hours ago
Thu, Dec 4 - Tue, Dec 9
YWG
Winnipeg
RSW
Fort Myers
CA $622 Roundtrip, found 14 hours ago
CA $622
Roundtrip
found 14 hours ago
Select WestJet flight, departing Thu, Dec 4 from Winnipeg to Fort Myers, returning Tue, Dec 9, priced at CA $622 found 14 hours ago
Thu, Dec 4 - Wed, Dec 10
YWG
Winnipeg
RSW
Fort Myers
CA $634 Roundtrip, found 1 day ago
CA $634
Roundtrip
found 1 day ago
Select WestJet flight, departing Thu, Dec 4 from Winnipeg to Fort Myers, returning Wed, Dec 10, priced at CA $634 found 1 day ago
Tue, Jan 6 - Tue, Mar 31
YWG
Winnipeg
RSW
Fort Myers
CA $640 Roundtrip, found 1 day ago
CA $640
Roundtrip
found 1 day ago
Select WestJet flight, departing Tue, Jan 6 from Winnipeg to Fort Myers, returning Tue, Mar 31, priced at CA $640 found 1 day ago
Mon, Dec 1 - Mon, Dec 8
YWG
Winnipeg
RSW
Fort Myers
CA $662 Roundtrip, found 6 days ago
CA $662
Roundtrip
found 6 days ago
Select WestJet flight, departing Mon, Dec 1 from Winnipeg to Fort Myers, returning Mon, Dec 8, priced at CA $662 found 6 days ago
Thu, Dec 4 - Wed, Dec 10
YWG
Winnipeg
RSW
Fort Myers
CA $671 Roundtrip, found 1 day ago
CA $671
Roundtrip
found 1 day ago
Select WestJet flight, departing Thu, Dec 4 from Winnipeg to Fort Myers, returning Wed, Dec 10, priced at CA $671 found 1 day ago
Tue, Jan 6 - Tue, Mar 31
YWG
Winnipeg
RSW
Fort Myers
CA $673 Roundtrip, found 1 day ago
CA $673
Roundtrip
found 1 day ago
Select WestJet flight, departing Tue, Jan 6 from Winnipeg to Fort Myers, returning Tue, Mar 31, priced at CA $673 found 1 day ago
Thu, Mar 26 - Tue, Apr 7
YWG
Winnipeg
RSW
Fort Myers
CA $682 Roundtrip, found 1 day ago
CA $682
Roundtrip
found 1 day ago
Select WestJet flight, departing Thu, Mar 26 from Winnipeg to Fort Myers, returning Tue, Apr 7, priced at CA $682 found 1 day ago

Southwest Florida Intl. flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Price was CA $2,864, price is now CA $1,701 per person
CA $1,701
per person
Dec 23 - Dec 30
found 14 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Fort Myers (RSW)
Resort Harbour Properties

Resort Harbour Properties

3.5 out of 5
Price was CA $4,640, price is now CA $3,069 per person
CA $3,069
per person
Dec 23 - Dec 30
found 14 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Fort Myers (RSW)
Edison Beach House

Edison Beach House

3.5 out of 5
Price was CA $3,448, price is now CA $2,299 per person
CA $2,299
per person
Dec 23 - Dec 30
found 14 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Fort Myers (RSW)
South Seas Resort

South Seas Resort

3.5 out of 5
Price was CA $4,382, price is now CA $3,097 per person
CA $3,097
per person
Dec 23 - Dec 30
found 14 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Fort Myers (RSW)
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
Price was CA $2,914, price is now CA $2,106 per person
CA $2,106
per person
Dec 23 - Dec 30
found 14 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Fort Myers (RSW)
Don't see what you're looking for?
See all available trips from Winnipeg James Armstrong Richardson Intl. to Southwest Florida Intl.
View all trips

Frequently asked questions

Are there direct flights from YWG to Southwest Florida Intl. Airport (RSW)?
You won't find a flight direct from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Southwest Florida Intl. Airport, but don't stress. Delta, Air Canada and WestJet advertise flights with just one stopover.
What airlines fly from Winnipeg Airport to RSW?
When traveling from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Southwest Florida Intl. Airport, you'd best plan ahead — no direct flights are currently on offer. Booking in advance should help you get the ideal route and price.
What is the best day to buy a plane ticket?
Airfares offered on Friday tend to be the cheapest, according to flight demand on Travelocity.ca in 2021. Purchasing your airfares on a Thursday or Saturday can also provide better value, however our advice if you're looking to save money is to avoid booking on a Wednesday or Sunday. Our data shows that those two days have the highest ticket values on average, so keep this in mind if you're browsing flight deals.
What are the cheapest days to fly?
Frequent travellers may already know this, but earlier in the week is often the cheapest time to fly. Flights departing on a Monday are the cheapest of the week. Since flights towards the middle of the week tend to be more popular, this causes the prices to rise. This is why, on average, airfares booked on Travelocity.ca in 2021 were most expensive for Wednesday departures.
How far in advance can you book a flight?
Here's the deal: It is typically possible to start comparing international airfares on Travelocity.ca up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2-4 weeks prior to their travel dates.*According to flight demand on Travelocity.ca from January to December 2021. Savings are subject to change and may vary depending on selections made.
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.