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Cheap flights from Winnipeg to Fort Myers from C$ 451

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 24/2. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — RSW
23 Feb — 2 Mar1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Winnipeg to Fort Myers

Enter your travel dates to find the best prices.

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 24 January 2026.

Tue 24/28:05 p.m.
YWG
-
RSW
1 stop13h 22m
Multiple Airlines
Tue 3/38:45 p.m.
RSW
-
YWG
1 stop23h 50m
Multiple Airlines
Deal found 23/1C$ 451
Mon 23/28:20 p.m.
YWG
-
RSW
1 stop13h 07m
Multiple Airlines
Mon 2/38:45 p.m.
RSW
-
YWG
1 stop23h 50m
Multiple Airlines
Deal found 23/1C$ 482
Sun 22/28:05 p.m.
YWG
-
RSW
1 stop13h 50m
WestJet
Wed 4/311:40 a.m.
RSW
-
YWG
1 stop24h 52m
WestJet
Deal found 22/1C$ 499
Tue 24/28:05 p.m.
YWG
-
RSW
1 stop13h 50m
WestJet
Tue 3/311:40 a.m.
RSW
-
YWG
1 stop8h 29m
WestJet
Deal found 24/1C$ 538
Sun 15/32:20 p.m.
YWG
-
RSW
1 stop7h 00m
United Airlines
Wed 25/34:59 p.m.
RSW
-
YWG
2 stops19h 58m
United Airlines
Deal found 23/1C$ 583
Sun 22/211:53 a.m.
YWG
-
RSW
2 stops11h 40m
Delta
Wed 4/35:35 a.m.
RSW
-
YWG
2 stops11h 52m
Delta
Deal found 23/1C$ 587
Sun 15/37:30 a.m.
YWG
-
RSW
1 stop10h 22m
Delta
Wed 25/38:00 a.m.
RSW
-
YWG
1 stop8h 09m
Delta
Deal found 23/1C$ 656

Find 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 24 January 2026.

Round-trip from

C$ 451

Popular in

December

Cheapest in

August

Average price

C$ 619
24/2-3/3
  • 24/2-3/3
  • 2 total stops
  • 37h 12m total
  • Winnipeg to Fort Myers
Search Deals
Highest demand for flights based on searches. 20% potential increase in price (C$ 212 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease (C$ 58 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 629,999 searches. Data last updated 24 January 2026.
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

Tue 24/2

8:05 p.m.-10:27 a.m.

1 stop13h 22m

Fort Myers SW Florida Intl

Tue 3/3

8:45 p.m.-7:35 p.m.

1 stop23h 50m

C$ 451

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Mon 23/2

8:20 p.m.-10:27 a.m.

1 stop13h 07m

Fort Myers SW Florida Intl

Mon 2/3

8:45 p.m.-7:35 p.m.

1 stop23h 50m

C$ 482

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Sun 22/2

8:05 p.m.-10:55 a.m.

1 stop13h 50m

Fort Myers SW Florida Intl

Wed 4/3

11:40 a.m.-11:32 a.m.

1 stop24h 52m

C$ 499

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Sun 15/3

2:20 p.m.-10:20 p.m.

1 stop7h 00m

Fort Myers SW Florida Intl

Wed 25/3

4:59 p.m.-11:57 a.m.

2 stops19h 58m

C$ 583

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Sun 22/2

11:53 a.m.-12:33 a.m.

2 stops11h 40m

Fort Myers SW Florida Intl

Wed 4/3

5:35 a.m.-4:27 p.m.

2 stops11h 52m

C$ 587

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Sun 15/3

7:30 a.m.-6:52 p.m.

1 stop10h 22m

Fort Myers SW Florida Intl

Wed 25/3

8:00 a.m.-3:09 p.m.

1 stop8h 09m

C$ 656

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Tue 24/2

9:00 p.m.-10:55 a.m.

2 stops12h 55m

Fort Myers SW Florida Intl

Tue 3/3

11:40 a.m.-12:40 a.m.

2 stops14h 00m

C$ 659

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Mon 30/3

8:05 p.m.-10:55 a.m.

1 stop13h 50m

Fort Myers SW Florida Intl

Sun 12/4

11:40 a.m.-7:24 p.m.

1 stop8h 44m

C$ 660

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Thu 26/2

12:20 p.m.-12:33 a.m.

2 stops11h 13m

Fort Myers SW Florida Intl

Sun 8/3

5:30 a.m.-3:09 p.m.

1 stop10h 39m

C$ 685

Flights are sorted by cheapest round-trip flights first.

Deals found on 23/1

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

What is the cheapest month to book a flight from Winnipeg to Fort Myers?

Currently, August is the cheapest month in which you can book a flight from Winnipeg to Fort Myers (average of C$ 222). Flying from Winnipeg to Fort Myers in July is currently the most expensive (average of C$ 927). 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.

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 24 January 2026.
Get a feel of what it's like to fly with Delta,WestJet, andAir Canada from Winnipeg to Fort Myers by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,112 reviews
Check prices

Boarding

8.1

Overall

7.9

Food

7.2

Entertainment

7.8

Crew

8.5

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Richard,Sep 2023

YYZ - ATL

Four hour delay (missing two screws). Seats in need of repair.
Delta
7.9
Good
8,112 reviews
Delta
7.9
Good
8,112 reviews
Check prices

Boarding

8.1

Overall

7.9

Food

7.2

Entertainment

7.8

Crew

8.5

Comfort

7.9

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
3,250 reviews
Delta
7.9
Good
8,112 reviews
Check prices

Boarding

8.1

Overall

7.9

Food

7.2

Entertainment

7.8

Crew

8.5

Comfort

7.9

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
10,652 reviews
Delta
7.9
Good
8,112 reviews
Check prices

Boarding

8.1

Overall

7.9

Food

7.2

Entertainment

7.8

Crew

8.5

Comfort

7.9

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.

  • How long is the flight from Winnipeg to Fort Myers?

    Airlines like WestJet fly from Winnipeg to Fort Myers in about 13h 50m. The time it takes to get you to your destination can typically vary by up to . Winnipeg and Fort Myers are separated by a distance of 2915 km.

  • What are the cheapest airlines flying from Winnipeg to Fort Myers round-trip?

    Cheapflights users have booked flights from Winnipeg to Fort Myers round-trip from C$ 322. Other airlines that can offer you cheap pricing are WestJet, from C$ 326, and Delta, from C$ 412. Air Canada is currently priced 46% below the average price you’ll pay for this route.

  • 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, August is the cheapest month in which you can book a flight from Winnipeg to Fort Myers (average of C$ 222). Flying from Winnipeg to Fort Myers in July is currently the most expensive (average of C$ 927). 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

Browse thousands of different options on Cheapflights for your next trip

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Top 3 airlines flying from Winnipeg to Fort Myers

Discover the top 3 airlines that operate flights from Winnipeg to Fort Myers. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 24 January 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 322AverageC$ 393FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 326AverageC$ 775FlexibilityNo cancel feeOn-time60%
Search WestJet flights
DeltaCheapestC$ 412AverageC$ 650FlexibilityNo cancel feeOn-timeN/A
Search Delta flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Winnipeg to Fort Myers?

Deals for Winnipeg to Fort Myers flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Winnipeg to Fort Myers?

Cheapflights helps you find that perfect flight to Fort Myers from Winnipeg by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights from Winnipeg to Fort Myers with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Winnipeg to Fort Myers, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Winnipeg to Fort Myers become cheaper?

Not ready to book yet? You can track prices for flights from Winnipeg to Fort Myers on Cheapflights with our Price Alert feature and get notified when better prices are available.

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