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Cheap flights from Winnipeg to Fort Myers from C$ 283

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 30/5. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — RSW
10 Jun — 17 Jun1
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 11 May 2026.

Tue 18/87:00 a.m.
YWG
-
RSW
1 stop6h 36m
United Airlines
Sat 22/84:41 p.m.
RSW
-
YWG
1 stop6h 52m
United Airlines
Deal found 10/5C$ 428
Tue 11/87:00 a.m.
YWG
-
RSW
1 stop6h 36m
United Airlines
Fri 21/84:41 p.m.
RSW
-
YWG
1 stop6h 52m
United Airlines
Deal found 8/5C$ 429
Mon 6/75:00 a.m.
YWG
-
RSW
2 stops14h 34m
United Airlines
Wed 15/711:59 a.m.
RSW
-
YWG
2 stops11h 39m
United Airlines
Deal found 8/5C$ 546
Tue 1/1212:30 p.m.
YWG
-
RSW
1 stop9h 24m
Delta
Thu 21/18:10 a.m.
RSW
-
YWG
2 stops16h 24m
Delta
Deal found 11/5C$ 589
Tue 9/66:15 a.m.
YWG
-
RSW
2 stops13h 57m
Delta
Sat 13/68:30 a.m.
RSW
-
YWG
2 stops15h 59m
Delta
Deal found 6/5C$ 648
Tue 9/67:00 a.m.
YWG
-
RSW
1 stop6h 44m
Air Canada
Sat 13/611:55 a.m.
RSW
-
YWG
1 stop12h 23m
Air Canada
Deal found 7/5C$ 719

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 11 May 2026.

Round-trip from

C$ 428

One-way from

C$ 283

Popular in

December

Cheapest in

September

Average price

C$ 468
United Airlines
  • United Airlines
  • 18/8-22/8
  • 2 total stops
  • 13h 28m total
  • Winnipeg to Fort Myers
Search Deals
WestJet
  • WestJet
  • 30/5
  • 1 total stop
  • 9h 25m total
  • Winnipeg to Fort Myers
Search Deals
Highest demand for flights based on searches. 16% potential increase in price (C$ 165 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease (C$ 51 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 11 May 2026.
Use the filters below to find and compare flights from Winnipeg to Fort Myers that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Tue 18/8

7:00 a.m.-2:36 p.m.

1 stop6h 36m

Fort Myers SW Florida Intl

Sat 22/8

4:41 p.m.-10:33 p.m.

1 stop6h 52m

C$ 428

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Tue 11/8

7:00 a.m.-2:36 p.m.

1 stop6h 36m

Fort Myers SW Florida Intl

Fri 21/8

12:15 p.m.-10:33 p.m.

2 stops11h 18m

C$ 428
Cheapest one-way

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Sat 30/5

11:55 a.m.-12:27 a.m.

2 stops11h 32m

C$ 293

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Thu 18/6

12:46 p.m.-1:01 a.m.

2 stops11h 15m

C$ 313

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Sun 31/5

5:10 a.m.-8:34 p.m.

2 stops14h 24m

C$ 357
Quickest one-way

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Tue 26/5

6:40 a.m.-1:49 p.m.

1 stop6h 09m

C$ 459

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Thu 28/5

3:50 p.m.-11:12 p.m.

1 stop6h 22m

C$ 459

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Sun 21/6

12:46 p.m.-1:01 a.m.

2 stops11h 15m

C$ 676

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/5

Sorted by cheapest first

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, September is the cheapest month in which you can book a flight from Winnipeg to Fort Myers (average of C$ 417). Flying from Winnipeg to Fort Myers in December is currently the most expensive (average of C$ 1,039). 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.

How much does it cost to fly round-trip from Winnipeg to Fort Myers?

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 11 May 2026.
Get a feel of what it's like to fly with Delta and WestJet 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
8,452 reviews
Check prices

Overall

7.9

Comfort

7.8

Boarding

8.1

Entertainment

7.8

Crew

8.5

Food

7.2

Reviews

1 / 20
4.0
Okay

Joel,May 2026

ATL - JAX

The flight was delivered 50 minutes and taxing took what felt like 20 minutes to takeoff.
Delta
7.9
Good
8,452 reviews
Delta
7.9
Good
8,452 reviews
Check prices

Overall

7.9

Comfort

7.8

Boarding

8.1

Entertainment

7.8

Crew

8.5

Food

7.2

Reviews

1 / 20
4.0
Okay

Joel,May 2026

ATL - JAX

The flight was delivered 50 minutes and taxing took what felt like 20 minutes to takeoff.
WestJet
7.2
Good
3,332 reviews
Delta
7.9
Good
8,452 reviews
Check prices

Overall

7.9

Comfort

7.8

Boarding

8.1

Entertainment

7.8

Crew

8.5

Food

7.2

Reviews

1 / 20
4.0
Okay

Joel,May 2026

ATL - JAX

The flight was delivered 50 minutes and taxing took what felt like 20 minutes to takeoff.

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 United Airlines fly from Winnipeg to Fort Myers in about 6h 36m. 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$ 339. Another airline that can offer you cheap pricing is Delta. WestJet 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, September is the cheapest month in which you can book a flight from Winnipeg to Fort Myers (average of C$ 417). Flying from Winnipeg to Fort Myers in December is currently the most expensive (average of C$ 1,039). 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 2 airlines flying from Winnipeg to Fort Myers

Discover the top 2 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 11 May 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 339AverageC$ 775FlexibilityNo cancel feeOn-time60%
Search WestJet flights
DeltaCheapestC$ 477AverageC$ 676FlexibilityNo 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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