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Cheap flights from Winnipeg to Fort Myers from C$ 361

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 5/8. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — RSW
23 Jul — 30 Jul1
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 23 June 2026.

Wed 2/1212:20 p.m.
YWG
-
RSW
1 stop21h 40m
WestJet
Fri 22/111:45 a.m.
RSW
-
YWG
1 stop8h 30m
WestJet
Deal found 23/6C$ 409
Tue 1/1212:30 p.m.
YWG
-
RSW
1 stop9h 24m
Delta
Thu 21/14:10 p.m.
RSW
-
YWG
1 stop8h 24m
Delta
Deal found 23/6C$ 425
Tue 1/128:30 a.m.
YWG
-
RSW
2 stops25h 09m
United Airlines
Thu 21/14:45 p.m.
RSW
-
YWG
2 stops19h 54m
United Airlines
Deal found 22/6C$ 442
Fri 11/97:00 a.m.
YWG
-
RSW
2 stops27h 02m
United Airlines
Thu 17/912:09 p.m.
RSW
-
YWG
2 stops24h 43m
United Airlines
Deal found 18/6C$ 443
Sat 31/106:35 a.m.
YWG
-
RSW
2 stops11h 18m
Delta
Wed 4/111:00 p.m.
RSW
-
YWG
2 stops8h 16m
Delta
Deal found 22/6C$ 514

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 23 June 2026.

Round-trip from

C$ 409

One-way from

C$ 361

Popular in

December

Cheapest in

July

Average price

C$ 500
WestJet
  • WestJet
  • 2/12-22/1
  • 2 total stops
  • 30h 10m total
  • Winnipeg to Fort Myers
Search Deals
Delta
  • Delta
  • 5/8
  • 1 total stop
  • 9h 38m total
  • Winnipeg to Fort Myers
Search Deals
Highest demand for flights based on searches. 20% potential increase in price (C$ 225 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease (C$ 60 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 23 June 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

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Tue 1/12

12:30 p.m.-10:54 p.m.

1 stop9h 24m

Fort Myers SW Florida Intl

Thu 21/1

11:00 a.m.-11:34 p.m.

2 stops13h 34m

C$ 425

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Tue 1/12

8:30 a.m.-10:39 a.m.

2 stops25h 09m

Fort Myers SW Florida Intl

Thu 21/1

4:45 p.m.-11:39 a.m.

2 stops19h 54m

C$ 442

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Wed 2/12

8:30 a.m.-10:39 a.m.

2 stops25h 09m

Fort Myers SW Florida Intl

Fri 22/1

4:45 p.m.-11:39 a.m.

2 stops19h 54m

C$ 442

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Fri 11/9

7:00 a.m.-11:02 a.m.

2 stops27h 02m

Fort Myers SW Florida Intl

Thu 17/9

12:09 p.m.-11:52 a.m.

2 stops24h 43m

C$ 443
Quickest round-trip

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Sat 31/10

6:35 a.m.-6:53 p.m.

2 stops11h 18m

Fort Myers SW Florida Intl

Wed 4/11

1:00 p.m.-8:16 p.m.

2 stops8h 16m

C$ 514
Cheapest one-way
Quickest one-way

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Wed 5/8

6:40 a.m.-5:18 p.m.

1 stop9h 38m

C$ 361

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Tue 4/8

9:05 p.m.-5:19 p.m.

3 stops43h 14m

C$ 453

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Wed 5/8

7:10 p.m.-4:44 p.m.

2 stops20h 34m

C$ 570

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Tue 4/8

5:42 p.m.-5:18 p.m.

1 stop22h 36m

C$ 659

Flights are sorted by cheapest round-trip flights first.

Deals found on 21/6

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, July is the cheapest month in which you can book a flight from Winnipeg to Fort Myers (average of C$ 351). Flying from Winnipeg to Fort Myers in December is currently the most expensive (average of C$ 1,077). 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 23 June 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
7.8
Good
8,425 reviews
Check prices

Comfort

7.8

Crew

8.5

Food

7.2

Overall

7.8

Boarding

8.1

Entertainment

7.8

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
7.8
Good
8,425 reviews
Delta
7.8
Good
8,425 reviews
Check prices

Comfort

7.8

Crew

8.5

Food

7.2

Overall

7.8

Boarding

8.1

Entertainment

7.8

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
3,379 reviews
Delta
7.8
Good
8,425 reviews
Check prices

Comfort

7.8

Crew

8.5

Food

7.2

Overall

7.8

Boarding

8.1

Entertainment

7.8

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 Delta fly from Winnipeg to Fort Myers in about 9h 24m. 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$ 351. Another airline that can offer you cheap pricing is Delta. WestJet is currently priced 43% 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, July is the cheapest month in which you can book a flight from Winnipeg to Fort Myers (average of C$ 351). Flying from Winnipeg to Fort Myers in December is currently the most expensive (average of C$ 1,077). 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 23 June 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 351AverageC$ 803FlexibilityNo cancel feeOn-time60%
Search WestJet flights
DeltaCheapestC$ 495AverageC$ 712FlexibilityNo 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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