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Cheap flights from Winnipeg to Fort Myers from C$ 313

YWG — RSW
22 Oct — 29 Oct1
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

Sat 5/128:40 a.m. -
1 stop10h 10m
Wed 9/129:00 a.m. -
2 stops12h 55m
Deal found 21/9C$ 547
Wed 2/128:05 p.m. -
1 stop23h 35m
Fri 22/19:30 p.m. -
1 stop14h 35m
Deal found 22/9C$ 552
Tue 1/128:40 a.m. -
2 stops25h 38m
Thu 21/19:00 a.m. -
2 stops14h 33m
Deal found 22/9C$ 572
Tue 1/126:25 a.m. -
1 stop10h 02m
Thu 21/16:00 p.m. -
1 stop6h 34m
Deal found 22/9C$ 600
Mon 2/115:00 a.m. -
1 stop14h 40m
Mon 23/119:30 p.m. -
1 stop28h 14m
Deal found 19/9C$ 681

Find flight deals from Winnipeg to Fort Myers

Round-trip from

C$ 652

One-way from

C$ 349

Popular in

July

Cheapest in

September

Average price

C$ 456
WestJet
  • WestJet
  • 1/1-10/1
  • 2 total stops
  • 29h 15m total
  • Winnipeg to Fort Myers
Search Deals
26/10-31/12
  • 26/10-31/12
  • 3 total stops
  • 37h 10m total
  • Winnipeg to Fort Myers
Search Deals
Highest demand for flights based on searches. 4% potential increase in price (C$ 43 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease (C$ 55 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2026
Search Deals

Cheapflights Fare Finder

 
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 Winnipeg - RSW Fort Myers SW Florida Intl

YWGRSW

Winnipeg

Mon 9/11

2:15 p.m.-2:29 p.m.

2 stops23h 14m

Fort Myers SW Florida Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 374

WinnipegFort Myers

YWG Winnipeg - RSW Fort Myers SW Florida Intl

YWGRSW

Winnipeg

Thu 15/10

12:38 p.m.-11:21 p.m.

1 stop9h 43m

Fort Myers SW Florida Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 376

WinnipegFort Myers

YWG Winnipeg - RSW Fort Myers SW Florida Intl

YWGRSW

Winnipeg

Thu 29/10

2:15 p.m.-10:36 a.m.

2 stops19h 21m

Fort Myers SW Florida Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 376

WinnipegFort Myers

YWG Winnipeg - RSW Fort Myers SW Florida Intl

YWGRSW

Winnipeg

Sat 24/10

8:45 a.m.-9:59 p.m.

1 stop12h 14m

Fort Myers SW Florida Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 377

WinnipegFort Myers

YWG Winnipeg - RSW Fort Myers SW Florida Intl

YWGRSW

Winnipeg

Sun 25/10

6:00 a.m.-8:40 p.m.

3 stops37h 40m

Fort Myers SW Florida Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 392

WinnipegFort Myers

YWG Winnipeg - RSW Fort Myers SW Florida Intl

YWGRSW

Winnipeg

Tue 3/11

2:15 p.m.-11:29 a.m.

2 stops20h 14m

Fort Myers SW Florida Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 395

WinnipegFort Myers

YWG Winnipeg - RSW Fort Myers SW Florida Intl

YWGRSW

Winnipeg

Fri 16/10

7:00 a.m.-10:41 a.m.

2 stops26h 41m

Fort Myers SW Florida Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 433
Quickest round-trip

WinnipegFort Myers

YWG Winnipeg - RSW Fort Myers SW Florida Intl

YWGRSW

Winnipeg

Wed 14/10

6:40 a.m.-5:08 p.m.

1 stop9h 28m

Fort Myers SW Florida Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 434

WinnipegFort Myers

YWG Winnipeg - RSW Fort Myers SW Florida Intl

YWGRSW

Winnipeg

Mon 2/11

5:15 a.m.-5:32 p.m.

2 stops11h 17m

Fort Myers SW Florida Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 436

WinnipegFort Myers

YWG Winnipeg - RSW Fort Myers SW Florida Intl

YWGRSW

Winnipeg

Tue 27/10

5:15 a.m.-9:48 p.m.

2 stops15h 33m

Fort Myers SW Florida Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 437

Flights are sorted by cheapest round-trip flights first.

Deals found on 18/9

Showing 1-10 of 15 resultsSorted by cheapest first
1
2

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

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$ 456). Flying from Winnipeg to Fort Myers in July is currently the most expensive (average of C$ 1,083). 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?

Airfare is typical for this route at the moment.

Winnipeg to Fort Myers flights typically cost between C$ 486 and C$ 882 in December.
The cheapest round-trip price found within the last 5 days was C$ 547 on United Airlines (5 Dec-9 Dec).

Reviews of airlines servicing Fort Myers

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
8,593 reviews
Check prices

Comfort

7.8

Food

7.2

Boarding

8.1

Overall

7.8

Crew

8.5

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
8,593 reviews
Delta
7.8
Good
8,593 reviews
Check prices

Comfort

7.8

Food

7.2

Boarding

8.1

Overall

7.8

Crew

8.5

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
3,446 reviews
Delta
7.8
Good
8,593 reviews
Check prices

Comfort

7.8

Food

7.2

Boarding

8.1

Overall

7.8

Crew

8.5

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

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

    Airlines like United Airlines, Delta, and WestJet fly from Winnipeg to Fort Myers in about 10h 02m. The time it takes to get you to your destination can typically vary by up to 13h 03m. Winnipeg and Fort Myers are separated by a distance of 2915 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • 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$ 421. Another airline that can offer you cheap pricing is Delta. WestJet is currently priced 36% 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$ 456). Flying from Winnipeg to Fort Myers in July is currently the most expensive (average of C$ 1,083). 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

Top 2 airlines flying from Winnipeg to Fort Myers

AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 421AverageC$ 958FlexibilityNo cancel feeOn-time60%
Search WestJet flights
DeltaCheapestC$ 502AverageC$ 705FlexibilityNo cancel feeOn-timeN/A
Search Delta flights

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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.

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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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