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Fort Myers

$154+ Cheap flights from Winnipeg (YWG) to Fort Myers (RSW)

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 12/11. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — RSW
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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Cheapflights Tip: The best prices from Winnipeg to Fort Myers SW Florida Intl are usually found in August or May, booked 74 days in advance, depart on a Wednesday or Friday and return on a Wednesday

Find flight deals from Winnipeg to Fort Myers

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 October 29, 2025.

This Trip.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/268:20 pmYWG - RSW
1 stop13h 40mMultiple Airlines
Wed 12/311:45 amRSW - YWG
1 stop8h 50mMultiple Airlines
Deal found 10/27$278
This Trip.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2612:55 pmYWG - RSW
2 stops21h 05mWestJet
Wed 12/311:45 amRSW - YWG
1 stop13h 50mWestJet
Deal found 10/27$341
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/176:40 amYWG - RSW
2 stops8h 52mDelta
Mon 12/226:16 pmRSW - YWG
1 stop6h 28mDelta
Deal found 10/26$379
This United Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/38:40 amYWG - RSW
2 stops25h 10mUnited Airlines
Sat 1/1711:48 amRSW - YWG
2 stops25h 09mUnited Airlines
Deal found 10/29$416
This FlightHub deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/35:00 amYWG - RSW
1 stop29h 00mMultiple Airlines
Sat 1/178:45 pmRSW - YWG
2 stops15h 28mMultiple Airlines
Deal found 10/29$476
This Air Canada deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/35:30 amYWG - RSW
1 stop10h 57mAir Canada
Sat 1/1712:20 pmRSW - YWG
1 stop8h 04mAir Canada
Deal found 10/28$485
This Delta deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/217:30 amYWG - RSW
2 stops13h 23mDelta
Sat 12/276:00 amRSW - YWG
1 stop6h 45mDelta
Deal found 10/28$561

Cheap 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 October 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$278
(Trip.com)

One-way from

$154
(Trip.com)

Popular in

July

Cheapest in

August

Average price

$494
Provider with most accurate pricing for Winnipeg-Fort Myers SW Florida Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Winnipeg-Fort Myers SW Florida Intl flights.
Search Deals
From Winnipeg to Fort Myers SW Florida Intl
Search Deals
One-way flight from Winnipeg to Fort Myers SW Florida Intl
Search Deals
High demand for flights, 1% potential price rise
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($26 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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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 2,558,603 searches. Data last updated October 29, 2025.
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

Wed 11/26

12:55 pm-11:00 am

2 stops21h 05m

Fort Myers SW Florida Intl

Wed 12/3

11:45 am-12:35 am

1 stop13h 50m

$341

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Thu 1/15

6:55 pm-11:00 am

2 stops15h 05m

Fort Myers SW Florida Intl

Fri 1/30

11:45 am-7:12 pm

1 stop8h 27m

$357

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Wed 12/17

6:40 am-1:33 pm

1 stop5h 53m

Fort Myers SW Florida Intl

Mon 12/22

4:10 pm-11:44 pm

1 stop8h 34m

$379

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Thu 1/8

12:20 pm-11:00 am

1 stop21h 40m

Fort Myers SW Florida Intl

Wed 1/14

11:45 am-12:35 am

1 stop13h 50m

$386

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Thu 1/15

8:20 pm-7:45 pm

2 stops22h 25m

Fort Myers SW Florida Intl

Fri 1/30

11:25 am-11:13 am

3 stops24h 48m

$406

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Sat 3/28

9:00 pm-10:55 am

2 stops12h 55m

Fort Myers SW Florida Intl

Fri 4/3

11:40 am-12:40 am

2 stops14h 00m

$408

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Wed 12/3

8:40 am-10:50 am

2 stops25h 10m

Fort Myers SW Florida Intl

Sat 1/17

11:48 am-11:57 am

2 stops25h 09m

$416

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Thu 12/11

8:20 pm-11:00 am

1 stop13h 40m

$154

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Fri 12/12

7:30 am-6:19 pm

1 stop9h 49m

$168

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Thu 12/11

6:45 am-11:00 am

2 stops27h 15m

$201

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 15 results
1
2

Compare providers for flights from Winnipeg to Fort Myers

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Winnipeg to Fort Myers in October.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
Trip.comPrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Winnipeg-Fort Myers flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Winnipeg-Fort Myers flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Winnipeg-Fort Myers flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Winnipeg-Fort Myers flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Winnipeg-Fort Myers flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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

How far ahead should I book a flight from Winnipeg to Fort Myers?

Use this chart to determine the optimal time to book a round-trip flight from Winnipeg to Fort Myers. Price data was last updated on October 24, 2025.

The best time to book flights from Winnipeg to Fort Myers is 74 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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 $161). Flying from Winnipeg to Fort Myers in July is currently the most expensive (average of $674). 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 October 29, 2025.
Peruse reviews from past customers who have flown with Delta from Winnipeg to Fort Myers to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
7,992 reviews

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Food

7.3

Overall

7.9

Crew

8.5

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
7,992 reviews
Delta
7.9
Good
7,992 reviews

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Food

7.3

Overall

7.9

Crew

8.5

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?

    WestJet and Delta can get you from Winnipeg to Fort Myers in just under 5h 53m. Your travel time can differ by up to 15h 12m. The distance between Winnipeg and Fort Myers is about 1811 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What is the cheapest airline to fly from Winnipeg to Fort Myers round-trip?

    Delta, at $331, was found to be the cheapest airline from Winnipeg to Fort Myers.. Users have found that Delta is 16% cheaper than the other options available to this destination.

  • 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 $161). Flying from Winnipeg to Fort Myers in July is currently the most expensive (average of $674). 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

Traveling to a place near Fort Myers?

Book flights to Fort Myers if you plan to visit one of these locations
Sanibel
North Fort Myers
Estero
Lehigh Acres

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Top airline flying from Winnipeg to Fort Myers

Discover the top airline 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 2,558,603 searches. Data last updated October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$331Average$591FlexibilityNo cancel feeOn-timeN/A

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