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Fort Myers

$201+ 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 3/28. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — RSW
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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Cheap 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 January 27, 2026.

This oojo deal was found by Cheapflights users on 1/26. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/225:00 am
YWG
-
RSW
1 stop28h 55m
WestJet
Wed 3/411:40 am
RSW
-
YWG
1 stop24h 52m
WestJet
Deal found 1/26$275
This Trip.com deal was found by Cheapflights users on 1/26. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/238:20 pm
YWG
-
RSW
1 stop13h 07m
Multiple Airlines
Mon 3/28:45 pm
RSW
-
YWG
1 stop23h 50m
Multiple Airlines
Deal found 1/26$307
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/109:00 pm
YWG
-
RSW
2 stops20h 15m
Multiple Airlines
Tue 3/178:45 pm
RSW
-
YWG
1 stop15h 47m
Multiple Airlines
Deal found 1/26$353
This FlightHub deal was found by Cheapflights users on 1/26. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/308:05 pm
YWG
-
RSW
1 stop13h 50m
WestJet
Sun 4/1211:40 am
RSW
-
YWG
1 stop8h 44m
WestJet
Deal found 1/26$379
This Delta deal was found by Cheapflights users on 1/25. 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 2/2211:53 am
YWG
-
RSW
1 stop10h 16m
Delta
Wed 3/47:20 pm
RSW
-
YWG
2 stops16h 41m
Delta
Deal found 1/25$464
This FlightHub deal was found by Cheapflights users on 1/26. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/117:00 am
YWG
-
RSW
1 stop8h 40m
WestJet
Thu 8/205:30 pm
RSW
-
YWG
1 stop7h 32m
WestJet
Deal found 1/26$466

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 January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$239
(oojo)

One-way from

$201
(Mytrip)

Popular in

December

Cheapest in

August

Average price

$450
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
Highest demand for flights based on searches. 20% potential increase in price ($112 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($30 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 2,558,603 searches. Data last updated January 27, 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

Sun 2/22

5:00 am-10:55 am

1 stop28h 55m

Fort Myers SW Florida Intl

Wed 3/4

11:40 am-11:32 am

1 stop24h 52m

$275

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Mon 2/23

8:20 pm-10:27 am

1 stop13h 07m

Fort Myers SW Florida Intl

Mon 3/2

8:45 pm-7:35 pm

1 stop23h 50m

$307

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Tue 3/10

9:00 pm-6:15 pm

2 stops20h 15m

Fort Myers SW Florida Intl

Tue 3/17

8:45 pm-11:32 am

1 stop15h 47m

$353

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Mon 3/30

9:05 am-10:55 am

2 stops48h 50m

Fort Myers SW Florida Intl

Sun 4/12

11:40 am-7:24 pm

1 stop8h 44m

$435

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Sun 2/22

11:53 am-11:09 pm

1 stop10h 16m

Fort Myers SW Florida Intl

Wed 3/4

7:20 pm-11:01 am

2 stops16h 41m

$464

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Tue 2/24

12:20 pm-10:55 am

1 stop21h 35m

Fort Myers SW Florida Intl

Tue 3/3

11:40 am-7:09 pm

1 stop8h 29m

$467

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Wed 2/18

8:05 pm-10:55 am

1 stop13h 50m

Fort Myers SW Florida Intl

Sat 2/28

6:00 am-12:39 am

2 stops19h 39m

$476

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Sat 3/28

8:20 pm-10:27 am

1 stop13h 07m

$201

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Wed 3/11

2:20 pm-10:20 pm

1 stop7h 00m

$274

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Wed 3/11

6:15 am-9:37 pm

2 stops14h 22m

$294

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

Showing 1-10 of 12 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 January.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
Trip.comPrice Accuracy1 starTrust 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Winnipeg-Fort Myers flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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

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 January 27, 2026.
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
8,118 reviews

Food

7.2

Boarding

8.1

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

7.8

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
8,118 reviews
Delta
7.9
Good
8,118 reviews

Food

7.2

Boarding

8.1

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

7.8

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 can get you from Winnipeg to Fort Myers in just under 28h 55m. Your travel time can differ by up to . The distance between Winnipeg and Fort Myers is about 1811 mi.

  • 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 23% 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

Browse thousands of different options on Cheapflights for your next trip

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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 January 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$331Average$530FlexibilityNo cancel feeOn-timeN/A

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