HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Fort Myers

$279+ Cheap flights from Winnipeg (YWG) to Fort Myers (RSW)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/4. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — RSW
Jul 13 — Jul 201
Mon 7/13
Mon 7/20
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Winnipeg to Fort Myers with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 June 13, 2026.

This oojo deal was found by Cheapflights users on 6/11. 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.
Sat 7/46:15 am
YWG
-
RSW
1 stop9h 25m
WestJet
Sat 7/255:30 pm
RSW
-
YWG
1 stop8h 25m
WestJet
Deal found 6/11$279
This oojo deal was found by Cheapflights users on 6/10. 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.
Wed 12/25:00 am
YWG
-
RSW
1 stop29h 00m
WestJet
Fri 1/2211:45 am
RSW
-
YWG
1 stop8h 30m
WestJet
Deal found 6/10$292
This Delta deal was found by Cheapflights users on 6/10. 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.
Tue 12/112:30 pm
YWG
-
RSW
1 stop9h 24m
Delta
Fri 1/222:25 pm
RSW
-
YWG
1 stop10h 09m
Delta
Deal found 6/10$304
This United Airlines deal was found by Cheapflights users on 6/11. 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.
Tue 12/18:30 am
YWG
-
RSW
2 stops25h 09m
United Airlines
Thu 1/214:45 pm
RSW
-
YWG
2 stops19h 54m
United Airlines
Deal found 6/11$316
This United Airlines deal was found by Cheapflights users on 6/8. 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.
Sun 12/65:15 am
YWG
-
RSW
2 stops17h 09m
United Airlines
Wed 12/96:34 pm
RSW
-
YWG
2 stops20h 10m
United Airlines
Deal found 6/8$320
This Air Canada deal was found by Cheapflights users on 6/9. 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.
Tue 12/17:30 am
YWG
-
RSW
1 stop8h 57m
Air Canada
Thu 1/218:40 pm
RSW
-
YWG
1 stop16h 04m
Air Canada
Deal found 6/9$327
This United deal was found by Cheapflights users on 6/12. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/18:30 am
YWG
-
RSW
2 stops25h 09m
Multiple Airlines
Thu 1/218:40 pm
RSW
-
YWG
1 stop14h 04m
Multiple Airlines
Deal found 6/12$348
This Air Canada deal was found by Cheapflights users on 6/9. 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 12/25:15 am
YWG
-
RSW
1 stop11h 12m
Air Canada
Fri 1/228:40 pm
RSW
-
YWG
1 stop14h 04m
Air Canada
Deal found 6/9$351
This Delta deal was found by Cheapflights users on 6/11. 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 12/612:30 pm
YWG
-
RSW
1 stop9h 24m
Delta
Wed 12/96:31 am
RSW
-
YWG
1 stop6h 19m
Delta
Deal found 6/11$367

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 June 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$279
(oojo)

Popular in

December

Cheapest in

July

Average price

$353
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
Highest demand for flights based on searches. 19% potential increase in price ($108 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($29 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 2,558,603 searches. Data last updated June 13, 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 12/1

12:30 pm-10:54 pm

1 stop9h 24m

Fort Myers SW Florida Intl

Thu 1/21

2:25 pm-11:34 pm

1 stop10h 09m

$304

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Tue 12/1

8:30 am-10:39 am

2 stops25h 09m

Fort Myers SW Florida Intl

Thu 1/21

4:45 pm-11:39 am

2 stops19h 54m

$304

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Tue 12/1

12:30 pm-10:54 pm

1 stop9h 24m

Fort Myers SW Florida Intl

Fri 1/22

2:25 pm-11:34 pm

1 stop10h 09m

$304
Quickest round-trip

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Sun 12/6

12:30 pm-10:54 pm

1 stop9h 24m

Fort Myers SW Florida Intl

Wed 12/9

6:31 am-11:50 am

1 stop6h 19m

$304

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Wed 12/2

8:30 am-10:39 am

2 stops25h 09m

Fort Myers SW Florida Intl

Fri 1/22

4:45 pm-11:39 am

2 stops19h 54m

$316
Cheapest one-way
Quickest one-way

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Mon 7/27

6:15 am-9:13 pm

2 stops13h 58m

$414

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

Sorted by cheapest first

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 June.
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, July is the cheapest month in which you can book a flight from Winnipeg to Fort Myers (average of $248). Flying from Winnipeg to Fort Myers in December is currently the most expensive (average of $760). 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 June 13, 2026.
Peruse reviews from past customers who have flown with Delta and WestJet 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
8,406 reviews

Overall

7.9

Crew

8.5

Comfort

7.8

Food

7.2

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
7.9
Good
8,406 reviews
Delta
7.9
Good
8,406 reviews

Overall

7.9

Crew

8.5

Comfort

7.8

Food

7.2

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
3,357 reviews
Delta
7.9
Good
8,406 reviews

Overall

7.9

Crew

8.5

Comfort

7.8

Food

7.2

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?

    Delta and United Airlines can get you from Winnipeg to Fort Myers in just under 9h 24m. Your travel time can differ by up to 15h 45m. 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 are the cheapest airlines flying from Winnipeg to Fort Myers round-trip?

    WestJet, at $231, was found to be the cheapest airline from Winnipeg to Fort Myers. An alternate airline flying to your destination would be Delta. Users have found that WestJet is 48% 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, July is the cheapest month in which you can book a flight from Winnipeg to Fort Myers (average of $248). Flying from Winnipeg to Fort Myers in December is currently the most expensive (average of $760). 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
North Fort Myers
Lehigh Acres
Sanibel
Estero

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Winnipeg to Fort Myers

See prices for flight routes from nearby airports that may be better suited for you.
Winnipeg to Orlando flights
Winnipeg to Fort Lauderdale flights
Winnipeg to Miami flights
Winnipeg to Tampa flights
Winnipeg to Sarasota flights

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 2,558,603 searches. Data last updated June 13, 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapest$231Average$306FlexibilityNo cancel feeOn-time60%
DeltaCheapest$306Average$506FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.