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$128+ Cheap flights from Fort Myers (RSW) to Winnipeg (YWG)

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 11/20. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — YWG
Aug 22 — Aug 291
Fri 8/22
Fri 8/29
1 adult, Economy
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Cheap flight deals from Fort Myers to Winnipeg

Discover tips and strategies to find the most affordable flight options for your journey from Fort Myers (RSW) to Winnipeg (YWG). 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 August 17, 2025.

Round-trip from

$326
(Trip.com)

One-way from

$128
(Trip.com)

Popular in

November

Cheapest in

June

Average price

$723
From Fort Myers SW Florida Intl to Winnipeg
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One-way flight from Fort Myers SW Florida Intl to Winnipeg
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Highest demand for flights based on searches. 29% potential increase in price ($247 potential increase over avg. RT price).
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Cheapest flight prices on average. 14% potential price decrease ($76 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Fort Myers to Winnipeg

Cheapest flights from Fort Myers to Winnipeg
Explore the most affordable flight options available from Fort Myers to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 17, 2025.

This Trip.com deal was found by Cheapflights users on 8/17. 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.
Fri 9/263:30 pmRSW - YWG
1 stop9h 43mWestJet
Wed 10/110:45 amYWG - RSW
1 stop26h 54mWestJet
Deal found 8/17$326
This Kiwi.com deal was found by Cheapflights users on 8/17. 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.
Fri 10/316:22 amRSW - YWG
2 stops17h 19mMultiple Airlines
Wed 11/58:20 pmYWG - RSW
1 stop16h 17mMultiple Airlines
Deal found 8/17$341
This Trip.com deal was found by Cheapflights users on 8/17. 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.
Fri 10/3111:45 amRSW - YWG
1 stop13h 57mWestJet
Wed 11/58:05 pmYWG - RSW
1 stop13h 55mWestJet
Deal found 8/17$358
This Kiwi.com deal was found by Cheapflights users on 8/17. 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.
Fri 9/267:00 amRSW - YWG
2 stops29h 41mMultiple Airlines
Wed 10/15:10 pmYWG - RSW
1 stop20h 29mMultiple Airlines
Deal found 8/17$361
This United deal was found by Cheapflights users on 8/16. 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.
Wed 10/154:35 pmRSW - YWG
1 stop6h 58mMultiple Airlines
Sun 10/267:15 amYWG - RSW
1 stop9h 12mMultiple Airlines
Deal found 8/16$362
This Air Canada deal was found by Cheapflights users on 8/17. 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.
Thu 11/612:20 pmRSW - YWG
1 stop8h 04mAir Canada
Sun 11/1611:05 amYWG - RSW
1 stop7h 37mAir Canada
Deal found 8/17$364
This United Airlines deal was found by Cheapflights users on 8/17. 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.
Thu 9/254:35 pmRSW - YWG
1 stop6h 58mUnited Airlines
Tue 9/307:00 amYWG - RSW
1 stop6h 43mUnited Airlines
Deal found 8/17$365
This United Airlines deal was found by Cheapflights users on 8/17. 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 9/214:39 pmRSW - YWG
1 stop6h 54mUnited Airlines
Sat 9/274:25 pmYWG - RSW
2 stops17h 53mUnited Airlines
Deal found 8/17$375

Cheapflights Fare Finder

 
Customize your flight search to find flights from Fort Myers to Winnipeg 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 August 17, 2025.
Use the filters below to find and compare flights from Fort Myers to Winnipeg that are best for you.

Fly from

Fort Myers

Fly to

Winnipeg

Route

Depart

Return

Price

Fort MyersWinnipeg

RSW - YWG

RSWYWG

Fort Myers SW Florida Intl

Fri 9/26

3:30 pm-12:13 am

1 stop9h 43m

Winnipeg

Wed 10/1

10:45 am-2:39 pm

1 stop26h 54m

$326

Fort MyersWinnipeg

RSW - YWG

RSWYWG

Fort Myers SW Florida Intl

Fri 10/31

6:22 am-10:41 pm

2 stops17h 19m

Winnipeg

Wed 11/5

8:20 pm-1:37 pm

1 stop16h 17m

$341

Fort MyersWinnipeg

RSW - YWG

RSWYWG

Fort Myers SW Florida Intl

Fri 10/31

11:45 am-12:42 am

1 stop13h 57m

Winnipeg

Wed 11/5

8:05 pm-11:00 am

1 stop13h 55m

$358

Fort MyersWinnipeg

RSW - YWG

RSWYWG

Fort Myers SW Florida Intl

Fri 9/26

7:00 am-11:41 am

2 stops29h 41m

Winnipeg

Wed 10/1

5:10 pm-2:39 pm

1 stop20h 29m

$361

Fort MyersWinnipeg

RSW - YWG

RSWYWG

Fort Myers SW Florida Intl

Wed 10/15

4:35 pm-10:33 pm

1 stop6h 58m

Winnipeg

Sun 10/26

7:15 am-5:27 pm

1 stop9h 12m

$362

Fort MyersWinnipeg

RSW - YWG

RSWYWG

Fort Myers SW Florida Intl

Thu 11/6

12:20 pm-7:24 pm

1 stop8h 04m

Winnipeg

Sun 11/16

7:15 am-5:27 pm

1 stop9h 12m

$364

Fort MyersWinnipeg

RSW - YWG

RSWYWG

Fort Myers SW Florida Intl

Thu 9/25

4:35 pm-10:33 pm

1 stop6h 58m

Winnipeg

Tue 9/30

7:00 am-2:43 pm

1 stop6h 43m

$365

Fort MyersWinnipeg

RSW - YWG

RSWYWG

Fort Myers SW Florida Intl

Thu 11/20

11:45 am-7:12 pm

1 stop8h 27m

$128

Fort MyersWinnipeg

RSW - YWG

RSWYWG

Fort Myers SW Florida Intl

Mon 9/29

7:00 am-11:26 am

3 stops29h 26m

$146

Fort MyersWinnipeg

RSW - YWG

RSWYWG

Fort Myers SW Florida Intl

Thu 11/20

6:40 pm-11:57 am

2 stops18h 17m

$161

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/17

Showing 1-10 of 17 results
1
2

Best time to book a flight from Fort Myers to Winnipeg

Have a flexible travel schedule? Discover the best time to fly to Winnipeg from Fort Myers 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 Fort Myers to Winnipeg

How much does it cost to fly round-trip from Fort Myers to Winnipeg?

Reviews of airlines servicing Winnipeg

Get insights into the airlines that provide service to Winnipeg. 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 Winnipeg. Reviews last updated August 17, 2025.
Get a feel of what it's like to fly with Delta from Fort Myers to Winnipeg by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,986 reviews

Overall

8.0

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
8.0
Very good
7,986 reviews
Delta
8.0
Very good
7,986 reviews

Overall

8.0

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Related info for your journey

Find useful and relevant information for your journey from Fort Myers to Winnipeg. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    Delta, at $245, was found to be the cheapest airline from Fort Myers to Winnipeg.. Users have found that Delta is 57% cheaper than the other options available to this destination.

  • Can I find deals for flights from Fort Myers to Winnipeg that include hotel bookings?

    Yes. In addition to deals on Fort Myers to Winnipeg flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Fort Myers to Winnipeg?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Fort Myers to Winnipeg.

  • Can I find deals for business class flights from Fort Myers to Winnipeg?

    Yes. Cheapflights offers flight deals from Fort Myers to Winnipeg 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 Fort Myers to Winnipeg?

    Currently, August is the cheapest month in which you can book a flight from Fort Myers to Winnipeg (average of $358). Flying from Fort Myers to Winnipeg in December is currently the most expensive (average of $495). 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 Winnipeg?

Book flights to Winnipeg if you plan to visit one of these locations
Portage la Prairie

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Alternative routes for Fort Myers to Winnipeg

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Top airline flying from Fort Myers to Winnipeg

Discover the top airline that operate flights from Fort Myers to Winnipeg. 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 August 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$245Average$495FlexibilityNo cancel feeOn-timeN/A

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