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$295+ Cheap flights from Fort Myers (RSW) to Winnipeg (YWG)

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 10/21. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — YWG
May 26 — Jun 21
Tue 5/26
Tue 6/2
1 adult, Economy
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Cheap 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 April 26, 2026.

This United Airlines deal was found by Cheapflights users on 4/24. 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 10/214:30 pm
RSW
-
YWG
1 stop6h 54m
United Airlines
Sat 10/248:30 am
YWG
-
RSW
1 stop12h 15m
United Airlines
Deal found 4/24$295
This United Airlines deal was found by Cheapflights users on 4/24. 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 8/64:34 pm
RSW
-
YWG
1 stop6h 59m
United Airlines
Sun 8/167:00 am
YWG
-
RSW
1 stop6h 41m
United Airlines
Deal found 4/24$308
This United Airlines deal was found by Cheapflights users on 4/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/96:02 am
RSW
-
YWG
2 stops15h 55m
United Airlines
Tue 6/167:00 am
YWG
-
RSW
1 stop12h 34m
United Airlines
Deal found 4/25$337
This Air Canada deal was found by Cheapflights users on 4/21. 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 8/64:34 pm
RSW
-
YWG
1 stop6h 59m
Air Canada
Sun 8/167:00 am
YWG
-
RSW
1 stop6h 41m
Air Canada
Deal found 4/21$405
This Delta deal was found by Cheapflights users on 4/25. 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.
Tue 6/95:37 am
RSW
-
YWG
2 stops12h 14m
Delta
Tue 6/166:15 am
YWG
-
RSW
2 stops13h 57m
Delta
Deal found 4/25$450
This Air Canada deal was found by Cheapflights users on 4/22. 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 10/219:00 am
RSW
-
YWG
2 stops12h 00m
Air Canada
Sat 10/242:05 pm
YWG
-
RSW
2 stops20h 25m
Air Canada
Deal found 4/22$459

Find 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 April 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$295
(United Airlines)
Provider with most accurate pricing for Fort Myers SW Florida Intl-Winnipeg flight deals.
Search Deals
Provider most trusted by Cheapflights users for Fort Myers SW Florida Intl-Winnipeg flights.
Search Deals
From Fort Myers SW Florida Intl to Winnipeg
Search Deals

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 April 26, 2026.
Use the filters below to find and compare flights from Fort Myers to Winnipeg that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Fort MyersWinnipeg

RSW - YWG

RSWYWG

Fort Myers SW Florida Intl

Wed 10/21

4:30 pm-10:24 pm

1 stop6h 54m

Winnipeg

Sat 10/24

8:30 am-9:45 pm

1 stop12h 15m

$295

Fort MyersWinnipeg

RSW - YWG

RSWYWG

Fort Myers SW Florida Intl

Thu 8/6

4:34 pm-10:33 pm

1 stop6h 59m

Winnipeg

Sun 8/16

7:00 am-2:41 pm

1 stop6h 41m

$308
Quickest round-trip

Fort MyersWinnipeg

RSW - YWG

RSWYWG

Fort Myers SW Florida Intl

Thu 8/6

4:34 pm-10:33 pm

1 stop6h 59m

Winnipeg

Sun 8/16

7:00 am-2:41 pm

1 stop6h 41m

$405

Fort MyersWinnipeg

RSW - YWG

RSWYWG

Fort Myers SW Florida Intl

Wed 10/21

9:00 am-8:00 pm

2 stops12h 00m

Winnipeg

Sat 10/24

2:05 pm-11:30 am

2 stops20h 25m

$459
Cheapest one-way
Quickest one-way

Fort MyersWinnipeg

RSW - YWG

RSWYWG

Fort Myers SW Florida Intl

Fri 5/1

6:14 pm-10:56 am

1 stop17h 42m

$655

Fort MyersWinnipeg

RSW - YWG

RSWYWG

Fort Myers SW Florida Intl

Fri 5/1

5:15 pm-11:52 am

3 stops19h 37m

$799

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/24

Sorted by cheapest first
  • Most accurate provider: When it comes to deals on Fort Myers-Winnipeg flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Fort Myers-Winnipeg flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Fort Myers-Winnipeg flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Fort Myers-Winnipeg 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 Fort Myers-Winnipeg 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 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.

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 April 26, 2026.
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
7.9
Good
8,460 reviews

Crew

8.5

Boarding

8.1

Overall

7.9

Comfort

7.9

Food

7.2

Entertainment

7.8

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
7.9
Good
8,460 reviews
Delta
7.9
Good
8,460 reviews

Crew

8.5

Boarding

8.1

Overall

7.9

Comfort

7.9

Food

7.2

Entertainment

7.8

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.

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

    United Airlines can get you from Fort Myers to Winnipeg in just under 6h 54m. Your travel time can differ by up to . There are 1811 mi between Fort Myers and Winnipeg.

  • 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..

  • 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.

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 April 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$245Average$543FlexibilityNo cancel feeOn-timeN/A

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