$198+ 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 1/12. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — RSW
Nov 24 — Dec 11
Round-trip
1 adult, Economy
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Find cheap flights from Winnipeg to Fort Myers with Cheapflights
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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
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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
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Cheapest flights from Winnipeg to Fort MyersExplore 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 25, 2026.
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 25, 2026.
This Air Canada deal was found by Cheapflights users on 10/23. 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 12/18:15 am -
1 stop9h 15m
Thu 1/2112:55 pm -
1 stop9h 29m
Deal found 10/23![Air Canada logo]()
$332
This Delta deal was found by Cheapflights users on 10/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/112:54 pm -
1 stop10h 17m
Thu 1/214:10 pm -
1 stop8h 24m
Deal found 10/24![Delta logo]()
$344
This Air Canada deal was found by Cheapflights users on 10/23. 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 12/28:15 am -
1 stop9h 15m
Fri 1/229:40 pm -
1 stop17h 09m
Deal found 10/23![Air Canada logo]()
$356
This United Airlines deal was found by Cheapflights users on 10/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/59:40 am -
1 stop10h 10m
Wed 12/99:00 am -
2 stops12h 55m
Deal found 10/21![United Airlines logo]()
$385
This Delta deal was found by Cheapflights users on 10/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/512:54 pm -
1 stop10h 17m
Wed 12/92:45 pm -
1 stop9h 54m
Deal found 10/22![Delta logo]()
$394
This United Airlines deal was found by Cheapflights users on 10/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/19:40 am -
1 stop10h 10m
Thu 1/219:02 am -
2 stops12h 53m
Deal found 10/22![United Airlines logo]()
$396
This United Airlines deal was found by Cheapflights users on 10/23. 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 12/109:40 am -
1 stop10h 10m
Thu 12/177:03 am -
1 stop6h 49m
Deal found 10/23![United Airlines logo]()
$401
Best flights from Winnipeg to Fort MyersDiscover carefully curated flight deals from Winnipeg to Fort Myers that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 25, 2026.
Discover carefully curated flight deals from Winnipeg to Fort Myers that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 25, 2026.
This Air Canada deal was found by Cheapflights users on 10/23. 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 12/18:15 am -
1 stop9h 15m
Thu 1/2112:55 pm -
1 stop9h 29m
Deal found 10/23![Air Canada logo]()
$332
This Delta deal was found by Cheapflights users on 10/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/112:54 pm -
1 stop10h 17m
Thu 1/214:10 pm -
1 stop8h 24m
Deal found 10/24![Delta logo]()
$344
This United Airlines deal was found by Cheapflights users on 10/19. 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.
Fri 1/89:40 am -
1 stop10h 00m
Tue 1/1211:55 am -
1 stop10h 00m
Deal found 10/19![United Airlines logo]()
$361
This Delta deal was found by Cheapflights users on 10/20. 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 12/112:54 pm -
1 stop10h 17m
Wed 1/206:31 am -
1 stop6h 19m
Deal found 10/20![Delta logo]()
$384
This United Airlines deal was found by Cheapflights users on 10/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/59:40 am -
1 stop10h 10m
Wed 12/98:15 am -
1 stop13h 40m
Deal found 10/21![United Airlines logo]()
$385
This Delta deal was found by Cheapflights users on 10/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/512:54 pm -
1 stop10h 17m
Wed 12/92:45 pm -
1 stop9h 54m
Deal found 10/22![Delta logo]()
$394
This United Airlines deal was found by Cheapflights users on 10/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/19:40 am -
1 stop10h 10m
Thu 1/219:02 am -
2 stops12h 53m
Deal found 10/22![United Airlines logo]()
$396
This United Airlines deal was found by Cheapflights users on 10/23. 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.
Fri 12/113:15 pm -
1 stop7h 13m
Thu 12/177:03 am -
1 stop6h 49m
Deal found 10/23![United Airlines logo]()
$401
Last-minute flights from Winnipeg to Fort MyersDiscover last-minute flight deals from Winnipeg to Fort Myers. Data last updated October 25, 2026 and is based on user searches.
Discover last-minute flight deals from Winnipeg to Fort Myers. Data last updated October 25, 2026 and is based on user searches.
This Air Canada deal was found by Cheapflights users on 10/21. 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.
Sat 11/217:55 pm -
1 stop16h 05m
Fri 11/276:25 pm -
1 stop16h 59m
Deal found 10/21![Air Canada logo]()
$556
This Kiwi.com deal was found by Cheapflights users on 10/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/2211:00 am -
1 stop23h 30m
Fri 11/2711:25 am -
1 stop22h 50m
Deal found 10/21![Multiple Airlines logo]()
$559
This Air Canada deal was found by Cheapflights users on 10/22. 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.
Tue 11/247:55 pm -
1 stop16h 05m
Wed 4/146:25 pm -
1 stop16h 33m
Deal found 10/22![Air Canada logo]()
$514
This Air Canada deal was found by Cheapflights users on 10/21. 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.
Fri 11/276:15 am -
1 stop11h 15m
Fri 12/49:45 pm -
1 stop13h 24m
Deal found 10/21![Air Canada logo]()
$463
This Delta deal was found by Cheapflights users on 10/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/2812:44 pm -
1 stop10h 17m
Fri 12/46:33 pm -
1 stop6h 06m
Deal found 10/21![Delta logo]()
$515
This Kiwi.com deal was found by Cheapflights users on 10/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/2811:00 am -
1 stop23h 30m
Fri 12/48:31 pm -
2 stops37h 44m
Deal found 10/21![Multiple Airlines logo]()
$552
This Kiwi.com deal was found by Cheapflights users on 10/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/2811:00 am -
1 stop23h 30m
Sun 12/61:15 pm -
1 stop21h 00m
Deal found 10/21![Multiple Airlines logo]()
$560
This Air Canada deal was found by Cheapflights users on 10/21. 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.
Sun 11/297:55 pm -
1 stop16h 05m
Fri 12/49:45 pm -
1 stop13h 24m
Deal found 10/21![Air Canada logo]()
$436
This Kiwi.com deal was found by Cheapflights users on 10/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/2911:00 am -
1 stop23h 30m
Sun 12/61:15 pm -
1 stop21h 00m
Deal found 10/21![Multiple Airlines logo]()
$554
One-way flights from Winnipeg to Fort MyersSearch for one-way flight options from Winnipeg to Fort Myers. Find affordable one-way fares based on user searches. Data last updated October 25, 2026.
Search for one-way flight options from Winnipeg to Fort Myers. Find affordable one-way fares based on user searches. Data last updated October 25, 2026.
This Justfly.com deal was found by Cheapflights users on 10/23. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/1212:30 pm -
1 stop10h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![WestJet logo]()
$198
This Air Canada deal was found by Cheapflights users on 10/21. 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 1/1412:05 pm -
1 stop8h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Air Canada logo]()
$216
This United Airlines deal was found by Cheapflights users on 10/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/149:40 am -
1 stop10h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![United Airlines logo]()
$221
This United Airlines deal was found by Cheapflights users on 10/23. 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 1/129:40 am -
2 stops11h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![United Airlines logo]()
$228
This Air Canada deal was found by Cheapflights users on 10/24. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/238:15 am -
1 stop9h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Air Canada logo]()
$246
This Delta deal was found by Cheapflights users on 10/20. 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.
Fri 1/812:30 pm -
1 stop10h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Delta logo]()
$252
This Justfly.com deal was found by Cheapflights users on 10/23. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/147:00 am -
2 stops13h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![WestJet logo]()
$261
This Kiwi.com deal was found by Cheapflights users on 10/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/237:55 pm -
1 stop14h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Multiple Airlines logo]()
$264
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 October 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $332 (Air Canada) |
One-way from | $198 (Justfly.com) |
Popular in | July |
Cheapest in | September |
Average price | $372 |
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 7,457,451 searches. Data last updated October 25, 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
Cheapest round-trip
WinnipegFort Myers
YWG Winnipeg - RSW Fort Myers SW Florida Intl
YWGRSW
Winnipeg
Tue 1/12
12:30 pm-10:54 pm
1 stop10h 24m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$198
WinnipegFort Myers
YWG Winnipeg - RSW Fort Myers SW Florida Intl
YWGRSW
Winnipeg
Thu 1/14
9:40 am-7:40 pm
1 stop10h 00m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$221
WinnipegFort Myers
YWG Winnipeg - RSW Fort Myers SW Florida Intl
YWGRSW
Winnipeg
Tue 1/12
9:40 am-9:26 pm
2 stops11h 46m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$228
Quickest round-trip
WinnipegFort Myers
YWG Winnipeg - RSW Fort Myers SW Florida Intl
YWGRSW
Winnipeg
Mon 11/23
8:15 am-5:30 pm
1 stop9h 15m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$246
WinnipegFort Myers
YWG Winnipeg - RSW Fort Myers SW Florida Intl
YWGRSW
Winnipeg
Fri 1/8
12:30 pm-10:54 pm
1 stop10h 24m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$252
WinnipegFort Myers
YWG Winnipeg - RSW Fort Myers SW Florida Intl
YWGRSW
Winnipeg
Sun 12/6
6:25 am-5:27 pm
1 stop11h 02m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$264
WinnipegFort Myers
YWG Winnipeg - RSW Fort Myers SW Florida Intl
YWGRSW
Winnipeg
Sun 12/6
8:20 pm-4:36 pm
2 stops20h 16m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$305
WinnipegFort Myers
YWG Winnipeg - RSW Fort Myers SW Florida Intl
YWGRSW
Winnipeg
Sun 11/22
9:40 am-2:29 pm
2 stops28h 49m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$315
WinnipegFort Myers
YWG Winnipeg - RSW Fort Myers SW Florida Intl
YWGRSW
Winnipeg
Mon 11/23
3:15 pm-10:36 am
2 stops19h 21m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$324
WinnipegFort Myers
YWG Winnipeg - RSW Fort Myers SW Florida Intl
YWGRSW
Winnipeg
Tue 12/1
8:15 am-5:30 pm
1 stop9h 15m
Fort Myers SW Florida Intl
Thu 1/21
12:55 pm-10:24 pm
1 stop9h 29m
$332
Showing 1-10 of 19 resultsSorted by cheapest first
- 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.
YWG-RSW
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, September is the cheapest month in which you can book a flight from Winnipeg to Fort Myers (average of $325). Flying from Winnipeg to Fort Myers in July is currently the most expensive (average of $773). 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?
Airfare is below average for this route at the moment.
Winnipeg to Fort Myers flights typically cost between $372 and $535 in December.The cheapest round-trip price found within the last 5 days was $332 on Air Canada (Dec 1-Jan 21).
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 25, 2026.
Peruse reviews from past customers who have flown with 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.
Boarding
7.4
Entertainment
6.1
Crew
7.9
Overall
7.2
Comfort
7.1
Food
6.2
Reviews
1 / 20
10.0
ExcellentAnonymous,Aug 2026
YHZ - DTW
Boarding
7.4
Entertainment
6.1
Crew
7.9
Overall
7.2
Comfort
7.1
Food
6.2
Reviews
1 / 20
10.0
ExcellentAnonymous,Aug 2026
YHZ - DTW
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.
Traveling to a place near Fort Myers?
Book flights to Fort Myers if you plan to visit one of these locationsNorth Fort Myers
Estero
Lehigh Acres
Sanibel
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Winnipeg and Fort Myers flights
Browse other Winnipeg and Fort Myers flight options. Last updated on October 25, 2026.
Other flights from Winnipeg
Browse through other flights departing from Winnipeg. Flights are based on user searches made on Cheapflights and were last updated on October 25, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 7,457,451 searches. Data last updated October 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$231 | Average$306 | FlexibilityNo cancel fee | On-time60% |