$161+ 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 10/1. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — YWG
Sep 20 — Sep 271
Round-trip
1 adult, Economy
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Find cheap flights from Fort Myers to Winnipeg 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 Fort Myers to Winnipeg
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Best
Last-minute
One-way
Cheapest flights from Fort Myers to WinnipegExplore 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 21, 2026.
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 21, 2026.
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/15:30 pm -
1 stop8h 25m
Thu 10/86:15 am -
1 stop9h 25m
Deal found 8/16![WestJet logo]()
$373
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.
Wed 10/2812:55 pm -
1 stop9h 19m
Wed 11/45:15 am -
1 stop11h 15m
Deal found 8/17![Air Canada logo]()
$437
This Trip.com deal was found by Cheapflights users on 8/19. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/35:30 pm -
1 stop17h 15m
Sat 10/106:15 am -
1 stop9h 25m
Deal found 8/19![WestJet logo]()
$447
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.
Sat 12/511:42 am -
2 stops24h 57m
Wed 12/92:15 pm -
1 stop6h 44m
Deal found 8/17![United Airlines logo]()
$474
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/59:45 pm -
1 stop13h 24m
Wed 12/912:45 pm -
1 stop7h 05m
Deal found 8/16![Air Canada logo]()
$490
This United Airlines deal was found by Cheapflights users on 8/19. 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.
Sat 10/34:34 pm -
1 stop6h 59m
Sat 10/108:45 am -
2 stops27h 16m
Deal found 8/19![United Airlines logo]()
$492
This United 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/285:12 pm -
2 stops20h 11m
Wed 11/45:15 am -
1 stop11h 15m
Deal found 8/17![Multiple Airlines logo]()
$496
This Justfly.com deal was found by Cheapflights users on 8/20. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/175:30 am -
2 stops11h 55m
Wed 1/67:00 am -
1 stop10h 53m
Deal found 8/20![WestJet logo]()
$544
Best flights from Fort Myers to WinnipegDiscover carefully curated flight deals from Fort Myers to Winnipeg that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 21, 2026.
Discover carefully curated flight deals from Fort Myers to Winnipeg that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 21, 2026.
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/15:30 pm -
1 stop8h 25m
Thu 10/86:15 am -
1 stop9h 25m
Deal found 8/16![WestJet logo]()
$373
This United deal was found by Cheapflights users on 8/20. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/177:03 am -
1 stop6h 49m
Wed 1/612:45 pm -
1 stop7h 05m
Deal found 8/20![Multiple Airlines logo]()
$463
This United Airlines 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 Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/511:42 am -
2 stops24h 57m
Wed 12/92:15 pm -
1 stop6h 44m
Deal found 8/16![United Airlines logo]()
$474
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.
Sat 12/59:45 pm -
1 stop13h 24m
Wed 12/912:45 pm -
1 stop7h 05m
Deal found 8/17![Air Canada logo]()
$490
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.
Wed 10/2811:42 am -
2 stops25h 41m
Wed 11/42:15 pm -
2 stops19h 21m
Deal found 8/17![United Airlines logo]()
$479
Last-minute flights from Fort Myers to WinnipegDiscover last-minute flight deals from Fort Myers to Winnipeg. Data last updated August 21, 2026 and is based on user searches.
Discover last-minute flight deals from Fort Myers to Winnipeg. Data last updated August 21, 2026 and is based on user searches.
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/305:35 am -
2 stops9h 50m
Tue 9/87:45 am -
2 stops12h 49m
Deal found 8/16![Delta logo]()
$578
One-way flights from Fort Myers to WinnipegSearch for one-way flight options from Fort Myers to Winnipeg. Find affordable one-way fares based on user searches. Data last updated August 21, 2026.
Search for one-way flight options from Fort Myers to Winnipeg. Find affordable one-way fares based on user searches. Data last updated August 21, 2026.
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/15:30 pm -
1 stop8h 25m
Deal found 8/17![WestJet logo]()
$161
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/35:30 pm -
1 stop8h 25m
Deal found 8/17![WestJet logo]()
$173
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 9/1011:55 am -
1 stop7h 17m
Deal found 8/17![Air Canada logo]()
$189
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 10/12:14 pm -
1 stop9h 19m
Deal found 8/17![United Airlines logo]()
$192
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/125:30 pm -
1 stop8h 25m
Deal found 8/17![WestJet logo]()
$194
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.
Fri 10/212:16 pm -
2 stops11h 17m
Deal found 8/17![United Airlines logo]()
$198
This FlightHub deal was found by Cheapflights users on 8/19. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/265:30 pm -
1 stop8h 25m
Deal found 8/19![WestJet logo]()
$200
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.
Sat 10/318:00 am -
1 stop13h 57m
Deal found 8/17![United Airlines logo]()
$205
This Justfly.com deal was found by Cheapflights users on 8/19. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/85:30 pm -
1 stop8h 25m
Deal found 8/19![WestJet logo]()
$206
This Delta deal was found by Cheapflights users on 8/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/196:16 pm -
1 stop6h 14m
Deal found 8/19![Delta logo]()
$209
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 August 21, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $373 (Kiwi.com) |
One-way from | $161 (FlightHub) |
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 7,457,451 searches. Data last updated August 21, 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
Cheapest round-trip
Fort MyersWinnipeg
RSW Fort Myers SW Florida Intl - YWG Winnipeg
RSWYWG
Fort Myers SW Florida Intl
Thu 10/1
5:30 pm-12:55 am
1 stop8h 25m
Winnipeg
Thu 10/8
6:15 am-4:40 pm
1 stop9h 25m
$373
Quickest round-trip
Fort MyersWinnipeg
RSW Fort Myers SW Florida Intl - YWG Winnipeg
RSWYWG
Fort Myers SW Florida Intl
Thu 12/17
7:03 am-12:52 pm
1 stop6h 49m
Winnipeg
Wed 1/6
12:45 pm-8:50 pm
1 stop7h 05m
$463
Fort MyersWinnipeg
RSW Fort Myers SW Florida Intl - YWG Winnipeg
RSWYWG
Fort Myers SW Florida Intl
Sat 12/5
11:42 am-11:39 am
2 stops24h 57m
Winnipeg
Wed 12/9
2:15 pm-9:59 pm
1 stop6h 44m
$474
Fort MyersWinnipeg
RSW Fort Myers SW Florida Intl - YWG Winnipeg
RSWYWG
Fort Myers SW Florida Intl
Wed 10/28
11:42 am-12:23 pm
2 stops25h 41m
Winnipeg
Wed 11/4
2:15 pm-10:36 am
2 stops19h 21m
$479
Fort MyersWinnipeg
RSW Fort Myers SW Florida Intl - YWG Winnipeg
RSWYWG
Fort Myers SW Florida Intl
Sat 12/5
9:45 pm-10:09 am
1 stop13h 24m
Winnipeg
Wed 12/9
12:45 pm-8:50 pm
1 stop7h 05m
$490
Cheapest one-way
Fort MyersWinnipeg
RSW Fort Myers SW Florida Intl - YWG Winnipeg
RSWYWG
Fort Myers SW Florida Intl
Thu 10/1
5:30 pm-12:00 pm
2 stops19h 30m
$192
Fort MyersWinnipeg
RSW Fort Myers SW Florida Intl - YWG Winnipeg
RSWYWG
Fort Myers SW Florida Intl
Fri 10/2
12:16 pm-10:33 pm
2 stops11h 17m
$198
Fort MyersWinnipeg
RSW Fort Myers SW Florida Intl - YWG Winnipeg
RSWYWG
Fort Myers SW Florida Intl
Sat 10/3
12:16 pm-10:33 pm
2 stops11h 17m
$198
Fort MyersWinnipeg
RSW Fort Myers SW Florida Intl - YWG Winnipeg
RSWYWG
Fort Myers SW Florida Intl
Thu 10/1
4:34 pm-8:57 pm
2 stops29h 23m
$203
Fort MyersWinnipeg
RSW Fort Myers SW Florida Intl - YWG Winnipeg
RSWYWG
Fort Myers SW Florida Intl
Sat 11/7
7:05 am-4:50 pm
1 stop10h 45m
$205
Showing 1-10 of 17 resultsSorted 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.
RSW-YWG
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 August 21, 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.
Crew
8.5
Entertainment
7.8
Overall
7.8
Comfort
7.8
Boarding
8.1
Food
7.2
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Crew
8.5
Entertainment
7.8
Overall
7.8
Comfort
7.8
Boarding
8.1
Food
7.2
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
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.
Traveling to a place near Winnipeg?
Book flights to Winnipeg if you plan to visit one of these locationsPortage la Prairie
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Fort Myers and Winnipeg flights
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Popular flight searches
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Other flights to Winnipeg
Explore flights to Winnipeg departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 21, 2026.
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 7,457,451 searches. Data last updated August 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$535 | Average$624 | FlexibilityNo cancel fee | On-timeN/A |