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Find cheap flights from Winnipeg to Fort Myers

YWG - RSW

Find cheap flights from Winnipeg to Fort Myers

Round-trip
Economy
Winnipeg (YWG)
Fort Myers SW Florida Intl
Thu. 28/1
Thu. 4/2
Any month
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Good to know

Low season

May Best time to beat the crowds (21% less expensive on average)

High season

December Most popular time to fly (25% more expensive on average)

Average price round-trip

C$ 587 (avg. price over the last 2 weeks)

Good deal round-trip

C$ 342 or less

Good deal one-way

C$ 217 or less

When to book flights from Winnipeg to Fort Myers

Estimated round-trip price
Average price per month
Flight prices as travel date approaches
-1 day
-2 days

Top tips for finding a cheap flight

  • Looking for a cheap flight? 25% of our users found flights on this route for C$ 276 or less one-way and C$ 435 or less round-trip.
  • The cheapest flight from Winnipeg to Fort Myers was found, on average, 0 days before departure.
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be November, December and January. The cheapest month to fly is May.

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Top 3 airlines serving Winnipeg to Fort Myers SW Florida Intl

Scores according to KAYAK customer reviews

7.9
Delta
Overall score based on 28,935 reviews
8.1
Boarding
7.8
Comfort
8.5
Crew
7.8
Entertainment
7.5
Food
Airline reviews

Pros: "Don’t go overboard"
Cons: "Cleaner"

Pros: "Flight was on time and boarded and de-boarded quickly."
Cons: "Video entertainment system did not work at first and had to be rebooted."

Cons: "It’s time to update the snacks, bu thank you for serving more than just peanuts. I was very cold on the flight - unusual, but definitely very chilly."

Pros: "Korean air is a step above the rest. Best airline in the business"
Cons: "No WiFi on the flight, but there is so much media offered you really forget"

Pros: "Maria in Winnipeg tried to find me decent connections. She did book me into a hotel in Boston as I missed connection 3 times!!!!"
Cons: "Flights that arrive and leave on time. How can one plan a trip if flights are continually cancelled or delayed. Very frustrating and a very unhappy customer."

Cons: "Excellent"

Pros: "Nothing"
Cons: "Everything"

Pros: "Nothing"
Cons: "Everything"

Pros: "Excellent flight - smooth, comfortable seats (exit row with lots of leg room), in-flight entertainment was great, snacks and drinks served when I needed. Got to Cincinnati earlier than expected. Couldn't have gone better really."
Cons: "I will say the flight to Orlando including an upcharge of $100 for a bag that was 10lbs overweight. I was INCREDIBLY frustrated at the crazy price. I understand fees would apply to overweight bags but $100???? Kind of ridiculous"

Pros: "Delta is wonderful! Helpful and on time."

Cons: "First class almost always guarantees a much better experience!"

Cons: "Overall, a good short flight."

Pros: "Newer planes with extra large overhead bins are great and the boarding process is much easier and smoother now with all the various breakdown of groups instead of by row."

Cons: "Late boarding. Slow de-boarding."

Pros: "Crew was so friendly!"
Cons: "Food; movie choices"

Pros: "Flight attendant Bret wen out of his way to help us locate a lost pillow."
Cons: "First flight attendant asking about the pillow she found in the aisle and kicked to the side."

Pros: "On time departure and arrival"
Cons: "Paying for seats"

Pros: "Nice people"
Cons: "Waiting at gate in KC"

Pros: "It’s become a mediocre airline."
Cons: "Everything."

Pros: "The crew"
Cons: "The turbulence. Poor california git lits of smoke."

Pros: "It was a smooth boarding, flight and exit out of the plane."

Pros: "The boarding was smooth and in time. I enjoyed the WiFi service and the extra room in the seats. Plane was gorgeous! Staff was courteous and professional."

Pros: "The quickness of boarding n the crew"
Cons: "the landin n small seats"

Pros: "In flight entertainment is nice but only seems to happen on shorter legs of the trip. Also, too many useless interruptions from crew during movie. You don't have to keep thanking the passengers throughout the flight. And the volume through your headset is way too loud on crew announcements compared to regular listening volume of your program."
Cons: "Forced on later flight."

Pros: "Once we finally boarded, it was fine- plane was new and clean and entertainment system was great. Agents did the best they could with limited information on flight status. Provided snacks at departure gate- but they were all unhealthy."
Cons: "Flight originally booked with 2:30pm departure time, was pushed to 4:30pm a few weeks in advance. Then the flight was delayed on the day by 30 minute intervals until 9pm. Finally, we were switched to a different gate to board a different plane. Then sat on the plane at the gate for another hour so they could load all the bags. We didn't take off until 10:30pm- painful."

Pros: "on time, good service,"
Cons: "i agreed to check in my bag at the gate when they asked for volunteers thinking I would get it at the gate of my destination but after i checked it in in gate attendant informed me that i would get my bag at the baggage claim"

Pros: "Free movies. Clean and modern look to airplane."
Cons: "Could not get wifi to work."

Cons: "My initial flight was changed from 9 am to 5:55 am.... this is. It what I wanted or I would have purchased it. On this flight we had a 3.5 hour delay for mechanical!!!"

Pros: "spacious comfortable seats"
Cons: "I waited in line at Virgin Australia for 35 minutes only to be told that I was actually on a Delta flight even though my itinerary said Virgin Australia. good thing I was early to airport or I would of missed my flight because I had to go find Delta check in"

Pros: "Quick boarding, clean plane, good entertainment system."
Cons: "Used a neck/back pillow and jacket against hull to try and keep my shoulder and arm from freezing solid. I usually sit by the window on a couple dozen flights per year, and it has never been this cold on my arm. I wonder if a heating pad would work on their outlet?"

Pros: "Fast boarding, we even left early! Very kind crew. Flight was WAY shorter than it said on our itinerary!"
Cons: "No TVs and couldn’t get wifi to work. Small plane, slightly uncomfortable."

Pros: "Courteous crew and smooth flight"
Cons: "Nothing"

Pros: "Delayed 2 hrs"

Pros: "On time service &no damaged luggage!"
Cons: "Nothing"

Pros: "Friendly staff and crew. On time efficient boarding. Security in SEA-TAC less than 5 min. Different snacks both flights. Prompt service. On time. Power sources at seats worked."
Cons: "Airport gate area in LAX filthy. No seats. Garbage cans overflowing. Bathrooms smelled like New Orleans street on a Sunday morning. Entertainment system broken."

Pros: "consistently good"
Cons: "no problems... a little late because of uncontrollable factor... WEATHER"

Pros: "Comfortable aircraft with tv in the seats"
Cons: "Huge delay on my flight and most other flights from LaGuardia that day, lack of information on reasons for the delays ."

Cons: "Weather delay"

Pros: "I paid only $100 more round trip to DTW from SLC then I would have with other carriers, minus the hassle of connecting flights and paying fees that they don't tell you about up front (like $25 for a carry-on bag, oh and a another $12 per leg for a window seat). My experience, like my previous Delta experiences was absolutely enjoyable. From the quick boarding, super friendly gate agents, and flight crew, to the free on board entertainment, Delta has won me over once again. Oh and did I mention how great it is to board a flight, relax and watch a good movie, take a small nap, and deplane at your destination! Awesome!!"

Pros: "Left ontime, arrived 30minutes early."

Pros: "The attendants on flight were amazing! The flight was perfect! We arrived early!"
Cons: "None"

Pros: "Nothing in particular"
Cons: "So I originally had the free seat 11A. The app offered me what looked like a bulkhead from the seat map on the app at seat 10A for additional $19. I feel for it. No bulkhead, no extra room, nothing, waste of $19"

Pros: "On time...great service!"
Cons: "Seats were a bit narrow."

Pros: "Even though we couldn't reserve our seats we where able to call and change our seats to be together. (Mom dad and 2 toddlers)"

Pros: "Video screens at each seat!!! Thank you Delta!"
Cons: "Nothing, everything was great!"

Pros: "Flight was on time. Crew very friendly. Plane was clean, boarding very organized but I would suggest boarding from the back forward. This would eliminate blocked aisles."

Pros: "Friendly, hard working flight crew"
Cons: "Flight delayed 2.5 hours. Not necessarily their fault, but they rarely communicated why or what to expect. Despite signing up for SMS notifications, I'd find out from Kayak more than I did from Delta."

Pros: "Our original flight delayed and then cancelled and the need help kiosk was quick to provide an alternative. Better aircraft and good flight compared with the original flight"
Cons: "The replacement flight has been delayed almost 2:30 hours due to bad weather in NYC."

Pros: "Frontline staff were nice."
Cons: "Our flight was canceled last minute. Instead of a direct flight to start vacation, we ended up with a five hour layover in Atlanta. And to top it all off, they tried to double charge us for a checked bag fee."

Pros: "Got there"
Cons: "Way too expensive"

Pros: "Service"
Cons: "All was as good as expected"

Pros: "I like the app to tell me where is my baggage. Thanks"

Cons: "More drinks, snacks"

Pros: "On time, great cabin crew"
Cons: "Q400 is cramped, noisy and awful overhead storage"

Pros: "On time, crew was cheery!"

Pros: "It was canceled"

Pros: "Comfortable seat - great service"

Cons: "The flight was fine, but the aircraft arrived 3 hours late. That’s a long wait."

Cons: "Delays"

Pros: "Service counter staff was helpful to confirm seating although I did not like being put on standby. This happens too often with Air Canada."
Cons: "Stop the overbooking!!!!!"

Pros: "Crew was friendly"

Pros: "Staff were pleasant"

Pros: "Flight departed on schedule, and landed early."
Cons: "Due to the checked baggage fee, everyone brings massive, heavy carry ons that clearly are oversized and then overhead bins get full fast. I don't understand why airlines don't check people's carry on luggage for size and weight."

Pros: "Bags were available when we got to carousel"
Cons: "It took longer than average for them to open doors once at gate. That’s probably why bags were available."

Pros: "Business class was comfortable."
Cons: "Flight was delayed 2 hours."

Pros: "Short flight, crew."
Cons: "Delays and boarding."

Cons: "I don’t like the head games air Canada plays when they know the flight is probably not going to leave for three hours and they purposely don’t update the flight details. Only update every 20 minutes for a three hour delay...."

Pros: "Plesant ride"
Cons: "Flight took longer to depart due to boarding and de-icing"

Pros: "Size of seats and entertainment"
Cons: "Late leaving, slow baggage claim"

Pros: "Une catastrophe à tous les niveaux"

Pros: "The crew was professional and polite"

Pros: "Overall it was a quick and painless flight. The crew was friendly and we had no problems!"

Pros: "Great movie selection"
Cons: "Late departing and on arrival the ground crew wasn't available so we were stuck on the plane awaiting their arrival. I can't understand scheduling issues that end up leaving jets stranded."

Cons: "Rouge legroom has gotten to the point of being dismal. The seats are thin and uncomfortable - don't even try reclining though, or you'll be in the face of the person behind you. I buy flight passes which are good on Air Canada as well but Air Canada has taken away all the non- Rouge flights and I am left with no choice. On a 5pm flight out of Toronto, all the hot food choices were gone by the time they were 8 rows into food and beverage service. I'm seriously thinking of moving my loyalty status to West Jet. If only they had flight passes."

Pros: "Best price , left on time and even arrived early !"
Cons: "Flying is and will always be the worst part of any trip."

Pros: "Crew was very nice and helpful."
Cons: "Didn't like how we had access to wifi but only to use the air Canada app and not for our personal apps."

Cons: "Seats are so close together. No room. No tvs."

Pros: "Planes were clean, relatively comfortable & flight attendants were polite. Flights that had individual screens on the seatbacks offered good movie choices."
Cons: "Ugh. Delays of 1-2hrs each on 3 of 4 flights for one trip. Missed connecting flight in Toronto. Baggage was a disaster. No communication between staff, was told something different by each person I spoke with. Flew to London & didn't get my bag for 3 days. Flight delays put me in to London a day late, wearing same clothes without access to my bag & lost 4 more hours of site-seeing time following day calling the airline & trying to meet up with courier delivering my bag. Then on my 7hr midday flight back to the states our plane had no screens at all for in flight entertainment. Security and Customs check process was ridiculously long. Waiting in line after line, and the automated kiosks processing passports were fickle delaying lines & leading to further follow up by staff. Very confusing and overheard several passengers talking about missing connecting flights. I highly recommend not flying Air Canada until they become more organized."

Cons: "The flight left almost 1 hour late because paperwork wasn't signed off"

Pros: "We loved watching the movie "Keanu" together on the rented iPad. The soundtrack was hard to hear on the earbuds though."

Cons: "2h and 4h30 h late"

Pros: "Seating was fine on their "normal" flights."
Cons: "Regarding Air Canada Rouge service: If you are over 6' in height your knees will not fit in the assigned space."

Pros: "cruising slightly high to avoid turbulence, the way from Toronto to Winnipeg we were flying on altitude 26,000 and then 30,000 feet. on west jet we were flying on altitude 39,000 feet with less turbulence. thanks"

Pros: "Leg room is comfortable"
Cons: "Flight had one and half hour delay. I did not get E-mail reminder for Check-in, for my return flight from Toronto."

Pros: "The Boeing 787 is a very nice, state-of-the-art aircraft. The cabin temperature and pressure are excellent and comfortable. The entertainment options were great."
Cons: "I only booked this ticket 3-4 months ago, and Air Canada decided about 3-4 weeks before departure to change their Inchon-Toronto route to 2-3 hours later. This really messed up my trip, increasing my total travel time from Bangkok to Columbus, Ohio from about 30 hours to about 36 hours. My wife and son will have the same issue in two weeks. The YYZ to Columbus leg was delayed over one hour, as well, extending the trip even more. The Jazz terminal in YYZ atrocious and hot. I also didn't comment on our trip from CMH to Bangkok, mostly on Air Canada. The 787 on the YYZ NRT leg had a computer issue, which is understandable. However, we were waiting for the extra pilot (for the long leg) for nearly an hour after the airplane was fixed. So my main input to Air Canada is: it doesn't really matter if you have the very best equipment. If your scheduling isn't working (maintenance, crewing, route changes, etc.), you create unhappy customers. I will avoid Air Canada in the future, as 3 of the 4 legs I had on AC tails did not go smoothly."

Cons: "Same movies"

Pros: "wonderful airplane fantastic crew endless options for entertainment"
Cons: "wonderful airplane fantastic crew endless options for entertainment"

Pros: "The saftey"
Cons: "Food"

Pros: "the crew members were very helpful.friendly and accomodating."
Cons: "no real concerns.If anything being a 3 and half hour flights snacks could have been served"

Pros: "Check in was excellent"
Cons: "Flight was 4 and half hours late for weather and mechanical reasons. Airline responded very well but such a long delay is annoying"

Pros: "Service was good"
Cons: "Delay and almost miss my connection flight... and its not the first time with Air Canada"

Pros: "On time or early"

Cons: "The crew stayed at the back of the plane and we could clearly hear them talking about things other than work. Meanwhile they could have been providing a bit more service to the passengers."

Pros: "On the plus side, the service was great."
Cons: "There is just not enough space in the seats! I am not a tiny person and my trip was not helped by the fact that the seats are too narrow to comfortably seat people larger than a size 10!"

Pros: "Familiar."
Cons: "Bumpy descent"

Pros: "getting to my connecting flight on time"
Cons: "There was nothing to hate"

Cons: "$800 to fly to Florida from YYZ and then paying for baggage and food on top? Horrendous! Booked well in advance so not even paying a "last minute premium"."

Pros: "The information screen did not work... Air Canada booth at Winnipeg staff excellent.. Calgary terrible"

Pros: "Everything was great"

Pros: "On time even with minor delay in boarding"

Cons: "I was not on this flight because my previous United flight was late! So I am having to sit all from 8:00 am till 8:25 pm in the airport. I am not happy."

Pros: "My flight on another airline cancelled -- I rescheduled on a later flight with United but arrived at the airport in time to catch an earlier flight that had been delayed. United allowed me to move to the earlier flight without any penalties in recognition of all that was going on. Thanks."

Cons: "Delayed an hour on mechanical problems..but free movies and TV provided to help ease pain"

Cons: "Baggage did not make the connecting flight. Their baggage service is poor. Didn’t receive my 2 bags until 10:30pm the next day."

Cons: "No entertainment on this flight"

Pros: "No delay, not crowded"

Cons: "The temperature on the plane was close to that of a freezer. Very cold for some unusual reason. Otherwise a great flight -- on time departure and arrival -"

Pros: "Liked excellent food and beverage service by courteous and attentive crew. Flight was listed as serving only snacks so was surprised to be served an excellent Asian Noodle and Steak Salad and continuous beverage service. Flight attendant responded immediately when I had trouble with my headphone cable and brought me a replacement cable. Entertainment option with wide choice of live television was fine for flight and helped make flight go by fast. This was our first use of first class service, and we would consider it again. I had unsatisfactory experience with United last year and saw great improvement."
Cons: "I would have preferred not having to travel to Newark to get Florida flight since Newark Airport was crowded and boarding experience took too long."

Cons: "I will not pay extra to access any in-flight entertainment on a flight. I prefer Air Canada's free in-flight screen access wirh unlimited movies available."

Pros: "All went well on on time and service was good."

Pros: "2nd class flight attendants were amazing they felt bad about the Greg situation . So we call ourselves second class as a joke now ."
Cons: "Went to use the bathroom in first class since one bathroom was locked and there was a very long line. He made me feel so uncomfortable and embarrassed me saying this is first class and it's a rule. Very rude horrible service"

Pros: "Same as above."
Cons: "Same as above."

Cons: "I was on a flight that had tvs in the headrest and had to pay to use the entertainment. Last united flight I was on before that I was able to watch free movies on my laptop. That was much better because I could select what I wanted also without paying for it."

Pros: "quick boaeding"
Cons: "cramped seating"

Pros: "Flight was on time."
Cons: "Always a cramped flight, miracle there was overhead room for my bag."

Cons: "Flight crew didn't seem very friendly"

Pros: "Snacks were stale"

Cons: "Drink/snack service was slow because of limited staff."

Pros: "The plane itself was very clean! We really enjoyed having the tv's. boarding and replaning, was very fast so it was nice!"
Cons: "Sadly, the crew seemed miserable. Nobody smiled. Especially the male flight attendant. We felt more like a burden than a guest. Sorry, but it was true. I believe it was our first time flying united. No snacks on the flight, just drinks, that's ok though."

Cons: "No leg or arm room it's like a Cattle car We are not cattle! Would it kill you to give a few more inches in either direction? NO it would not !"

Pros: "They allowed us to watch movies on our phones for free."
Cons: "I tried to cancel my reservation and they wanted to charge me $200 to cancel a $279 flight. My seat would not recline at all."

Pros: "No delays."

Cons: "We were delayed a bit by the plane arriving into Chicago late but the pilot did a good job trying to make up some time in the air."

Cons: "Never gave me the option to select seat."

Pros: "Everything went well. On time ,arrived early. Easy fast boarding. Flight was not over booked so plenty of space."

Pros: "The airport was nice and had plenty amenities. Good restaurant choices, places to shop, plenty of places to sit and relax with cell charging stations. Lots to keep you entertained while you have a layover."
Cons: "Plane was over crowded.the seats are narrow and uncomfortable. Person behind me was constantly kicking the back. I was in the window seat and the guy next to me had a large athletic physique and was over-flowing into my personal space. On top of that he had a severe case of toxic flatulence."

Pros: "We took off 4 hrs late because of a brake issue. But we did make it. They didn't cancel."

Pros: "Nothing . Over packed, no were to put my carry on. Un comfortable"

Pros: "We arrived safely in fort Myers which was the most important part! The plane was very clean and I like the leather seats."
Cons: "The flight was delayed waiting for an aircraft."

Pros: "Prompt departures, pleasant staff clean plane"

Pros: "cheerful, helpful crew text message giving me flight updates"
Cons: "flight was late due to unavailable equipment no peanuts for those of us who must have gluten-free snacks"

Pros: "Price was fair"
Cons: "Bathroom was nasty"

Cons: "It took forever to board!"

Pros: "Departed on time and arrived early."
Cons: "Direct TV out most of the flight"

Pros: "Crew were great. Seat reassignment was great."
Cons: "No good snacks no entertainment. Boarding was awkward."

Pros: "Nice and smooth flight"
Cons: "No free entertainment and paid checked baggage but at reasonable cost"

Cons: "without notice, plane made significant shift ..about 70 degrees..... Passengers began to scream. after about 5-10 minutes, pilot announces we were 10 miles away from plane in front of us and got caught in its tail wind. I was never so frightened on an airplane as this flight."

Pros: "More legroom than previous flight on B737."
Cons: "Why would you pay to watch anything? We don't care for Direct TV. Just give us something to watch w/o paying."

Pros: "coffee was good"
Cons: "Only got to serve it once due to turbulence"

Pros: "The staff was friendly and accommodating. The flight was smooth."
Cons: "Nothing"

Pros: "The United site suggested to arrive 1 hour prior; however, I came within seconds of missing this flight because of the lines at security."
Cons: "Security lines"

Pros: "How the flight attendance was pleasant"
Cons: "Everything was great"

Pros: "The seating was very good and so was the flight"

Pros: "On time"
Cons: "The way they board the plane is rediciulous, this 1-5 boarding process is horrible."

Cons: "Flight was delayed 3 hours due to mechanical issues. The AC was not working but they had us sit in the plane for an hour in the heat while they tried to fix it. Then finally had us deplane to wait for replacement plane. Not that the employees weren't polite and courteous because they were, but the last time I had a delay like that the airline gave everyone vouchers for $100 off next flight they booked. Your company let us watch TV for free. Hardly comparable!"

Cons: "Delay"

Pros: "The crew was so pleasant and the plane was very clean"

Cons: "The departure monitor first said "on time," then "awaiting aircraft," with ever-later estimates for departure. There was little confidence that there would even be a plane."

Pros: "On Time, polite smiling crew, happy passengers, overall excellent."

Read more about Delta
COVID-19 information

Safety measures for airlines flying from Winnipeg to Fort Myers

Airlines flying from Winnipeg to Fort Myers have enacted additional safety measures and adjusted policies to better accommodate travellers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters on flights from Winnipeg to Fort Myers

Mandatory masks

Masks required on board, masks provided on flights from Winnipeg to Fort Myers

Social distancing seating

Middle seats unavailable to book on flights from Winnipeg to Fort Myers

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Winnipeg to Fort Myers

Book cheap flights from Winnipeg to Fort Myers

Recent round-trip flight deals

12/4
Mon.
1 stop
Air Canada
23h 59m
YWG - RSW
13/4
Tue.
1 stop
Air Canada
16h 13m
RSW - YWG
12/4
Mon.
1 stop
United Airlines
6h 44m
YWG - RSW
13/4
Tue.
2 stops
United Airlines
10h 31m
RSW - YWG
12/4
Mon.
2 stops
Delta
8h 42m
YWG - RSW
13/4
Tue.
1 stop
Delta
6h 18m
RSW - YWG
12/4
Mon.
2 stops
Air Canada
13h 24m
YWG - RSW
13/4
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1 stop
Air Canada
8h 40m
RSW - YWG
25/2
Thu.
2 stops
Air Canada
32h 09m
YWG - RSW
4/3
Thu.
2 stops
Air Canada
12h 53m
RSW - YWG
12/4
Mon.
2 stops
United Airlines
12h 30m
YWG - RSW
13/4
Tue.
2 stops
United Airlines
10h 31m
RSW - YWG
25/2
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1 stop
Air Canada
17h 54m
YWG - RSW
4/3
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2 stops
Air Canada
17h 53m
RSW - YWG
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