YWG - RSW

C$ 242 Find Cheap Flights from Winnipeg to Fort Myers

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Winnipeg to Fort Myers departing on 19/11. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Fort Myers

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Winnipeg to Fort Myers, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Winnipeg to Fort Myers, as well as popular online travel agencies
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Flights Deals

Cheap Flights from Winnipeg to Fort Myers (YWG-RSW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Winnipeg to Fort Myers that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Winnipeg to Fort Myers

Sat, 1 Nov - Tue, 2 Dec
WestJet Logo
12:20 p.m. - 12:00 p.m.YWG-RSW
22h 40m1 stop
WestJet Logo
11:45 a.m. - 7:12 p.m.RSW-YWG
8h 27m1 stop
C$ 473WestJet
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Sat, 30 Aug - Mon, 8 Sep
United Airlines Logo
4:25 p.m. - 4:11 p.m.YWG-RSW
22h 46m2 stops
United Airlines Logo
5:14 p.m. - 1:09 p.m.RSW-YWG
20h 55m2 stops
C$ 484United Airlines
Find Deal
Tue, 21 Oct - Wed, 10 Dec
United Airlines Logo
4:25 p.m. - 9:40 p.m.YWG-RSW
28h 15m2 stops
United Airlines Logo
7:00 a.m. - 8:55 p.m.RSW-YWG
14h 55m2 stops
C$ 486United Airlines
Find Deal
Tue, 21 Oct - Wed, 10 Dec
United Airlines Logo
4:25 p.m. - 9:40 p.m.YWG-RSW
28h 15m2 stops
United Airlines Logo
8:00 a.m. - 8:55 p.m.RSW-YWG
13h 55m1 stop
C$ 487United Airlines
Find Deal
Fri, 31 Oct - Fri, 7 Nov
Air Canada Logo
11:05 a.m. - 7:42 p.m.YWG-RSW
7h 37m1 stop
Air Canada Logo
12:20 p.m. - 7:24 p.m.RSW-YWG
8h 04m1 stop
C$ 499Air Canada
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Tue, 21 Oct - Wed, 10 Dec
Air Canada Logo
7:00 a.m. - 2:43 p.m.YWG-RSW
6h 43m1 stop
Air Canada Logo
8:40 p.m. - 9:49 a.m.RSW-YWG
14h 09m1 stop
C$ 527Air Canada
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Wed, 27 Aug - Mon, 8 Sep
Delta Logo
12:43 p.m. - 11:08 p.m.YWG-RSW
9h 25m1 stop
Delta Logo
2:59 p.m. - 11:27 p.m.RSW-YWG
9h 28m1 stop
C$ 568Delta
Find Deal
Fri, 31 Oct - Fri, 7 Nov
Delta Logo
7:30 a.m. - 3:06 p.m.YWG-RSW
6h 36m1 stop
Delta Logo
8:00 a.m. - 7:12 p.m.RSW-YWG
12h 12m2 stops
C$ 572Delta
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Sat, 9 Aug - Sat, 16 Aug
 Logo
6:30 a.m. - 10:36 a.m.YWG-RSW
27h 06m3 stops
 Logo
4:44 p.m. - 7:24 p.m.RSW-YWG
27h 40m3 stops
C$ 786
Find Deal
Tue, 12 Aug - Sat, 23 Aug
 Logo
6:30 a.m. - 10:36 a.m.YWG-RSW
27h 06m3 stops
 Logo
4:44 p.m. - 5:41 p.m.RSW-YWG
25h 57m3 stops
C$ 835
Find Deal
Booking Insights

KAYAK's insights & trends for Winnipeg to Fort Myers flights

Get data-powered insights and trends into flights from Winnipeg to Fort Myers to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Winnipeg to Fort Myers?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Winnipeg to Fort Myers, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Winnipeg to Fort Myers is August, where tickets cost C$ 221 (return) on average. On the other hand, the most expensive months are July and September, where the average cost of round-trip tickets is C$ 934 and C$ 681 respectively.

How far in advance should I book a flight from Winnipeg to Fort Myers?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Winnipeg to Fort Myers, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Winnipeg to Fort Myers, you should book around 8 weeks before departure, which saves you about 53% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 9 weeks before departure.


Good to know

Low seasonAugust
Cheapest flightC$ 242
Best time to beat the crowds (60% less expensive on average)
Most popular time to fly and prices are also 13% lower on average.
Flight from Winnipeg to Fort Myers

When to book flights from Winnipeg to Fort Myers

Are your dates flexible? Find out the best times to travel from Winnipeg to Fort Myers based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Winnipeg to Fort Myers

  • What is the cheapest flight from Winnipeg to Fort Myers?

    In the last 3 days, the lowest price for a flight from Winnipeg to Fort Myers was C$ 176 for a one-way ticket and C$ 344 for a round-trip.

  • Which aircraft models fly most regularly from Winnipeg to Fort Myers?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Winnipeg to Fort Myers?

    Star Alliance, and SkyTeam are the airline alliances operating flights between Winnipeg and Fort Myers, with Star Alliance being the most commonly used for this route.

  • Which is the best airline for flights from Winnipeg to Fort Myers, Delta or WestJet?

    The two airlines most popular with KAYAK users for flights from Winnipeg to Fort Myers are Delta and WestJet. With an average price for the route of C$ 552 and an overall rating of 8.0, Delta is the most popular choice. WestJet is also a great choice for the route, with an average price of C$ 675 and an overall rating of 7.2.

  • How does KAYAK find such low prices on flights from Winnipeg to Fort Myers?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Winnipeg to Fort Myers.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Winnipeg to Fort Myers?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Fort Myers from Winnipeg is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Winnipeg to Fort Myers?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Fort Myers with an airline and back to Winnipeg with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Winnipeg to Fort Myers?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Fort Myers from Winnipeg up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 airlines flying from Winnipeg to Fort Myers

 
See real verified KAYAK customer reviews for airlines flying from Winnipeg to Fort Myers. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Winnipeg to Fort Myers? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 7980 reviews
8.5Crew
7.9Entertainment
8.2Boarding
7.3Food
7.9Comfort
Airline reviews

Check in process was terrible. Lady at counter didn’t know what she was doing

4.0 OkayAnonymous, Jul 2025ICN - SEA
Read more Delta reviews

Check in process was terrible. Lady at counter didn’t know what she was doing

Delayed and took off even later than the scheduled delay time

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

this crew didn't care much. bumping carts into seats more times than i care to remember

Everything was fine except the entertainment was not working for half of the flight.

Easy boarding with an extremely kind attendant. Seats were spacious and we had 3 seats for 2 people so we could stretch out. Comfortable air flow and very attentive and hospital attendants. Bathrooms and food were the only negative. Bathrooms were so small you could hardly get in and close the door. I don’t think an obese person would fit or a person with a movement disability. Food was the trending food for flights, nonexistent. We spent $40 getting sandwich and snack at airport for our 6 hour flught.

I am very bothered by the events today. I can't believe the flight attendants allowed someone to take my seat and made me move. It was embarrassing. I was in the right. The lady just didn't want move. I can't believe delta would allow this to stand and disrespect my rights as a passenger. The lady complained about her leg and that she couldn't move. Firstly somehow she was able to make it to row 24. Not sure how much her leg could have hurt. Secondly, I'm in plenty of pain myself. I just finished chemotherapy a several weeks ago. My body is constantly sore. Yet deltas flight attendants didn't appropriately protect my rights. In the end they found me a seat on the plane but I want to understand how delta can operate this way. They in essence allowed a bully to get their way.

After I checked in, I realized we had no seat assignment. It said they would be assigned at the gate. This was really frustrating because I usually use a lounge before flights, but I couldn't because I had to be at the gate to ensure we got our seat assignments. The gate agent arrived an hour before the flight left. I was the first one up to ask about seat assignments. She told us to wait for names to be called. Dozens of other passengers were paged, but we were not. Finally, I asked my husband to ask. He went up and was also told to wait. About 10 minutes later, they called for boarding. We still had not been told our seats. We went back to the desk and they were in a panic, saying we actually weren't on that flight. Then they made an announcement telling the stand by passengers to not board (in case we needed their seats). It was so stressful and unprofessional. Finally they gave us our seats. I have no idea what happened and why the two desk agents seemed to have conflicting ideas about our seats, whether we were on that flight etc.

Crew was friendly Love the entertainment in the seat head rest.

Other then mechanical/ computer problem and 3.5 hours flight delay the flight was great. I guess that what happened when you fly an old airplane now a day.

Staff were courteous and helpful. The only negative was the flight delays (which are usually unavoidable) and the high baggage price.

Absolutely terrible, from the customer service to boarding the plane. On the phone, there was some mishaps with getting in my correct date and they did not help me retrieve a refund or any assistance. I’m gonna be reporting to all my followers and family around the region of Los Angeles to New York.

Could not fly out of Canada. Called airlines on Monday, July 14th. Tried to cancel the flight 7 days away, but they said I could not cancel and there would be no refund.

A little disorganized but overall good. The Delta flights were great though

Price was good. Entertainment and food could have been better

Staff was nice, helpful, and did all they could. I understand economy seats are bottom of the barrel, but we're crammed in there with others in our row.

Our flight info was lost as the original booking was with westjet... almost missed our outbound flight trying to get it corrected. Inbound we had to reschedule completely as they didn't have our information and resold our seats ending up getting home much later than planned. The confirmation numbers we received from justfly for westjet didn't help anything with delta as they said we needed a delta confirmation which we never received. I talked with justfly and they said it's the airlines problem and with westjet and they said it is the 3rd party bookers issue.... so, not fun

They kept making changes to the itinerary. I actually wasn't able to go and i tried to get flight credit in exchange for the ticket, but the customer service chat was taking way too much time.

WestJet canceled my booking, replaced it with a booking that didn't work (departing from cruise ship), and didn't offer any flights that did work. Their only option was for me to cancel and go to another airline for more money. Which I did.

Nothing to like because my inbound flight was cancelled without notification by West Jet or third party, JustFly. I couldn’t take the inbound flight due to cancellation; therefore could not take the outbound flight back.

Upgraded to sit at the exit door so good leg room.

Orlando to Canada, despite being close and an international flight, the plane was not at all comfortable. It felt like the chair was being pushed forward, in addition to not having a TV and having to choose from a tiny glass of drink, for example, water or soda. I couldn't have both. When I asked the flight attendant for an extra glass of water, she looked at me with an ugly face. This is ridiculous. They don't want to give water to passengers. I will never fly with this airline again in my life.

The plane was filthy!!!! There were empty food wrappers in the pockets and worst of all a wad of hair where someone had obviously brushed their hair, cleaned out the brush and left the wad of hair in the pocket. It was the most disgusting thing I’ve ever seen!! The seats are so crammed together with NO leg room. The AC vent controllers do not adjust. I will likely not book another AC flight from Florida to Montreal.

Very tight leg room and not a fan of the new policy on no free carry on luggage. Besides that, it was fine.

Good, only discomfort was consistent turbulence through the 3 hour flight. Not sure if in companies control though.

It was a lovely flight. Very attentive crew, comfortable seats, good food and entertainment. Highly recommended. Only difficulty was with their app.

Terrible. Flight was delayed for hours and we ended up arriving at our home at 4am after 20+ hours flying.

Flight was cancelled around 45 -1hr minutes before scheduled take off time due to mechanical issues we hadn’t even boarded yet. Had to reroute to Orlando so someone had to drive 2 1/2 to come and get me… the alternative was go through Toronto and get a later flight which didn’t work for my schedule. The flight attendants barely gave anyone a smile…not the same as flying when a client/passenger was important. Very disappointed. By the way I have never ever made a complaint online about any company with feedback…even when I probably should have. The only good experience was the boarding desk associates who were very professional and got me on another flight with my checked bags…very nice team.

Flight delay, cancellation rescheduling and misdirected luggage which created some stress. It all worked out in the end.

My plane was cancelled and had to be rebook for the evening was not happy.

Everything you need to know for your flight from Winnipeg to Fort Myers

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