YWG - RSW

$255 Find Cheap Flights from Winnipeg to Fort Myers - Compare and Save

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 8/5. 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, 0 bags

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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$289
Typical prices: $560-$881
WestJet
Wed 12/2Fri 1/22
YWG - RSW • 1 stop
Cheapest one-way
$255
Typical prices: $220-$297
Delta
Wed 8/5
YWG - RSW • 1 stop
Top airlines
Cheapest • from $289 (round-trip)
Best reviews • 7.8 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Winnipeg and Fort Myers. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $389 (round-trip)
Shortest trip • 7h 17m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 44% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Fort Myers!
Flight Deals
Booking Insights
Flight 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

Wed, Dec 2 - Fri, Jan 22
WestJet Logo
12:20 pm - 11:00 am
YWG
-
RSW
21h 40m
1 stop
WestJet Logo
11:45 am - 7:15 pm
RSW
-
YWG
8h 30m
1 stop
$289WestJet
Wed, Dec 2 - Fri, Jan 22
WestJet Logo
12:20 pm - 11:00 am
YWG
-
RSW
21h 40m
1 stop
WestJet Logo
11:45 am - 7:15 pm
RSW
-
YWG
8h 30m
1 stop
$290WestJet
Wed, Dec 2 - Fri, Jan 22
WestJet Logo
12:20 pm - 11:00 am
YWG
-
RSW
21h 40m
1 stop
WestJet Logo
11:45 am - 7:15 pm
RSW
-
YWG
8h 30m
1 stop
$295WestJet
Wed, Dec 2 - Fri, Jan 22
WestJet Logo
12:20 pm - 11:00 am
YWG
-
RSW
21h 40m
1 stop
WestJet Logo
11:45 am - 7:15 pm
RSW
-
YWG
8h 30m
1 stop
$299WestJet
Tue, Dec 1 - Thu, Jan 21
Delta Logo
12:30 pm - 10:54 pm
YWG
-
RSW
9h 24m
1 stop
Delta Logo
4:10 pm - 11:34 pm
RSW
-
YWG
8h 24m
1 stop
$300Delta
Tue, Dec 1 - Thu, Jan 21
Delta Logo
12:30 pm - 10:54 pm
YWG
-
RSW
9h 24m
1 stop
Delta Logo
4:10 pm - 11:34 pm
RSW
-
YWG
8h 24m
1 stop
$301Delta
Tue, Dec 1 - Thu, Jan 21
United Airlines Logo
8:30 am - 10:39 am
YWG
-
RSW
25h 09m
2 stops
United Airlines Logo
4:45 pm - 11:39 am
RSW
-
YWG
19h 54m
2 stops
$312United Airlines
Tue, Dec 1 - Thu, Jan 21
Delta Logo
12:30 pm - 12:35 am
YWG
-
RSW
11h 05m
2 stops
Delta Logo
11:00 am - 11:34 pm
RSW
-
YWG
13h 34m
2 stops
$340Delta
Sat, Oct 31 - Wed, Nov 4
Delta Logo
6:35 am - 6:53 pm
YWG
-
RSW
11h 18m
2 stops
Delta Logo
11:00 am - 11:34 pm
RSW
-
YWG
13h 34m
2 stops
$363Delta
Tue, Dec 1 - Thu, Jan 21
Air Canada Logo
7:30 am - 5:27 pm
YWG
-
RSW
8h 57m
1 stop
Air Canada Logo
7:00 am - 4:36 pm
RSW
-
YWG
10h 36m
2 stops
$381Air Canada
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.

How much is a round-trip flight from Winnipeg to Fort Myers?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Winnipeg to Fort Myers departing in December.

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 July, where tickets cost $248 (return) on average. On the other hand, the most expensive months are December and March, where the average cost of round-trip tickets is $760 and $567 respectively.

Good to know

Low seasonJuly
Cheapest flight$255
Best time to beat the crowds with an average 44% drop in price.
Most popular time to fly and prices are also 10% 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 5 days, the lowest price for a flight from Winnipeg to Fort Myers was $255 for a one-way ticket and $289 for a round-trip.

  • Do I need a passport to fly between Winnipeg and Fort Myers?

    A passport is required to fly from Winnipeg to Fort Myers.

  • Which airports will I be using when flying from Winnipeg to Fort Myers?

    Winnipeg airport is called Winnipeg and the only airport in Fort Myers is Fort Myers SW Florida Intl.

  • 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?

    SkyTeam is the only airline alliance operating flights between Winnipeg and Fort Myers.

  • 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 $506 and an overall rating of 7.8, Delta is the most popular choice. WestJet is also a great choice for the route, with an average price of $306 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. Booking your flights between Winnipeg and RSW can sometimes prove cheaper using this method.

  • 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 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.
7.8
DeltaOverall score based on 8438 reviews
8.5Crew
7.8Comfort
7.8Entertainment
7.2Food
8.1Boarding
Airline reviews

Third flight in two months where the crew was not there. Comfort seating does not guarantee overhead bin space. Passengers with children are allowed on the plane first - if you are flying to and from Orlando, this means half the plane has boarded before you get on. And somehow all the bin space is taken up. 3 out of 5 flights have had issues with equipment or procedure. Some of these instances caused the flight to be delayed because of a "nuisance" light. One time it was a bag that had been brought on board but did not belong to anyone so we had to return to the gate. Last night we were told the "AC" on the plane doesn't work well and we're 10th for take off- because the crew was late - and that it will get cool when we're in the air. Not sure if this is usual, but I didn't think flight crew could jump seat in first class. Movie and TV selection has not been refreshed for several months- flying one to two round trips each month easily exhausts the list of content.

2.0 MediocreHeather, Jun 2026
LGA - MCO
Read more Delta reviews

Third flight in two months where the crew was not there. Comfort seating does not guarantee overhead bin space. Passengers with children are allowed on the plane first - if you are flying to and from Orlando, this means half the plane has boarded before you get on. And somehow all the bin space is taken up. 3 out of 5 flights have had issues with equipment or procedure. Some of these instances caused the flight to be delayed because of a "nuisance" light. One time it was a bag that had been brought on board but did not belong to anyone so we had to return to the gate. Last night we were told the "AC" on the plane doesn't work well and we're 10th for take off- because the crew was late - and that it will get cool when we're in the air. Not sure if this is usual, but I didn't think flight crew could jump seat in first class. Movie and TV selection has not been refreshed for several months- flying one to two round trips each month easily exhausts the list of content.

Definitely a southern flavor. Cordiality was evident even though no drinks or snacks were served.

No service flight that took 5 hrs and a stop at an unscheduled airport. Crew and pilots did their jobs

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

Was revoked with Jet Blue due to delay from Kenya Air

Everything could and should be better. We are paying for, it's not a favor, it's a service and should involve quality, responsibility and respect.

Round trip flight to Canada and back to the US was smooth and efficient.

Overall Good! The weather delayed our takeoff from Atlanta and our arrival in Miami! If Mother Nature can mess up a flight she will do it every time!

N Everything was perfect from boarding to assistance to baggage in Tampa

I lost my plane and spend 5 hours at the airport arriving at Buffalo at 1 am taxis are very expensive at that time.

Despite travelling ultra basic for the first time due to such increased rates we both managed with one bag each. Even boarding last wasn’t SO bad.

I loved the fact it was on time and it was a smooth flight to my destination.

Service was okay except attendant over served alcohol to passenger and passenger got tipsy and made me uncomfortable

Could not make the flight. No one would help us at all

The agents at the Kelowna YLW airport were really grumpy. Same with oversized baggage person. Staff on the plane were great.

Flight was early. That’s the only positive I can share. I paid for wifi on the flight and it didn’t allow me to use any streaming services so it was a waste of $20. West Jet also lost my ski equipment on my way to a ski vacation. They told me it would be delivered to the hotel as soon as it arrived at the airport. It was never delivered. I had to pick it up at the airport on my way home. I am completely disgusted with my experience on west jet

The window seat on the emergency row was too small. I had a different seat booked and they moved me. My seat remained open. It was very uncomfortable.

Experience was good, the wifi hook up is somewhat tough

Great flight, great landing, nice staff. Our seats were a little cramped.

I will not be flying with westjet again. I was uncomfortable in my seat. The position made my back hurt so bad. My wife was able to fit the seatbelt around her with out an extension but was unable to put the tray table down or fit in the seat for that matter. Our bag was smashed and I spent two hours trying to fill out the application for a damaged bag before I gave up. The 80 photos I took would not work and nothing telling me the format to upload them as.. I made the mistake of unpacking the bag before taking photos so no claim for me. Next trip to Canada I will have to use air Canada.

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

Information on your arrival and departure airports