YWG - RSW

$231 Find Cheap Flights from Winnipeg to Fort Myers

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Winnipeg to Fort Myers departing on 6/27. 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
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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$231
Typical prices: $502-$325
WestJet
Sat 6/27Sat 7/11
YWG - RSW • 1 stop
Top airlines
WestJet
Cheapest • from $231 (round-trip)
Delta
Best reviews • 7.9 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
Toronto (YYZ)
Cheapest • Avg $460 (round-trip)
Minneapolis (MSP)
Shortest trip • 6h 18m (one-way)
Insights
Insights
Insights
Insights
When to travel
September
Cheapest • 37% price drop
October
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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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

Sat, Jun 27 - Sat, Jul 11
WestJet Logo
6:15 am - 4:40 pm
YWG
-
RSW
9h 25m
1 stop
WestJet Logo
5:30 pm - 12:55 am
RSW
-
YWG
8h 25m
1 stop
$231WestJet
Sat, Sep 5 - Sat, Sep 19
WestJet Logo
6:15 am - 4:40 pm
YWG
-
RSW
9h 25m
1 stop
WestJet Logo
5:30 pm - 12:55 am
RSW
-
YWG
8h 25m
1 stop
$236WestJet
Sat, Sep 5 - Thu, Sep 17
WestJet Logo
6:15 am - 4:40 pm
YWG
-
RSW
9h 25m
1 stop
WestJet Logo
5:30 pm - 12:55 am
RSW
-
YWG
8h 25m
1 stop
$238WestJet
Sat, Oct 10 - Sun, Oct 25
WestJet Logo
6:15 am - 4:40 pm
YWG
-
RSW
9h 25m
1 stop
WestJet Logo
11:45 am - 7:15 pm
RSW
-
YWG
8h 30m
1 stop
$239WestJet
Thu, Sep 3 - Thu, Sep 17
WestJet Logo
6:15 am - 4:40 pm
YWG
-
RSW
9h 25m
1 stop
WestJet Logo
5:30 pm - 12:55 am
RSW
-
YWG
8h 25m
1 stop
$244WestJet
Sat, Sep 5 - Sat, Sep 19
WestJet Logo
6:15 am - 4:40 pm
YWG
-
RSW
9h 25m
1 stop
WestJet Logo
5:30 pm - 9:45 am
RSW
-
YWG
17h 15m
1 stop
$245WestJet
Sat, Jun 27 - Sat, Jul 11
WestJet Logo
7:45 am - 4:40 pm
YWG
-
RSW
7h 55m
1 stop
WestJet Logo
5:30 pm - 12:55 am
RSW
-
YWG
8h 25m
1 stop
$246WestJet
Thu, Oct 8 - Sat, Oct 24
WestJet Logo
6:15 am - 4:40 pm
YWG
-
RSW
9h 25m
1 stop
WestJet Logo
5:30 pm - 12:55 am
RSW
-
YWG
8h 25m
1 stop
$253WestJet
Thu, Jun 25 - Sat, Jul 11
WestJet Logo
6:15 am - 4:40 pm
YWG
-
RSW
9h 25m
1 stop
WestJet Logo
5:30 pm - 12:55 am
RSW
-
YWG
8h 25m
1 stop
$257WestJet
Fri, Oct 9 - Sat, Oct 24
WestJet Logo
6:05 pm - 4:40 pm
YWG
-
RSW
21h 35m
1 stop
WestJet Logo
5:30 pm - 12:55 am
RSW
-
YWG
8h 25m
1 stop
$263WestJet
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 June.

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 September, where tickets cost $299 (return) on average. On the other hand, the most expensive months are December and April, where the average cost of round-trip tickets is $760 and $675 respectively.

Find deals

Good to know

Low seasonMay
Cheapest flight$231
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly and prices are also 8% 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 $231 for a round-trip ticket.

  • 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.

  • 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 airline 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.
7.9
DeltaOverall score based on 8438 reviews
8.5Crew
8.1Boarding
7.2Food
7.8Entertainment
7.9Comfort
Airline reviews

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!

8.0 ExcellentPaul A, Apr 2026
ATL - MIA
Read more Delta reviews

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.

Snacks and included beverages were appreciated. Boarding went smoothly. Plenty of overhead bin space. Seats get very uncomfortable after a couple of hours. After waiting 10 painful minutes for my walker, a very nice Delta guest agent pushed me in a wheelchair to the gate. It was finally delivered to me after another 15 minutes . Our checked bag was on the carousel long b4 I was able to retrieve it. Fortunately it was still there but somewhere along the way the straps we used to secure it were removed and and were not reattached. Wish I had made note of the agents name.

The whole experience was excellent. As it most often is with Delta

We waited an hour on the runway to get a gate in Orlando

Flight was delayed by 3-hours and their fix was… complimentary pretzels.

The staff on board and gate was nice - a welcome change from the usual. We also arrived early, which was a great benefit, given that it takes 30 minutes plus to get bags at SRQ.

They took all carry-on luggage from Groups 6 -9 - I was group 5 and waiting in line to board - they made me check my luggage too. That then went to baggage claim and delayed departure from the airport. There was overhead room in my seating area - Delta over reacted. Also, had a gentleman next to me that took up 1/2 my seat.

Sorry I didn't realize I was writing a review for each leg. Please see my previous review - it applies to the entire flight, not just a single leg.

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

Information on your arrival and departure airports

Winnipeg (YWG)
Fort Myers (RSW)