RSW - YWG

$263 Find Cheap Flights from Fort Myers to Winnipeg

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Fort Myers to Winnipeg departing on 4/29. 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 Winnipeg

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Fort Myers to Winnipeg, 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 Fort Myers to Winnipeg, 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
$414
Multiple Airlines
Mon 4/13Thu 4/23
RSW - YWG • 2 stops
Cheapest one-way
$269
Delta
Wed 4/29
RSW - YWG • 2 stops
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We hope you love your trip to Winnipeg!
Flight Deals
Booking Insights
Flight Deals

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

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Fort Myers to Winnipeg 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 Fort Myers to Winnipeg

Mon, Apr 13 - Thu, Apr 23
Multiple Airlines Logo
6:46 pm - 6:05 pm
RSW
-
YWG
24h 19m
2 stops
Multiple Airlines Logo
5:10 pm - 10:55 am
YWG
-
RSW
16h 45m
1 stop
$414Multiple Airlines
Tue, Apr 14 - Thu, Apr 23
Multiple Airlines Logo
11:40 am - 7:09 pm
RSW
-
YWG
8h 29m
1 stop
Multiple Airlines Logo
5:10 pm - 10:55 am
YWG
-
RSW
16h 45m
1 stop
$446Multiple Airlines
Tue, Apr 14 - Thu, Apr 23
WestJet Logo
11:40 am - 7:09 pm
RSW
-
YWG
8h 29m
1 stop
WestJet Logo
9:00 pm - 10:55 am
YWG
-
RSW
12h 55m
2 stops
$469WestJet
Tue, Apr 14 - Thu, Apr 23
WestJet Logo
11:40 am - 12:40 am
RSW
-
YWG
14h 00m
2 stops
WestJet Logo
9:00 pm - 10:55 am
YWG
-
RSW
12h 55m
2 stops
$485WestJet
Mon, Apr 13 - Thu, Apr 23
WestJet Logo
11:40 am - 12:39 am
RSW
-
YWG
13h 59m
1 stop
WestJet Logo
5:00 am - 10:55 am
YWG
-
RSW
28h 55m
1 stop
$536WestJet
Tue, Mar 3 - Tue, Mar 10
WestJet Logo
11:40 am - 7:09 pm
RSW
-
YWG
8h 29m
1 stop
WestJet Logo
12:20 pm - 10:55 am
YWG
-
RSW
21h 35m
1 stop
$546WestJet
Mon, Apr 13 - Thu, Apr 23
WestJet Logo
11:40 am - 3:20 pm
RSW
-
YWG
28h 40m
2 stops
WestJet Logo
9:00 pm - 10:55 am
YWG
-
RSW
12h 55m
2 stops
$547WestJet
Tue, Mar 3 - Tue, Mar 10
Multiple Airlines Logo
11:40 am - 7:09 pm
RSW
-
YWG
8h 29m
1 stop
Multiple Airlines Logo
9:00 pm - 8:10 pm
YWG
-
RSW
22h 10m
3 stops
$555Multiple Airlines
Tue, Mar 3 - Tue, Mar 10
Multiple Airlines Logo
8:45 pm - 3:20 pm
RSW
-
YWG
19h 35m
2 stops
Multiple Airlines Logo
8:05 pm - 10:55 am
YWG
-
RSW
13h 50m
1 stop
$580Multiple Airlines
Thu, Feb 26 - Mon, Mar 2
WestJet Logo
11:40 am - 7:09 pm
RSW
-
YWG
8h 29m
1 stop
WestJet Logo
8:05 pm - 10:55 am
YWG
-
RSW
13h 50m
1 stop
$628WestJet
Booking Insights

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

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

What is the most popular layover airport when flying from Fort Myers to Winnipeg?

Percentage of 1-stop round-trip flights from Fort Myers to Winnipeg chosen by KAYAK users via each layover airport in the last 12 months (only includes trips with the same layover airport on both legs).

Minneapolis (MSP) is the top choice – 72% of KAYAK users who clicked on 1-stop flights from Fort Myers to Winnipeg picked an itinerary connecting there.

What is the cheapest layover airport when flying from Fort Myers to Winnipeg?

Average round-trip price for 1-stop flights from Fort Myers to Winnipeg clicked by KAYAK users in the last 12 months (only includes trips with the same layover airport on both legs).

Flights via Chicago (ORD) offer the most affordable fares, with an average round-trip price of $369.

Which layover airport offers the shortest total travel time from Fort Myers to Winnipeg?

Shortest average total travel time for 1-stop one-way flights from Fort Myers to Winnipeg via different layover airports, based on KAYAK user data from the last 12 months.

Consider flying via Minneapolis (MSP) for the shortest journey. The average one-way travel time for flights connecting there is 7h 04m.

Which layover airport has the quickest connection when flying from Fort Myers to Winnipeg?

Average layover duration at different layover airports for 1-stop one-way flights from Fort Myers to Winnipeg, based on KAYAK user data from the last 12 months.

If you prefer a quick connection, Chicago (ORD) often has the shortest layovers from Fort Myers to Winnipeg, with an average of 1h 39m.

Good to know

Low seasonJune
Cheapest flight$269
Best time to beat the crowds with an average 76% drop in price.
Most popular time to fly and prices are also 32% lower on average.
Flight from Fort Myers to Winnipeg

When to book flights from Fort Myers to Winnipeg

Are your dates flexible? Find out the best times to travel from Fort Myers to Winnipeg 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 Fort Myers to Winnipeg

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

    In the last 3 days, the lowest price for a flight from Fort Myers to Winnipeg was $692 for a one-way ticket and $414 for a round-trip.

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

    Yes, you’ll need a passport to travel to Winnipeg from Fort Myers.

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

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

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

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

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

    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 Fort Myers to Winnipeg.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Winnipeg from Fort Myers 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 Fort Myers to Winnipeg?

    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 Winnipeg with an airline and back to Fort Myers with another airline. Booking your flights between Fort Myers and YWG 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 Fort Myers to Winnipeg?

    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 Winnipeg from Fort Myers 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 Fort Myers to Winnipeg

 
See real verified KAYAK customer reviews for airlines flying from Fort Myers to Winnipeg. 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 Fort Myers to Winnipeg? 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 8075 reviews
7.2Food
7.9Comfort
8.5Crew
7.8Entertainment
8.1Boarding
Airline reviews

I have diamond medallion status and usually we are in comfort plus . We were in main this time ( which was fine ) and my husband wanted wine . I have at least 10 vouchers for drinks that are good for this year and next! The attendant would not take the picture of the voucher as proof and never came back to check as She asked me to pull it up on delta Wi-Fi. Instead my husband just used his Amex to buy the wine . Disappointing!!!

10.0 ExcellentAnne, Jan 2026
MCO - DTW
Read more Delta reviews

I have diamond medallion status and usually we are in comfort plus . We were in main this time ( which was fine ) and my husband wanted wine . I have at least 10 vouchers for drinks that are good for this year and next! The attendant would not take the picture of the voucher as proof and never came back to check as She asked me to pull it up on delta Wi-Fi. Instead my husband just used his Amex to buy the wine . Disappointing!!!

Food is basically Sun Chips, cookies or Cheezits. I had an exit row seat so I had plenty of room. The crew was very nice and efficient. Pilot kept us informed. Pretty good flight.

The only thing nice I can say is the flight crew was really nice and apologetic about the situation. They shared as much information as they had and advised us on what we could do about missing connecting flights. The boarding process was so slow. The gate agent was working by herself and should have had someone working with her. It took almost an hour to board because she was trying to board a full flight of people and provide customer service to everyone who was flying standby and/or had questions. It was really chaotic. This didn't help the fact that we were delayed and folks were missing connections the longer it took.

The food is terrible. The staff is wonderful. Comfort is good.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

Getting to the flight was arduous and lengthy. The flight itself was good but the food option wasn’t a good selection. I need to do a Kosher option on my return. Flight crew were nice

We had a lot of really rough weather but that was not Delta's fault. Pilot was amazing.

This flight was straightforward and without difficulty. Service was OK, but I continue to be underwhelmed by level of attention given to Sky Priority passengers.

The ticket agents in West Palm Beach on Friday afternoon Nov. 7th were incredible in getting us on an earlier plane to Atlanta during the government shutdown. Had the taken our original flight we would have missed our connection. She did this on her own, We didn't even have to ask, and she did it all with a smile and showing genuine concern that we would be taken care of. We are very grateful and thankful. We fly often, and now we will be sure to fly Delta.

Non stop on long haul is the way to go. Great experience

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

Information on your arrival and departure airports