$154 Find Cheap Flights from Winnipeg to Florida

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 Florida departing on 5/14. 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.
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KAYAK searches hundreds of travel sites at once for deals on flights to Florida

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

Best Florida Flight Deals from Winnipeg

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Miami
Miami1 stop$335
Fort Lauderdale
Fort Lauderdale1 stop$315
Tampa
Tampa1 stop$307
Fort Myers
Fort Myers1 stop$287
Sarasota
Sarasota2 stops$674
Pensacola
Pensacola2 stops$625
Miami
Miami1 stop$335
Fort Lauderdale
Fort Lauderdale1 stop$315
Tampa
Tampa1 stop$307
Fort Myers
Fort Myers1 stop$287
Sarasota
Sarasota2 stops$674
Pensacola
Pensacola2 stops$625

Cheap Flights from Winnipeg to Florida

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

Recent round-trip flight deals from Winnipeg to Florida

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Winnipeg to Florida.
Discover the best prices for you by selecting your travel dates on KAYAK.
Porter Airlines Logo
11:25 am - 7:41 pmYWG-MCO
7h 16m1 stop
Porter Airlines Logo
1:45 pm - 10:46 pmMCO-YWG
10h 01m1 stop
$230Porter Airlines
Find Deal
Sun, Jun 1 - Sat, Jun 7
WestJet Logo
9:10 am - 2:10 pmYWG-MCO
4h 00mnonstop
WestJet Logo
3:15 pm - 6:32 pmMCO-YWG
4h 17mnonstop
$247WestJet
Find Deal
Sat, Sep 13 - Sat, Sep 27
Delta Logo
12:52 pm - 8:10 pmYWG-MCO
6h 18m1 stop
Delta Logo
6:40 am - 11:57 amMCO-YWG
6h 17m1 stop
$256Delta
Find Deal
Wed, May 14 - Wed, May 21
Delta Logo
12:52 pm - 12:33 amYWG-MCO
10h 41m1 stop
Delta Logo
6:40 am - 11:57 amMCO-YWG
6h 17m1 stop
$261Delta
Find Deal
Sun, Jun 1 - Sat, Jun 7
United Airlines Logo
4:25 pm - 9:47 amYWG-MCO
16h 22m2 stops
United Airlines Logo
8:58 pm - 1:09 pmMCO-YWG
17h 11m1 stop
$265United Airlines
Find Deal
Thu, May 29 - Thu, Jun 5
United Airlines Logo
7:00 am - 2:56 pmYWG-MCO
6h 56m1 stop
United Airlines Logo
7:15 pm - 1:09 pmMCO-YWG
18h 54m2 stops
$266United Airlines
Find Deal
Thu, May 29 - Thu, Jun 5
 Logo
11:45 am - 7:41 pmYWG-MCO
6h 56m1 stop
 Logo
6:00 am - 12:31 amMCO-YWG
19h 31m2 stops
Sat, Jun 7 - Sun, Jun 15
Air Canada Logo
7:00 am - 2:57 pmYWG-RSW
6h 57m1 stop
Air Canada Logo
9:30 am - 10:33 pmRSW-YWG
14h 03m1 stop
$287Air Canada
Find Deal
Sat, May 24 - Sat, May 31
Air Canada Logo
7:00 am - 2:57 pmYWG-RSW
6h 57m1 stop
Air Canada Logo
7:15 am - 3:31 pmRSW-YWG
9h 16m1 stop
$288Air Canada
Find Deal
Sat, Jun 7 - Sat, Jun 14
 Logo
9:00 am - 10:13 pmYWG-MCO
12h 13m1 stop
 Logo
1:45 pm - 10:46 pmMCO-YWG
10h 01m1 stop
Fri, Jul 25 - Tue, Jul 29
Useful Info

KAYAK's insights & trends for Winnipeg to Florida flights

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

What is the cheapest Winnipeg to Florida flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Winnipeg to Florida.

The cheapest ticket to Florida from Winnipeg found in the last 72 hours was to Orlando, at $174 round-trip. The most popular route is from Winnipeg (YWG) to Orlando Airport (MCO), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $174.

What is the cheapest month to fly from Winnipeg to Florida?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Winnipeg to Florida, 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 Florida is October, when tickets cost $262 (return) on average. On the other hand, the most expensive months are August and December, when the average cost of round-trip tickets is $479 and $446 respectively.

What’s the cheapest day of the week to fly from Winnipeg to Florida?

The average price of all round-trip flights from Winnipeg to Florida clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Florida on a Saturday and more expensive on a Sunday. On your return trip to Winnipeg, you should consider flying back on a Thursday, and avoid Mondays for better deals.

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

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 Florida, 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 Florida, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 11 weeks before departure.


Good to know

Low seasonJune
High seasonFebruary
Cheapest flight$154
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from Winnipeg to Orlando

FAQs - booking Florida flights

  • What is the best destination airport if I want to fly from Winnipeg to visit the Florida Keys?

    If you want to fly from Winnipeg to visit the world-renowned Florida Keys, you should fly into Miami International Airport (MIA). The archipelago that makes up the Keys stretches into the Ocean from just beyond Miami. Consider renting a car at MIA because the best way to get to the Keys is to drive along the Overseas Highway, starting in Miami.

  • Which airport should I fly into if I want to travel from Winnipeg to Disney World?

    Disney World, the famous resort, is located in Orlando, Florida. When you fly from Winnipeg to Orlando, you'll be landing either at the Orlando International Airport (MCO), one of the busiest airports in the country, or the much smaller Orlando Sanford International Airport (SFB).

  • Can I leave my car at the Winnipeg Airport when I fly to Florida?

    Yes, and in fact, you can reserve your parking online. The Economy Lot is the most affordable, and just a five to seven-minute walk to the terminal. This lot has family spots available that are located closest to the terminal. Easily located behind the Parkade, this lot is an affordable and efficient way to start your trip to Florida.

  • Does the Winnipeg Richardson International Airport (YWG) provide assistance for travelers with hidden disabilities?

    Yes. The Winnipeg Airport (YWG) is a part of the Hidden Disability Sunflower Lanyard Program. If you deal with the challenges of a hidden disability, you can sign up for the program and wear a lanyard with sunflowers on the day you travel. This will discreetly alert Winnipeg Airport staff that you need extra time and assistance navigating through the travel process.

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

    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 Florida.

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

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

    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 from Winnipeg to Florida with an airline and back with another airline.

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

    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 from Winnipeg to Florida up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Florida?

    The cheapest time of day to fly to Florida is generally at night, when round-trip flights cost $360 on average. Morning departures are around 12% cheaper than evening flights, on average. The most expensive time of day to fly to Florida is generally in the evening, which is peak travel time and where the average cost of a ticket is $464.

  • How many flights are there between Winnipeg and Florida per day?

    There is a maximum of 1 nonstop flight a day that takes off from Winnipeg and lands in Florida, with an average flight time of 4h 00m. The most common departure time is 9:00 am and most flights take off in the morning. Each week, there are 1 flights.

Top tips for finding cheap flights to Florida

  • For those who wish to fly from Winnipeg to Florida, you will be departing from the Winnipeg Richardson International Airport (YWG). This airport, the seventh busiest in Canada, is a hub for several airlines, including Perimeter Aviation, Bearskin Airlines, Calm Air, and others.
  • If you want to visit Northern Florida, specifically northeastern Florida, you should fly from Winnipeg to the Jacksonville International Airport (JAX). This is the largest and busiest airport in the northeastern section of the state. This airport is also a gateway to southeastern Georgia.
  • Fort Lauderdale, Florida is world-famous as a spring break destination for college kids. When you fly from Winnipeg to Fort Lauderdale, you'll be landing at the Fort Lauderdale - Hollywood International Airport (FLL). If you have trouble finding the ticket you want to FLL, consider a flight to Miami International Airport (MIA), located just 42 km south of FLL.
  • When you are flying from Winnipeg to Panama City, Florida, the airport you want to fly into is the Northwest Florida Beaches International Airport (ECP). Do not confuse this Panama City airport with the Tocumen International Airport (PTY), which is located in Panama City in Panama, Central America.
  • Tampa, the largest and busiest city on the west coast of Florida, is one of the most popular cities in the state. When you fly from Winnipeg to Tampa, you'll be landing at the Tampa International Airport (TPA). You could also fly into the St. Pete-Clearwater International Airport (PIE), which is located across the bay from Tampa.

Top 4 airlines serving from Winnipeg to Florida

 
See real verified KAYAK customer reviews for airlines flying from Winnipeg to Florida. 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 Florida? 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
Porter AirlinesOverall score based on 285 reviews
8.2Boarding
8.8Crew
7.0Entertainment
7.6Food
8.1Comfort
Airline reviews

I love the 2 seats per row. More room. The crew were excellent.

10.0 ExcellentAnonymous, Apr 2025YHZ - YOW
Read more Porter Airlines reviews

I love the 2 seats per row. More room. The crew were excellent.

It was amazing although they did bump us up to the front which gave us more leg room and a meal. The service was great! The staff were friendly. :)

Overall very good... staff were friendly and helpful. boarding was good for the most part, but a little hard to get our carry-on bags on there.... I think people should be directed to keep their coats and small bags with them until all the carry-ons are loaded, and then, if there is space, they can put their small bags and coats up top.. makes it much easier to put baggage up. i loved the internet feature, but the entertainment was not there unless you have your own Netflix or similar platform. My chair did not recline, which was very annoying, and the arms won't go up near the isle, which makes it tough to get in and out of the seat.

Staff were excellant. Only snacks served. Some turbulence so we were offered Free beer or wine.

The staff is always great. Just the fact that our flight was the only one delayed from Halifax when all other carries were still flying. It happen a year ago out of Toronto as well. All others were flying but our flight got cancelled 1 hr before the time of departure.

The only issue had when i mentioned about comfort was the man beside me was on the larger side and took about 1/3 of my seat where i was pressed against the wall/window of the plane for the trip.

The check-in staff, boarding staff, and flight crew were all very friendly. Really miss the Porter lounge in Ottawa.

Thanks for giving a beer to everyone in the seat infront of me and then telling me that I can’t have one because they are going to land. I guess I need to pay for a seat and then pick one in the very front of the plane

The flight was delayed by more than one hour. The terminal was consequently overcrowded and hot. We lost our car reservation and hit rush hour traffic in Boston, which added two hours stuck in traffic to our trip.

Awesome, the whole way through. Thank you, this is the new Canadian Airline benchmark.

Flight was delayed due to weather. Crew did a nice job of making us comfortable. No complain complaints.

Fine except the person next to me took up her seat had raised the arm divide so she spilled into my seat. because of her size. Fortunately no one was in the seat on my right so I could use part of it.

Delta is my preferred airline. I've traveled with them for years. On time in most cases, good communication, easy to use app. Most planes are pretty nice. I was on a CRJ 700/900 however, which was pretty badly aged inside and needed a refresh. No infotainment, unreliable wifi, best to download before boarding or bring a book. Food choices are really just snacks on this flight, nice variety but about what you'd expect. Great staff and prompt in departure and early arrival too. Overall quite satisfied.

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

Delta flight was on time, seats were comfortable, and crew was nice.

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.

Very dissatisfied with the fact that I had upgraded to first class for the second part of my trip only to find out that the lounge was still not available to me, as well as not having any food or drink service on the flight due to weather, so I lost out more than what I paid for.

This was a code share Latam Airlines flight - everything very good except there was no seatback entertainment

Don't waste your money or points on first class. Delta first class is a joke. The seats were rickety, the food was awful, and nothing worked, wifi, my light, the power plug - and it was dirty - the fold out table was gross. For 2-3 hours, tough it out in Economy.

Overall it was not that bad! The delay on the second leg to Indianapolis , was really unexpected!!

Internet on both flights was sketchy. Thus in flight entertainment was non- existent on MN - Balrimote leg.

It took 30 minutes to check in with the Westjet rep. They didn’t have enough seats and she needed to make a call… I am always “randomly” selected to be checked at security. Their “randomly “ selection system may need some updating. They treat people like criminals. It is not appropriate behavior.

Will never book through you again. Very disappointed in the notices and action taken or provided when planes are rescheduled, enough to cause missed connections

Lost my luggage. Filed a report and there is no response. Received a phone call from another airline that said they had the bag and they did not know what to do with it

Very good over all , would have been nice to have entertainment on the flight

Absolutely the worst airline I have ever taken. They lost my baggage and told me my bag tags had been cancelled. When my bags arrived days later I had to pick them up at 3:15 am. My return flight was delayed another 6 hours and they broke my bag. Westjet does nothing to try and make it a better customer experience and all the customers services representatives I spoke with were useless and incompetent. Never flying westjet again.

it's all good nothing you can do make better 😌

It was an awesome experience flying with Westjet. This was my first domestic flight experience in Canada.

Very old planes. Seats were not comfortable. Air was not on during the flight leading to incredibly stuffy conditions.

It was so bad experience they wanted just charged passengers for any reason.

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.

The flight was delayed several times, however , they kept me well informed with enough advance warning that I had not left home yet

The flight was cancelled and we had to rebook on Porter to make our cruise the next day. Air Canada has not compensated. We won’t be flying with them again. This is the second time this has happened. Also the return flight was delayed 2 hours who knows why.

My flight was cancelled and I was left to figure out where to find a hotel, something to eat and how to get a new flight at 11:30pm. Wasted a day. Thanks, Air Canada!

They kept changing the gate (6 times in 30 minutes) and then left us on the plane for 4 hours before departure. Likely was the storm, which is understandable, but the lack of communication and the e constant running between gates at opposite ends of the airport really threw me and my friend for a loop.

Legitimately everything about this flight was awful, was also so delayed I never want to use air Canada again

Everything you need to know for your flight from Winnipeg to Florida

Information on your arrival and departure airports

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