$125 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 9/20. 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 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$261
Fort Lauderdale
Fort Lauderdale1 stop$277
Tampa
Tampa2 stops$308
Fort Myers
Fort Myers1 stop$307
Sarasota
Sarasota1 stop$467
Miami
Miami1 stop$261
Fort Lauderdale
Fort Lauderdale1 stop$277
Tampa
Tampa2 stops$308
Fort Myers
Fort Myers1 stop$307
Sarasota
Sarasota1 stop$467

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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Winnipeg to Florida

Tue, Nov 18 - Tue, Dec 2
WestJet Logo
7:00 am - 12:03 pmYWG-MCO
4h 03mnonstop
WestJet Logo
1:00 pm - 4:23 pmMCO-YWG
4h 23mnonstop
$197WestJet
Find Deal
Sat, Oct 18 - Fri, Dec 5
WestJet Logo
9:10 am - 2:10 pmYWG-MCO
4h 00mnonstop
WestJet Logo
1:00 pm - 4:23 pmMCO-YWG
4h 23mnonstop
$198WestJet
Find Deal
Wed, Nov 19 - Sat, Dec 6
Porter Airlines Logo
11:35 am - 7:34 pmYWG-MCO
6h 59m1 stop
Porter Airlines Logo
8:45 am - 6:04 pmMCO-YWG
10h 19m2 stops
$223Porter Airlines
Find Deal
Wed, Nov 19 - Wed, Dec 3
United Airlines Logo
2:20 pm - 9:47 pmYWG-MCO
6h 27m1 stop
United Airlines Logo
8:00 am - 8:48 pmMCO-YWG
13h 48m1 stop
$244United Airlines
Find Deal
Tue, Nov 18 - Tue, Dec 2
Porter Airlines Logo
11:35 am - 7:34 pmYWG-MCO
6h 59m1 stop
Porter Airlines Logo
8:45 am - 6:04 pmMCO-YWG
10h 19m2 stops
$248Porter Airlines
Find Deal
Fri, Sep 26 - Tue, Sep 30
Delta Logo
12:44 pm - 11:12 pmYWG-MCO
9h 28m1 stop
Delta Logo
6:40 am - 11:54 amMCO-YWG
6h 14m1 stop
$258Delta
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Wed, Jul 23 - Sat, Sep 27
United Airlines Logo
4:25 pm - 11:45 amYWG-MCO
18h 20m1 stop
United Airlines Logo
4:35 pm - 10:33 pmMCO-YWG
6h 58m1 stop
$264United Airlines
Find Deal
Thu, Nov 20 - Thu, Dec 4
Air Canada Logo
1:45 pm - 11:02 pmYWG-MCO
8h 17m1 stop
Air Canada Logo
1:35 pm - 11:44 pmMCO-YWG
11h 09m2 stops
$272Air Canada
Find Deal
Mon, Nov 24 - Fri, Dec 5
Air Canada Logo
5:30 am - 11:02 pmYWG-MCO
16h 32m2 stops
Air Canada Logo
8:30 am - 4:35 pmMCO-YWG
9h 05m1 stop
$275Air Canada
Find Deal
Sat, Sep 20 - Wed, Oct 8
Delta Logo
6:40 am - 1:48 pmYWG-RSW
6h 08m1 stop
Delta Logo
8:00 am - 11:32 pmRSW-YWG
16h 32m2 stops
$307Delta
Find Deal
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 $238 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 $238.

Can I save money by flying with a layover from Winnipeg to Florida?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $281, prices are generally cheapest when you fly direct.

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 November, when tickets cost $252 (return) on average. On the other hand, the most expensive months are December and February, when the average cost of round-trip tickets is $436 and $400 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 Tuesday. 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 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 11 weeks before departure.


Good to know

Low seasonSeptember
High seasonJanuary
Cheapest flight$125
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly and prices are also 15% 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 7% more expensive than evening flights, on average. The most expensive time of day to fly to Florida is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $425.

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.

Reviews of the top 5 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 303 reviews
8.7Crew
8.2Boarding
7.7Food
8.1Comfort
7.1Entertainment
Airline reviews

Just an evening before they canceled my ticket and offered me ticket costing 3 x times more than. I will not fall prey to these scams,Will never book through kayak now. Such a bad experience.

2.0 MediocreAnonymous, Jul 2025YTZ - EWR
Read more Porter Airlines reviews

Just an evening before they canceled my ticket and offered me ticket costing 3 x times more than. I will not fall prey to these scams,Will never book through kayak now. Such a bad experience.

was okay except.. 1)the porter check in webpage doesn't let you print your boarding pass from home 2)that there was a 90 min cut off for checking in on the kiosk in general, and to print a boarding pass, even tho i checked in online already....

Great! Personable crew. I love that they pour complimentary beer and wine.

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.

Very late arrival at PWM. Late jet getting to ATL. Equipment problem with aircraft - could not get enough water onto plane., Another delay getting FAA approval for flight with bottled H2O. Not the crew’s problem.

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.

At first, we were on the runway for about an hour, literally. The Captain did explain that the Control Tower just had a change shift (sounds like an unrealistic excuse) and then that we had to change a runway. A regular economy seat is made for 12 yo twiggy. I understand Delta wants to push for an upgrade, but after sitting in a Comfort seat and in First class. I would say First class is not worthy of my money. The landing was delayed because of the weather in NYC, I don't hold that against Delta, of course. The Captain did alert us to that upon takeoff in Vegas and again as we reached NY.

No one fussed at me about my pap machine as a 3rd pice on the plane. Boarding was pleasant and smooth. The boarding agent in Anchorage was a fun character- he could be in a movie. :~) The on-board crew were downright pleasant. No militant attitudes on Delta. Like all planes these days the seats are too narrow for standard Americans and at 5’2” there is barely enough leg room. I don’t know how tall people fold themselves into the seats. But that’s nothing specific to Delta

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.

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.

I liked the choice of lemon ginger tea. I think stewardesses can be more considerate of older people needs.

It was all good flight was on time, service was good I enjoyed a few movies and everything was smooth

I love flying with United. Unfortunately, I flew on an older plane with minimal upgraded technology (no Bluetooth functionality or handy charging ports). Otherwise, the flight was great and even arrived early.

They changed my seats after I checked in and I was stressed from the time I saw that information until just before boarding, when the gate attendant fixed it, but it shouldn't have happened. And if it couldn't be prevented, then the people on the phone I spoke with should have done something to help, which they did not, nor did they offer me compensation, just meaningless apologies.

Efficient, calm when things were delayed and kept us regularly informed of what was happening.

Airbus plane, nice and polite staff, entertainment even as it was a short flight.

Smooth flight, especially take off and landing, and great crew on board. Really loved the stroopwaffles!

The crew was fantastic. They were there whenever we needed. The wifi didn’t work which was brutal on an 11 hour flight. The onboard entertainment was boring. Nothing of interest

Very nice and clean plane. Transit time between flights was tight though

Our flights got changed from United to Air Canada and our purchased seats did not get transferred so we had to pay for seats twice. I brought it up with Air Canada and they stated I had to go back and chase it with United. The united seats were $21 Canadian each and Air Canada were $56 each so we have paid $77 for each seat. Very unhappy

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.

The seats are totally uncomfortable making the flight less than pleasant. The cookies & pretzels were terrible!!!

Lots of overhead storage and a good crew and service.

On time. Friendly and efficient staff at check in and flight crew.

Late departure, so I missed connection in Detroit. But Delta gave me a great hotel & breakfast. Just sorry I could not get anything from my checked baggage.

Crew was friendly. Lost our luggage and told us it’d be in later in the evening of the day we returned. It was not. Still after 5 days have not received it.

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.

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.

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.

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