$109 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 10/18. 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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Flight Deals

Cheap Flights from Winnipeg to Florida

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Miami
Miami1 stop$271
Fort Lauderdale
Fort Lauderdale1 stop$222
Tampa
Tampa1 stop$224
Fort Myers
Fort Myers1 stop$347
Sarasota
Sarasota1 stop$850
Miami
Miami1 stop$271
Fort Lauderdale
Fort Lauderdale1 stop$222
Tampa
Tampa1 stop$224
Fort Myers
Fort Myers1 stop$347
Sarasota
Sarasota1 stop$850

Book Cheap Winnipeg to Florida Plane Tickets

 
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

Thu, Sep 25 - Sat, Oct 4
 Logo
9:00 am - 4:55 pmYWG-MCO
6h 55m1 stop
 Logo
3:15 pm - 6:32 pmMCO-YWG
4h 17mnonstop
Mon, Sep 29 - Tue, Oct 7
United Airlines Logo
2:20 pm - 9:50 pmYWG-MCO
6h 30m1 stop
United Airlines Logo
1:35 pm - 10:33 pmMCO-YWG
9h 58m2 stops
$220United Airlines
Find Deal
Fri, Oct 31 - Fri, Dec 5
WestJet Logo
4:00 pm - 9:03 pmYWG-MCO
4h 03mnonstop
WestJet Logo
10:00 pm - 1:26 amMCO-YWG
4h 26mnonstop
$225WestJet
Find Deal
Wed, Oct 22 - Tue, Oct 28
WestJet Logo
10:45 am - 10:09 amYWG-MCO
22h 24m1 stop
WestJet Logo
2:00 pm - 5:26 pmMCO-YWG
4h 26mnonstop
$236WestJet
Find Deal
Tue, Oct 7 - Wed, Oct 8
Air Canada Logo
7:55 am - 4:30 pmYWG-MCO
7h 35m1 stop
Air Canada Logo
5:25 pm - 10:10 amMCO-YWG
17h 45m1 stop
$260Air Canada
Find Deal
Fri, Oct 24 - Tue, Oct 28
Porter Airlines Logo
11:20 am - 7:41 pmYWG-MCO
7h 21m1 stop
Porter Airlines Logo
1:50 pm - 11:35 pmMCO-YWG
10h 45m2 stops
$280Porter Airlines
Find Deal
Mon, Sep 8 - Mon, Sep 15
Air Canada Logo
7:00 pm - 11:33 amYWG-MCO
15h 33m1 stop
Air Canada Logo
8:05 pm - 10:35 amMCO-YWG
15h 30m1 stop
$299Air Canada
Find Deal
Wed, Oct 1 - Fri, Oct 10
Delta Logo
12:44 pm - 11:12 pmYWG-MCO
9h 28m1 stop
Delta Logo
7:00 am - 4:22 pmMCO-YWG
10h 22m1 stop
$316Delta
Find Deal
Tue, Sep 23 - Tue, Sep 30
Delta Logo
5:40 pm - 10:31 amYWG-MIA
15h 51m2 stops
Delta Logo
6:40 pm - 11:54 amMIA-YWG
18h 14m2 stops
$326Delta
Find Deal
Sun, Feb 8 - Mon, Apr 6
Porter Airlines Logo
6:00 am - 5:24 pmYWG-TPA
10h 24m1 stop
Porter Airlines Logo
1:20 pm - 11:35 pmTPA-YWG
11h 15m2 stops
$483Porter Airlines
Find Deal
Booking Insights

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?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Florida from Winnipeg found in the last 72 hours was to Orlando, at $226 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 $226.

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 $290, 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 $260 (return) on average. On the other hand, the most expensive months are December and February, when the average cost of round-trip tickets is $409 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 Tuesdays 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, which saves you about 16% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 11 weeks before departure.

Good to know

Low seasonJune
Cheapest flight$109
Best time to beat the crowds with an average 11% 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 4% cheaper 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.
7.9
DeltaOverall score based on 7979 reviews
7.3Food
7.9Comfort
8.2Boarding
7.9Entertainment
8.5Crew
Airline reviews

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

4.0 Okaypuravi, Aug 2025LGA - STL
Read more Delta reviews

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

It was beautiful easy and smooth experience. Thank you. Will definitely get Delta for my next travel.

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

this crew didn't care much. bumping carts into seats more times than i care to remember

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.

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.

I was not happy with AirfareAssist, the agency that kayak advised me would be handling my booking. I was advised by porter airlines that I had been overcharged for the Basic express , a option that I had asked airfare assist to help arrange after I realized that the basic fare I had chosen with porter did not include a carryon. At each checkin porter advised I had been overcharged for this . They advised that money would be refunded to my credit card, however, this is not likely to happen as it is not my name and credit card that appeared on the porter invoice, but that of another individual/agent. When airfare assist was arranging the basic express with porter on my behalf, they asked me to confirm that I agreed to pay $263 USD for this. I did agree, as I was advised this was needed to proceed. When I checked the invoice on the porter website and saw that it was not my name and credit card on the invoice, I was advised that this was how airfareassist processed the payment. The Porter invoice indicated a billed amount of $126USD I will not use Kayak or their designated AirfareAssist again

Our flight was delayed by a bit. I appreciated that we were kept informed on why periodically. Boarding was fine. I overheard one flight attendant sounding very rude to a passenger who was not paying attention to the safety demonstration. The snacks were minimal as it was a short flight. There was no entertainment. Overall the flight was good back to LGA.

There was a 5 hour delay. Missed connection and now an almost 21 hour lay over!

The flight was fine see earlier note for the problem

All good the seats a little tight and no I pad screen

Everything was good except the fact you charge more for a carry on bag vs a check in bag and to top it off in US$ that was not impressive

Our flight was cancelled at the last minute for maintenance reasons and we were rebooked on a late flight when we purposefully booked our flight to be home early due to work.

Seemed like an old plane. Very noisy. The seat cushions were so old that the metal bracing of the seats were poking through. There was plenty of leg room though.

The whole experience from check in to deboarding was fantastic.

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.

My flight was delayed about 1 1/2 hours in Chicago, but other then that it was a good flight.

The experience was great, the crew was very polite and hospitable. I will definitely make if my go to airlines.

The food and sitting need improvements. They were extremely bad.. If you choose to recline, there is no room for the passenger behind you. This is one of the worst sitting arrangements that I ever experience. The aircraft was not properly clean before boarding.

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!

There was a man who was very rude at boarding. On the other hand personal bag measuring box is too small compared to USA airlines,

A little better seat cushions would be appreciated. Crews were all good.

The process and flight were both smooth and trouble free

Flight delayed 3 hours, missed my connection in Atlanta. Instead of getting to Savannah at 6PM arrived after 10:00PM Middle seat, couldn't get isle or window, couldn't book my seats in advance, had to book at the gate. That's a 1st for me and I used to travel a lot

my carry-on bag was delayed and I did not receive it until the day of my return at the airport. This delay caused me significant inconvenience, as I did not have access to my personal belongings for the duration of my trip. I had expected to rely on my carry-on items, and being without them negatively impacted my travel experience.

Technology issues at the bag-check counter caused a delay, and we were unable to check out our bags, ultimately missing our flight. They offered no assistance other than telling us to book another flight out of Calgary. We arrived with plenty of time; if there hadn't been an issue with the kiosk and the length of the lines due to the technical issues, we could have made it home.

Worst check in and bag drop off experience. Staff were incredibly rude given that it’s the WestJet system that is faulty.

The staff at the airport and on the plane were wonderful I especially wanna acknowledge the staff who boarded us at the Calgary airport. The women who helped us board at the airport were incredible… they were so kind and sweet…I very happy with WestJet and I am hoping I can fly more often to Canada.

We were happy with our experience. The price for tickets was much less than Delta and we actually took off and landed a little ahead of scheduled times.

Seat back entertainment monitors would be nice. We did enjoy the In-Flight WiFi.

Flight was cancelled last minute due to Air Canada strike leaving us stranded and having to stressfully find a way home that cost hundreds of dollars in excess cost added to the trip. Having just experienced our mother's funeral service, this was not a good way to end our trip.

Horrible, experience, 5 hours delay, they changed gates 3 times, the last one we had to wait for 1::30 hre for the door to open to get to that gate. 0 apologies from Air Canada, they don’t care at all about their passengers

Late departing. Late arriving. More worried about limiting bags on board. Free beer and wine a nice surprise.

Upgraded to sit at the exit door so good leg room.

Orlando to Canada, despite being close and an international flight, the plane was not at all comfortable. It felt like the chair was being pushed forward, in addition to not having a TV and having to choose from a tiny glass of drink, for example, water or soda. I couldn't have both. When I asked the flight attendant for an extra glass of water, she looked at me with an ugly face. This is ridiculous. They don't want to give water to passengers. I will never fly with this airline again in my life.

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.

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

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