$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 2/23. 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 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$262
Fort Lauderdale
Fort Lauderdalenonstop$189
Tampa
Tampa1 stop$288
Fort Myers
Fort Myers1 stop$237
Sarasota
Sarasota1 stop$640
Pensacola
Pensacola2 stops$576
Miami
Miami1 stop$262
Fort Lauderdale
Fort Lauderdalenonstop$189
Tampa
Tampa1 stop$288
Fort Myers
Fort Myers1 stop$237
Sarasota
Sarasota1 stop$640
Pensacola
Pensacola2 stops$576

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

Mon, Mar 2 - Mon, Mar 23
WestJet Logo
8:00 am - 1:28 pm
YWG
-
FLL
4h 28mnonstop
WestJet Logo
2:20 pm - 6:03 pm
FLL
-
YWG
4h 43mnonstop
$189WestJet
Mon, Apr 13 - Mon, Apr 20
WestJet Logo
8:00 am - 1:28 pm
YWG
-
FLL
4h 28mnonstop
WestJet Logo
3:45 pm - 12:39 am
FLL
-
YWG
9h 54m
1 stop
$195WestJet
Mon, Mar 30 - Fri, Apr 17
WestJet Logo
8:00 am - 1:28 pm
YWG
-
FLL
4h 28mnonstop
WestJet Logo
12:00 pm - 7:09 pm
FLL
-
YWG
8h 09m
1 stop
$198WestJet
Fri, Feb 20 - Fri, Feb 27
United Airlines Logo
2:20 pm - 10:52 am
YWG
-
FLL
19h 32m
2 stops
United Airlines Logo
6:07 pm - 11:57 am
FLL
-
YWG
18h 50m
2 stops
$224United Airlines
Sun, Feb 22 - Fri, Feb 27
Porter Airlines Logo
12:10 pm - 11:25 pm
YWG
-
MCO
10h 15m
1 stop
Porter Airlines Logo
8:30 am - 3:30 pm
MCO
-
YWG
8h 00m
1 stop
$249Porter Airlines
Tue, Mar 3 - Tue, Mar 10
Porter Airlines Logo
12:10 pm - 11:25 pm
YWG
-
MCO
10h 15m
1 stop
Porter Airlines Logo
8:30 am - 3:30 pm
MCO
-
YWG
8h 00m
1 stop
$251Porter Airlines
Wed, Apr 15 - Wed, Apr 22
Air Canada Logo
5:30 am - 2:56 pm
YWG
-
MCO
8h 26m
1 stop
Air Canada Logo
8:30 am - 4:27 pm
MCO
-
YWG
8h 57m
1 stop
$255Air Canada
Tue, Mar 24 - Wed, Mar 25
United Airlines Logo
2:20 pm - 11:59 pm
YWG
-
MCO
8h 39m
1 stop
United Airlines Logo
8:40 pm - 11:57 am
MCO
-
YWG
16h 17m
1 stop
$257United Airlines
Wed, Mar 18 - Fri, Mar 27
Air Canada Logo
5:30 am - 5:07 pm
YWG
-
MCO
10h 37m
2 stops
Air Canada Logo
8:30 am - 4:35 pm
MCO
-
YWG
9h 05m
1 stop
$263Air Canada
Wed, Apr 15 - Tue, Apr 21
Delta Logo
12:53 pm - 10:41 pm
YWG
-
TPA
8h 48m
1 stop
Delta Logo
2:57 pm - 11:30 pm
TPA
-
YWG
9h 33m
1 stop
$288Delta
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 Fort Lauderdale, at $147 round-trip. The most popular route is from Winnipeg (YWG) to Fort Lauderdale (FLL), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $147.

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 $337, 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 October, when tickets cost $246 (return) on average. On the other hand, the most expensive months are May and March, when the average cost of round-trip tickets is $403 and $394 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 Saturday, 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 9 weeks before departure, which saves you about 31% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 23 weeks before departure.

Good to know

Low seasonJune
Cheapest flight$109
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly with an average 10% increase in price.
Flight from Winnipeg to Fort Lauderdale

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 in the evening, when round-trip flights cost $312 on average. Morning departures are around 33% more expensive than evening flights, on average. The most expensive time of day to fly to Florida is generally in the morning, which is peak travel time and where the average cost of a ticket is $416.

Top tips for finding cheap flights to Florida

  • Looking for a cheap flight? 25% of our users found tickets from Winnipeg to the following destinations at these prices or less: Orlando $265 one-way - $332 round-trip
  • 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 411 reviews
7.6Food
8.2Boarding
8.6Crew
7.9Comfort
6.9Entertainment
Airline reviews

It was okay. Had a thing with the front desk, she had me repack my suitcases to have them be under the weight restrictions, but then the other one was overweight, she argued with me about it when there were tons of people in line. Wasn’t great.

6.0 GoodJen, Jan 2026
YTZ - BOS
Read more Porter Airlines reviews

It was okay. Had a thing with the front desk, she had me repack my suitcases to have them be under the weight restrictions, but then the other one was overweight, she argued with me about it when there were tons of people in line. Wasn’t great.

Due to a known technical error that Porter has not fixed in over a year, I was unable to check in the children on my reservation online and had to do it at the airport. Upon check in, there were no seats together, which was an issue as we had young children. The gate agent did manage to seat us together by moving other passengers, which was appreciated, but the other passengers were never informed, leading to confusion and delay upon boarding. The flight was over an hour late; no explanation or apology was ever issued. The bags on Porter take a long time to arrive--over half an hour at Hamilton on my inbound flight, and not much better on my return to Edmonton.

On my e-boarding pass it shows free wifi, yet the plane I was on didn’t have wifi. Please remove false advertising from your website and boarding passes

3.5 hr delay for a 1 hr work flight. No information as to why the delay until 20 mins before boarding.

Other than wifi no on board entertainment. Will use them again, roomier seats than other airlines and snacks and beverages, better than average

Organization and the adjusted times but the snacks could be of a bigger portion

Smaller plane. Food and bar service for free is amazing. Drinks were in glass not plastic cups.

Poor landing as we overshot the runway and had to re land the plane. Lost both of my luggage not found as of yet. Had to pay extra money for my luggage in USD, now great my luggage is gone. Will not fly with Porter again.

This flight to St. Johns was really good. Boarding was a breeze. We left spot on time. Seats were actually pretty good. Recliner further than I expected. Three more flights to go we will see if this is the status quo for Porter.👍

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

Comfort Plus seat 11E seemed smaller than prior flights. The movie selection is good. Watched most of the most recent Tron movie. I'll watch the remaining part later as my movie is saved in the Delta Seatback Experience.

Delta is a good airline. I've never had an issue with Delta. I'll continue to fly with them until they show me that I shouldn't.

Flight was operated by Virgin Atlantic and it was up to their usual high standard. Minor grips about some issues, but they are really first world issues and as a whole, was an excellent flight.

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

First, Delta needs more flights to/from Miami. Second, a 1000pm leaving at 1230pm is unacceptable from their biggest airport world hub. Another aircraft could have been used such as the aircraft scheduled to be used in the morning for that exact same route. Yes, I did get me there but the lack of sleep the next day didn't help me enjoy my entire trip since I was busy with activities during the weekend. This can be and is expected from Spirit (going bankrupt) and Frontier (despite they're nickel and dimers). But from Delta's World Hub? That's totally unacceptable!

Service in business class was not impressive. I ordered coffee with dinner and then watched other people get 2 refills before I got my 1 cup of coffee, and only after I pressed the attendant button overhead. Furthermore, the seats in the forward cabin need maintenance on this 737-800: the upholstery is detaching from the seat frame, at least on the backs of seats 1C, 1D.

I truly love flying with Delta. They have always treated me with the upmost respect

Our flight attendant in FIRST CLASS was one of the worst I’ve ever had. She was not at all pleasant, nor particularly good at her service.

The flight was an hour and a half late departing which was inconvenient

The flight was great. The gate location was way to far away!!!

Reliable, nice crew, I fly often on that flight and I like it all.

l really enjoy very much the flight was very pleasant

The Sears in the 800s are not too good perfect Airbus why cant the new 737 fix that

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

Quick and seamless boarding. No entertainment but fast Starlink wifi for this short trip and the staff was really friendly.

I dread trans-Pacific flights. They are very long. This was my first time on Universal, and it was my best crossing ever. The staff were professional, the hospitality was great, and the food was delicious. The entertainment system filled the long flight hours. I will seek out Universal flights from now onwards. 🙂

Always wish for more healthy, gluten free options. We have to bring our own.

The food quality sucks. One must starve if they do not eat flesh Or wheat based products Some variety would be expected. The trivial amount of snacks and or food is inhumane

We Left Calgary 1/2 hour late and that made for a tight connection in Denver. After arriving everything was done to help us make our connection. That was a great effort. Thank You United

Efficient all round, very good crew. Short flight so the food, of course, was just snacks

Experience was good, the wifi hook up is somewhat tough

Great flight, great landing, nice staff. Our seats were a little cramped.

I will not be flying with westjet again. I was uncomfortable in my seat. The position made my back hurt so bad. My wife was able to fit the seatbelt around her with out an extension but was unable to put the tray table down or fit in the seat for that matter. Our bag was smashed and I spent two hours trying to fill out the application for a damaged bag before I gave up. The 80 photos I took would not work and nothing telling me the format to upload them as.. I made the mistake of unpacking the bag before taking photos so no claim for me. Next trip to Canada I will have to use air Canada.

Overall good experience. The wait for baggage at our destination was quite long, but other than that everything was good as expected

Airplane is too small. Crew, especially the flight attendant who looked after our area, was not at all friendly and a touch authoratative. She may have been the most gruff flight attendant i've come across in 40 years of business travel

I selected "carry-on" for a round trip on Kayak, but my return flight on WestJet did not include a carry-on and they would not allow me to add one. My only option was to add a "checked bag" which I had to wait for on the luggage carousel after landing. Not a good experience.

My flight was cancelled due to weather but Westjet got me on a new flight in a timely and efficient manor.

I was seated near a "stinky" person. That's not the fault of Westjet🙁😶‍🌫️

Do not fly on WestJet if you have a connection. It failed to integrate with my connecting Delta flight and I almost missed it.

No internet, not even westjet connect makes for a boring flight

Terrible canceled flight and lost my luggage. Flew me to Halifax. Tgat flight was delayed, had to spend night in airport chair.

My seat was not comfortable. Flight was smooth. Regretfully we had two delays before takeoff

I like the fact air Canada is on time The food you guys serve is not good

My seat was covered in vomit and I will be reaching out to Air Canada

3 hr delay at the gate while they were doing maintenance. Next time, do not board passengers while maintenance is being performed

Baggage delayed we had to catch our cruise without any clothes 😒

Air Canada Rouge is great. Toronto Airport is the usual nightmare

The staff could not have been any friendlier. Lots of usb ports on our aircraft.

The airplane is way too tight, you can hardly enter into your row to sit.. more like kids seats than adults.

First message when all on board was that we didnt have a pilot, then they found one, then it was something about the bridge something not working, they will either fix or do manually. Flight of course was leaving late with all the cruise guests worrying about making it to their ship in time. Then only some luggage made it off the ship. Around 15 to 20 people waiting. 45 min later arrived except mine. I asked the rep at the luggage conveyor, he asked me my name. Then said it was not picked up with the first batch so they put it in a room. I was going to take public transport but now worried about time so took a taxi that cost me $65 USD

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

Information on your arrival and departure airports