$161 Find Cheap Flights from Winnipeg to Florida - Compare and Save

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 10/25. 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Winnipeg to Florida

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Miami
Miami2 stops$443
Fort Lauderdale
Fort Lauderdale1 stop$238
Tampa
Tampa1 stop$265
Fort Myers
Fort Myers2 stops$318
Sarasota
Sarasota2 stops$615
Pensacola
Pensacola2 stops$616
Miami
Miami2 stops$443
Fort Lauderdale
Fort Lauderdale1 stop$238
Tampa
Tampa1 stop$265
Fort Myers
Fort Myers2 stops$318
Sarasota
Sarasota2 stops$615
Pensacola
Pensacola2 stops$616

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, Oct 19 - Mon, Oct 26
WestJet Logo
7:45 am - 4:45 pm
YWG
-
FLL
8h 00m
1 stop
WestJet Logo
3:45 pm - 12:45 am
FLL
-
YWG
10h 00m
1 stop
$238WestJet
Mon, Oct 19 - Mon, Oct 26
WestJet Logo
7:45 am - 4:45 pm
YWG
-
FLL
8h 00m
1 stop
WestJet Logo
3:45 pm - 12:45 am
FLL
-
YWG
10h 00m
1 stop
$248WestJet
Sun, Oct 18 - Mon, Oct 26
WestJet Logo
4:25 pm - 4:45 pm
YWG
-
FLL
23h 20m
1 stop
WestJet Logo
3:45 pm - 12:45 am
FLL
-
YWG
10h 00m
1 stop
$262WestJet
Wed, Oct 28 - Wed, Nov 4
Air Canada Logo
5:15 am - 3:04 pm
YWG
-
TPA
8h 49m
1 stop
Air Canada Logo
4:00 pm - 11:44 pm
TPA
-
YWG
8h 44m
1 stop
$265Air Canada
Wed, Sep 16 - Wed, Sep 23
Delta Logo
12:46 pm - 10:46 pm
YWG
-
TPA
9h 00m
1 stop
Delta Logo
7:45 am - 3:08 pm
TPA
-
YWG
8h 23m
1 stop
$268Delta
Tue, Sep 29 - Tue, Oct 6
Air Canada Logo
5:00 am - 8:07 pm
YWG
-
TPA
14h 07m
2 stops
Air Canada Logo
12:00 pm - 11:07 pm
TPA
-
YWG
12h 07m
2 stops
$295Air Canada
Wed, Oct 28 - Wed, Nov 4
Delta Logo
12:30 pm - 10:34 pm
YWG
-
TPA
9h 04m
1 stop
Delta Logo
2:10 pm - 11:34 pm
TPA
-
YWG
10h 24m
1 stop
$301Delta
Tue, Sep 29 - Tue, Oct 6
United Airlines Logo
7:00 am - 5:43 pm
YWG
-
TPA
9h 43m
1 stop
United Airlines Logo
7:26 am - 10:33 pm
TPA
-
YWG
16h 07m
1 stop
$307United Airlines
Tue, Sep 29 - Wed, Oct 7
United Airlines Logo
7:00 am - 5:43 pm
YWG
-
TPA
9h 43m
1 stop
United Airlines Logo
4:30 pm - 10:33 pm
TPA
-
YWG
7h 03m
1 stop
$311United Airlines
Fri, Jul 17 - Sat, Jul 25
Porter Airlines Logo
4:15 pm - 10:19 am
YWG
-
MCO
17h 04m
1 stop
Porter Airlines Logo
11:20 am - 5:58 pm
MCO
-
YWG
7h 38m
1 stop
$392Porter Airlines
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.

How much is a round-trip flight from Winnipeg to Florida?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Winnipeg to Florida departing in October.

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 5 days was to Fort Lauderdale, at $501 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 5 days was $501.

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

The average price for all round-trip flights from Winnipeg to Florida depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Florida is generally in the morning, when round-trip flights cost $459 on average. Morning departures are around 21% 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 $583.

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 $439, 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 $68 (return) on average. On the other hand, the most expensive months are January and June, when the average cost of round-trip tickets is $911 and $222 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 Friday. 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 4 weeks before departure, which saves you about 51% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 24 weeks before departure.

Good to know

Low seasonJune
Cheapest flight$161
Best time to beat the crowds but there is an average 16% increase in price.
Most popular time to fly with an average 12% increase in price.
Flight from Winnipeg to Tampa

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.

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 441 reviews
8.6Crew
6.9Entertainment
8.0Comfort
7.5Food
8.2Boarding
Airline reviews

I flew with Porter yesterday and overall had a positive experience. The flight was delayed, but the airline did a good job keeping passengers informed with frequent updates throughout the process. My biggest challenge was actually in Terminal 3, where the speaker system wasn’t very clear. It was often difficult to hear the announcements, which made it harder to follow updates at the gate. On board, the experience improved significantly. The aircraft felt very new and well maintained, and the seats were surprisingly comfortable for a short-haul flight. One of the flight attendants seemed a little disengaged, but the other was excellent—friendly, professional, and a pleasure to interact with. Despite the delay, the comfortable aircraft, clear communication from Porter, and positive onboard service made for a good overall experience.

8.0 ExcellentVishan, Jun 2026
YYZ - LGA
Read more Porter Airlines reviews

I flew with Porter yesterday and overall had a positive experience. The flight was delayed, but the airline did a good job keeping passengers informed with frequent updates throughout the process. My biggest challenge was actually in Terminal 3, where the speaker system wasn’t very clear. It was often difficult to hear the announcements, which made it harder to follow updates at the gate. On board, the experience improved significantly. The aircraft felt very new and well maintained, and the seats were surprisingly comfortable for a short-haul flight. One of the flight attendants seemed a little disengaged, but the other was excellent—friendly, professional, and a pleasure to interact with. Despite the delay, the comfortable aircraft, clear communication from Porter, and positive onboard service made for a good overall experience.

Even tho the flight was a bit delayed the team was apologetic. Everyone was friendly and efficient.

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.

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

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.

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

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.

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. :)

Wasn’t on the flight- again. Bad weather in Halifax and I was in an accident. What a poor experience to have to pay for all this flight and not be on it

New high end luggage ruined/zippers broken, items missing. All happened on return flight from msp to mso. Do better! Not store bought luggage but high end personalized ogio custom embroidered luggage. Total slap in the face ontop of an extra luggage fee that took me 3 hrs on chat to resolve.

Third flight in two months where the crew was not there. Comfort seating does not guarantee overhead bin space. Passengers with children are allowed on the plane first - if you are flying to and from Orlando, this means half the plane has boarded before you get on. And somehow all the bin space is taken up. 3 out of 5 flights have had issues with equipment or procedure. Some of these instances caused the flight to be delayed because of a "nuisance" light. One time it was a bag that had been brought on board but did not belong to anyone so we had to return to the gate. Last night we were told the "AC" on the plane doesn't work well and we're 10th for take off- because the crew was late - and that it will get cool when we're in the air. Not sure if this is usual, but I didn't think flight crew could jump seat in first class. Movie and TV selection has not been refreshed for several months- flying one to two round trips each month easily exhausts the list of content.

Definitely a southern flavor. Cordiality was evident even though no drinks or snacks were served.

No service flight that took 5 hrs and a stop at an unscheduled airport. Crew and pilots did their jobs

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

Was revoked with Jet Blue due to delay from Kenya Air

Everything could and should be better. We are paying for, it's not a favor, it's a service and should involve quality, responsibility and respect.

Round trip flight to Canada and back to the US was smooth and efficient.

Overall Good! The weather delayed our takeoff from Atlanta and our arrival in Miami! If Mother Nature can mess up a flight she will do it every time!

I have to say that Delta has improved their service radically since I flew with them last. I purposely have avoided flying with them for years owing to absolutely terrible service. This is no longer the case, I am glad to say.

Lost one piece of luggage even though I checked in 2.5 hours before the flight

Horrifying Almost 2 million miles. Bring your own food and drink. One coffee or drink every three hours. Have to order meals on app more than 24 hours ahead Tiny and dirty bathrooms

Left an hour and a half after the listed time. Up side was it had TV screens on the seat.

I've been flying American mostly, and it's been very frustrating. This united flight makes me realize maybe the issue isn't flying, but the airline. United was a significantly better experience. The plane was more comfortable, with a normal amount of leg room (vs the ridiculous reductions AA has made), more comfortable seats, screens to watch movies. It was a much better experience!

They delayed the flight from 9:00 to 11:55 At 11:45 they canceled the flight. I paid a premium price for the tickets with poor service

Both our flights were delayed. Almost didn’t get in the second flight. Staff was rude to the bone.

Flight left on time and we arrived 25 minutes early! There was a gate available when we arrived so early on a busy Sunday afternoon! Flight attendants came around twice with the drinks cart.

I couldn’t make my first flight due to weather delays trapping us in the town we were in. Then I had to buy a new ticket

Much better than Spirit. I was please by the easy fast check in and boarding

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

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

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

Our first flight from LAX to Winnipeg was changed but you never informed us at all. It went from a nonstop flight to a stay at Calgary. This impacted our trip negatively as we arrived much later than we planned to. Our returning flight was horrible. The flight was delayed 6 hours!! And we were NOT going to wait that long. The only way we got on our original flight was running there. However all of our suitcases were now coming on the delayed flight. It was the worst experience we ever had flying. I want my money back.

Lots of overhead storage and a good crew and service.

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

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

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

The flight itself was fine, but two of the ladies at the gate were extremely rude to a few of us in line. Their customer service really needs some help. I’ve always had good experiences with WestJet until these two ladies. They had the worst attitudes and really left a bad taste in my mouth after a good trip

Smooth process, on time. Everything ran perfectly. It would be nice to have in flight entertainment and better food choices but these were short flights so not a big deal

Flight got cancelled. I had to spend many hours on phone to have it rescheduled at my convenience

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

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

Very tight leg room and not a fan of the new policy on no free carry on luggage. Besides that, it was fine.

Flight delay, cancellation rescheduling and misdirected luggage which created some stress. It all worked out in the end.

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

Sat on the tarmac with no ventilation for almost an hour, without a single word from the crew. Appalling. When Air Canada goes bankrupt, again, almost everyone in Canada will be cheering.

If you have checked the status of my booking you would have seen that it was cancelled. And the travelers insurance we purchased only covered $100 per ticket. So my overall experience with kayak and air canada is poor

The plane for my second flight was reassigned. We had to wait for them to get a different plane out of the hangar and call in a crew

Send me 20 dollars and i will do the survey. You survey people think we do things in life to do surveys.

It was swiss air flight and they were very helpful and kind

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

Information on your arrival and departure airports