YWG - ORL

C$ 270 Find Cheap Flights from Winnipeg to Orlando

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 Orlando departing on 30/10. 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 Orlando

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Winnipeg to Orlando, 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 Orlando, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
C$ 456
Typical prices: C$ 463-C$ 568
WestJet
Wed 15/7Wed 22/7
YWG - MCO • 1 stop
Cheapest direct flights
C$ 831
Typical prices: C$ 384-C$ 694
WestJet
Tue 27/10Tue 10/11
YWG - MCO • Direct
Top airlines
Cheapest • from C$ 456 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top layover airports
Cheapest • Avg C$ 482 (round-trip)
Shortest trip • 6h 57m (one-way)
Insights
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Top routes
Cheapest
Most popular
Insights
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Avoid delays
Most punctual • 79% on-time
Best time • Fewest delays
Insights
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When to book
in advance
Our data shows that travellers who book at least 4 weeks in advance save around 51% compared to booking last minute.
Insights
Insights
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Insights
When to travel
Cheapest • 42% price drop
Most popular
Good to know
Good to know
+1
+1
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+1
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KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you love your trip to Orlando!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Winnipeg to Orlando (YWG-ORL)

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

Wed, 15 Jul - Wed, 22 Jul
WestJet Logo
7:45 a.m. - 10:40 a.m.
YWG
-
MCO
25h 55m
1 stop
WestJet Logo
5:05 p.m. - 12:55 a.m.
MCO
-
YWG
8h 50m
1 stop
C$ 456WestJet
Wed, 15 Jul - Wed, 22 Jul
WestJet Logo
6:15 a.m. - 10:40 a.m.
YWG
-
MCO
27h 25m
1 stop
WestJet Logo
5:05 p.m. - 12:55 a.m.
MCO
-
YWG
8h 50m
1 stop
C$ 459WestJet
Wed, 15 Jul - Wed, 22 Jul
WestJet Logo
6:15 a.m. - 10:40 a.m.
YWG
-
MCO
27h 25m
1 stop
WestJet Logo
5:05 p.m. - 12:55 a.m.
MCO
-
YWG
8h 50m
1 stop
C$ 460WestJet
Tue, 14 Jul - Tue, 28 Jul
WestJet Logo
6:15 a.m. - 10:40 a.m.
YWG
-
MCO
27h 25m
1 stop
WestJet Logo
5:05 p.m. - 9:45 a.m.
MCO
-
YWG
17h 40m
1 stop
C$ 484WestJet
Tue, 11 Aug - Tue, 18 Aug
WestJet Logo
6:15 a.m. - 10:40 a.m.
YWG
-
MCO
27h 25m
1 stop
WestJet Logo
5:05 p.m. - 9:45 a.m.
MCO
-
YWG
17h 40m
1 stop
C$ 486WestJet
Wed, 15 Jul - Wed, 22 Jul
WestJet Logo
6:15 a.m. - 10:40 a.m.
YWG
-
MCO
27h 25m
1 stop
WestJet Logo
5:05 p.m. - 2:25 p.m.
MCO
-
YWG
22h 20m
1 stop
C$ 490WestJet
Wed, 15 Jul - Wed, 22 Jul
WestJet Logo
8:00 a.m. - 10:40 a.m.
YWG
-
MCO
25h 40m
2 stops
WestJet Logo
5:05 p.m. - 12:55 a.m.
MCO
-
YWG
8h 50m
1 stop
C$ 498WestJet
Wed, 15 Jul - Wed, 22 Jul
WestJet Logo
8:00 a.m. - 10:40 a.m.
YWG
-
MCO
25h 40m
2 stops
WestJet Logo
5:05 p.m. - 12:55 a.m.
MCO
-
YWG
8h 50m
1 stop
C$ 500WestJet
Mon, 13 Jul - Wed, 22 Jul
WestJet Logo
6:05 p.m. - 10:40 a.m.
YWG
-
MCO
15h 35m
1 stop
WestJet Logo
5:05 p.m. - 12:55 a.m.
MCO
-
YWG
8h 50m
1 stop
C$ 502WestJet
Fri, 18 Sep - Fri, 2 Oct
WestJet Logo
6:05 p.m. - 7:45 p.m.
YWG
-
MCO
24h 40m
1 stop
WestJet Logo
11:30 a.m. - 8:30 p.m.
MCO
-
YWG
10h 00m
1 stop
C$ 505WestJet
Booking Insights

KAYAK's insights & trends for Winnipeg to Orlando flights

Get data-powered insights and trends into flights from Winnipeg to Orlando 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 Orlando?

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 Orlando departing in July.

What is the cheapest Winnipeg to Orlando flight route?

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

The cheapest return flight from Winnipeg to Orlando costs C$ 546 on the route between Winnipeg (YWG) and Orlando Airport (MCO). It is also the most popular route.

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

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

For Winnipeg to Orlando, Saturday is the cheapest day to fly on average and Friday is the most expensive. Flying from Orlando back to Winnipeg, the best deals are generally found on Sunday, with Wednesday being the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Winnipeg to Orlando, 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 Orlando is January, where tickets cost C$ 115 (return) on average. On the other hand, the most expensive months are June and May, where the average cost of round-trip tickets is C$ 314 and C$ 293 respectively.

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

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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 2 stops layover the cheapest option at C$ 399 on average.

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

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 Orlando, 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 Orlando, 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.

Expert advice

Expert advice for your flight from Winnipeg to Orlando

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Mark Stachiew

Mark Stachiew

Expert on YWG

Mark Stachiew has been exploring the world and writing about it for more than 30 years. His travel stories have appeared in numerous newspapers, magazines and online publications in Canada, the United States and beyond.

Stefanie Waldek

Stefanie Waldek

Expert on MCO

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Good to know

Low seasonMay
Cheapest flightC$ 270
Best time to beat the crowds but there is an average 5% increase in price.
Most popular time to fly (14% more expensive on average)
Flight from Winnipeg to Orlando Airport

When to book flights from Winnipeg to Orlando

Are your dates flexible? Find out the best times to travel from Winnipeg to Orlando based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Winnipeg to Orlando

  • What is the cheapest flight from Winnipeg to Orlando?

    In the last 5 days, the lowest price for a flight from Winnipeg to Orlando was C$ 270 for a one-way ticket and C$ 456 for a round-trip.

  • Which airports will I be using when flying from Winnipeg to Orlando?

    Winnipeg is served by only 1 airport and there are 2 airports in Orlando. You will leave Winnipeg from Winnipeg and you will be arriving in Orlando at one of these airports: Orlando or Orlando Sanford Intl.

  • Which aircraft models fly most regularly from Winnipeg to Orlando?

    The Boeing 737-700 Passenger/BBJ1 (winglets) is the aircraft model that flies most regularly on the Winnipeg to Orlando flight route.

  • Which airline alliances offer flights from Winnipeg to Orlando?

    SkyTeam, and Star Alliance are the airline alliances operating flights between Winnipeg and Orlando, with SkyTeam being the most commonly used for this route.

  • Which is the best airline for flights from Winnipeg to Orlando, Porter Airlines or Delta?

    The two airlines most popular with KAYAK users for flights from Winnipeg to Orlando are Porter Airlines and Delta. With an average price for the route of C$ 572 and an overall rating of 8.0, Porter Airlines is the most popular choice. Delta is also a great choice for the route, with an average price of C$ 521 and an overall rating of 7.8.

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

    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 Orlando.

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

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

    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 to Orlando with an airline and back to Winnipeg with another airline.

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

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

KAYAK’s top tips for finding a cheap flight from Winnipeg to Orlando

  • Looking for a cheap flight? 25% of our users found flights on this route for C$ 465 or less one-way and C$ 575 or less round-trip.

Reviews of the top 5 airlines flying from Winnipeg to Orlando

 
See real verified KAYAK customer reviews for airlines flying from Winnipeg to Orlando. 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 Orlando? 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 438 reviews
7.6Food
8.0Comfort
8.2Boarding
8.6Crew
6.9Entertainment
Airline reviews

The staff was amazing. Best service I’ve had on an aircraft in a long time. Was not particularly happy with the food. Flight was at 10:50 and left home too early for breakfast and wasn’t able to purchase food at airport and felt for sure I could get some breakfast to buy on airplane. Nope as food was served around 11:30 and only one choice left (I was at 22C) so ordered the chicken dish thinking I’m getting a hot meal but cold chicken with rice and carrots etc. I was looking forward to a croissant sandwich and a hot cup of tea. The FA was kind to explain they were serving dinner at that time. She was lovely Other than the disappointment with the food the staff was amazing. On my return flight I will make sure to eat and take some food with me so I’m not hungry or disappointed. This was my second time ever flying Porter and will consider checking them when I next come to visit my daughter. Have to say it again best crew I’ve ever experienced on a flight and I travel quite a bit. Thanks.

10.0 ExcellentAngela, May 2026
YYZ - YVR
Read more Porter Airlines reviews

The staff was amazing. Best service I’ve had on an aircraft in a long time. Was not particularly happy with the food. Flight was at 10:50 and left home too early for breakfast and wasn’t able to purchase food at airport and felt for sure I could get some breakfast to buy on airplane. Nope as food was served around 11:30 and only one choice left (I was at 22C) so ordered the chicken dish thinking I’m getting a hot meal but cold chicken with rice and carrots etc. I was looking forward to a croissant sandwich and a hot cup of tea. The FA was kind to explain they were serving dinner at that time. She was lovely Other than the disappointment with the food the staff was amazing. On my return flight I will make sure to eat and take some food with me so I’m not hungry or disappointed. This was my second time ever flying Porter and will consider checking them when I next come to visit my daughter. Have to say it again best crew I’ve ever experienced on a flight and I travel quite a bit. Thanks.

I didn’t receive any help when they messed up and wasn’t honest and the supervisor did absolutely nothing to help me so I had to buy another ticket at $537

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

The Flight took off 2hrs late because there was no pilot showing up when the flight was ready to board.. Though the cabin crew was present and had prepared the plane, the FO turned around after 15 min and went away. A crew to fly the plane finally arrived over an hour later and we were able to board 1h30 min later than planned time... until everything was loaded, we left 2h late from the gate. This was a small plane, so don't expect any Entertainment... Wi-Fi access on board would work, but took an awful amount of time to figure out and get it work (I'm an IT person). Flying as VIPorter customer, I was expecting at least some warm meal, but everything served was just cold.. except the coffee maybe. Even in so-called VIPorter seats, space is cramped and trays are so tiny, you can barely setup your food. Flight caught up during the coast-to-coast crossing and was able to recoup about 45 min from the delay.. still arrived very late in Vancouver and had to wait a long time to get our registered bags. Let's see how the return flight will be in a few days..

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.

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.

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!

N Everything was perfect from boarding to assistance to baggage in Tampa

I lost my plane and spend 5 hours at the airport arriving at Buffalo at 1 am taxis are very expensive at that time.

Prefer not to have an almost 3 hour delay with useless communication that wasn't accurate.

Boarding was smooth and efficient. The only food was some pretzels, but it was a short flight. Not much to order if you were hungry.

Crew were welcoming, accommodating and they worked hard to find places for all carry on.

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.

Seats very comfortable; service efficient and pleasant; flight was on-time; boarding organized.

Starlink is great Crew was polite Business class didn’t get a welcome drink just water and snacks were ok

very average service no complimentary alcoholics drinks unlike other airlines such as Porter airlines No decent seats available during check-in time the day before

Good but airlines getting smaller. I didn't like the meal but the service was fine. Flight was fine and luggage arrived. So good.

They were fast and I like how they used to entertainment system to play video about the safety.

Despite travelling ultra basic for the first time due to such increased rates we both managed with one bag each. Even boarding last wasn’t SO bad.

I loved the fact it was on time and it was a smooth flight to my destination.

Service was okay except attendant over served alcohol to passenger and passenger got tipsy and made me uncomfortable

Could not make the flight. No one would help us at all

The agents at the Kelowna YLW airport were really grumpy. Same with oversized baggage person. Staff on the plane were great.

Flight was early. That’s the only positive I can share. I paid for wifi on the flight and it didn’t allow me to use any streaming services so it was a waste of $20. West Jet also lost my ski equipment on my way to a ski vacation. They told me it would be delivered to the hotel as soon as it arrived at the airport. It was never delivered. I had to pick it up at the airport on my way home. I am completely disgusted with my experience on west jet

The window seat on the emergency row was too small. I had a different seat booked and they moved me. My seat remained open. It was very uncomfortable.

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.

Meal and drink service was good. Old plane with old business class seats were quite disappointing

Horrible crew, horrible seats configuration, ridiculous space in the toilets, Air Canada is no longer a option.

Flight and attendance were very good we had 2 hour delay that took the shine of it

Be careful about the bad policy and when purchasing seats

The seat design in the premium economy section leaves virtually no room under the seat to store a bag or purse. Other than that, it was a great flight. Arrived early.

This is a great non-stop YVR-MIA. Very comfortable plane, and no transfer through a city that gets major winter weather!

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

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

Information on your arrival and departure airports