YWG - ORL

C$ 214 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 5/5. 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
Travellers 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.

Free to useThere are no hidden charges or fees.

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

Everything you should know

Cheapest round-trip
C$ 403
Overall average: C$ 351
United Airlines
Sat 30/5Thu 4/6
YWG - MCO • 2 stops
Cheapest direct flights
C$ 752
Typical prices: C$ 254-C$ 571
WestJet
Fri 17/4Fri 24/4
YWG - MCO • Direct
Advice from real travellers
AI-powered summary based on content written by travel experts. AI can make mistakes.
Winnipeg's airport is efficient with quick security lines.
MCO offers varied transportation options to Disney.
Expert advice
Expert advice
Expert advice
Expert advice
Direct flights
2 days a week
Tue, Fri
You can fly direct with WestJet. Average duration is 4h 03m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top airlines
Cheapest • from C$ 403 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top layover airports
Cheapest • Avg C$ 395 (round-trip)
Shortest trip • 6h 31m (one-way)
Insights
Insights
Insights
Insights
Top routes
Cheapest
Most popular
Insights
Insights
Insights
Insights
Avoid delays
Most punctual • 80% on-time
Best time • Fewest delays
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travellers who book at least 3 weeks in advance save around 54% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 26% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
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

Sat, 30 May - Thu, 4 Jun
United Airlines Logo
7:00 a.m. - 9:58 p.m.
YWG
-
MCO
13h 58m
2 stops
United Airlines Logo
7:13 a.m. - 10:33 p.m.
MCO
-
YWG
16h 20m
1 stop
C$ 403United Airlines
Sat, 11 Apr - Fri, 24 Apr
United Airlines Logo
8:45 a.m. - 11:20 a.m.
YWG
-
MCO
25h 35m
2 stops
United Airlines Logo
6:54 p.m. - 11:52 a.m.
MCO
-
YWG
17h 58m
2 stops
C$ 409United Airlines
Fri, 28 Aug - Sat, 5 Sep
Delta Logo
12:40 p.m. - 11:59 p.m.
YWG
-
MCO
10h 19m
1 stop
Delta Logo
11:15 a.m. - 8:09 p.m.
MCO
-
YWG
9h 54m
1 stop
C$ 414Delta
Tue, 21 Apr - Thu, 23 Apr
United Airlines Logo
8:45 a.m. - 11:35 p.m.
YWG
-
MCO
13h 50m
1 stop
United Airlines Logo
7:40 p.m. - 11:52 a.m.
MCO
-
YWG
17h 12m
1 stop
C$ 431United Airlines
Mon, 13 Jul - Mon, 20 Jul
Air Canada Logo
2:05 p.m. - 11:47 p.m.
YWG
-
MCO
8h 42m
1 stop
Air Canada Logo
7:00 a.m. - 3:14 p.m.
MCO
-
YWG
9h 14m
1 stop
C$ 434Air Canada
Mon, 20 Apr - Fri, 24 Apr
United Airlines Logo
8:45 a.m. - 10:46 a.m.
YWG
-
MCO
25h 01m
2 stops
United Airlines Logo
7:01 p.m. - 11:52 a.m.
MCO
-
YWG
17h 51m
2 stops
C$ 436United Airlines
Wed, 15 Apr - Wed, 22 Apr
Delta Logo
11:55 a.m. - 10:58 p.m.
YWG
-
MCO
10h 03m
1 stop
Delta Logo
6:53 a.m. - 4:22 p.m.
MCO
-
YWG
10h 29m
1 stop
C$ 450Delta
Thu, 28 May - Sat, 6 Jun
Delta Logo
6:40 a.m. - 5:04 p.m.
YWG
-
MCO
9h 24m
1 stop
Delta Logo
6:05 a.m. - 2:55 p.m.
MCO
-
YWG
9h 50m
1 stop
C$ 454Delta
Thu, 16 Apr - Thu, 23 Apr
WestJet Logo
12:20 p.m. - 8:16 p.m.
YWG
-
MCO
6h 56m
1 stop
WestJet Logo
9:15 p.m. - 10:52 a.m.
MCO
-
YWG
14h 37m
1 stop
C$ 458WestJet
Thu, 23 Jul - Mon, 27 Jul
WestJet Logo
4:25 p.m. - 7:45 p.m.
YWG
-
MCO
26h 20m
1 stop
WestJet Logo
5:05 p.m. - 12:55 a.m.
MCO
-
YWG
8h 50m
1 stop
C$ 471WestJet
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.

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$ 306 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 Thursday 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 October, where tickets cost C$ 335 (return) on average. On the other hand, the most expensive months are May and March, where the average cost of round-trip tickets is C$ 582 and C$ 571 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$ 386 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 3 weeks before departure, which saves you about 54% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 19 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 seasonJune
Cheapest flightC$ 214
Best time to beat the crowds (8% less expensive on average)
Most popular time to fly (26% 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 3 days, the lowest price for a flight from Winnipeg to Orlando was C$ 214 for a one-way ticket and C$ 403 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 MAX 8 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.

  • On which days can I fly direct from Winnipeg to Orlando?

    You can catch a direct flight from Winnipeg to Orlando on on Tuesday, and Friday.

  • 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$ 493 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$ 537 and an overall rating of 7.9.

  • 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$ 451 or less one-way and C$ 420 or less round-trip.

Prefer to fly direct from Winnipeg to Orlando?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Winnipeg to Orlando.
Find which airlines fly direct from Winnipeg Airport to Orlando, which days they fly and book direct flights.

Direct departures

Winnipeg to Orlando

Tuesday

WestJet

WestJet

Friday

WestJet

WestJet

See more nonstop flights

Direct returns

Orlando to Winnipeg

Tuesday

WestJet

WestJet

Friday

WestJet

WestJet

See more nonstop flights

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 426 reviews
8.6Crew
8.2Boarding
7.0Entertainment
7.6Food
8.0Comfort
Airline reviews

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

10.0 ExcellentDeanna, Mar 2026
YWG - YOW
Read more Porter Airlines reviews

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.

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.👍

The whole experience was excellent. As it most often is with Delta

We waited an hour on the runway to get a gate in Orlando

Flight was delayed by 3-hours and their fix was… complimentary pretzels.

The staff on board and gate was nice - a welcome change from the usual. We also arrived early, which was a great benefit, given that it takes 30 minutes plus to get bags at SRQ.

They took all carry-on luggage from Groups 6 -9 - I was group 5 and waiting in line to board - they made me check my luggage too. That then went to baggage claim and delayed departure from the airport. There was overhead room in my seating area - Delta over reacted. Also, had a gentleman next to me that took up 1/2 my seat.

Sorry I didn't realize I was writing a review for each leg. Please see my previous review - it applies to the entire flight, not just a single leg.

boarded at 5:30 pm, pushed away from gate at 6pm ... takeoff was not until ~6:45pm; disappointing

Paid for wifi that didn't work. No plug in seat to work. No entertainment.

I've flown several other airlines, and Delta is really on top on things.

The flight was delayed and oversold. I volunteered to give up my seat for compensation. Thinking I could get a good night's sleep instead of arriving home at 2 am. It took over an hour to get the new reservation confirmed, three different gate attendants, and two red coats. It took even longer to confirm the overnight hotel, and when I arrived, the line was 45 minutes long, with two people checking in, and at least 15 people slowly, very slowly—no food except frozen convenience food, no coupon for food from airlines. Slept, headed back to the airport, and that flight had an equipment change and a gate change just as they were about to board. It took an additional hour to board as they cleaned the plane from storage.

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

Hopped on time for the flight only to get deplaned and delayed another 2.5 hours.

Given I (and I’m assuming most people) have both carry in and a personal item included in their fare, I find it very unfair that on neither of my flights I was able to use the overhead for my small backpack because they were completely rammed with luggage, people personal items, jackets, hats and other items. So the only item I brought in had to be stuffed under my seat while they had their leg room and sat comfortable with all of their items in the overhead. This has to stop because I was uncomfortable on both flights when I only had one smaller item that could not be checked due to its contents (medication etc). Plenty of people could have checked theirs but chose not to and then took up the space allotment for 2 people.

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

Flight attendants had a little attitude. Food tastes no good.

From pre boarding to flight attendant, crew and baggage handler, excellent. Didn’t lost my luggage like West jet.

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

Very poor. The flight was delayed from Toronto because some forget to do there job . I got to my connecting gate in San Francisco 10 minutes before the departure.but this didn’t let me board even though the flight was still there for an other 30 minutes. The the gentleman at the unite airline desk told me that they usually wait for passengers but air Canada called and told them not to we I been rerouted to Manila instead of Hong Kong . In San Francisco they mad me check in my carryon bag . I was told the it will directly go yo ho chi minn cuyt but I was told that by the Vietnams airline desk that’s not there I’m 10 hours behind my scheduled flight and looks like I I’m going without baggage. I don’t have a chance of catching ..

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

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.

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.

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

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.

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

Information on your arrival and departure airports