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286 € Cheap Flights from Winnipeg to Orlando

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Flight deals from Winnipeg to Orlando

Looking for a cheap last-minute deal or the best return flight from Winnipeg Airport to Orlando? If you want to travel next month, return fares start from 289 €. Find the lowest prices on one-way and return tickets right here.
Orlando.286 € per passenger.Departing Thu, 10 Sep, returning Mon, 14 Sep.Return flight with WestJet.Outbound indirect flight with WestJet, departs from Winnipeg on Thu, 10 Sep, arriving in Orlando International.Inbound indirect flight with WestJet, departs from Orlando International on Mon, 14 Sep, arriving in Winnipeg.Price includes taxes and charges.From 286 €, select.
Orlando.289 € per passenger.Departing Wed, 5 Aug, returning Tue, 11 Aug.Return flight with WestJet and Frontier Airlines.Outbound indirect flight with WestJet, departs from Winnipeg on Wed, 5 Aug, arriving in Orlando International.Inbound indirect flight with Frontier Airlines, departs from Orlando International on Tue, 11 Aug, arriving in Winnipeg.Price includes taxes and charges.From 289 €, select.
Orlando.318 € per passenger.Departing Fri, 30 Oct, returning Fri, 13 Nov.Return flight with WestJet and Flair Airlines.Outbound indirect flight with WestJet, departs from Winnipeg on Fri, 30 Oct, arriving in Orlando International.Inbound indirect flight with Flair Airlines, departs from Orlando International on Fri, 13 Nov, arriving in Winnipeg.Price includes taxes and charges.From 318 €, select.
Orlando.322 € per passenger.Departing Thu, 15 Oct, returning Fri, 30 Oct.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Winnipeg on Thu, 15 Oct, arriving in Orlando International.Inbound indirect flight with Air Canada, departs from Orlando International on Fri, 30 Oct, arriving in Winnipeg.Price includes taxes and charges.From 322 €, select.
Orlando.337 € per passenger.Departing Wed, 16 Sep, returning Fri, 2 Oct.Return flight with Porter Airlines and WestJet.Outbound indirect flight with Porter Airlines, departs from Winnipeg on Wed, 16 Sep, arriving in Orlando International.Inbound indirect flight with WestJet, departs from Orlando International on Fri, 2 Oct, arriving in Winnipeg.Price includes taxes and charges.From 337 €, select.
Orlando.354 € per passenger.Departing Sun, 16 Aug, returning Tue, 15 Sep.Return flight with WestJet and Frontier Airlines.Outbound indirect flight with WestJet, departs from Winnipeg on Sun, 16 Aug, arriving in Orlando International.Inbound indirect flight with Frontier Airlines, departs from Orlando International on Tue, 15 Sep, arriving in Winnipeg.Price includes taxes and charges.From 354 €, select.
Orlando.358 € per passenger.Departing Tue, 1 Dec, returning Fri, 11 Dec.Return flight with WestJet and Flair Airlines.Outbound indirect flight with WestJet, departs from Winnipeg on Tue, 1 Dec, arriving in Orlando International.Inbound indirect flight with Flair Airlines, departs from Orlando International on Fri, 11 Dec, arriving in Winnipeg.Price includes taxes and charges.From 358 €, select.
Orlando.362 € per passenger.Departing Fri, 20 Nov, returning Fri, 27 Nov.Return flight with WestJet and Flair Airlines.Outbound indirect flight with WestJet, departs from Winnipeg on Fri, 20 Nov, arriving in Orlando International.Inbound indirect flight with Flair Airlines, departs from Orlando International on Fri, 27 Nov, arriving in Winnipeg.Price includes taxes and charges.From 362 €, select.
Orlando.368 € per passenger.Departing Wed, 24 Mar, returning Tue, 13 Apr.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Winnipeg on Wed, 24 Mar, arriving in Orlando International.Inbound indirect flight with Porter Airlines, departs from Orlando International on Tue, 13 Apr, arriving in Winnipeg.Price includes taxes and charges.From 368 €, select.
Orlando.370 € per passenger.Departing Fri, 30 Oct, returning Tue, 15 Dec.Return flight with WestJet and Porter Airlines.Outbound indirect flight with WestJet, departs from Winnipeg on Fri, 30 Oct, arriving in Orlando International.Inbound indirect flight with Porter Airlines, departs from Orlando International on Tue, 15 Dec, arriving in Winnipeg.Price includes taxes and charges.From 370 €, select.
Orlando.375 € per passenger.Departing Tue, 24 Nov, returning Tue, 1 Dec.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Winnipeg on Tue, 24 Nov, arriving in Orlando International.Inbound indirect flight with Air Canada, departs from Orlando International on Tue, 1 Dec, arriving in Winnipeg.Price includes taxes and charges.From 375 €, select.
Orlando.375 € per passenger.Departing Thu, 28 Jan, returning Wed, 10 Feb.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Winnipeg on Thu, 28 Jan, arriving in Orlando International.Inbound indirect flight with Porter Airlines, departs from Orlando International on Wed, 10 Feb, arriving in Winnipeg.Price includes taxes and charges.From 375 €, select.
Orlando.375 € per passenger.Departing Mon, 15 Feb, returning Wed, 17 Feb.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Winnipeg on Mon, 15 Feb, arriving in Orlando International.Inbound indirect flight with Porter Airlines, departs from Orlando International on Wed, 17 Feb, arriving in Winnipeg.Price includes taxes and charges.From 375 €, select.
Orlando.375 € per passenger.Departing Thu, 25 Feb, returning Tue, 20 Apr.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Winnipeg on Thu, 25 Feb, arriving in Orlando International.Inbound indirect flight with Porter Airlines, departs from Orlando International on Tue, 20 Apr, arriving in Winnipeg.Price includes taxes and charges.From 375 €, select.
Orlando.375 € per passenger.Departing Sat, 17 Apr, returning Tue, 20 Apr.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Winnipeg on Sat, 17 Apr, arriving in Orlando International.Inbound indirect flight with Porter Airlines, departs from Orlando International on Tue, 20 Apr, arriving in Winnipeg.Price includes taxes and charges.From 375 €, select.
Orlando.375 € per passenger.Departing Sun, 10 Jan, returning Fri, 29 Jan.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Winnipeg on Sun, 10 Jan, arriving in Orlando International.Inbound indirect flight with Porter Airlines, departs from Orlando International on Fri, 29 Jan, arriving in Winnipeg.Price includes taxes and charges.From 375 €, select.

Find the cheapest month to fly from Winnipeg to Orlando

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Winnipeg to Orlando flights are currently cheapest in September.
Jul
from 477 €
Aug
from 289 €
Sep
from 286 €
Oct
from 322 €
Nov
from 362 €
Dec
from 358 €
Jan
from 375 €
Feb
from 375 €
Mar
from 388 €
Apr
from 375 €
May
from 511 €
Jun
Find prices

Direct flights from Winnipeg to Orlando

Alternative Winnipeg to Orlando routes

Looking for the cheapest, fastest or easiest route from Winnipeg to Orlando? You could fly into the following airports instead.

Orlando International

13km from central Orlando
ClosestCheapest
from 286 €
Search flights

Orlando Sanford

30km from central Orlando
from 372 €
Search flights

Daytona Beach

78km from central Orlando
from 587 €
Search flights

Lakeland

87km from central Orlando
Search flights

Melbourne Orlando International

88km from central Orlando
from 418 €
Search flights

Winnipeg to Orlando: Flight information

The things to know before you go.
Cheapest flight found286 €
Cheapest month to flySeptember
Average flight time4 hrs, 3 mins
Most popular airlineDelta
Average flights per week8

Finding cheap flights from Winnipeg to Orlando: Frequently asked questions

There are 5 airports in Orlando: Orlando International, Orlando Sanford, Daytona Beach, Lakeland, and Melbourne Orlando International.
The best price we found for a return flight from Winnipeg to Orlando is 286 €. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
4 hours and 3 minutes is the average flight time from Winnipeg to Orlando.
Delta, Aeromexico and WestJet fly direct from Winnipeg to Orlando.
As of July 2026, there are 8 flights per week flying from Winnipeg to Orlando.
The cheapest month to fly from Winnipeg to Orlando is usually September.
If you're flying from Winnipeg Airport, the cheapest airport near Orlando is Orlando International – which is 12.9 km away from the centre of Orlando. We've found flights into this airport from 286 €.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Winnipeg Airport to Orlando on Thursday, 10 September 2026.
Yes – the average flight time is 4 hours and 3 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Orlando but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Orlando is around 40 days in advance, so don’t leave your flight to the last minute.

In July, the average temperature is usually around 27°C. August is typically the warmest month in Orlando, when it usually averages around 31°C. You can expect the least rain in November. The coldest month is January, with temperatures averaging 9°C. The rainiest month is June.
Currently, WestJet offers the cheapest flight tickets to Orlando.

Flying from Winnipeg James Armstrong Richardson Intl Airport (YWG) to Orlando: what you need to know

  • Book a direct flight from Winnipeg James Armstrong Richardson Intl Airport to Orlando and you'll be travelling for an average of 4 hours 25 minutes.

  • Winnipeg James Armstrong Richardson Intl Airport is located in Winnipeg. Following the UTC-5 timezone, Orlando is one hour ahead of Winnipeg.

  • To avoid missing your YWG to Orlando flight, allow plenty of time to check in and find your gate. Arriving two hours before international departures and one hour before domestic flights is the general travel rule.

  • During popular months such as July, it's a good idea to get to the airport even earlier. Plan to arrive two hours before a domestic departure and four hours ahead of an international flight when you travel during peak periods in general.

  • You can book a direct Winnipeg James Armstrong Richardson Intl Airport to Orlando ticket. Begin your journey at YWG and touch down at Orlando International Airport (MCO).

  • Book your ticket with WestJet. This well-known airline offers direct flights from Winnipeg James Armstrong Richardson Intl Airport to Orlando.

  • YWG is about 6 kilometres from central Winnipeg. If you're driving, ride-sharing or catching a taxi from the centre, it'll take you 20 minutes or so to get there, depending on traffic conditions. If you're taking public transport, expect the travel time to be around 40 minutes.

  • Have an early flight from Winnipeg James Armstrong Richardson Intl Airport to Orlando? Avoid the last-minute rush to the terminal (and get some extra shut-eye) by choosing one of these stays close to YWG:

  • 73% of flights that take off from Winnipeg James Armstrong Richardson Intl Airport arrive at their destination on time.

  • You'll find YWG at 2000 Wellington Avenue.

How to find the cheapest flights from Winnipeg James Armstrong Richardson Intl Airport (YWG) to Orlando

  • 150 € is currently the best price for a one-way Winnipeg James Armstrong Richardson Intl Airport to Orlando flight. A return plane ticket starts from 286 €. These fares may change depending on demand.

  • To find cheap flights from YWG to Orlando, book as early as possible. Airlines tend to offer their most competitively priced fares when flights first go on sale.

  • The 'Whole month' tool will show you the cheapest tickets from Winnipeg James Armstrong Richardson Intl Airport to Orlando across every month. It's an easy way to snap up a bargain if your travel plans are flexible.

  • You don't need to check back constantly to see if fares have dropped when you create a Price Alert. We'll notify you when there's an updated deal for cheap flights from YWG to Orlando.

  • Pick your ideal arrival and departure times, airlines and number of stops with our filters. Then, sort the results for your flight from Winnipeg James Armstrong Richardson Intl Airport to Orlando by 'Best,' 'Fastest' or 'Cheapest.'

Airports in Orlando

Orlando International Airport (MCO)

  • Orlando International Airport (MCO) to central Orlando takes around 25 minutes to reach by car. The centre is roughly 19 kilometres away.

  • Travelling to the centre on public transport typically takes 1 hour.

  • If you're coming in on a late flight from Winnipeg James Armstrong Richardson Intl Airport to Orlando, nothing beats the convenience of staying near the terminal. Collect your bags from the carousel and then be showered and resting not long after at one of these accommodation options near MCO:

  • Reserving your ride from Orlando International Airport around two weeks in advance of your flight from YWG to Orlando can help you lock in the lowest rate.

  • You'll find MCO at One Airport Boulevard.

Orlando Sanford International Airport (SFB)

  • Central Orlando is located around 40 kilometres from Orlando Sanford International Airport (SFB). After your flight from Winnipeg James Armstrong Richardson Intl Airport to Orlando has landed and you've made your way through the terminal, expect a drive of around 35 minutes.

  • You can expect the journey to take roughly 1 hour on public transport.

  • You'll find some great places to rest your head close to SFB. Kick back and get cosy after your YWG to Orlando flight at one of these perfectly located options:

  • Lock in the best price by reserving your ride from SFB one week ahead of time. You can also expect to have a bigger selection of vehicles.

Best time to go to Orlando

  • December is the quietest month for flights from Winnipeg James Armstrong Richardson Intl Airport to Orlando, while March is the most popular. Figure out the ideal time to visit Orlando based on whether you like a bustling atmosphere or a more laid-back vibe.

  • The warmest month in Orlando is July, with temperatures ranging between 23ºC (73ºF) and 34ºC (93ºF). Lock in your Winnipeg James Armstrong Richardson Intl Airport to Orlando plane ticket then if you enjoy this type of weather.

  • January has average temperatures of between 7ºC (45ºF) and 23ºC (73ºF). Look for a cheap ticket from YWG to Orlando around that time if you'd rather travel in cooler conditions.

More about Orlando

Explore more of the United States

  • You've done Orlando, now it's time to discover more of the United States. Journey around 209 kilometres north to Jacksonville to tick off its popular sights. From St. John's Cathedral to Museum of Contemporary Art Jacksonville and The Cummer Museum of Art & Gardens, there's plenty to keep you on the go.

  • Miami is another essential stop in the United States and is around 338 kilometres south of Orlando. No trip is complete without seeing Beach, Ocean Drive and Port of Miami.

Plan the rest of your trip from Winnipeg to Orlando

Prices shown on this page are estimated lowest prices only. Found in the last 12 days.