Cheap Flights from Winnipeg to Orlando from $485

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Flight deals from Winnipeg Airport 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 $485. Find the lowest prices on one-way and return tickets right here.

Orlando.$485 per passenger.Departing Tue, 14 Apr, returning Fri, 17 Apr.Return flight with WestJet.Outbound direct flight with WestJet departs from Winnipeg on Tue, 14 Apr, arriving in Orlando International.Inbound direct flight with WestJet departs from Orlando International on Fri, 17 Apr, arriving in Winnipeg.Price includes taxes and charges.From $485, select.

Orlando.$489 per passenger.Departing Mon, 4 May, returning Sat, 9 May.Return flight with Delta.Outbound indirect flight with Delta, departs from Winnipeg on Mon, 4 May, arriving in Orlando International.Inbound indirect flight with Delta, departs from Orlando International on Sat, 9 May, arriving in Winnipeg.Price includes taxes and charges.From $489, select.

Orlando.$509 per passenger.Departing Wed, 10 Jun, returning Sun, 14 Jun.Return flight with Delta.Outbound indirect flight with Delta, departs from Winnipeg on Wed, 10 Jun, arriving in Orlando International.Inbound indirect flight with Delta, departs from Orlando International on Sun, 14 Jun, arriving in Winnipeg.Price includes taxes and charges.From $509, select.

Orlando.$527 per passenger.Departing Thu, 28 May, returning Tue, 2 Jun.Return flight with Delta.Outbound indirect flight with Delta, departs from Winnipeg on Thu, 28 May, arriving in Orlando International.Inbound indirect flight with Delta, departs from Orlando International on Tue, 2 Jun, arriving in Winnipeg.Price includes taxes and charges.From $527, select.

Orlando.$661 per passenger.Departing Tue, 8 Dec, returning Mon, 14 Dec.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Winnipeg on Tue, 8 Dec, arriving in Orlando International.Inbound indirect flight with Porter Airlines, departs from Orlando International on Mon, 14 Dec, arriving in Winnipeg.Price includes taxes and charges.From $661, select.

Orlando.$662 per passenger.Departing Fri, 8 Jan, returning Fri, 15 Jan.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Winnipeg on Fri, 8 Jan, arriving in Orlando International.Inbound indirect flight with Porter Airlines, departs from Orlando International on Fri, 15 Jan, arriving in Winnipeg.Price includes taxes and charges.From $662, select.

Orlando.$668 per passenger.Departing Wed, 3 Feb, returning Thu, 4 Feb.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Winnipeg on Wed, 3 Feb, arriving in Orlando International.Inbound indirect flight with Porter Airlines, departs from Orlando International on Thu, 4 Feb, arriving in Winnipeg.Price includes taxes and charges.From $668, select.

Orlando.$671 per passenger.Departing Fri, 20 Nov, returning Sat, 28 Nov.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Winnipeg on Fri, 20 Nov, arriving in Orlando International.Inbound indirect flight with Porter Airlines, departs from Orlando International on Sat, 28 Nov, arriving in Winnipeg.Price includes taxes and charges.From $671, select.

Orlando.$720 per passenger.Departing Thu, 30 Apr, returning Thu, 7 May.Return flight with Delta.Outbound indirect flight with Delta, departs from Winnipeg on Thu, 30 Apr, arriving in Orlando International.Inbound indirect flight with Delta, departs from Orlando International on Thu, 7 May, arriving in Winnipeg.Price includes taxes and charges.From $720, select.

Orlando.$751 per passenger.Departing Wed, 30 Dec, returning Fri, 15 Jan.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Winnipeg on Wed, 30 Dec, arriving in Orlando International.Inbound indirect flight with Porter Airlines, departs from Orlando International on Fri, 15 Jan, arriving in Winnipeg.Price includes taxes and charges.From $751, select.

Orlando.$813 per passenger.Departing Mon, 13 Jul, returning Mon, 20 Jul.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Winnipeg on Mon, 13 Jul, arriving in Orlando International.Inbound indirect flight with Porter Airlines, departs from Orlando International on Mon, 20 Jul, arriving in Winnipeg.Price includes taxes and charges.From $813, select.

Orlando.$836 per passenger.Departing Mon, 24 Aug, returning Fri, 28 Aug.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Winnipeg on Mon, 24 Aug, arriving in Orlando International.Inbound indirect flight with Porter Airlines, departs from Orlando International on Fri, 28 Aug, arriving in Winnipeg.Price includes taxes and charges.From $836, select.

Orlando.$926 per passenger.Departing Thu, 1 Oct, returning Thu, 15 Oct.Return flight with Delta.Outbound indirect flight with Delta, departs from Winnipeg on Thu, 1 Oct, arriving in Orlando International.Inbound indirect flight with Delta, departs from Orlando International on Thu, 15 Oct, arriving in Winnipeg.Price includes taxes and charges.From $926, select.

Orlando.$949 per passenger.Departing Tue, 8 Dec, returning Fri, 18 Dec.Return flight with WestJet.Outbound direct flight with WestJet departs from Winnipeg on Tue, 8 Dec, arriving in Orlando International.Inbound direct flight with WestJet departs from Orlando International on Fri, 18 Dec, arriving in Winnipeg.Price includes taxes and charges.From $949, select.

Orlando.$953 per passenger.Departing Sat, 12 Sep, returning Fri, 18 Sep.Return flight with WestJet and Porter Airlines.Outbound indirect flight with WestJet, departs from Winnipeg on Sat, 12 Sep, arriving in Orlando International.Inbound indirect flight with Porter Airlines, departs from Orlando International on Fri, 18 Sep, arriving in Winnipeg.Price includes taxes and charges.From $953, select.

Orlando.$992 per passenger.Departing Tue, 10 Nov, returning Tue, 17 Nov.Return flight with WestJet.Outbound direct flight with WestJet departs from Winnipeg on Tue, 10 Nov, arriving in Orlando International.Inbound direct flight with WestJet departs from Orlando International on Tue, 17 Nov, arriving in Winnipeg.Price includes taxes and charges.From $992, 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 April.

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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.

Winnipeg to Orlando: Flight information

The things to know before you go.

Cheapest flight found	$291
Cheapest month to fly	April
Average flight time	4 hrs, 2 mins
Most popular airline	WestJet
Average flights per week	18

Finding cheap flights from Winnipeg to Orlando: Frequently asked questions

How many airports are there in Orlando?

There are 5 airports in Orlando: Orlando International, Orlando Sanford, Daytona Beach, Lakeland, and Melbourne Orlando International.

How much are return flights from Winnipeg to Orlando?

The best price we found for a return flight from Winnipeg to Orlando is $485. 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.

How long does it take to fly from Winnipeg to Orlando?

4 hours and 2 minutes is the average flight time from Winnipeg to Orlando.

Which airlines fly direct from Winnipeg to Orlando?

WestJet, LATAM Airlines and Delta fly direct from Winnipeg to Orlando.

How many flights are there a week from Winnipeg to Orlando?

As of March 2026, there are 18 flights per week flying from Winnipeg to Orlando.

When is the cheapest time to fly from Winnipeg to Orlando?

The cheapest month to fly from Winnipeg to Orlando is usually April.

Which is the cheapest airport to fly into in Orlando?

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 $485.

Which upcoming date is cheapest to fly from Winnipeg Airport to Orlando on?

After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Winnipeg Airport to Orlando on Tuesday, 14 April 2026.

Can I get a direct flight from Winnipeg Airport to Orlando?

Yes – the average flight time is 4 hours and 2 minutes.

How can I get the best flight deal from Winnipeg Airport to Orlando?

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.

When is the best time to book flights to Orlando?

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.

What’s the weather like in Orlando?

In March, the average temperature is usually around 19°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.

Which is the cheapest airline to fly from Winnipeg Airport to Orlando with?

Currently, WestJet offers the cheapest flight tickets to Orlando.

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

Expect to be travelling for 4 hours 25 minutes. That's the average journey time for a direct flight from Winnipeg James Armstrong Richardson International Airport to Orlando.
Winnipeg James Armstrong Richardson International Airport is located in Winnipeg. Following the UTC-4 timezone, Orlando is one hour ahead of Winnipeg.
The most popular route is from Winnipeg James Armstrong Richardson International Airport (YWG) to Orlando International Airport (MCO). Choose from two weekly services between these two airports. If you'd like to head off as soon as possible, the earliest flight from YWG to MCO is the 07:00 WestJet option. If you prefer travelling later, the final departure is at 16:00 with WestJet.
For a smooth journey, arrive at the airport two hours ahead of international flights and an hour before domestic departures. This leaves you with plenty of time to catch your YWG to Orlando flight.
If you're heading away during a bank holiday or another peak period, give yourself extra time. A good general rule is two hours before domestic flights and up to four hours before international departures. Queues at security and check-in will be longer.
You can book a direct Winnipeg James Armstrong Richardson International Airport to Orlando ticket. Begin your journey at YWG and end it at Orlando International Airport (MCO).
Take to the skies with WestJet. This leading carrier operates direct flights from Winnipeg James Armstrong Richardson International Airport to Orlando.
Located around 6 kilometres from central Winnipeg, YWG can be reached in about 15 minutes by car, depending on traffic. The journey on public transport takes roughly 55 minutes.
In search of a hotel near YWG? If you're catching an early flight from Winnipeg James Armstrong Richardson International Airport to Orlando, these accommodation options will put you moments from your departure gate:
61.28% of flights that leave from Winnipeg James Armstrong Richardson International Airport arrive at their destination on schedule.
YWG is located at 2000 Wellington Avenue.

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

The lowest price we've found for a one-way Winnipeg James Armstrong Richardson International Airport to Orlando flight is $291. The cheapest price for a return flight is $485. Keep in mind fares can change due to demand at the time of booking.
Book one month before you want to travel. Pricing trends show that this is the ideal window for finding cheap flights from YWG to Orlando.
Organise your trip for May. That's the best month for scoring an epic deal on Winnipeg James Armstrong Richardson International Airport to Orlando tickets. If your travel dates are flexible, use the 'Whole month' tool to access the lowest price across each month.
Save time looking for cheap flights from YWG to Orlando by setting up a Price Alert. You'll receive an email or notification on the app when fares go down.
Snag an affordable flight from Winnipeg James Armstrong Richardson International Airport to Orlando with the help of our filters. Choose your ideal duration, departure time and airlines, then sort the results by 'Cheapest' to see the best deals.

Airports in Orlando

Orlando International Airport (MCO)

The distance from Orlando International Airport (MCO) to central Orlando is roughly 32 kilometres. It takes around 20 minutes to get to the centre driving.
Book a hotel close to MCO if you have a late flight from Winnipeg James Armstrong Richardson International Airport to Orlando. Choose one of these accommodation options and skip the long transfer:
Pick up an Orlando International Airport rental car and discover Orlando and beyond with your own wheels. Sonic, Dollar and Budget are top providers to choose from here.
Lock in the best possible rate by reserving your ride from Orlando International Airport around two weeks in advance of your flight from YWG to Orlando.
The address for MCO is One Airport Boulevard.

Orlando Sanford International Airport (SFB)

Once your flight from Winnipeg James Armstrong Richardson International Airport to Orlando has hit the tarmac, you can make your way to the city centre in around 35 minutes by car. Central Orlando is roughly 48 kilometres from Orlando Sanford International Airport (SFB).
If you travel by public transport, you'll reach the centre in 2 hours 5 minutes or so.
Hang up the 'Do not disturb' sign and rest at a hotel near SFB. Here are a few options where you can take a load off after your YWG to Orlando flight:
Forget about public transport schedules or slow-moving cab lines. Grab an Orlando Sanford International Airport rental car and blaze your own trail. Check out the rates and availability from Dollar, Hertz and Budget.
Snap up the best price by booking your ride from SFB one week ahead of time. You'll also have access to a bigger selection of vehicles.

Best time to go to Orlando

Before you book your flights from Winnipeg James Armstrong Richardson International Airport to Orlando, consider which time of year works best for you. High season in Orlando offers a bustling atmosphere and plenty to do, while the low season means you'll get cheaper deals on hotels and fewer crowds.
The warmest month in Orlando is July, with temperatures ranging between 23ºC and 34ºC. Book your Winnipeg James Armstrong Richardson International Airport to Orlando flight ticket then if that's your idea of comfortable weather.
January sees average temperatures of between 7ºC and 23ºC. Search for a cheap ticket from YWG to Orlando around that time if you want to travel when it's cooler.

More about Orlando

When it comes to looking for somewhere to lay your head, you'll find the most popular stays in Orlando right here. Browse these hotels once you've locked in your flight from Winnipeg James Armstrong Richardson International Airport to Orlando:
All great holidays should include a little sightseeing. Universal's Islands of Adventure, Universal Orlando Resort and Lake Eola Park are attractions you won't want to skip in Orlando.

Explore more of United States

Jacksonville is just one of the many places in United States waiting to be discovered after you've seen Orlando. Around 209 kilometres away to the north, its best attractions include Jacksonville Zoo and Gardens, The Cummer Museum of Art & Gardens and Friendship Fountain.
Miami is another essential stop in United States and is around 338 kilometres south of Orlando. No journey is complete without visiting Wynwood Walls, Vizcaya Museum and Gardens and American Airlines Arena.