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244 € Cheap Flights from Orlando to Winnipeg

Compare Orlando to Winnipeg flight deals

Find the cheapest month or even day of the year to fly to Winnipeg

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Flight deals from Orlando to Winnipeg Airport

Looking for a cheap last-minute deal or the best return flight from Orlando to Winnipeg Airport? If you want to travel next month, return fares start from 276 €. Find the lowest prices on one-way and return tickets right here.
Winnipeg.244 € per passenger.Departing Wed, 15 Apr, returning Wed, 22 Apr.Return flight with Spirit Airlines and WestJet.Outbound indirect flight with Spirit Airlines, departs from Orlando International on Wed, 15 Apr, arriving in Winnipeg.Inbound indirect flight with WestJet, departs from Winnipeg on Wed, 22 Apr, arriving in Orlando International.Price includes taxes and charges.From 244 €, select.
Winnipeg.276 € per passenger.Departing Fri, 15 May, returning Fri, 22 May.Return flight with WestJet.Outbound indirect flight with WestJet, departs from Orlando International on Fri, 15 May, arriving in Winnipeg.Inbound indirect flight with WestJet, departs from Winnipeg on Fri, 22 May, arriving in Orlando International.Price includes taxes and charges.From 276 €, select.
Winnipeg.330 € per passenger.Departing Tue, 17 Nov, returning Tue, 8 Dec.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Orlando International on Tue, 17 Nov, arriving in Winnipeg.Inbound indirect flight with Porter Airlines, departs from Winnipeg on Tue, 8 Dec, arriving in Orlando International.Price includes taxes and charges.From 330 €, select.
Winnipeg.331 € per passenger.Departing Tue, 17 Nov, returning Fri, 20 Nov.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Orlando International on Tue, 17 Nov, arriving in Winnipeg.Inbound indirect flight with Porter Airlines, departs from Winnipeg on Fri, 20 Nov, arriving in Orlando International.Price includes taxes and charges.From 331 €, select.
Winnipeg.331 € per passenger.Departing Fri, 15 Jan, returning Wed, 3 Feb.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Orlando International on Fri, 15 Jan, arriving in Winnipeg.Inbound indirect flight with Porter Airlines, departs from Winnipeg on Wed, 3 Feb, arriving in Orlando International.Price includes taxes and charges.From 331 €, select.
Winnipeg.351 € per passenger.Departing Fri, 18 Dec, returning Fri, 8 Jan.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Orlando International on Fri, 18 Dec, arriving in Winnipeg.Inbound indirect flight with Porter Airlines, departs from Winnipeg on Fri, 8 Jan, arriving in Orlando International.Price includes taxes and charges.From 351 €, select.
Winnipeg.372 € per passenger.Departing Tue, 15 Dec, returning Tue, 22 Dec.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Orlando International on Tue, 15 Dec, arriving in Winnipeg.Inbound indirect flight with Porter Airlines, departs from Winnipeg on Tue, 22 Dec, arriving in Orlando International.Price includes taxes and charges.From 372 €, select.
Winnipeg.398 € per passenger.Departing Wed, 24 Jun, returning Mon, 29 Jun.Return flight with WestJet and Flair Airlines.Outbound indirect flight with WestJet, departs from Orlando International on Wed, 24 Jun, arriving in Winnipeg.Inbound indirect flight with Flair Airlines, departs from Winnipeg on Mon, 29 Jun, arriving in Orlando International.Price includes taxes and charges.From 398 €, select.
Winnipeg.404 € per passenger.Departing Fri, 28 Aug, returning Mon, 14 Sep.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Orlando International on Fri, 28 Aug, arriving in Winnipeg.Inbound indirect flight with Porter Airlines, departs from Winnipeg on Mon, 14 Sep, arriving in Orlando International.Price includes taxes and charges.From 404 €, select.
Winnipeg.414 € per passenger.Departing Fri, 10 Apr, returning Tue, 14 Apr.Return flight with WestJet.Outbound direct flight with WestJet departs from Orlando International on Fri, 10 Apr, arriving in Winnipeg.Inbound direct flight with WestJet departs from Winnipeg on Tue, 14 Apr, arriving in Orlando International.Price includes taxes and charges.From 414 €, select.
Winnipeg.480 € per passenger.Departing Sun, 3 Jan, returning Fri, 8 Jan.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Orlando International on Sun, 3 Jan, arriving in Winnipeg.Inbound indirect flight with Porter Airlines, departs from Winnipeg on Fri, 8 Jan, arriving in Orlando International.Price includes taxes and charges.From 480 €, select.

Find the cheapest month to fly from Orlando to Winnipeg

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Orlando to Winnipeg flights are currently cheapest in April.
Apr
from 244 €
May
from 276 €
Jun
from 398 €
Jul
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Aug
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Sep
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Oct
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Nov
from 331 €
Dec
from 372 €
Jan
from 480 €
Feb
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Mar
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Direct flights from Orlando to Winnipeg

Orlando to Winnipeg: Alternative routes

Compare routes from Orlando to Winnipeg below. You may find an airport to fly into that's cheaper, faster, or easier than Winnipeg.

Winnipeg

7km from central Winnipeg
ClosestCheapest
from 244 €
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Orlando to Winnipeg: Flight information

The things to know before you go.
Cheapest flight found110 €
Cheapest month to flyApril
Average flight time4 hrs, 26 mins
Most popular airlineWestJet
Average flights per week27

Finding cheap flights from Orlando to Winnipeg: Frequently asked questions

The best price we found for a return flight from Orlando to Winnipeg is 244 €. 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 26 minutes is the average flight time from Orlando to Winnipeg.
WestJet, Delta and Aeromexico fly direct from Orlando to Winnipeg.
As of April 2026, there are 27 flights per week flying from Orlando to Winnipeg.
The cheapest month to fly from Orlando to Winnipeg is usually April.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Orlando to Winnipeg Airport on Wednesday, 15 April 2026.
Yes – the average flight time is 4 hours and 26 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 Winnipeg 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 Winnipeg is around 40 days in advance, so don’t leave your flight to the last minute.

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

  • Orlando's main base, Orlando International Airport (MCO), is where great travel stories take off. Explore your departure options from here for your flight from Orlando to Winnipeg James Armstrong Richardson Intl Airport (YWG).

  • Expect to be travelling for 4 hours 25 minutes. That's the average journey time for a direct Orlando to Winnipeg James Armstrong Richardson Intl Airport flight.

  • The timezone in Winnipeg is UTC-6, which is one hour behind Orlando. Winnipeg James Armstrong Richardson Intl Airport is located in Winnipeg.

  • Give yourself plenty of time to make your flight from Orlando to YWG. As a general rule, turn up at least two hours before international departures and an hour ahead for domestic flights.

  • With more travellers during busy periods like March, get to the terminal earlier than usual. Two hours for domestic flights and as much as four for international journeys will allow extra time for delays. Remember things also get busy during major holidays like Christmas and local events or festivals.

Airports in Orlando

Orlando International Airport (MCO)

  • Get there in one go from Orlando International Airport (MCO). Nonstop flights from Orlando to Winnipeg James Armstrong Richardson Intl Airport (YWG) can be booked from here.

  • When jetting out of MCO, you can catch a direct flight from Orlando to Winnipeg James Armstrong Richardson Intl Airport with WestJet.

  • WestJet is the most frequently chosen airline for flights from MCO to YWG.

  • The most punctual carrier on this route is WestJet. Its services land as planned 69.7% of the time.

  • A stopover is the ideal opportunity to break up your journey and possibly even explore another city. When searching for cheap flights from Orlando to YWG leaving from Orlando International Airport (MCO), uncheck the 'Direct flights only' box to get ideas for where to visit along the way. Here's where you could connect through:

    • Atlanta Hartsfield-Jackson International Airport (ATL)

    • Minneapolis-Saint Paul International Airport (MSP)

    • Nashville International Airport (BNA)

  • Located around 19 kilometres from the centre of Orlando, MCO can be reached in about 25 minutes by car (depending on traffic). The journey by public transport takes roughly 1 hour.

  • Catching an early flight from Orlando to Winnipeg James Armstrong Richardson Intl Airport? Avoid the last-minute rush to the terminal (and get some extra shut-eye) by staying at one of these hotels close to Orlando International Airport:

  • Of the departures from Orlando International Airport, 77% touch down on time at their destination.

  • The address for MCO is One Airport Boulevard.

Orlando Sanford International Airport (SFB)

  • Using public transport, you can travel from central Orlando to SFB in around 1 hour. The airport is roughly 40 kilometres away, and getting there by car will take approximately 35 minutes.

  • Want to enjoy an extra night away before catching your Orlando to YWG flight? Check in to a hotel near Orlando Sanford International Airport before your holiday officially begins. These stays are calling your name:

  • 69% of flights departing Orlando Sanford International Airport arrive within the expected time frame.

About Winnipeg James Armstrong Richardson Intl Airport (YWG)

Getting from Winnipeg James Armstrong Richardson Intl Airport (YWG) to central Winnipeg

  • Central Winnipeg is around 13 kilometres from Winnipeg James Armstrong Richardson Intl Airport and takes about 20 minutes to reach by car. Work out your options for getting into the city, whether that's with a car hire, taxi or ride-share.

  • Travelling on public transport typically takes 40 minutes.

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

  • The lowest price we've found for a one-way ticket from Orlando to Winnipeg James Armstrong Richardson Intl Airport is 110 €. For a return flight on this route, the best price is 244 €. Depending on the availability when you book, these fares could change.

  • Book six months before travelling. Research into pricing trends suggests this is the ideal window for finding cheap flights from Orlando to YWG.

  • The best month for picking up cheap Orlando to Winnipeg James Armstrong Richardson Intl Airport tickets is November. Use the 'Whole month' tool to compare prices, then choose the dates with the lowest fares.

  • Be the first to know about deals for plane tickets from Orlando to YWG by setting up a Price Alert. We'll send you an email or notification through the app when a new discounted fare appears.

  • Tailor your trip using filters. Select your preferred arrival and departure times, airlines and total journey duration. You can also sort your results by 'Cheapest,' 'Fastest' or 'Best' flights from Orlando to Winnipeg James Armstrong Richardson Intl Airport.

The best time to fly from Orlando to Winnipeg James Armstrong Richardson Intl Airport (YWG)

  • It's time to work out your travel dates for your flight from Orlando to Winnipeg James Armstrong Richardson Intl Airport (YWG). July is the busiest month to visit Winnipeg. If a slower pace sounds more appealing, go in January.

  • When booking your Orlando to YWG plane ticket, consider the type of weather you enjoy. July is the warmest month in Winnipeg, with temperatures ranging from 12ºC (54ºF) to 29ºC (84ºF).

  • For cooler conditions, search for a cheap ticket from Orlando to Winnipeg James Armstrong Richardson Intl Airport in January when temperatures are between -25ºC (-13ºF) and -6ºC (21ºF).

More about Winnipeg

  • Once you've booked your flight from Orlando to Winnipeg James Armstrong Richardson Intl Airport, find a hotel that keeps you close to what you want to see. Make one of these accommodation options your base for exploring Winnipeg:

  • Every great adventure has to include some sightseeing. Canadian Museum for Human Rights, Vimy Ridge Memorial Park and Saint Mary's Cathedral are must-do's during your Winnipeg adventure.

Explore more of Canada

  • Winnipeg will leave a lasting impression, but there are so many other corners of Canada just waiting to be explored. Around 193 kilometres west of Winnipeg, a trip to Brandon will keep your itinerary busy. Don't miss top attractions like The Daly House Museum, Commonwealth Air Training Plan Museum and Patricia Beach Provincial Park.

  • Around 209 kilometres east of Winnipeg, Kenora is another essential stop in Canada. Experience this destination's highlights firsthand at Morgan Falls, Husky The Muskie and Cecilia Jeffery Indian Residential School Memorial.

Plan the rest of your trip from Orlando to Winnipeg

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.