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$120+ Cheap flights from Winnipeg (YWG) to Orlando (MCO)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/9. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — MCO
Nov 26 — Dec 31
Wed 11/26
Wed 12/3
1 adult, Economy
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Cheapflights Tip: The best prices from Winnipeg to Orlando are usually found in October or September, booked 44 days in advance, depart on a Friday or Thursday and return on a Tuesday

Cheap flight deals from Winnipeg to Orlando

Discover tips and strategies to find the most affordable flight options for your journey from Winnipeg (YWG) to Orlando (MCO). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 27, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$202
(Kiwi.com)

One-way from

$120
(Trip.com)

Popular in

March

Cheapest in

October

Average price

$246
Provider with most accurate pricing for Winnipeg-Orlando flight deals.
Search Deals
Provider most trusted by Cheapflights users for Winnipeg-Orlando flights.
Search Deals
From Winnipeg to Orlando
Search Deals
One-way flight from Winnipeg to Orlando
Search Deals
Highest demand for flights based on searches. 18% potential increase in price ($72 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Winnipeg to Orlando

Cheapest flights from Winnipeg to Orlando
Explore the most affordable flight options available from Winnipeg to Orlando. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 27, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/147:30 amYWG - MCO
1 stop29h 05mMultiple Airlines
Sat 11/228:09 pmMCO - YWG
1 stop19h 58mMultiple Airlines
Deal found 10/25$202
This Kiwi.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/267:30 amYWG - MCO
1 stop25h 55mMultiple Airlines
Wed 12/33:57 pmMCO - YWG
2 stops33h 44mMultiple Airlines
Deal found 10/27$208
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/167:30 amYWG - MCO
1 stop15h 42mMultiple Airlines
Sat 11/228:09 pmMCO - YWG
1 stop19h 58mMultiple Airlines
Deal found 10/25$210
This Kiwi.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/69:00 pmYWG - MCO
2 stops12h 12mMultiple Airlines
Fri 12/125:30 amMCO - YWG
1 stop10h 37mMultiple Airlines
Deal found 10/27$212
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/147:30 amYWG - MCO
1 stop29h 05mMultiple Airlines
Sun 11/238:19 amMCO - YWG
1 stop7h 48mMultiple Airlines
Deal found 10/25$213
This Kiwi.com deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/27:30 amYWG - MCO
1 stop25h 32mMultiple Airlines
Sat 11/810:16 pmMCO - YWG
1 stop17h 51mMultiple Airlines
Deal found 10/26$216
This Kiwi.com deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/27:30 amYWG - MCO
1 stop25h 32mMultiple Airlines
Tue 11/119:00 pmMCO - YWG
2 stops22h 06mMultiple Airlines
Deal found 10/26$220
This Kiwi.com deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/98:00 amYWG - MCO
Nonstop4h 07mMultiple Airlines
Fri 12/125:30 amMCO - YWG
1 stop10h 37mMultiple Airlines
Deal found 10/26$221
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/167:30 amYWG - MCO
1 stop15h 42mMultiple Airlines
Sun 11/236:00 amMCO - YWG
1 stop10h 07mMultiple Airlines
Deal found 10/25$222
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/147:30 amYWG - MCO
1 stop29h 05mMultiple Airlines
Wed 11/199:00 pmMCO - YWG
2 stops28h 39mMultiple Airlines
Deal found 10/25$223
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/167:30 amYWG - MCO
1 stop15h 42mMultiple Airlines
Fri 11/218:19 amMCO - YWG
1 stop7h 48mMultiple Airlines
Deal found 10/25$224
This Kiwi.com deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/27:30 amYWG - MCO
1 stop25h 32mMultiple Airlines
Fri 11/75:25 amMCO - YWG
1 stop10h 42mMultiple Airlines
Deal found 10/26$226

Cheapflights Fare Finder

 
Customize your flight search to find flights from Winnipeg to Orlando that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 27, 2025.
Use the filters below to find and compare flights from Winnipeg to Orlando Airport that are best for you.

Fly from

Winnipeg

Fly to

Orlando

Route

Depart

Return

Price

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Wed 11/26

7:30 am-10:25 am

1 stop25h 55m

Orlando

Wed 12/3

3:57 pm-12:41 am

2 stops33h 44m

$208

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Sat 12/6

9:00 pm-10:12 am

2 stops12h 12m

Orlando

Fri 12/12

5:30 am-3:07 pm

1 stop10h 37m

$212

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Fri 1/9

2:20 pm-9:50 pm

1 stop6h 30m

Orlando

Fri 1/16

8:30 am-4:35 pm

1 stop9h 05m

$231

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Sat 1/24

12:10 pm-11:25 pm

1 stop10h 15m

Orlando

Sat 1/31

8:50 am-3:30 pm

1 stop7h 40m

$239

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Tue 1/20

2:20 pm-12:45 am

2 stops9h 25m

Orlando

Sat 1/24

7:00 pm-11:57 am

2 stops17h 57m

$242

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Wed 1/21

2:20 pm-12:45 am

2 stops9h 25m

Orlando

Fri 1/23

7:35 pm-11:57 am

1 stop17h 22m

$242

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Tue 1/20

2:20 pm-11:44 pm

1 stop8h 24m

Orlando

Fri 1/23

7:35 pm-11:57 am

1 stop17h 22m

$242

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Fri 1/9

2:20 pm-10:44 am

2 stops19h 24m

Orlando

Fri 1/16

4:53 pm-11:57 am

2 stops20h 04m

$242

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Tue 12/9

9:00 pm-6:20 pm

2 stops20h 20m

$120

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Sun 12/7

7:30 am-5:55 pm

1 stop9h 25m

$128

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/25

Showing 1-10 of 18 results
1
2

Compare providers for flights from Winnipeg to Orlando

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Winnipeg to Orlando in October.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
Trip.comPrice Accuracy2 starsTrust Score*3 stars
MytripPrice Accuracy3 starsTrust Score*3 stars
Kiwi.comPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Winnipeg-Orlando Airport flights, users find the pricing of Mytrip to be most consistent on Cheapflights vs. Mytrip Users can find the same prices on Winnipeg-Orlando Airport flight deals on Cheapflights vs. Mytrip >95% of the time. Price accuracy is based on data collected from Winnipeg-Orlando Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Winnipeg-Orlando Airport flights, Cheapflights users trust Mytrip the most. Mytrip has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Winnipeg-Orlando Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Winnipeg to Orlando

Have a flexible travel schedule? Discover the best time to fly to Orlando from Winnipeg with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Winnipeg to Orlando Airport

How far ahead should I book a flight from Winnipeg to Orlando Airport?

Use this chart to determine the optimal time to book a round-trip flight from Winnipeg to Orlando. Price data was last updated on October 24, 2025.

The price you pay for your flight from Winnipeg to Orlando Airport may vary depending on when you book. For the best chance of a lower fare, look to book 44 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Winnipeg to Orlando Airport?

Currently, May is the cheapest month in which you can book a flight from Winnipeg to Orlando Airport (average of $159). Flying from Winnipeg to Orlando Airport in March is currently the most expensive (average of $228). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from YWG to MCO?

Find hourly flight availability from Winnipeg to Orlando. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 27, 2025.

One of the essential ways to save on airfare from Winnipeg to Orlando Airport is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight in the afternoon could potentially save you up to 55% on airfare.

Reviews of airlines servicing Orlando

Get insights into the airlines that provide service to Orlando. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Orlando. Reviews last updated October 27, 2025.
Read reviews from past customers who have flown Porter Airlines, Delta, and United Airlines from Winnipeg to Orlando Airport. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
384 reviews

Overall

8.0

Crew

8.6

Food

7.6

Entertainment

7.0

Comfort

8.0

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Porter Airlines
8.0
Very good
384 reviews
Porter Airlines
8.0
Very good
384 reviews

Overall

8.0

Crew

8.6

Food

7.6

Entertainment

7.0

Comfort

8.0

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Delta
7.9
Good
7,996 reviews
Porter Airlines
8.0
Very good
384 reviews

Overall

8.0

Crew

8.6

Food

7.6

Entertainment

7.0

Comfort

8.0

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
United Airlines
7.4
Good
8,999 reviews
Porter Airlines
8.0
Very good
384 reviews

Overall

8.0

Crew

8.6

Food

7.6

Entertainment

7.0

Comfort

8.0

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
WestJet
7.2
Good
3,147 reviews
Porter Airlines
8.0
Very good
384 reviews

Overall

8.0

Crew

8.6

Food

7.6

Entertainment

7.0

Comfort

8.0

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Air Canada
7.1
Good
10,367 reviews
Porter Airlines
8.0
Very good
384 reviews

Overall

8.0

Crew

8.6

Food

7.6

Entertainment

7.0

Comfort

8.0

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to Orlando. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Winnipeg to Orlando?

    Located just 4.6 mi from the city center, Winnipeg is the airport most travelers will use when flying to Orlando from Winnipeg. Booking flights from Winnipeg (YWG) to Orlando should be relatively easy as there are 0 daily outbound flights to Orlando from 5 different airlines.

  • How long is the flight from Winnipeg to Orlando Airport?

    Departing from Winnipeg to Orlando Airport will take you 10h 15m. The distance between Winnipeg and Orlando Airport is about 1702 mi.

  • What are the cheapest airlines flying from Winnipeg to Orlando Airport round-trip?

    According to our current data, United Airlines ($162), Air Canada ($199), and Delta ($202) offers the cheapest pricing from Winnipeg to Orlando Airport. You may be able to fly from Winnipeg to Orlando Airport for 49% less than the average price by searching for these airlines.

  • What are the most reliable airlines from Winnipeg to Orlando Airport?

    Before booking your flight to Orlando Airport from Winnipeg, check out the most reliable airlines to get you to your destination on time: Delta (100%), WestJet (100%), Aeromexico( 100%).

  • Can I find deals for flights from Winnipeg to Orlando that include hotel bookings?

    Yes. In addition to deals on Winnipeg to Orlando flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Winnipeg to Orlando?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Winnipeg to Orlando.

  • Can I find deals for business class flights from Winnipeg to Orlando?

    Yes. Cheapflights offers flight deals from Winnipeg to Orlando by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Winnipeg to Orlando Airport?

    Currently, May is the cheapest month in which you can book a flight from Winnipeg to Orlando Airport (average of $159). Flying from Winnipeg to Orlando Airport in March is currently the most expensive (average of $228). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Orlando Airport?

Book flights to Orlando Airport if you plan to visit one of these locations
Lake Buena Vista
Sebastian
Sanford
Celebration
Clermont
Lake Mary
Apopka
Davenport
Ormond Beach
Altamonte Springs
Winter Haven
Orange City
Cocoa
Leesburg
The Villages
Oak Ridge
Lady Lake
Haines City
Palatka
Belle Isle

Browse thousands of different options on Cheapflights for your next trip

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Top 5 airlines flying from Winnipeg to Orlando

Discover the top 5 airlines that operate flights from Winnipeg to Orlando. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 27, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$162Average$277FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$199Average$531FlexibilityNo cancel feeOn-time67%
DeltaCheapest$202Average$386FlexibilityNo cancel feeOn-timeN/A
WestJetCheapest$202Average$346FlexibilityNo cancel feeOn-time60%
Porter AirlinesCheapest$240Average$384FlexibilityNo cancel feeOn-time52%

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