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$118+ 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 4/8. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — MCO
Feb 11 — Feb 181
Wed 2/11
Wed 2/18
1 adult, Economy
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Cheapflights Tip: The best prices from Winnipeg to Orlando are usually found in October or May, booked 69 days in advance, depart on a Friday or Tuesday and return on a Thursday

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 January 12, 2026.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$226
(Kiwi.com)

One-way from

$118
(Kiwi.com)

Popular in

February

Cheapest in

October

Average price

$338

Good round-trip deal

$256 or less
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. 17% potential increase in price ($71 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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Price to beat on a round-trip flight from Winnipeg to Orlando.
Search Deals

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 January 12, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/11. 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 2/216:45 am
YWG
-
MCO
1 stop8h 44m
Multiple Airlines
Wed 2/2510:28 am
MCO
-
YWG
2 stops15h 12m
Multiple Airlines
Deal found 1/11$226
This United Airlines deal was found by Cheapflights users on 1/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/242:20 pm
YWG
-
MCO
1 stop8h 39m
United Airlines
Wed 4/89:42 am
MCO
-
YWG
1 stop12h 15m
United Airlines
Deal found 1/11$227
This Trip.com deal was found by Cheapflights users on 1/11. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/2312:20 pm
YWG
-
MCO
1 stop6h 56m
WestJet
Mon 3/29:30 pm
MCO
-
YWG
1 stop15h 02m
WestJet
Deal found 1/11$228
This FlightHub deal was found by Cheapflights users on 1/10. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/2412:20 pm
YWG
-
MCO
1 stop6h 56m
WestJet
Tue 3/39:15 pm
MCO
-
YWG
1 stop15h 17m
WestJet
Deal found 1/10$229
This Kiwi.com deal was found by Cheapflights users on 1/11. 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 2/2412:20 pm
YWG
-
MCO
1 stop6h 56m
WestJet
Thu 2/269:15 pm
MCO
-
YWG
1 stop15h 17m
WestJet
Deal found 1/11$230
This Kiwi.com deal was found by Cheapflights users on 1/11. 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 2/2412:20 pm
YWG
-
MCO
1 stop6h 56m
WestJet
Wed 3/49:15 pm
MCO
-
YWG
1 stop15h 17m
WestJet
Deal found 1/11$231
This Kiwi.com deal was found by Cheapflights users on 1/11. 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 2/2512:20 pm
YWG
-
MCO
1 stop6h 56m
Multiple Airlines
Wed 3/410:28 am
MCO
-
YWG
2 stops15h 12m
Multiple Airlines
Deal found 1/11$232
This Kiwi.com deal was found by Cheapflights users on 1/11. 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 2/2412:20 pm
YWG
-
MCO
1 stop6h 56m
WestJet
Thu 3/59:15 pm
MCO
-
YWG
1 stop15h 17m
WestJet
Deal found 1/11$233
This Kiwi.com deal was found by Cheapflights users on 1/12. 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 2/216:45 am
YWG
-
MCO
1 stop8h 44m
Multiple Airlines
Thu 2/268:30 am
MCO
-
YWG
1 stop8h 00m
Multiple Airlines
Deal found 1/12$234
This United Airlines deal was found by Cheapflights users on 1/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/252:20 pm
YWG
-
MCO
2 stops9h 23m
United Airlines
Fri 2/278:43 pm
MCO
-
YWG
1 stop16h 14m
United Airlines
Deal found 1/11$235
This United Airlines deal was found by Cheapflights users on 1/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/252:20 pm
YWG
-
MCO
2 stops9h 23m
United Airlines
Thu 2/268:43 pm
MCO
-
YWG
1 stop16h 14m
United Airlines
Deal found 1/12$236
This Kiwi.com deal was found by Cheapflights users on 1/11. 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 2/227:30 am
YWG
-
MCO
1 stop11h 37m
Multiple Airlines
Fri 2/275:15 am
MCO
-
YWG
2 stops13h 50m
Multiple Airlines
Deal found 1/11$237

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 January 12, 2026.
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

Tue 3/24

2:20 pm-11:59 pm

1 stop8h 39m

Orlando

Wed 4/8

9:42 am-8:57 pm

1 stop12h 15m

$227

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Mon 3/30

8:45 am-11:37 pm

1 stop13h 52m

Orlando

Wed 4/8

9:42 am-8:57 pm

1 stop12h 15m

$227

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Mon 5/11

2:15 pm-12:44 am

2 stops9h 29m

Orlando

Wed 5/27

2:28 pm-10:24 pm

1 stop8h 56m

$232

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Wed 2/25

2:20 pm-12:43 am

2 stops9h 23m

Orlando

Thu 3/5

8:40 pm-11:57 am

1 stop16h 17m

$235

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Wed 2/25

2:20 pm-12:43 am

2 stops9h 23m

Orlando

Fri 2/27

8:43 pm-11:57 am

1 stop16h 14m

$235

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Wed 3/4

2:20 pm-12:33 am

2 stops9h 13m

Orlando

Wed 3/25

8:40 pm-11:57 am

1 stop16h 17m

$238

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Tue 3/24

8:05 pm-8:16 pm

1 stop23h 11m

Orlando

Thu 4/2

9:15 pm-11:32 am

1 stop15h 17m

$278

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Sun 3/29

8:05 pm-10:19 am

1 stop13h 14m

Orlando

Mon 4/6

9:30 pm-7:09 pm

1 stop22h 39m

$279

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Mon 3/30

8:05 pm-8:16 pm

1 stop23h 11m

Orlando

Mon 4/6

9:30 pm-7:09 pm

1 stop22h 39m

$279

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Tue 3/24

5:00 am-8:16 pm

1 stop14h 16m

Orlando

Mon 4/6

9:30 pm-11:32 am

1 stop15h 02m

$279

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/12

Showing 1-10 of 19 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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
Trip.comPrice Accuracy2 starsTrust Score*3 stars
MytripPrice 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 January 9, 2026.

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 69 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 July is currently the most expensive (average of $220). 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 January 12, 2026.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Winnipeg to Orlando Airport as you normally would.

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 January 12, 2026.
Read reviews from past customers who have flown Delta, United Airlines, and WestJet from Winnipeg to Orlando Airport. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,036 reviews

Overall

7.9

Comfort

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.8

Food

7.2

Reviews

1 / 20
4.0
Okay

Richard,Sep 2023

YYZ - ATL

Four hour delay (missing two screws). Seats in need of repair.
Delta
7.9
Good
8,036 reviews
Delta
7.9
Good
8,036 reviews

Overall

7.9

Comfort

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.8

Food

7.2

Reviews

1 / 20
4.0
Okay

Richard,Sep 2023

YYZ - ATL

Four hour delay (missing two screws). Seats in need of repair.
United Airlines
7.4
Good
9,144 reviews
Delta
7.9
Good
8,036 reviews

Overall

7.9

Comfort

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.8

Food

7.2

Reviews

1 / 20
4.0
Okay

Richard,Sep 2023

YYZ - ATL

Four hour delay (missing two screws). Seats in need of repair.
WestJet
7.2
Good
3,236 reviews
Delta
7.9
Good
8,036 reviews

Overall

7.9

Comfort

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.8

Food

7.2

Reviews

1 / 20
4.0
Okay

Richard,Sep 2023

YYZ - ATL

Four hour delay (missing two screws). Seats in need of repair.
Air Canada
7.1
Good
10,616 reviews
Delta
7.9
Good
8,036 reviews

Overall

7.9

Comfort

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.8

Food

7.2

Reviews

1 / 20
4.0
Okay

Richard,Sep 2023

YYZ - ATL

Four hour delay (missing two screws). Seats in need of repair.

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 4 different airlines.

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

    Departing from Winnipeg to Orlando Airport will take you 8h 39m. 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, Air Canada ($102), United Airlines ($162), and Delta ($189) offers the cheapest pricing from Winnipeg to Orlando Airport. You may be able to fly from Winnipeg to Orlando Airport for 69% 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: LATAM Airlines (83%), Delta (71%), WestJet( 71%).

  • What are the cheapest flights from Winnipeg to Orlando Airport?

    The cheapest flight price from Winnipeg to Orlando Airport is $241. On average you can expect to pay $332. The most popular route, (Winnipeg - Orlando), can usually be booked for $203.

  • 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 July is currently the most expensive (average of $220). 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
Celebration
Clermont
Sanford
Lake Mary
Sebastian
Winter Haven
Apopka
Altamonte Springs
Orange City
Davenport
Cocoa
Leesburg
Lady Lake
Haines City
Palatka
The Villages
Ormond Beach
Belle Isle
Palm Coast

Browse thousands of different options on Cheapflights for your next trip

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Top 4 airlines flying from Winnipeg to Orlando

Discover the top 4 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 January 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$138Average$614FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$162Average$277FlexibilityNo cancel feeOn-time69%
DeltaCheapest$189Average$478FlexibilityNo cancel feeOn-timeN/A
WestJetCheapest$200Average$341FlexibilityNo cancel feeOn-time60%

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