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$162+ 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 5/12. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — MCO
May 23 — May 301
Sat 5/23
Sat 5/30
1 adult, Economy
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Find cheap flights from Winnipeg to Orlando with Cheapflights

1. Tell us where you want to go

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Cheapflights Tip: The best prices from Winnipeg to Orlando are usually found in October or September, booked 59 days in advance, depart on a Wednesday or Monday and return on a Wednesday

Cheap 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 April 23, 2026.

This FlightHub deal was found by Cheapflights users on 4/22. 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.
Fri 10/210:45 am
YWG
-
MCO
1 stop8h 00m
WestJet
Mon 10/55:05 pm
MCO
-
YWG
1 stop8h 50m
WestJet
Deal found 4/22$255
This Mytrip deal was found by Cheapflights users on 4/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1111:40 am
YWG
-
MCO
1 stop21h 35m
Porter Airlines
Fri 6/121:45 pm
MCO
-
YWG
1 stop7h 04m
Porter Airlines
Deal found 4/21$281
This FlightHub deal was found by Cheapflights users on 4/21. 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.
Fri 9/1110:45 am
YWG
-
MCO
1 stop8h 00m
WestJet
Fri 9/258:35 pm
MCO
-
YWG
1 stop18h 50m
WestJet
Deal found 4/21$282
This FlightHub deal was found by Cheapflights users on 4/21. 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.
Mon 8/1010:45 am
YWG
-
MCO
1 stop22h 55m
WestJet
Mon 8/175:05 pm
MCO
-
YWG
1 stop8h 50m
WestJet
Deal found 4/21$284
This Cheapflightsfares deal was found by Cheapflights users on 4/22. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/264:25 pm
YWG
-
MCO
1 stop17h 15m
WestJet
Sun 8/28:35 pm
MCO
-
YWG
1 stop14h 10m
WestJet
Deal found 4/22$305
This oojo deal was found by Cheapflights users on 4/22. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/94:25 pm
YWG
-
MCO
1 stop17h 15m
WestJet
Fri 6/125:05 pm
MCO
-
YWG
1 stop8h 50m
WestJet
Deal found 4/22$324
This FlightHub deal was found by Cheapflights users on 4/22. 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.
Thu 6/114:25 pm
YWG
-
MCO
1 stop17h 15m
WestJet
Fri 6/125:05 pm
MCO
-
YWG
1 stop8h 50m
WestJet
Deal found 4/22$326
This Cheapflightsfares deal was found by Cheapflights users on 4/22. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/214:25 pm
YWG
-
MCO
1 stop17h 15m
WestJet
Sun 6/285:05 pm
MCO
-
YWG
1 stop17h 40m
WestJet
Deal found 4/22$328
This Air Canada deal was found by Cheapflights users on 4/21. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/247:55 am
YWG
-
MCO
1 stop9h 52m
Air Canada
Thu 7/3011:50 am
MCO
-
YWG
1 stop7h 25m
Air Canada
Deal found 4/21$330

Find 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 April 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$281
(Mytrip)

One-way from

$162
(Trip.com)

Popular in

February

Cheapest in

October

Average price

$310

Good round-trip deal

$2,390 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. 14% potential increase in price ($57 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals
Price to beat on a round-trip flight from Winnipeg to Orlando.
Search Deals

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 April 23, 2026.
Use the filters below to find and compare flights from Winnipeg to Orlando Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Tue 6/9

8:45 am-11:41 pm

1 stop13h 56m

Orlando

Sat 6/13

9:45 am-10:33 pm

2 stops13h 48m

$332

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Tue 6/2

11:55 am-7:51 pm

1 stop6h 56m

Orlando

Tue 6/9

7:00 am-4:52 pm

1 stop10h 52m

$332
Quickest round-trip

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Tue 6/9

5:42 pm-11:57 pm

1 stop5h 15m

Orlando

Sat 6/13

7:00 am-4:52 pm

1 stop10h 52m

$362

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Fri 5/29

9:05 pm-5:18 pm

2 stops19h 13m

Orlando

Wed 7/22

5:05 pm-12:55 am

1 stop8h 50m

$379

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Tue 6/2

11:55 am-7:51 pm

1 stop6h 56m

Orlando

Mon 6/8

3:00 pm-11:29 pm

1 stop9h 29m

$392

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Sat 6/27

8:00 am-7:45 pm

2 stops34h 45m

Orlando

Sat 7/4

8:35 pm-9:45 am

1 stop14h 10m

$417

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Sat 5/30

5:41 pm-12:20 am

1 stop5h 39m

Orlando

Sun 6/7

7:00 am-4:52 pm

1 stop10h 52m

$423

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Wed 6/3

5:10 am-9:55 pm

2 stops15h 45m

Orlando

Wed 6/10

3:05 pm-11:08 am

3 stops21h 03m

$454
Cheapest one-way

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Wed 6/3

9:05 pm-5:18 pm

2 stops19h 13m

$181

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Tue 6/2

8:45 am-11:41 pm

1 stop13h 56m

$193

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/19

Showing 1-10 of 16 resultsSorted by cheapest first
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 April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
Trip.comPrice Accuracy1 starTrust 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Winnipeg-Orlando Airport flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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 April 17, 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 59 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, October is the cheapest month in which you can book a flight from Winnipeg to Orlando Airport (average of $245). Flying from Winnipeg to Orlando Airport in February is currently the most expensive (average of $467). 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 April 23, 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.

How much does it cost to fly round-trip from Winnipeg to Orlando Airport?

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 April 23, 2026.
Read reviews from past customers who have flown Delta,United Airlines, andWestJet 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
8,438 reviews

Boarding

8.1

Crew

8.5

Overall

7.9

Comfort

7.9

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
8,438 reviews
Delta
7.9
Good
8,438 reviews

Boarding

8.1

Crew

8.5

Overall

7.9

Comfort

7.9

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
9,635 reviews
Delta
7.9
Good
8,438 reviews

Boarding

8.1

Crew

8.5

Overall

7.9

Comfort

7.9

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
3,324 reviews
Delta
7.9
Good
8,438 reviews

Boarding

8.1

Crew

8.5

Overall

7.9

Comfort

7.9

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
10,957 reviews
Delta
7.9
Good
8,438 reviews

Boarding

8.1

Crew

8.5

Overall

7.9

Comfort

7.9

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 6h 56m. The distance between Winnipeg and Orlando Airport is about 1702 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    According to our current data, Air Canada ($102), United Airlines ($146), and WestJet ($202) offers the cheapest pricing from Winnipeg to Orlando Airport. You may be able to fly from Winnipeg to Orlando Airport for 70% 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 (77%), WestJet( 77%).

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

    The cheapest flight price from Winnipeg to Orlando Airport is $1,796. On average you can expect to pay $2,395. The most popular route, (Winnipeg - Orlando), can usually be booked for $308.

  • 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, October is the cheapest month in which you can book a flight from Winnipeg to Orlando Airport (average of $245). Flying from Winnipeg to Orlando Airport in February is currently the most expensive (average of $467). 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
Clermont
Sanford
Celebration
Winter Haven
Leesburg
Sebastian
Apopka
Titusville
Lake Mary
Daytona Beach Shores
Altamonte Springs
Flagler Beach
The Villages
Four Corners
Davenport
Cocoa
Lady Lake
Haines City
Palatka

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 April 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$102Average$488FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$146Average$281FlexibilityNo cancel feeOn-time69%
WestJetCheapest$202Average$341FlexibilityNo cancel feeOn-time60%
DeltaCheapest$277Average$396FlexibilityNo cancel feeOn-timeN/A

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