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Cheap flights from Winnipeg to Orlando Airport from C$ 158

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 10/12. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — MCO
6 Dec — 13 Dec1
1 adult
1 adult, Economy, 0 bags

Cheapflights Tip: The best prices from Winnipeg to Orlando are usually found in October or September, booked 44 days in advance, depart on a Monday or Saturday and return on a Wednesday

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 6 November 2025.

Round-trip from

C$ 271

One-way from

C$ 158

Popular in

March

Cheapest in

October

Average price

C$ 405

Good round-trip deal

C$ 308 or less

Good one-way deal

C$ 201 or less
12/12-16/12
  • 12/12-16/12
  • 2 total stops
  • 45h 26m total
  • Winnipeg to Orlando
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10/12
  • 10/12
  • 1 total stop
  • 9h 50m total
  • Winnipeg to Orlando
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Highest demand for flights based on searches. 18% potential increase in price (C$ 148 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease (C$ 17 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Price to beat on a round-trip flight from Winnipeg to Orlando.
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Price to beat on a one-way flight from Winnipeg to Orlando.
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Find flight deals from Winnipeg to Orlando

Enter your travel dates to find the best prices.

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 6 November 2025.

Fri 12/127:30 a.m.YWG - MCO
1 stop24h 52mMultiple Airlines
Tue 16/127:33 p.m.MCO - YWG
1 stop20h 34mMultiple Airlines
Deal found 5/11C$ 271
Fri 5/127:30 a.m.YWG - MCO
1 stop24h 52mMultiple Airlines
Tue 9/127:33 p.m.MCO - YWG
2 stops23h 33mMultiple Airlines
Deal found 5/11C$ 279
Sun 30/117:30 a.m.YWG - MCO
1 stop22h 44mMultiple Airlines
Fri 5/128:25 p.m.MCO - YWG
2 stops29h 16mMultiple Airlines
Deal found 6/11C$ 315
Mon 1/129:00 p.m.YWG - MCO
2 stops12h 52mMultiple Airlines
Mon 8/128:25 p.m.MCO - YWG
2 stops22h 41mMultiple Airlines
Deal found 4/11C$ 351
Fri 21/117:30 a.m.YWG - MCO
1 stop25h 55mMultiple Airlines
Tue 25/118:09 p.m.MCO - YWG
1 stop19h 58mMultiple Airlines
Deal found 5/11C$ 354
Fri 12/127:30 a.m.YWG - MCO
1 stop8h 57mMultiple Airlines
Mon 22/127:42 p.m.MCO - YWG
2 stops29h 08mMultiple Airlines
Deal found 6/11C$ 357

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 629,999 searches. Data last updated 6 November 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

Fri 9/1

2:20 p.m.-9:50 p.m.

1 stop6h 30m

Orlando

Fri 16/1

7:35 p.m.-11:57 a.m.

1 stop17h 22m

C$ 332

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Fri 9/1

2:20 p.m.-10:50 a.m.

2 stops19h 30m

Orlando

Fri 16/1

8:30 a.m.-4:35 p.m.

1 stop9h 05m

C$ 339

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Fri 16/1

2:20 p.m.-11:54 a.m.

2 stops20h 34m

Orlando

Fri 23/1

10:00 a.m.-11:57 a.m.

2 stops26h 57m

C$ 341

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Mon 2/2

2:20 p.m.-11:54 a.m.

2 stops20h 34m

Orlando

Thu 5/2

7:00 p.m.-11:57 a.m.

2 stops17h 57m

C$ 343

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Sat 31/1

2:20 p.m.-12:20 p.m.

2 stops21h 00m

Orlando

Sat 7/2

4:53 p.m.-11:57 a.m.

2 stops20h 04m

C$ 343

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Fri 17/4

2:15 p.m.-11:45 p.m.

1 stop8h 30m

Orlando

Mon 20/4

3:40 p.m.-11:39 a.m.

2 stops20h 59m

C$ 343

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Mon 23/2

2:20 p.m.-9:40 p.m.

1 stop6h 20m

Orlando

Fri 27/2

8:43 p.m.-11:57 a.m.

1 stop16h 14m

C$ 343

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Tue 3/3

2:20 p.m.-12:43 a.m.

2 stops9h 23m

Orlando

Tue 10/3

8:43 p.m.-11:39 a.m.

1 stop15h 56m

C$ 343

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Mon 2/2

2:20 p.m.-10:50 a.m.

2 stops19h 30m

Orlando

Fri 27/2

10:00 a.m.-11:57 a.m.

2 stops26h 57m

C$ 343

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Tue 2/12

9:00 p.m.-2:27 p.m.

2 stops16h 27m

C$ 166

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/11

Showing 1-10 of 20 results
1
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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 31 October 2025.

The best time to book flights from Winnipeg to Orlando Airport is 44 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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 C$ 224). Flying from Winnipeg to Orlando Airport in January is currently the most expensive (average of C$ 319). 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 6 November 2025.

When flying from Winnipeg to Orlando Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 14% versus a flight in the afternoon.

What is the cheapest day to fly from Winnipeg to Orlando Airport?

Use this chart to determine the cheapest time to fly round-trip from Winnipeg to Orlando. Price data was last updated on 2 November 2025.

Travelers seeking maximum savings on their Winnipeg to Orlando Airport flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Thursday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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 6 November 2025.
Read through reviews of airlines operating flights from Winnipeg to Orlando Airport, such as Porter Airlines,Delta, andUnited Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
387 reviews
Check prices

Entertainment

7.0

Comfort

8.0

Food

7.6

Overall

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.
Porter Airlines
8.0
Very good
387 reviews
Porter Airlines
8.0
Very good
387 reviews
Check prices

Entertainment

7.0

Comfort

8.0

Food

7.6

Overall

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.
Delta
7.9
Good
8,001 reviews
Porter Airlines
8.0
Very good
387 reviews
Check prices

Entertainment

7.0

Comfort

8.0

Food

7.6

Overall

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.
United Airlines
7.4
Good
9,007 reviews
Porter Airlines
8.0
Very good
387 reviews
Check prices

Entertainment

7.0

Comfort

8.0

Food

7.6

Overall

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.
WestJet
7.2
Good
3,155 reviews
Porter Airlines
8.0
Very good
387 reviews
Check prices

Entertainment

7.0

Comfort

8.0

Food

7.6

Overall

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.
Air Canada
7.1
Good
10,416 reviews
Porter Airlines
8.0
Very good
387 reviews
Check prices

Entertainment

7.0

Comfort

8.0

Food

7.6

Overall

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.

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?

    Most people fly from Winnipeg (YWG) if they book a flight from Winnipeg to Orlando. On average, Winnipeg has 0 outbound flights to Orlando per day from 5 airlines. Winnipeg is conveniently located just 7.3 km from Winnipeg’s city centre.

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

    Airlines like United Airlines fly from Winnipeg to Orlando Airport in about 6h 30m. The time it takes to get you to your destination can typically vary by up to . There are 2739 km between Winnipeg and Orlando Airport.

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

    Our cheapest airline available from Winnipeg to Orlando Airport is United Airlines. Our recent data shows that you can find tickets from as low as C$ 224 on this airline. Additional options worth looking into are Delta and WestJet, starting at C$ 265 and C$ 283 round-trip. United Airlines is currently priced 50% below the average price you’ll pay for this route.

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

    The top 3 most reliable airlines when flying from Winnipeg to Orlando Airport are LATAM Airlines (100%), Delta (100%) and WestJet (100%).

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

    Looking for the cheapest flight from Winnipeg to Orlando Airport? While on average our users pay C$ 286, our data indicates the cheapest price to be C$ 201. The most popular route (Winnipeg - Orlando), is priced around C$ 279.

  • 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 C$ 224). Flying from Winnipeg to Orlando Airport in January is currently the most expensive (average of C$ 319). 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

Travelling to a place near Orlando Airport?

Book flights to Orlando Airport if you plan to visit one of these locations
Lake Buena Vista
The Villages
Winter Haven
Daytona Beach Shores
Ormond Beach
Lake Mary
Altamonte Springs
Palm Bay
Celebration
Davenport
Clermont
Four Corners
Union Park

Browse thousands of different options on Cheapflights for your next trip

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Fly from Winnipeg to Orlando on these airlines

Choose from the following airlines for your flight from Winnipeg to Orlando. Flights are based on user searches made on Cheapflights and were last updated on 6 November 2025.
WestJet flights from Winnipeg to Orlando
Air Canada flights from Winnipeg to Orlando

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 629,999 searches. Data last updated 6 November 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 224AverageC$ 370FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
DeltaCheapestC$ 265AverageC$ 492FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
WestJetCheapestC$ 283AverageC$ 499FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Porter AirlinesCheapestC$ 312AverageC$ 471FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
Air CanadaCheapestC$ 339AverageC$ 542FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Winnipeg to Orlando?

When you search for this flight from Winnipeg to Orlando, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

Why should you use Cheapflights to find cheap flight tickets from Winnipeg to Orlando?

Millions of users choose and trust Cheapflights to book the best flight deals from Winnipeg to Orlando for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Winnipeg to Orlando with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Winnipeg to Orlando flexibly with Cheapflights today.

Can Cheapflights notify me if prices for flights from Winnipeg to Orlando become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Orlando from Winnipeg today and book when prices fit your budget.

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