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Cheap flights from Winnipeg to Orlando Airport from C$ 166

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 15/10. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — MCO
25 Aug — 1 Sep1
1 adult

Cheapflights Tip: The best prices from Winnipeg to Orlando are usually found in October or May, booked 33 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 20 August 2025.

Round-trip from

C$ 296

One-way from

C$ 166

Popular in

December

Cheapest in

October

Average price

C$ 427

Good round-trip deal

C$ 301 or less

Good one-way deal

C$ 481 or less
WestJet
  • WestJet
  • 31/10-5/12
  • Nonstop
  • 8h 29m total
  • Winnipeg to Orlando
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Porter Airlines
  • Porter Airlines
  • 15/10
  • 1 total stop
  • 7h 21m total
  • Winnipeg to Orlando
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Highest demand for flights based on searches. 6% potential increase in price (C$ 39 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease (C$ 19 potential savings vs. average RT price).
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Average for round-trip flights in August 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

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 20 August 2025.

Fri 31/104:00 p.m.YWG - MCO
Nonstop4h 03mWestJet
Fri 5/1210:00 p.m.MCO - YWG
Nonstop4h 26mWestJet
Deal found 18/8C$ 296
Wed 8/1011:20 a.m.YWG - MCO
1 stop7h 21mMultiple Airlines
Tue 28/102:00 p.m.MCO - YWG
Nonstop4h 26mMultiple Airlines
Deal found 18/8C$ 297
Sat 11/109:10 a.m.YWG - MCO
Nonstop4h 00mWestJet
Sat 18/103:15 p.m.MCO - YWG
Nonstop4h 17mWestJet
Deal found 18/8C$ 302
Tue 7/107:55 a.m.YWG - MCO
1 stop7h 35mAir Canada
Wed 22/108:00 a.m.MCO - YWG
1 stop8h 00mAir Canada
Deal found 18/8C$ 306
Sat 11/109:10 a.m.YWG - MCO
Nonstop4h 00mWestJet
Tue 28/102:00 p.m.MCO - YWG
Nonstop4h 26mWestJet
Deal found 18/8C$ 313
Wed 8/107:00 a.m.YWG - MCO
1 stop13h 50mUnited Airlines
Thu 16/107:15 a.m.MCO - YWG
1 stop16h 18mUnited Airlines
Deal found 18/8C$ 326
Tue 30/97:55 a.m.YWG - MCO
1 stop7h 35mAir Canada
Wed 1/108:00 a.m.MCO - YWG
1 stop8h 00mAir Canada
Deal found 18/8C$ 328
Tue 7/107:00 a.m.YWG - MCO
1 stop10h 06mUnited Airlines
Wed 22/109:00 a.m.MCO - YWG
2 stops14h 33mUnited Airlines
Deal found 18/8C$ 335
Wed 8/1011:20 a.m.YWG - MCO
1 stop7h 21mMultiple Airlines
Fri 17/108:00 a.m.MCO - YWG
1 stop9h 22mMultiple Airlines
Deal found 18/8C$ 339

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 20 August 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 31/10

4:00 p.m.-9:03 p.m.

Nonstop4h 03m

Orlando

Fri 5/12

10:00 p.m.-1:26 a.m.

Nonstop4h 26m

C$ 296

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Sat 11/10

9:10 a.m.-2:10 p.m.

Nonstop4h 00m

Orlando

Sat 18/10

3:15 p.m.-6:32 p.m.

Nonstop4h 17m

C$ 302

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Tue 7/10

7:55 a.m.-4:30 p.m.

1 stop7h 35m

Orlando

Wed 22/10

8:00 a.m.-3:00 p.m.

1 stop8h 00m

C$ 306

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Sat 11/10

9:10 a.m.-2:10 p.m.

Nonstop4h 00m

Orlando

Tue 28/10

2:00 p.m.-5:26 p.m.

Nonstop4h 26m

C$ 313

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Wed 8/10

7:00 a.m.-9:50 p.m.

1 stop13h 50m

Orlando

Tue 21/10

9:35 a.m.-3:31 p.m.

1 stop6h 56m

C$ 326

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Wed 8/10

7:00 a.m.-9:50 p.m.

1 stop13h 50m

Orlando

Thu 16/10

7:15 a.m.-10:33 p.m.

1 stop16h 18m

C$ 326

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Tue 7/10

7:00 a.m.-7:41 p.m.

1 stop11h 41m

Orlando

Tue 21/10

10:59 a.m.-10:33 p.m.

1 stop12h 34m

C$ 326

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Tue 7/10

7:00 a.m.-6:06 p.m.

1 stop10h 06m

Orlando

Thu 16/10

7:15 a.m.-3:31 p.m.

1 stop9h 16m

C$ 326

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Wed 8/10

7:00 a.m.-7:41 p.m.

1 stop11h 41m

Orlando

Wed 22/10

12:19 p.m.-10:33 p.m.

1 stop11h 14m

C$ 326

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Wed 8/10

7:00 a.m.-7:41 p.m.

1 stop11h 41m

Orlando

Thu 23/10

7:15 a.m.-3:31 p.m.

1 stop9h 16m

C$ 326

Flights are sorted by cheapest round-trip flights first.

Deals found on 17/8

Showing 1-10 of 20 results
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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 8 August 2025.

The best time to book flights from Winnipeg to Orlando Airport is 33 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, June is the cheapest month in which you can book a flight from Winnipeg to Orlando Airport (average of C$ 196). Flying from Winnipeg to Orlando Airport in February is currently the most expensive (average of C$ 310). 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 20 August 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 19% versus a flight at noon.

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 17 August 2025.

Travelers seeking maximum savings on their Winnipeg to Orlando Airport flight should consider departing on Sunday mornings when fares are most often at their lowest. Saturday 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 20 August 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
339 reviews
Check prices

Comfort

8.0

Overall

8.0

Boarding

8.2

Crew

8.7

Entertainment

7.0

Food

7.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Porter Airlines
8.0
Very good
339 reviews
Porter Airlines
8.0
Very good
339 reviews
Check prices

Comfort

8.0

Overall

8.0

Boarding

8.2

Crew

8.7

Entertainment

7.0

Food

7.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Delta
8.0
Very good
7,982 reviews
Porter Airlines
8.0
Very good
339 reviews
Check prices

Comfort

8.0

Overall

8.0

Boarding

8.2

Crew

8.7

Entertainment

7.0

Food

7.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
United Airlines
7.4
Good
8,928 reviews
Porter Airlines
8.0
Very good
339 reviews
Check prices

Comfort

8.0

Overall

8.0

Boarding

8.2

Crew

8.7

Entertainment

7.0

Food

7.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
WestJet
7.2
Good
3,032 reviews
Porter Airlines
8.0
Very good
339 reviews
Check prices

Comfort

8.0

Overall

8.0

Boarding

8.2

Crew

8.7

Entertainment

7.0

Food

7.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Air Canada
7.1
Good
10,000 reviews
Porter Airlines
8.0
Very good
339 reviews
Check prices

Comfort

8.0

Overall

8.0

Boarding

8.2

Crew

8.7

Entertainment

7.0

Food

7.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience

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 WestJet and Air Canada fly from Winnipeg to Orlando Airport in about 4h 03m. The time it takes to get you to your destination can typically vary by up to 3h 32m. There are 2739 km between Winnipeg and Orlando Airport. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • 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$ 219 on this airline. Additional options worth looking into are Porter Airlines and Delta, starting at C$ 253 and C$ 262 round-trip. United Airlines is currently priced 51% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from Winnipeg to Orlando Airport one-way?

    One-way options have recently been found by users for as low as C$ 166 on Porter Airlines. Other airlines that offer cheap prices include WestJet from C$ 185 and Air Canada from C$ 187 one-way.

  • 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 Delta (50%), WestJet (50%) and Aeromexico (50%).

  • 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$ 468, our data indicates the cheapest price to be C$ 207. The most popular route (Winnipeg - Orlando), is priced around C$ 339.

  • 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, June is the cheapest month in which you can book a flight from Winnipeg to Orlando Airport (average of C$ 196). Flying from Winnipeg to Orlando Airport in February is currently the most expensive (average of C$ 310). 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
Daytona Beach Shores
Ormond Beach
Lake Mary
Clermont
Altamonte Springs
Palm Bay
Davenport
Celebration
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 20 August 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 20 August 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 219AverageC$ 375FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Porter AirlinesCheapestC$ 253AverageC$ 461FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
DeltaCheapestC$ 262AverageC$ 510FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
WestJetCheapestC$ 282AverageC$ 451FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 331AverageC$ 554FlexibilityNo 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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