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Cheap flights from Winnipeg to Orlando from C$ 191

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 30/10. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — ORL
3 Aug — 10 Aug1
1 adult

Cheapflights Tip: The best prices from Winnipeg to Orlando are usually found in November or September, booked 47 days in advance, depart on a Wednesday or Sunday 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 (ORL). 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 29 July 2025.

Round-trip from

C$ 307

One-way from

C$ 191

Popular in

December

Cheapest in

November

Average price

C$ 395

Good round-trip deal

C$ 274 or less
Air Canada
  • Air Canada
  • 9/9-10/9
  • 2 total stops
  • 15h 35m total
  • Winnipeg to Orlando
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Porter Airlines
  • Porter Airlines
  • 30/10
  • 1 total stop
  • 7h 00m total
  • Winnipeg to Orlando
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High demand for flights, 0% potential price rise
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Cheapest flight prices on average. 2% potential price decrease (C$ 16 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Winnipeg to Orlando (ORL).
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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 29 July 2025.

Tue 9/97:55 a.m.YWG - MCO
1 stop7h 35mAir Canada
Wed 10/98:00 a.m.MCO - YWG
1 stop8h 00mAir Canada
Deal found 28/7C$ 307
Tue 2/126:00 a.m.YWG - MCO
1 stop7h 00mPorter Airlines
Fri 12/128:50 a.m.MCO - YWG
1 stop7h 40mPorter Airlines
Deal found 27/7C$ 311
Tue 2/122:20 p.m.YWG - MCO
2 stops9h 24mUnited Airlines
Tue 9/129:25 a.m.MCO - YWG
2 stops12h 30mUnited Airlines
Deal found 28/7C$ 333
Tue 2/911:45 a.m.YWG - MCO
1 stop6h 56mMultiple Airlines
Wed 17/96:32 p.m.MCO - YWG
2 stops24h 08mMultiple Airlines
Deal found 27/7C$ 336
Wed 3/912:43 p.m.YWG - MCO
1 stop9h 15mDelta
Wed 17/96:40 a.m.MCO - YWG
1 stop6h 14mDelta
Deal found 27/7C$ 353
Fri 31/104:00 p.m.YWG - MCO
Nonstop4h 03mWestJet
Fri 5/1210:00 p.m.MCO - YWG
Nonstop4h 26mWestJet
Deal found 28/7C$ 369

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 29 July 2025.
Use the filters below to find and compare flights from Winnipeg to Orlando that are best for you.

Fly from

Winnipeg

Fly to

Orlando

Route

Depart

Return

Price

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Tue 9/9

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

1 stop7h 35m

Orlando

Wed 10/9

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

1 stop8h 00m

C$ 307

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Tue 2/12

6:00 a.m.-2:00 p.m.

1 stop7h 00m

Orlando

Fri 12/12

8:50 a.m.-3:30 p.m.

1 stop7h 40m

C$ 311

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Tue 2/12

2:20 p.m.-12:44 a.m.

2 stops9h 24m

Orlando

Tue 9/12

9:25 a.m.-8:55 p.m.

2 stops12h 30m

C$ 333

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Tue 2/9

11:45 a.m.-7:41 p.m.

1 stop6h 56m

Orlando

Fri 19/9

6:32 p.m.-5:40 p.m.

2 stops24h 08m

C$ 336

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Wed 3/9

12:43 p.m.-10:58 p.m.

1 stop9h 15m

Orlando

Wed 17/9

6:40 a.m.-11:54 a.m.

1 stop6h 14m

C$ 353

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$ 369

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Thu 30/10

6:00 a.m.-2:00 p.m.

1 stop7h 00m

C$ 191

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Sat 30/8

6:30 p.m.-12:11 p.m.

3 stops16h 41m

C$ 195

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Tue 9/9

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

1 stop7h 35m

C$ 198

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Sat 30/8

6:40 a.m.-5:29 p.m.

1 stop9h 49m

C$ 215

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/7

Showing 1-10 of 12 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

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

Use this chart to determine the optimal time to book a round-trip flight from Winnipeg to Orlando. Price data was last updated on 25 July 2025.

Booking 47 days in advance of your planned departure date is, on average, the best time to get cheap flights from Winnipeg to Orlando. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, June is the cheapest month in which you can book a flight from Winnipeg to Orlando (average of C$ 196). Flying from Winnipeg to Orlando in February is currently the most expensive (average of C$ 311). 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 ORL?

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 29 July 2025.

A simple way to save on the total cost of your ticket is to fly from Winnipeg to Orlando in the morning. If you’re flexible enough to do this you can expect to save up to 17% on your trip compared to booking a flight in the evening.

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

Use this chart to determine the cheapest time to fly round-trip from Winnipeg to Orlando. Price data was last updated on 27 July 2025.

Travelers seeking maximum savings on their Winnipeg to Orlando flight should consider departing on Wednesday evenings 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.

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

What’s the top layover airport for flights from Winnipeg to Orlando?

Share of one-stop round-trip flights from Winnipeg to Orlando chosen by Cheapflights users in the past 12 months, using the same layover each way.

Toronto (YYZ) – chosen by Cheapflights users on 48% of one-stop itineraries from Winnipeg to Orlando on Cheapflights.

What’s the cheapest layover airport for flights from Winnipeg to Orlando?

Average round-trip fare for 1-stop flights from Winnipeg to Orlando, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Denver (DEN) is the most affordable 1-stop option, with an average round-trip price of C$ 373.

What’s the fastest layover option from Winnipeg to Orlando?

Shortest average travel time for 1-stop one-way flights from Winnipeg to Orlando, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Atlanta (ATL) have the shortest average one-way travel time for 1-stop routes: 3h 13m.

Which airport typically offers the quickest layover for flights from Winnipeg to Orlando?

Average layover duration for 1-stop one-way flights from Winnipeg to Orlando, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Ottawa (YOW) offer the fastest connection on this route, with an average layover time of 1h 27m.

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 29 July 2025.
Check out reviews from past customers who have flown with Porter Airlines,Delta, andUnited Airlines from Winnipeg to Orlando to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
317 reviews
Check prices

Food

7.6

Comfort

8.0

Overall

8.0

Crew

8.7

Boarding

8.2

Entertainment

7.0

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
317 reviews
Porter Airlines
8.0
Very good
317 reviews
Check prices

Food

7.6

Comfort

8.0

Overall

8.0

Crew

8.7

Boarding

8.2

Entertainment

7.0

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
7,979 reviews
Porter Airlines
8.0
Very good
317 reviews
Check prices

Food

7.6

Comfort

8.0

Overall

8.0

Crew

8.7

Boarding

8.2

Entertainment

7.0

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
8,896 reviews
Porter Airlines
8.0
Very good
317 reviews
Check prices

Food

7.6

Comfort

8.0

Overall

8.0

Crew

8.7

Boarding

8.2

Entertainment

7.0

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
2,972 reviews
Porter Airlines
8.0
Very good
317 reviews
Check prices

Food

7.6

Comfort

8.0

Overall

8.0

Crew

8.7

Boarding

8.2

Entertainment

7.0

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
9,826 reviews
Porter Airlines
8.0
Very good
317 reviews
Check prices

Food

7.6

Comfort

8.0

Overall

8.0

Crew

8.7

Boarding

8.2

Entertainment

7.0

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?

    Winnipeg (YWG) is the airport you will fly out of if you book a flight from Winnipeg to Orlando. You should not have trouble finding flights to Orlando from Winnipeg; the airport handles an average of 0 outbound flights to Orlando per day. You should also have plenty of airline options to choose from since 5 airlines have flights from the Winnipeg airport to Orlando. It is only a 7.3 km journey to Winnipeg (YWG) from Winnipeg’s city centre.

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

    Our cheapest airline available from Winnipeg to Orlando is Air Canada. Our recent data shows that you can find tickets from as low as C$ 307 on this airline. Additional options worth looking into are Porter Airlines and United Airlines, starting at C$ 311 and C$ 333 round-trip. Air Canada is 32% cheaper than the average price of flights available within the next 90 days to this destination.

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

    For one-way options, check prices for Porter Airlines. According to our data, you can fly for as low as C$ 191. Users have also found prices from C$ 198 and C$ 215 on Air Canada and Delta, respectively.

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

    Before booking your flight to Orlando from Winnipeg, check out the most reliable airlines to get you to your destination on time: Delta (67%), WestJet (50%), Aeromexico( 50%).

  • What are the cheapest flights from Winnipeg to Orlando?

    While on average a flight from Winnipeg to Orlando is generally C$ 317, our data shows the cheapest flight currently is C$ 205. When looking at the most popular route, (Winnipeg - Orlando), you can expect to pay C$ 311 for that flight.

  • 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?

    Currently, June is the cheapest month in which you can book a flight from Winnipeg to Orlando (average of C$ 196). Flying from Winnipeg to Orlando in February is currently the most expensive (average of C$ 311). 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

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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 29 July 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 29 July 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 218AverageC$ 373FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Porter AirlinesCheapestC$ 269AverageC$ 469FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
DeltaCheapestC$ 272AverageC$ 513FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
WestJetCheapestC$ 280AverageC$ 442FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 332AverageC$ 557FlexibilityNo 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?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Winnipeg to Orlando. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

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

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Winnipeg to Orlando.

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

Cheapflights does show flights with no change fees to all users. To see these options for flights from Winnipeg to Orlando, users can toggle the no change fees filter when performing a flight search.

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

Yes, Cheapflights offers price alerts on Winnipeg to Orlando flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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