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Cheap flights from Winnipeg to Orlando from C$ 168

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 9/12. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — ORL
30 nov — 7 dic1
1 adult
1 adult, Economy, 0 bags

Cheapflights Tip: The best prices from Winnipeg to Orlando are usually found in October or September, booked 46 days in advance, depart on a Monday or Saturday 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 (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 31 ottobre 2025.

Round-trip from

C$ 288

One-way from

C$ 168

Popular in

December

Cheapest in

October

Average price

C$ 341

Good round-trip deal

C$ 286 or less

Good one-way deal

C$ 205 or less
28/11-5/12
  • 28/11-5/12
  • 3 total stops
  • 36h 21m total
  • Winnipeg to Orlando
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9/12
  • 9/12
  • 2 total stops
  • 20h 20m total
  • Winnipeg to Orlando
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Highest demand for flights based on searches. 1% potential increase in price (C$ 7 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 October 2025
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Price to beat on a round-trip flight from Winnipeg to Orlando (ORL).
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Price to beat on a one-way flight from Winnipeg to Orlando (ORL).
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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 31 ottobre 2025.

ven 28/117:30 a.m.YWG - MCO
1 stop16h 10mMultiple Airlines
ven 5/125:30 a.m.MCO - YWG
2 stops20h 11mMultiple Airlines
Deal found 29/10C$ 288
mar 25/118:00 a.m.YWG - MCO
Nonstop4h 07mMultiple Airlines
mar 2/123:57 p.m.MCO - YWG
1 stop24h 10mMultiple Airlines
Deal found 28/10C$ 293
mar 25/118:00 a.m.YWG - MCO
Nonstop4h 07mMultiple Airlines
mer 3/126:00 a.m.MCO - YWG
1 stop10h 07mMultiple Airlines
Deal found 29/10C$ 296
mar 25/118:00 a.m.YWG - MCO
Nonstop4h 07mMultiple Airlines
sab 6/128:25 p.m.MCO - YWG
1 stop19h 42mMultiple Airlines
Deal found 29/10C$ 297
ven 14/117:30 a.m.YWG - MCO
1 stop12h 36mMultiple Airlines
mar 18/119:00 p.m.MCO - YWG
1 stop19h 07mMultiple Airlines
Deal found 29/10C$ 311
mer 26/117:30 a.m.YWG - MCO
1 stop16h 10mMultiple Airlines
ven 5/125:30 a.m.MCO - YWG
2 stops20h 11mMultiple Airlines
Deal found 29/10C$ 313
mar 25/118:00 a.m.YWG - MCO
Nonstop4h 07mMultiple Airlines
ven 5/128:25 p.m.MCO - YWG
3 stops24h 41mMultiple Airlines
Deal found 29/10C$ 314
lun 24/119:00 p.m.YWG - MCO
2 stops12h 25mMultiple Airlines
mer 3/126:00 a.m.MCO - YWG
1 stop10h 07mMultiple Airlines
Deal found 29/10C$ 318
lun 10/119:00 p.m.YWG - MCO
2 stops12h 09mMultiple Airlines
mar 18/119:00 p.m.MCO - YWG
1 stop19h 07mMultiple Airlines
Deal found 28/10C$ 321

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 31 ottobre 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

mar 25/11

8:00 a.m.-1:07 p.m.

Nonstop4h 07m

Orlando

ven 5/12

5:30 a.m.-3:07 p.m.

1 stop10h 37m

C$ 325

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

mar 27/1

8:15 a.m.-5:07 p.m.

1 stop7h 52m

Orlando

mar 3/2

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

1 stop9h 05m

C$ 332

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

mar 3/3

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

2 stops9h 23m

Orlando

mar 10/3

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

1 stop15h 56m

C$ 338

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

sab 21/2

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

1 stop6h 20m

Orlando

ven 27/2

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

1 stop16h 14m

C$ 339

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

mer 25/2

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

2 stops9h 23m

Orlando

ven 27/2

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

1 stop16h 14m

C$ 339

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

mar 25/11

8:40 a.m.-7:36 p.m.

1 stop9h 56m

Orlando

mer 3/12

8:00 a.m.-8:55 p.m.

1 stop13h 55m

C$ 359

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

mar 24/2

12:20 p.m.-8:16 p.m.

1 stop6h 56m

Orlando

lun 2/3

9:30 p.m.-11:32 a.m.

1 stop15h 02m

C$ 398

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

lun 23/2

12:20 p.m.-8:16 p.m.

1 stop6h 56m

Orlando

mar 24/2

9:15 p.m.-7:09 p.m.

1 stop22h 54m

C$ 398

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

mer 25/2

12:20 p.m.-8:16 p.m.

1 stop6h 56m

Orlando

lun 2/3

9:30 p.m.-11:32 a.m.

1 stop15h 02m

C$ 399

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

lun 24/11

6:40 a.m.-5:03 p.m.

1 stop9h 23m

Orlando

lun 8/12

6:40 a.m.-4:55 p.m.

1 stop11h 15m

C$ 424

Flights are sorted by cheapest round-trip flights first.

Deals found on 30/10

Showing 1-10 of 21 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 24 October 2025.

Booking 46 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, May is the cheapest month in which you can book a flight from Winnipeg to Orlando (average of C$ 222). Flying from Winnipeg to Orlando in March is currently the most expensive (average of C$ 318). 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 31 ottobre 2025.

A simple way to save on the total cost of your ticket is to fly from Winnipeg to Orlando in the evening. If you’re flexible enough to do this you can expect to save up to 18% on your trip compared to booking a flight in the afternoon.

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 26 October 2025.

Travelers seeking maximum savings on their Winnipeg to Orlando flight should consider departing on Sunday afternoons when fares are most often at their lowest. Monday 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 47% 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.

Toronto (YYZ) is the most affordable 1-stop option, with an average round-trip price of C$ 363.

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: 6h 09m.

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 31 ottobre 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
384 reviews
Check prices

Boarding

8.2

Crew

8.6

Overall

8.0

Food

7.6

Comfort

8.0

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Porter Airlines
8.0
Very good
384 reviews
Porter Airlines
8.0
Very good
384 reviews
Check prices

Boarding

8.2

Crew

8.6

Overall

8.0

Food

7.6

Comfort

8.0

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Delta
7.9
Good
7,998 reviews
Porter Airlines
8.0
Very good
384 reviews
Check prices

Boarding

8.2

Crew

8.6

Overall

8.0

Food

7.6

Comfort

8.0

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
United Airlines
7.4
Good
8,996 reviews
Porter Airlines
8.0
Very good
384 reviews
Check prices

Boarding

8.2

Crew

8.6

Overall

8.0

Food

7.6

Comfort

8.0

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
WestJet
7.2
Good
3,152 reviews
Porter Airlines
8.0
Very good
384 reviews
Check prices

Boarding

8.2

Crew

8.6

Overall

8.0

Food

7.6

Comfort

8.0

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Air Canada
7.1
Good
10,383 reviews
Porter Airlines
8.0
Very good
384 reviews
Check prices

Boarding

8.2

Crew

8.6

Overall

8.0

Food

7.6

Comfort

8.0

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.

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.

  • How long is the flight from Winnipeg to Orlando?

    There are many flights that can get you from Winnipeg to Orlando in 7h 52m. Fly via Air Canada or United Airlines to get the fastest option. There are 2739 km between Winnipeg and Orlando. This flight may include one or multiple stops.

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

    Our cheapest airline available from Winnipeg to Orlando is United Airlines. Our recent data shows that you can find tickets from as low as C$ 222 on this airline. Additional options worth looking into are Delta and WestJet, starting at C$ 277 and C$ 278 round-trip. United Airlines is 51% cheaper than the average price of flights available within the next 90 days to this destination.

  • 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 (100%), WestJet (100%), Aeromexico( 100%).

  • What are the cheapest flights from Winnipeg to Orlando?

    While on average a flight from Winnipeg to Orlando is generally C$ 351, our data shows the cheapest flight currently is C$ 157. When looking at the most popular route, (Winnipeg - Orlando), you can expect to pay C$ 265 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, May is the cheapest month in which you can book a flight from Winnipeg to Orlando (average of C$ 222). Flying from Winnipeg to Orlando in March is currently the most expensive (average of C$ 318). 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 31 ottobre 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 31 ottobre 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 222AverageC$ 366FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
DeltaCheapestC$ 277AverageC$ 490FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
WestJetCheapestC$ 278AverageC$ 464FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Porter AirlinesCheapestC$ 309AverageC$ 455FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
Air CanadaCheapestC$ 335AverageC$ 537FlexibilityNo 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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