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Cheap flights from Winnipeg to Orlando from C$ 165

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 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — ORL
23 jul. — 30 jul.1
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 Monday and return on a Tuesday

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 18 julio 2025.

Round-trip from

C$ 315

One-way from

C$ 165

Popular in

December

Cheapest in

November

Average price

C$ 387

Good round-trip deal

C$ 299 or less
United Airlines
  • United Airlines
  • 8/9-15/9
  • 2 total stops
  • 19h 00m total
  • Winnipeg to Orlando
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Porter Airlines
  • Porter Airlines
  • 9/9
  • 1 total stop
  • 7h 21m 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 18 julio 2025.

vie. 21/117:00 a.m.YWG - MCO
Nonstop4h 03mWestJet
vie. 5/121:00 p.m.MCO - YWG
Nonstop4h 23mWestJet
Deal found 17/7C$ 293
dom. 7/128:15 a.m.YWG - MCO
1 stop7h 52mAir Canada
mar. 16/128:30 a.m.MCO - YWG
1 stop9h 05mAir Canada
Deal found 15/7C$ 306
mar. 18/1111:35 a.m.YWG - MCO
1 stop6h 59mMultiple Airlines
mar. 25/111:00 p.m.MCO - YWG
Nonstop4h 23mMultiple Airlines
Deal found 16/7C$ 309
lun. 8/97:00 a.m.YWG - MCO
2 stops16h 55mUnited Airlines
lun. 15/97:30 a.m.MCO - YWG
1 stop9h 01mUnited Airlines
Deal found 17/7C$ 376
sáb. 2/811:45 a.m.YWG - MCO
1 stop6h 59mPorter Airlines
vie. 8/81:45 p.m.MCO - YWG
1 stop10h 01mPorter Airlines
Deal found 16/7C$ 412

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 18 julio 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

vie. 21/11

7:00 a.m.-12:03 p.m.

Nonstop4h 03m

Orlando

vie. 5/12

1:00 p.m.-4:23 p.m.

Nonstop4h 23m

C$ 293

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

dom. 7/12

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

1 stop7h 52m

Orlando

mar. 16/12

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

1 stop9h 05m

C$ 306

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

mar. 18/11

11:35 a.m.-7:34 p.m.

1 stop6h 59m

Orlando

mar. 25/11

1:00 p.m.-4:23 p.m.

Nonstop4h 23m

C$ 309

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

lun. 8/9

7:00 a.m.-9:47 p.m.

1 stop13h 47m

Orlando

lun. 15/9

12:16 p.m.-10:33 p.m.

1 stop11h 17m

C$ 376

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

sáb. 2/8

11:45 a.m.-7:44 p.m.

1 stop6h 59m

Orlando

vie. 8/8

1:45 p.m.-10:46 p.m.

1 stop10h 01m

C$ 412

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

mar. 9/9

11:20 a.m.-7:41 p.m.

1 stop7h 21m

C$ 165

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

mié. 10/9

3:45 p.m.-11:52 p.m.

1 stop7h 07m

C$ 187

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

mar. 9/9

7:00 a.m.-7:51 p.m.

2 stops11h 51m

C$ 195

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

jue. 11/9

12:44 p.m.-11:12 p.m.

1 stop9h 28m

C$ 216

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

jue. 11/9

9:05 p.m.-11:28 a.m.

2 stops13h 23m

C$ 242

Flights are sorted by cheapest round-trip flights first.

Deals found on 15/7

Showing 1-10 of 11 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 11 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$ 312). 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 18 julio 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 13 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. Sunday 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?

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 18 julio 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
311 reviews
Check prices

Overall

8.0

Entertainment

7.0

Food

7.6

Comfort

8.1

Boarding

8.2

Crew

8.7

Reviews

1 / 20
10.0
Excellent

Shawn,Jul 2025

EWR - YTZ

First time flying with porter and had an amazing experience. Will definitely use you guys whenever I get the chance. For context I had a flight from EWR to YTZ at 12:00pm. When I arrived early at 09:30 they put me on standby for the 10:00am, which I was able to make
Porter Airlines
8.0
Very good
311 reviews
Porter Airlines
8.0
Very good
311 reviews
Check prices

Overall

8.0

Entertainment

7.0

Food

7.6

Comfort

8.1

Boarding

8.2

Crew

8.7

Reviews

1 / 20
10.0
Excellent

Shawn,Jul 2025

EWR - YTZ

First time flying with porter and had an amazing experience. Will definitely use you guys whenever I get the chance. For context I had a flight from EWR to YTZ at 12:00pm. When I arrived early at 09:30 they put me on standby for the 10:00am, which I was able to make
Delta
8.0
Very good
7,959 reviews
Porter Airlines
8.0
Very good
311 reviews
Check prices

Overall

8.0

Entertainment

7.0

Food

7.6

Comfort

8.1

Boarding

8.2

Crew

8.7

Reviews

1 / 20
10.0
Excellent

Shawn,Jul 2025

EWR - YTZ

First time flying with porter and had an amazing experience. Will definitely use you guys whenever I get the chance. For context I had a flight from EWR to YTZ at 12:00pm. When I arrived early at 09:30 they put me on standby for the 10:00am, which I was able to make
United Airlines
7.4
Good
8,864 reviews
Porter Airlines
8.0
Very good
311 reviews
Check prices

Overall

8.0

Entertainment

7.0

Food

7.6

Comfort

8.1

Boarding

8.2

Crew

8.7

Reviews

1 / 20
10.0
Excellent

Shawn,Jul 2025

EWR - YTZ

First time flying with porter and had an amazing experience. Will definitely use you guys whenever I get the chance. For context I had a flight from EWR to YTZ at 12:00pm. When I arrived early at 09:30 they put me on standby for the 10:00am, which I was able to make
WestJet
7.2
Good
2,948 reviews
Porter Airlines
8.0
Very good
311 reviews
Check prices

Overall

8.0

Entertainment

7.0

Food

7.6

Comfort

8.1

Boarding

8.2

Crew

8.7

Reviews

1 / 20
10.0
Excellent

Shawn,Jul 2025

EWR - YTZ

First time flying with porter and had an amazing experience. Will definitely use you guys whenever I get the chance. For context I had a flight from EWR to YTZ at 12:00pm. When I arrived early at 09:30 they put me on standby for the 10:00am, which I was able to make
Air Canada
7.1
Good
9,738 reviews
Porter Airlines
8.0
Very good
311 reviews
Check prices

Overall

8.0

Entertainment

7.0

Food

7.6

Comfort

8.1

Boarding

8.2

Crew

8.7

Reviews

1 / 20
10.0
Excellent

Shawn,Jul 2025

EWR - YTZ

First time flying with porter and had an amazing experience. Will definitely use you guys whenever I get the chance. For context I had a flight from EWR to YTZ at 12:00pm. When I arrived early at 09:30 they put me on standby for the 10:00am, which I was able to make

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 United Airlines. Our recent data shows that you can find tickets from as low as C$ 315 on this airline. Additional options worth looking into are Porter Airlines and WestJet, starting at C$ 335 and C$ 364 round-trip. United Airlines is 30% 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$ 165. Users have also found prices from C$ 187 and C$ 195 on Air Canada and United Airlines, 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$ 334, our data shows the cheapest flight currently is C$ 274. When looking at the most popular route, (Winnipeg - Orlando), you can expect to pay C$ 309 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$ 312). 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

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 18 julio 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 18 julio 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 218AverageC$ 375FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Porter AirlinesCheapestC$ 269AverageC$ 474FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
DeltaCheapestC$ 282AverageC$ 518FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
WestJetCheapestC$ 283AverageC$ 445FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 332AverageC$ 553FlexibilityNo 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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