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Cheap flights from Winnipeg to Orlando from C$ 226

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 1/9. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — ORL
27 Aug — 3 Sep1
1 adult
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from Winnipeg to Orlando are usually found in October or November, booked 14 days in advance, depart on a Thursday or Monday and return on a Tuesday

Cheap 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 28 July 2026.

Mon 17/89:05 p.m.
YWG
-
MCO
2 stops20h 28m
Multiple Airlines
Mon 24/87:45 a.m.
MCO
-
YWG
2 stops15h 25m
Multiple Airlines
Deal found 25/7C$ 408
Sat 26/94:25 p.m.
YWG
-
MCO
1 stop26h 20m
WestJet
Fri 2/108:35 p.m.
MCO
-
YWG
1 stop14h 10m
WestJet
Deal found 24/7C$ 474
Tue 1/97:00 a.m.
YWG
-
MCO
2 stops14h 14m
Multiple Airlines
Sun 20/98:35 p.m.
MCO
-
YWG
1 stop14h 10m
Multiple Airlines
Deal found 23/7C$ 482
Tue 1/910:45 a.m.
YWG
-
MCO
1 stop22h 55m
WestJet
Sun 20/98:35 p.m.
MCO
-
YWG
1 stop25h 10m
WestJet
Deal found 25/7C$ 485
Fri 28/89:05 p.m.
YWG
-
MCO
2 stops21h 55m
Multiple Airlines
Fri 25/98:35 p.m.
MCO
-
YWG
1 stop14h 10m
Multiple Airlines
Deal found 24/7C$ 502
Mon 7/910:45 a.m.
YWG
-
MCO
2 stops26h 40m
Multiple Airlines
Mon 14/95:05 p.m.
MCO
-
YWG
1 stop8h 50m
Multiple Airlines
Deal found 24/7C$ 509
Fri 18/97:55 p.m.
YWG
-
MCO
1 stop22h 50m
WestJet
Wed 23/911:30 a.m.
MCO
-
YWG
1 stop10h 15m
WestJet
Deal found 25/7C$ 511
Fri 28/89:05 p.m.
YWG
-
MCO
2 stops16h 21m
Multiple Airlines
Fri 11/911:30 a.m.
MCO
-
YWG
1 stop9h 10m
Multiple Airlines
Deal found 27/7C$ 513
Sat 26/94:25 p.m.
YWG
-
MCO
1 stop26h 20m
Multiple Airlines
Fri 2/101:45 p.m.
MCO
-
YWG
1 stop7h 04m
Multiple Airlines
Deal found 24/7C$ 516

Find 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 28 July 2026.

Round-trip from

C$ 408

One-way from

C$ 226

Popular in

June

Cheapest in

October

Average price

C$ 604

Good one-way deal

C$ 664 or less
17/8-24/8
  • 17/8-24/8
  • 4 total stops
  • 35h 53m total
  • Winnipeg to Orlando
Search Deals
1/9
  • 1/9
  • 2 total stops
  • 32h 35m total
  • Winnipeg to Orlando
Search Deals
Highest demand for flights based on searches. 13% potential increase in price (C$ 113 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 23 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals
Price to beat on a one-way flight from Winnipeg to Orlando (ORL).
Search Deals

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 28 July 2026.
Use the filters below to find and compare flights from Winnipeg to Orlando that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Sat 26/9

4:25 p.m.-7:45 p.m.

1 stop26h 20m

Orlando

Fri 2/10

8:35 p.m.-9:45 a.m.

1 stop14h 10m

C$ 474

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Sun 30/8

10:45 a.m.-7:45 p.m.

1 stop8h 00m

Orlando

Sun 6/9

7:30 a.m.-12:55 a.m.

2 stops18h 25m

C$ 547

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Wed 14/10

7:00 a.m.-2:56 p.m.

1 stop6h 56m

Orlando

Sat 24/10

7:47 p.m.-12:23 p.m.

1 stop17h 36m

C$ 577

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Sat 15/8

2:00 p.m.-11:42 p.m.

1 stop8h 42m

Orlando

Sat 22/8

7:40 p.m.-11:52 a.m.

1 stop17h 12m

C$ 591

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Tue 19/1

12:30 p.m.-12:56 a.m.

2 stops11h 26m

Orlando

Tue 26/1

11:00 a.m.-11:34 p.m.

2 stops13h 34m

C$ 630
Quickest round-trip

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Fri 22/1

11:35 a.m.-11:32 p.m.

2 stops10h 57m

Orlando

Sat 30/1

1:35 p.m.-9:57 p.m.

2 stops9h 22m

C$ 659

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Sat 16/1

11:35 a.m.-11:32 p.m.

2 stops10h 57m

Orlando

Fri 29/1

11:20 a.m.-9:57 p.m.

2 stops11h 37m

C$ 659

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Fri 15/1

11:35 a.m.-11:32 p.m.

2 stops10h 57m

Orlando

Fri 29/1

11:20 a.m.-9:57 p.m.

2 stops11h 37m

C$ 659

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Fri 9/10

12:20 p.m.-12:59 a.m.

2 stops11h 39m

Orlando

Thu 15/10

6:20 p.m.-12:37 p.m.

2 stops19h 17m

C$ 687

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Fri 16/10

5:10 a.m.-11:53 p.m.

2 stops17h 43m

Orlando

Sat 24/10

7:21 p.m.-12:23 p.m.

2 stops18h 02m

C$ 687

Flights are sorted by cheapest round-trip flights first.

Deals found on 25/7

Showing 1-10 of 22 resultsSorted by cheapest first
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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

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

Currently, October is the cheapest month in which you can book a flight from Winnipeg to Orlando (average of C$ 392). Flying from Winnipeg to Orlando in June is currently the most expensive (average of C$ 668). 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.

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

Airfare is below average for this route at the moment.
Winnipeg to Orlando flights typically cost between C$ 440 and C$ 826 in August.
The cheapest round-trip price found within the last 5 days was C$ 408 on Multiple Airlines (17 Aug-24 Aug).

How often are flights from Winnipeg to Orlando delayed?

About 21% of weekly flights between Winnipeg and Orlando have experienced delays in the past year, with the average delay time being 163 minutes.

What is the most punctual flight time for Winnipeg to Orlando flights?

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the early afternoon tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Saturday tends to have the lowest number of delays on this route, whereas Friday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Winnipeg to Orlando flights?

Over the past year, WestJet has had the lowest number of delays on this route, with just 21% of flights being delayed.

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

Booking 74 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.

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 28 July 2026.
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
448 reviews
Check prices

Crew

8.6

Entertainment

6.9

Comfort

8.0

Overall

8.0

Boarding

8.2

Food

7.5

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats
Porter Airlines
8.0
Very good
448 reviews
Porter Airlines
8.0
Very good
448 reviews
Check prices

Crew

8.6

Entertainment

6.9

Comfort

8.0

Overall

8.0

Boarding

8.2

Food

7.5

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats
Delta
7.8
Good
8,483 reviews
Porter Airlines
8.0
Very good
448 reviews
Check prices

Crew

8.6

Entertainment

6.9

Comfort

8.0

Overall

8.0

Boarding

8.2

Food

7.5

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats
United Airlines
7.4
Good
10,042 reviews
Porter Airlines
8.0
Very good
448 reviews
Check prices

Crew

8.6

Entertainment

6.9

Comfort

8.0

Overall

8.0

Boarding

8.2

Food

7.5

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats
WestJet
7.2
Good
3,415 reviews
Porter Airlines
8.0
Very good
448 reviews
Check prices

Crew

8.6

Entertainment

6.9

Comfort

8.0

Overall

8.0

Boarding

8.2

Food

7.5

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats
Air Canada
7.1
Good
11,391 reviews
Porter Airlines
8.0
Very good
448 reviews
Check prices

Crew

8.6

Entertainment

6.9

Comfort

8.0

Overall

8.0

Boarding

8.2

Food

7.5

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats

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 6h 56m. Fly via WestJet 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 WestJet. Our recent data shows that you can find tickets from as low as C$ 250 on this airline. Additional options worth looking into are Air Canada and United Airlines, starting at C$ 291 and C$ 313 round-trip. WestJet is 53% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest flights from Winnipeg to Orlando?

    While on average a flight from Winnipeg to Orlando is generally C$ 664, our data shows the cheapest flight currently is C$ 550. When looking at the most popular route, (Winnipeg - Orlando), you can expect to pay C$ 530 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, October is the cheapest month in which you can book a flight from Winnipeg to Orlando (average of C$ 392). Flying from Winnipeg to Orlando in June is currently the most expensive (average of C$ 668). 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 28 July 2026.
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 28 July 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 250AverageC$ 590FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 291AverageC$ 645FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 313AverageC$ 362FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Porter AirlinesCheapestC$ 320AverageC$ 496FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
DeltaCheapestC$ 413AverageC$ 527FlexibilityNo cancel feeOn-timeN/A
Search Delta 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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