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Cheap flights from Winnipeg to Orlando from C$ 159

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Winnipeg to Orlando departing on 13/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Winnipeg to Orlando (YWG-ORL)

Cheap round-trip flights

WestJet Logo
2:35 p.m. - 10:55 p.m.YWG-MCO
7h 20m1 stop
WestJet Logo
3:15 p.m. - 6:32 p.m.MCO-YWG
4h 17mdirect
C$ 299WestJet
Find Deal
Sun, 5 Oct - Sat, 11 Oct
Logo
9:00 a.m. - 4:55 p.m.YWG-MCO
6h 55m1 stop
Logo
3:15 p.m. - 6:32 p.m.MCO-YWG
4h 17mdirect
C$ 301
Find Deal
Thu, 25 Sep - Sat, 4 Oct
United Airlines Logo
7:00 a.m. - 8:27 p.m.YWG-MCO
12h 27m2 stops
United Airlines Logo
9:00 a.m. - 10:33 p.m.MCO-YWG
14h 33m2 stops
C$ 303United Airlines
Find Deal
Tue, 7 Oct - Wed, 22 Oct
United Airlines Logo
2:20 p.m. - 9:50 p.m.YWG-MCO
6h 30m1 stop
United Airlines Logo
1:35 p.m. - 10:33 p.m.MCO-YWG
9h 58m2 stops
C$ 304United Airlines
Find Deal
Mon, 29 Sep - Tue, 7 Oct
Logo
4:25 p.m. - 5:33 a.m.YWG-MCO
12h 08m1 stop
Logo
3:50 p.m. - 11:25 p.m.MCO-YWG
8h 35m1 stop
C$ 306
Find Deal
Mon, 6 Oct - Tue, 7 Oct
WestJet Logo
9:10 a.m. - 2:10 p.m.YWG-MCO
4h 00mdirect
WestJet Logo
3:15 p.m. - 6:32 p.m.MCO-YWG
4h 17mdirect
C$ 308WestJet
Find Deal
Sat, 11 Oct - Sat, 18 Oct
Logo
9:00 a.m. - 9:53 p.m.YWG-MCO
11h 53m1 stop
Logo
2:00 p.m. - 5:26 p.m.MCO-YWG
4h 26mdirect
C$ 310
Find Deal
Fri, 24 Oct - Tue, 28 Oct
WestJet Logo
4:00 p.m. - 9:03 p.m.YWG-MCO
4h 03mdirect
WestJet Logo
10:00 p.m. - 1:26 a.m.MCO-YWG
4h 26mdirect
C$ 311WestJet
Find Deal
Fri, 31 Oct - Fri, 5 Dec
Air Canada Logo
12:00 p.m. - 11:22 p.m.YWG-MCO
10h 22m1 stop
Air Canada Logo
8:00 a.m. - 3:00 p.m.MCO-YWG
8h 00m1 stop
C$ 339Air Canada
Find Deal
Sat, 20 Sep - Sat, 27 Sep
Air Canada Logo
8:15 a.m. - 5:07 p.m.YWG-MCO
7h 52m1 stop
Air Canada Logo
6:15 p.m. - 10:16 a.m.MCO-YWG
17h 01m1 stop
C$ 361Air Canada
Find Deal
Tue, 18 Nov - Mon, 24 Nov

WestJet flights from Winnipeg to Orlando

Our best WestJet deals on Winnipeg to Orlando flight tickets
WestJet
5 Oct
YWG2:35 p.m.Winnipeg
7h 20m
1 stop
MCO10:55 p.m.Orlando
11 Oct
MCO3:15 p.m.Orlando
4h 17m
YWG6:32 p.m.Winnipeg
C$ 299
Find similar
WestJet
11 Oct
YWG9:10 a.m.Winnipeg
4h 00m
MCO2:10 p.m.Orlando
18 Oct
MCO3:15 p.m.Orlando
4h 17m
YWG6:32 p.m.Winnipeg
C$ 308
Find similar
WestJet
31 Oct
YWG4:00 p.m.Winnipeg
4h 03m
MCO9:03 p.m.Orlando
5 Dec
MCO10:00 p.m.Orlando
4h 26m
YWG1:26 a.m.Winnipeg
C$ 311
Find similar

United Airlines flights from Winnipeg to Orlando

Our best United Airlines deals on Winnipeg to Orlando flight tickets
United Airlines
7 Oct
YWG7:00 a.m.Winnipeg
12h 27m
2 stops
MCO8:27 p.m.Orlando
22 Oct
MCO9:00 a.m.Orlando
14h 33m
2 stops
YWG10:33 p.m.Winnipeg
C$ 303
Find similar
United Airlines
29 Sep
YWG2:20 p.m.Winnipeg
6h 30m
1 stop
MCO9:50 p.m.Orlando
7 Oct
MCO1:35 p.m.Orlando
9h 58m
2 stops
YWG10:33 p.m.Winnipeg
C$ 304
Find similar
United Airlines
24 Oct
YWG7:00 a.m.Winnipeg
16h 45m
2 stops
MCO12:45 a.m.Orlando
28 Oct
MCO7:05 p.m.Orlando
17h 52m
2 stops
YWG11:57 a.m.Winnipeg
C$ 319
Find similar

momondo 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, momondo users made 96,600 searches. Data last updated 25 August 2025.
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

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Sun 5/10

2:35 p.m.-10:55 p.m.

1 stop7h 20m

Orlando

Sat 11/10

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

Nonstop4h 17m

C$ 299

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Thu 25/9

9:00 a.m.-4:55 p.m.

1 stop6h 55m

Orlando

Sat 4/10

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

Nonstop4h 17m

C$ 301

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Tue 7/10

7:00 a.m.-8:27 p.m.

2 stops12h 27m

Orlando

Wed 22/10

9:00 a.m.-10:33 p.m.

2 stops14h 33m

C$ 303

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Mon 29/9

2:20 p.m.-9:50 p.m.

1 stop6h 30m

Orlando

Tue 7/10

1:35 p.m.-10:33 p.m.

2 stops9h 58m

C$ 304

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Mon 6/10

4:25 p.m.-5:33 a.m.

1 stop12h 08m

Orlando

Tue 7/10

3:50 p.m.-11:25 p.m.

1 stop8h 35m

C$ 306

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$ 308

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Fri 24/10

9:00 a.m.-9:53 p.m.

1 stop11h 53m

Orlando

Tue 28/10

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

Nonstop4h 26m

C$ 310

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$ 311

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Sat 20/9

12:00 p.m.-11:22 p.m.

1 stop10h 22m

Orlando

Sat 27/9

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

1 stop8h 00m

C$ 339

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Tue 18/11

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

1 stop7h 52m

Orlando

Mon 24/11

6:15 p.m.-10:16 a.m.

1 stop17h 01m

C$ 361

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Orlando from

How to get the cheapest flight ticket from Winnipeg to Orlando

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Orlando?

The month of November is, on average, the cheapest month to fly to Orlando from Winnipeg, with most prices found around C$ 359. If you’re not able to fly to Orlando in November, then October is your next best option. Flight prices from Winnipeg to Orlando during October average around C$ 364.

What is the cheapest day to depart on your flight to Orlando?

According to our data, Monday is the cheapest day to fly to Orlando from Winnipeg. The lowest ticket price found for a Monday departure recently was C$ 365. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Thursday is the most expensive day to depart from Winnipeg because it is more convenient for both business and leisure travellers. As a result, prices tend to be around C$ 581.

What is the cheapest time of day to depart on your flight to Orlando?

Flying to Orlando from Winnipeg in the morning is the least expensive time of day to depart. momondo users have found prices as low as C$ 458 when looking at flights departing in the morning. In contrast, the most expensive time of day to depart to Orlando is in the evening when prices are around C$ 553.

What is the cheapest Winnipeg to Orlando flight route?

Fly from Winnipeg to Orlando for the best Winnipeg - Orlando flight prices

How far in advance should I book a flight to Orlando?

You are more likely to see cheaper flights to Orlando from Winnipeg when booking weeks ahead of your departure date. In general, you can expect to find flights to Orlando for around C$ 451 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Orlando from Winnipeg for as low as C$ 355 on momondo.

What cabin class options are available on Winnipeg to Orlando flights?

There are 1 cabin classes available to choose from on Winnipeg to Orlando flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Winnipeg to Orlando flights?

No. A direct flight is the cheapest option for a flight between Winnipeg to Orlando.

How have Winnipeg to Orlando flight prices changed over time?

As of August 2025, prices for Winnipeg to Orlando flights are approximately 25% cheaper when compared to flights at the same time last year.

When to book flights from Winnipeg to Orlando

Are you open to changing your travel dates? Check out the ideal times to fly from Winnipeg to Orlando according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Winnipeg to Orlando (YWG to ORL) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Winnipeg to Orlando

Best price found

C$ 481

Fastest flight time

3h 59m

Direct flights

Wed, Sat and Sun

Airports in Orlando

1 airport
The best one-way flight to Orlando from Winnipeg in the past 72 hours is C$ 481. The best round-trip flight deal from Winnipeg to Orlando found on momondo in the last 72 hours is C$ 358.
The fastest flight from Winnipeg to Orlando takes 3h 59m
Direct flights go from Winnipeg to Orlando on Wednesday, Saturday and Sunday. There are no airlines offering direct flights.
There is 1 airport near Orlando: Orlando (MCO)
Search flight deals

  • How far is Winnipeg to Orlando by plane?

    The straight-line distance from Winnipeg to Orlando is 2720.2 km. By plane, this route typically takes 4h 00m.

  • When did momondo last update prices for flights from Winnipeg Airport to Orlando?

    Prices for flights from Winnipeg Airport to Orlando are refreshed on a daily basis.

  • How many operators does momondo search for flights from Winnipeg Airport to Orlando?

  • How old do you have to be to fly from Winnipeg Airport to Orlando?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Winnipeg Airport to Orlando.

  • What documentation or ID do you need to fly to Orlando?

    The necessary travel and health documents for your Orlando trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Winnipeg to Orlando?

  • What is the most popular airline from Winnipeg to Orlando?

Best airlines flying from Winnipeg to Orlando

Compare and see reviews for airlines that fly from Winnipeg to Orlando with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom C$ 219Free CancellationRating
7.4
8,940 reviews
Search United Airlines flights
Porter AirlinesPriceFrom C$ 253Free CancellationRating
7.9
344 reviews
Search Porter Airlines flights
DeltaPriceFrom C$ 261Free CancellationRating
7.9
7,981 reviews
Search Delta flights
WestJetPriceFrom C$ 281Free CancellationRating
7.2
3,050 reviews
Search WestJet flights
Air CanadaPriceFrom C$ 331Free CancellationRating
7.1
10,000 reviews
Search Air Canada flights

Why use momondo?

Why should I use momondo to find a flight deal from Winnipeg to Orlando?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Winnipeg to Orlando for you.

Can I find flights from Winnipeg to Orlando with flexible booking policies on momondo?

Flights from Winnipeg to Orlando with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Winnipeg to Orlando?

Once all potential Winnipeg to Orlando flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Winnipeg to Orlando right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Orlando, momondo offers a useful price alert feature which will track prices for flights to Orlando from Winnipeg and alert you when they change.

An easier way to manage your Orlando trip

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Find better results for your trip to the United States

Fly into one of these airports located in Orlando

Airports listed have a maximum distance of 29.5 km from Orlando
Orlando Airport
Orlando Sanford Intl Airport