Cheap flights from Winnipeg to Orlando Airport from C$ 228

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 15/9. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — MCO
3 Jun — 10 Jun1
1 adult
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from Winnipeg to Orlando are usually found in October or September, booked 59 days in advance, depart on a Saturday 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 4 May 2026.

Fri 2/1010:45 a.m.
YWG
-
MCO
1 stop8h 00m
WestJet
Mon 5/105:05 p.m.
MCO
-
YWG
1 stop8h 50m
WestJet
Deal found 3/5C$ 347
Sat 25/710:45 a.m.
YWG
-
MCO
1 stop8h 00m
WestJet
Fri 31/75:05 p.m.
MCO
-
YWG
1 stop8h 50m
WestJet
Deal found 29/4C$ 383
Wed 12/86:05 p.m.
YWG
-
MCO
1 stop15h 35m
WestJet
Wed 19/85:05 p.m.
MCO
-
YWG
1 stop8h 50m
WestJet
Deal found 1/5C$ 389
Wed 29/75:15 p.m.
YWG
-
MCO
1 stop16h 25m
WestJet
Fri 7/85:05 p.m.
MCO
-
YWG
1 stop8h 50m
WestJet
Deal found 30/4C$ 391
Tue 7/76:05 p.m.
YWG
-
MCO
1 stop15h 35m
WestJet
Tue 14/75:05 p.m.
MCO
-
YWG
1 stop8h 50m
WestJet
Deal found 29/4C$ 398
Fri 10/78:45 a.m.
YWG
-
MCO
2 stops10h 44m
United Airlines
Tue 14/74:21 p.m.
MCO
-
YWG
1 stop7h 12m
United Airlines
Deal found 29/4C$ 402
Wed 22/77:00 a.m.
YWG
-
MCO
1 stop13h 55m
United Airlines
Tue 28/75:19 p.m.
MCO
-
YWG
2 stops19h 33m
United Airlines
Deal found 1/5C$ 404
Sat 15/83:58 p.m.
YWG
-
MCO
1 stop7h 00m
Delta
Sat 22/87:04 a.m.
MCO
-
YWG
1 stop9h 04m
Delta
Deal found 2/5C$ 405
Mon 6/76:05 p.m.
YWG
-
MCO
1 stop15h 35m
WestJet
Tue 14/75:05 p.m.
MCO
-
YWG
1 stop8h 50m
WestJet
Deal found 29/4C$ 409
Sat 19/94:25 p.m.
YWG
-
MCO
1 stop17h 15m
WestJet
Sat 26/98:35 p.m.
MCO
-
YWG
1 stop24h 45m
WestJet
Deal found 3/5C$ 416
Sun 12/76:05 p.m.
YWG
-
MCO
1 stop15h 35m
WestJet
Fri 17/78:35 p.m.
MCO
-
YWG
1 stop24h 45m
WestJet
Deal found 3/5C$ 425
Tue 16/66:15 a.m.
YWG
-
MCO
1 stop27h 25m
WestJet
Fri 26/65:05 p.m.
MCO
-
YWG
1 stop8h 50m
WestJet
Deal found 1/5C$ 427

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 (MCO). 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 4 May 2026.

Round-trip from

C$ 347

One-way from

C$ 228

Popular in

February

Cheapest in

October

Average price

C$ 463

Good one-way deal

C$ 447 or less
WestJet
  • WestJet
  • 2/10-5/10
  • 2 total stops
  • 16h 50m total
  • Winnipeg to Orlando
Air Canada
  • Air Canada
  • 15/9
  • 1 total stop
  • 7h 19m total
  • Winnipeg to Orlando
Highest demand for flights based on searches. 13% potential increase in price (C$ 101 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease (C$ 22 potential savings vs. average RT price).
Average for round-trip flights in May 2026
Price to beat on a one-way flight from Winnipeg to Orlando.

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 4 May 2026.
Use the filters below to find and compare flights from Winnipeg to Orlando Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Wed 22/7

7:00 a.m.-9:55 p.m.

1 stop13h 55m

Orlando

Tue 28/7

2:25 p.m.-10:38 p.m.

1 stop9h 13m

C$ 404

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Wed 29/7

8:00 a.m.-10:40 a.m.

2 stops25h 40m

Orlando

Fri 7/8

5:05 p.m.-12:55 a.m.

1 stop8h 50m

C$ 444

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Mon 1/6

9:05 p.m.-7:32 p.m.

2 stops21h 27m

Orlando

Sun 14/6

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

1 stop14h 10m

C$ 474

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Fri 22/5

6:40 a.m.-5:04 p.m.

1 stop9h 24m

Orlando

Fri 5/6

3:04 p.m.-11:26 p.m.

1 stop9h 22m

C$ 476
Quickest round-trip

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Tue 19/5

3:50 p.m.-12:20 a.m.

1 stop7h 30m

Orlando

Fri 5/6

3:04 p.m.-11:26 p.m.

1 stop9h 22m

C$ 476

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Wed 8/7

6:00 a.m.-4:15 p.m.

1 stop9h 15m

Orlando

Fri 17/7

11:30 a.m.-10:10 p.m.

1 stop11h 40m

C$ 482

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Sat 27/6

6:40 a.m.-5:02 p.m.

1 stop9h 22m

Orlando

Sat 4/7

3:00 p.m.-11:29 p.m.

1 stop9h 29m

C$ 497

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Thu 9/7

7:00 a.m.-3:03 p.m.

1 stop7h 03m

Orlando

Sat 11/7

9:00 a.m.-9:30 p.m.

2 stops13h 30m

C$ 519

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Sat 11/7

8:15 a.m.-1:01 a.m.

2 stops15h 46m

Orlando

Tue 14/7

7:09 a.m.-10:33 p.m.

1 stop16h 24m

C$ 519

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Fri 10/7

7:00 a.m.-4:43 p.m.

1 stop8h 43m

Orlando

Sat 11/7

9:40 a.m.-9:30 p.m.

2 stops12h 50m

C$ 519

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/5

Showing 1-10 of 18 resultsSorted by cheapest first
1
2

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 Airport

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

The best time to book flights from Winnipeg to Orlando Airport is 58 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, October is the cheapest month in which you can book a flight from Winnipeg to Orlando Airport (average of C$ 333). Flying from Winnipeg to Orlando Airport in February is currently the most expensive (average of C$ 635). 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 Airport?

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 4 May 2026.
Read through reviews of airlines operating flights from Winnipeg to Orlando Airport, such as Porter Airlines,Delta, andUnited Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Overall

8.0

Boarding

8.2

Comfort

8.0

Entertainment

7.0

Food

7.6

Crew

8.6

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.

Overall

8.0

Boarding

8.2

Comfort

8.0

Entertainment

7.0

Food

7.6

Crew

8.6

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.

Overall

8.0

Boarding

8.2

Comfort

8.0

Entertainment

7.0

Food

7.6

Crew

8.6

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.

Overall

8.0

Boarding

8.2

Comfort

8.0

Entertainment

7.0

Food

7.6

Crew

8.6

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.

Overall

8.0

Boarding

8.2

Comfort

8.0

Entertainment

7.0

Food

7.6

Crew

8.6

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.

Overall

8.0

Boarding

8.2

Comfort

8.0

Entertainment

7.0

Food

7.6

Crew

8.6

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.

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?

    Most people fly from Winnipeg (YWG) if they book a flight from Winnipeg to Orlando. On average, Winnipeg has 0 outbound flights to Orlando per day from 5 airlines. Winnipeg is conveniently located just 7.3 km from Winnipeg’s city centre.

  • How long is the flight from Winnipeg to Orlando Airport?

    Airlines like United Airlines, WestJet, and Delta fly from Winnipeg to Orlando Airport in about 9h 24m. The time it takes to get you to your destination can typically vary by up to 16h 16m. There are 2739 km between Winnipeg and Orlando Airport. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

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

    Our cheapest airline available from Winnipeg to Orlando Airport is United Airlines. Our recent data shows that you can find tickets from as low as C$ 181 on this airline. Additional options worth looking into are WestJet and Delta, starting at C$ 241 and C$ 270 round-trip. United Airlines is currently priced 61% below the average price you’ll pay for this route.

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

    One-way options have recently been found by users for as low as C$ 144 on Porter Airlines. Other airlines that offer cheap prices include WestJet from C$ 153 and Delta from C$ 211 one-way.

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

    The top 3 most reliable airlines when flying from Winnipeg to Orlando Airport are LATAM Airlines (100%), Delta (67%) and WestJet (67%).

  • What are the cheapest flights from Winnipeg to Orlando Airport?

    Looking for the cheapest flight from Winnipeg to Orlando Airport? While on average our users pay C$ 486, our data indicates the cheapest price to be C$ 229. The most popular route (Winnipeg - Orlando), is priced around C$ 386.

  • 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 Airport?

    Currently, October is the cheapest month in which you can book a flight from Winnipeg to Orlando Airport (average of C$ 333). Flying from Winnipeg to Orlando Airport in February is currently the most expensive (average of C$ 635). 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

Travelling to a place near Orlando Airport?

Book flights to Orlando Airport if you plan to visit one of these locations
Lake Buena Vista
The Villages
Daytona Beach Shores
Winter Haven
Lake Mary
Titusville
Palm Bay
Davenport
Clermont
Four Corners
Viera
Union Park

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 4 May 2026.

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 4 May 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 181AverageC$ 350FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 241AverageC$ 432FlexibilityNo cancel feeOn-time60%
Search WestJet flights
DeltaCheapestC$ 270AverageC$ 480FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
Air CanadaCheapestC$ 295AverageC$ 659FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
Porter AirlinesCheapestC$ 309AverageC$ 459FlexibilityNo cancel feeOn-time52%
Search Porter Airlines 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?

When you search for this flight from Winnipeg to Orlando, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

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

Millions of users choose and trust Cheapflights to book the best flight deals from Winnipeg to Orlando for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

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

Users can book flights with no change fees policies with our dedicated filters. Book flights from Winnipeg to Orlando flexibly with Cheapflights today.

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

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Orlando from Winnipeg today and book when prices fit your budget.

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