Cheap flights from Winnipeg to Orlando Airport from C$ 157

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 24/2. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — MCO
14 Feb — 21 Feb1
1 adult
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from Winnipeg to Orlando are usually found in October or May, booked 69 days in advance, depart on a Monday or Saturday and return on a Wednesday

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 (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 15 January 2026.

Round-trip from

C$ 315

One-way from

C$ 157

Popular in

February

Cheapest in

October

Average price

C$ 470

Good round-trip deal

C$ 568 or less
United Airlines
  • United Airlines
  • 7/3-14/3
  • 2 total stops
  • 24h 56m total
  • Winnipeg to Orlando
WestJet
  • WestJet
  • 24/2
  • Nonstop
  • 4h 03m total
  • Winnipeg to Orlando
Highest demand for flights based on searches. 17% potential increase in price (C$ 135 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease (C$ 29 potential savings vs. average RT price).
Average for round-trip flights in January 2026
Price to beat on a round-trip flight from Winnipeg to Orlando.

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 15 January 2026.

Sat 7/32:20 p.m.
YWG
-
MCO
1 stop8h 39m
United Airlines
Sat 14/38:40 p.m.
MCO
-
YWG
1 stop16h 17m
United Airlines
Deal found 14/1C$ 315
Tue 3/38:00 a.m.
YWG
-
MCO
Nonstop4h 03m
WestJet
Tue 10/39:15 p.m.
MCO
-
YWG
1 stop28h 20m
WestJet
Deal found 14/1C$ 318
Tue 24/28:00 a.m.
YWG
-
MCO
Nonstop4h 03m
WestJet
Fri 27/29:15 p.m.
MCO
-
YWG
1 stop15h 17m
WestJet
Deal found 13/1C$ 320
Fri 30/17:30 a.m.
YWG
-
MCO
1 stop25h 37m
Multiple Airlines
Fri 6/24:20 p.m.
MCO
-
YWG
1 stop8h 15m
Multiple Airlines
Deal found 14/1C$ 321
Sat 2/52:15 p.m.
YWG
-
MCO
2 stops9h 29m
United Airlines
Sat 9/57:01 p.m.
MCO
-
YWG
2 stops17h 38m
United Airlines
Deal found 14/1C$ 324
Sat 21/26:45 a.m.
YWG
-
MCO
1 stop8h 44m
Multiple Airlines
Fri 27/28:30 a.m.
MCO
-
YWG
1 stop8h 00m
Multiple Airlines
Deal found 13/1C$ 325
Mon 2/29:00 p.m.
YWG
-
MCO
2 stops16h 42m
Multiple Airlines
Fri 6/28:30 a.m.
MCO
-
YWG
1 stop8h 00m
Multiple Airlines
Deal found 13/1C$ 327
Wed 25/22:20 p.m.
YWG
-
MCO
2 stops9h 23m
United Airlines
Thu 26/28:43 p.m.
MCO
-
YWG
1 stop16h 14m
United Airlines
Deal found 13/1C$ 328
Tue 24/28:00 a.m.
YWG
-
MCO
Nonstop4h 03m
WestJet
Wed 25/29:15 p.m.
MCO
-
YWG
1 stop15h 17m
WestJet
Deal found 13/1C$ 329
Tue 24/28:00 a.m.
YWG
-
MCO
Nonstop4h 03m
WestJet
Mon 2/39:30 p.m.
MCO
-
YWG
1 stop15h 02m
WestJet
Deal found 13/1C$ 332

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

Fly from

Winnipeg

Fly to

Orlando

Route

Depart

Return

Price

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Sat 7/3

2:20 p.m.-11:59 p.m.

1 stop8h 39m

Orlando

Sat 14/3

8:40 p.m.-11:57 a.m.

1 stop16h 17m

C$ 315

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Fri 8/5

8:30 a.m.-11:30 p.m.

1 stop14h 00m

Orlando

Fri 15/5

7:01 p.m.-11:39 a.m.

2 stops17h 38m

C$ 324

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Wed 25/2

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

2 stops9h 23m

Orlando

Thu 26/2

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

1 stop16h 14m

C$ 328

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Sun 8/3

2:20 p.m.-11:59 p.m.

1 stop8h 39m

Orlando

Thu 12/3

8:40 p.m.-11:57 a.m.

1 stop16h 17m

C$ 328

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Fri 27/2

2:20 p.m.-10:42 a.m.

2 stops19h 22m

Orlando

Fri 6/3

6:58 p.m.-11:57 a.m.

2 stops17h 59m

C$ 328

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Wed 11/3

2:20 p.m.-12:33 a.m.

2 stops9h 13m

Orlando

Wed 18/3

8:40 p.m.-11:57 a.m.

1 stop16h 17m

C$ 328

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Wed 25/2

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

2 stops9h 23m

Orlando

Fri 27/2

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

1 stop16h 14m

C$ 328

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Tue 10/3

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

1 stop6h 20m

Orlando

Mon 16/3

8:40 p.m.-11:57 a.m.

1 stop16h 17m

C$ 328

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Mon 6/4

2:00 p.m.-9:58 p.m.

1 stop6h 58m

Orlando

Mon 13/4

3:06 p.m.-11:52 a.m.

2 stops21h 46m

C$ 328

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Tue 3/3

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

1 stop6h 20m

Orlando

Tue 10/3

8:40 p.m.-11:57 a.m.

1 stop16h 17m

C$ 328

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/1

Showing 1-10 of 20 results
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?

Use this chart to determine the optimal time to book a round-trip flight from Winnipeg to Orlando. Price data was last updated on 9 January 2026.

The best time to book flights from Winnipeg to Orlando Airport is 69 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, May is the cheapest month in which you can book a flight from Winnipeg to Orlando Airport (average of C$ 221). Flying from Winnipeg to Orlando Airport in July is currently the most expensive (average of C$ 306). 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 MCO?

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 15 January 2026.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Winnipeg to Orlando Airport as you normally would.

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 15 January 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.

Crew

8.6

Entertainment

7.0

Food

7.6

Overall

8.0

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out

Crew

8.6

Entertainment

7.0

Food

7.6

Overall

8.0

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out

Crew

8.6

Entertainment

7.0

Food

7.6

Overall

8.0

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out

Crew

8.6

Entertainment

7.0

Food

7.6

Overall

8.0

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out

Crew

8.6

Entertainment

7.0

Food

7.6

Overall

8.0

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out

Crew

8.6

Entertainment

7.0

Food

7.6

Overall

8.0

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out

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 fly from Winnipeg to Orlando Airport in about 8h 39m. The time it takes to get you to your destination can typically vary by up to . There are 2739 km between Winnipeg and Orlando Airport.

  • 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$ 201 on this airline. Additional options worth looking into are Delta and WestJet, starting at C$ 256 and C$ 266 round-trip. United Airlines is currently priced 56% 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$ 147 on Porter Airlines. Other airlines that offer cheap prices include WestJet from C$ 177 and United Airlines from C$ 195 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 (83%), Delta (71%) and WestJet (71%).

  • 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$ 610, our data indicates the cheapest price to be C$ 296. The most popular route (Winnipeg - Orlando), is priced around C$ 306.

  • 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, May is the cheapest month in which you can book a flight from Winnipeg to Orlando Airport (average of C$ 221). Flying from Winnipeg to Orlando Airport in July is currently the most expensive (average of C$ 306). 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
Ormond Beach
Lake Mary
Altamonte Springs
Palm Bay
Celebration
Davenport
Clermont
Four Corners
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 15 January 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 15 January 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 201AverageC$ 349FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
DeltaCheapestC$ 256AverageC$ 478FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
WestJetCheapestC$ 266AverageC$ 469FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 302AverageC$ 632FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
Porter AirlinesCheapestC$ 308AverageC$ 448FlexibilityNo 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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