Find flights
Deals
When to book
Airlines
FAQs

Cheap flights from Winnipeg to Orlando from C$ 143

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 25/10. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — ORL
11 Oct — 18 Oct2
2 travellers
2 travellers, Economy

Cheapflights Tip: The best prices from Winnipeg to Orlando are usually found in October or November, booked 82 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 (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 11 September 2025.

Round-trip from

C$ 220

One-way from

C$ 143

Popular in

December

Cheapest in

October

Average price

C$ 367

Good round-trip deal

C$ 358 or less

Good one-way deal

C$ 216 or less
WestJet
  • WestJet
  • 25/10-28/10
  • Nonstop
  • 8h 26m total
  • Winnipeg to Orlando
Search Deals
WestJet
  • WestJet
  • 25/10
  • Nonstop
  • 4h 00m total
  • Winnipeg to Orlando
Search Deals
High demand for flights, 0% potential price rise
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals
Price to beat on a round-trip flight from Winnipeg to Orlando (ORL).
Search Deals
Price to beat on a one-way flight from Winnipeg to Orlando (ORL).
Search Deals

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 11 September 2025.

Sat 25/109:10 a.m.YWG - MCO
Nonstop4h 00mWestJet
Tue 28/102:00 p.m.MCO - YWG
Nonstop4h 26mWestJet
Deal found 8/9C$ 220
Fri 31/104:00 p.m.YWG - MCO
Nonstop4h 03mWestJet
Fri 5/1210:00 p.m.MCO - YWG
Nonstop4h 26mWestJet
Deal found 9/9C$ 222
Sat 18/109:10 a.m.YWG - MCO
Nonstop4h 00mWestJet
Sat 25/103:15 p.m.MCO - YWG
Nonstop4h 17mWestJet
Deal found 11/9C$ 223
Sun 5/102:35 p.m.YWG - MCO
1 stop7h 20mWestJet
Sat 11/103:15 p.m.MCO - YWG
Nonstop4h 17mWestJet
Deal found 9/9C$ 227
Sat 18/109:10 a.m.YWG - MCO
Nonstop4h 00mWestJet
Tue 28/102:00 p.m.MCO - YWG
Nonstop4h 26mWestJet
Deal found 10/9C$ 231
Sat 27/99:10 a.m.YWG - MCO
Nonstop4h 00mWestJet
Sat 4/103:15 p.m.MCO - YWG
Nonstop4h 17mWestJet
Deal found 11/9C$ 236
Mon 3/1112:20 p.m.YWG - MCO
1 stop7h 02mWestJet
Fri 7/1110:00 p.m.MCO - YWG
Nonstop4h 26mWestJet
Deal found 9/9C$ 240
Sat 25/1011:20 a.m.YWG - MCO
1 stop7h 21mMultiple Airlines
Tue 28/1011:10 a.m.MCO - YWG
1 stop9h 02mMultiple Airlines
Deal found 8/9C$ 243
Tue 9/128:00 a.m.YWG - MCO
Nonstop4h 07mWestJet
Thu 18/129:15 p.m.MCO - YWG
1 stop15h 20mWestJet
Deal found 8/9C$ 245

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 11 September 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

Mon 6/10

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

1 stop12h 08m

Orlando

Tue 7/10

8:00 a.m.-10:33 p.m.

2 stops15h 33m

C$ 279

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Fri 31/10

4:00 p.m.-9:03 p.m.

Nonstop4h 03m

Orlando

Fri 7/11

10:00 p.m.-1:26 a.m.

Nonstop4h 26m

C$ 279

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Sun 2/11

2:20 p.m.-9:47 p.m.

1 stop6h 27m

Orlando

Fri 7/11

9:47 a.m.-8:56 p.m.

1 stop12h 09m

C$ 285

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Sat 6/12

8:40 a.m.-12:44 a.m.

2 stops15h 04m

Orlando

Thu 18/12

7:15 a.m.-8:51 p.m.

2 stops14h 36m

C$ 285

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Sun 12/10

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

1 stop12h 08m

Orlando

Thu 16/10

10:59 a.m.-10:33 p.m.

1 stop12h 34m

C$ 285

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Sat 11/10

7:00 a.m.-10:07 p.m.

2 stops14h 07m

Orlando

Thu 16/10

7:15 a.m.-10:33 p.m.

1 stop16h 18m

C$ 285

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Tue 9/12

2:20 p.m.-12:44 a.m.

2 stops9h 24m

Orlando

Thu 18/12

7:45 a.m.-8:51 p.m.

1 stop14h 06m

C$ 285

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Sat 1/11

8:40 a.m.-12:55 a.m.

2 stops15h 15m

Orlando

Fri 7/11

9:47 a.m.-8:56 p.m.

1 stop12h 09m

C$ 285

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Sat 27/9

4:25 p.m.-10:43 a.m.

2 stops17h 18m

Orlando

Tue 30/9

3:46 p.m.-1:09 p.m.

2 stops22h 23m

C$ 285

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Wed 24/9

7:00 a.m.-6:20 p.m.

1 stop10h 20m

Orlando

Mon 29/9

7:15 a.m.-10:33 p.m.

1 stop16h 18m

C$ 285

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/9

Showing 1-10 of 23 results
1
2
3

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 29 August 2025.

Booking 82 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$ 311). 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 11 September 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 18% on your trip compared to booking a flight in the afternoon.

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 7 September 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. Saturday 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?

What’s the top layover airport for flights from Winnipeg to Orlando?

Share of one-stop round-trip flights from Winnipeg to Orlando chosen by Cheapflights users in the past 12 months, using the same layover each way.

Toronto (YYZ) – chosen by Cheapflights users on 45% of one-stop itineraries from Winnipeg to Orlando on Cheapflights.

What’s the cheapest layover airport for flights from Winnipeg to Orlando?

Average round-trip fare for 1-stop flights from Winnipeg to Orlando, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Toronto (YYZ) is the most affordable 1-stop option, with an average round-trip price of C$ 361.

What’s the fastest layover option from Winnipeg to Orlando?

Shortest average travel time for 1-stop one-way flights from Winnipeg to Orlando, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Atlanta (ATL) have the shortest average one-way travel time for 1-stop routes: 6h 42m.

Which airport typically offers the quickest layover for flights from Winnipeg to Orlando?

Average layover duration for 1-stop one-way flights from Winnipeg to Orlando, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Ottawa (YOW) offer the fastest connection on this route, with an average layover time of 1h 27m.

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 11 September 2025.
Check out reviews from past customers who have flown with Delta,Porter Airlines, 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.
Delta
8.0
Very good
7,960 reviews
Check prices

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
4.0
Okay

Richard,Sep 2023

YYZ - ATL

Four hour delay (missing two screws). Seats in need of repair.
Delta
8.0
Very good
7,960 reviews
Delta
8.0
Very good
7,960 reviews
Check prices

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
4.0
Okay

Richard,Sep 2023

YYZ - ATL

Four hour delay (missing two screws). Seats in need of repair.
Porter Airlines
7.9
Good
363 reviews
Delta
8.0
Very good
7,960 reviews
Check prices

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
4.0
Okay

Richard,Sep 2023

YYZ - ATL

Four hour delay (missing two screws). Seats in need of repair.
United Airlines
7.4
Good
8,937 reviews
Delta
8.0
Very good
7,960 reviews
Check prices

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
4.0
Okay

Richard,Sep 2023

YYZ - ATL

Four hour delay (missing two screws). Seats in need of repair.
WestJet
7.2
Good
3,091 reviews
Delta
8.0
Very good
7,960 reviews
Check prices

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
4.0
Okay

Richard,Sep 2023

YYZ - ATL

Four hour delay (missing two screws). Seats in need of repair.
Air Canada
7.1
Good
10,000 reviews
Delta
8.0
Very good
7,960 reviews
Check prices

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
4.0
Okay

Richard,Sep 2023

YYZ - ATL

Four hour delay (missing two screws). Seats in need of repair.

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 4h 03m. Fly via United Airlines or WestJet 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 United Airlines. Our recent data shows that you can find tickets from as low as C$ 220 on this airline. Additional options worth looking into are Porter Airlines and Delta, starting at C$ 253 and C$ 262 round-trip. United Airlines is 51% cheaper than the average price of flights available within the next 90 days to this destination.

  • 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 (67%), Aeromexico( 67%).

  • What are the cheapest flights from Winnipeg to Orlando?

    While on average a flight from Winnipeg to Orlando is generally C$ 519, our data shows the cheapest flight currently is C$ 150. When looking at the most popular route, (Winnipeg - Orlando), you can expect to pay C$ 272 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$ 311). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 11 September 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 11 September 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 220AverageC$ 368FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Porter AirlinesCheapestC$ 253AverageC$ 458FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
DeltaCheapestC$ 262AverageC$ 505FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
WestJetCheapestC$ 282AverageC$ 457FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 324AverageC$ 551FlexibilityNo 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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.