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 12/5. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — ORL
28 May — 4 Jun1
Round-trip
1 adult
Economy
Round-trip
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from Winnipeg to Orlando are usually found in October or September, booked 76 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
Best
Last-minute
One-way
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 April 2026.
Sat 5/910:45 a.m.
YWG
-
MCO
1 stop8h 00m
WestJet
Mon 14/95:05 p.m.
MCO
-
YWG
1 stop8h 50m
WestJet
Deal found 25/4C$ 344
Sun 13/910:45 a.m.
YWG
-
MCO
1 stop8h 00m
WestJet
Sun 27/95:05 p.m.
MCO
-
YWG
1 stop8h 50m
WestJet
Deal found 23/4C$ 346
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 23/4C$ 348
Sat 5/910:45 a.m.
YWG
-
MCO
1 stop8h 00m
Multiple Airlines
Sat 19/911:20 a.m.
MCO
-
YWG
1 stop7h 38m
Multiple Airlines
Deal found 25/4C$ 379
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 23/4C$ 380
Sun 20/910:45 a.m.
YWG
-
MCO
1 stop8h 00m
WestJet
Sat 26/98:35 p.m.
MCO
-
YWG
1 stop18h 50m
WestJet
Deal found 27/4C$ 382
Mon 17/810:45 a.m.
YWG
-
MCO
1 stop22h 55m
WestJet
Wed 26/85:05 p.m.
MCO
-
YWG
1 stop8h 50m
WestJet
Deal found 27/4C$ 389
Sun 16/810:45 a.m.
YWG
-
MCO
1 stop8h 00m
WestJet
Thu 20/811:30 a.m.
MCO
-
YWG
1 stop14h 25m
WestJet
Deal found 26/4C$ 391
Sat 5/97:00 a.m.
YWG
-
MCO
2 stops9h 56m
United Airlines
Sat 19/910:49 a.m.
MCO
-
YWG
2 stops10h 59m
United Airlines
Deal found 25/4C$ 393
Best flights from Winnipeg to Orlando
Discover carefully curated flight deals from Winnipeg to Orlando that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 28 April 2026.
Tue 9/65:42 p.m.
YWG
-
MCO
1 stop5h 15m
Delta
Sat 13/67:00 a.m.
MCO
-
YWG
1 stop10h 52m
Delta
Deal found 24/4C$ 451
Tue 19/52:00 p.m.
YWG
-
MCO
2 stops9h 59m
United Airlines
Thu 28/57:13 a.m.
MCO
-
YWG
1 stop16h 25m
United Airlines
Deal found 27/4C$ 453
Mon 8/63:15 p.m.
YWG
-
MCO
1 stop7h 31m
Air Canada
Wed 10/67:00 a.m.
MCO
-
YWG
1 stop17h 18m
Air Canada
Deal found 23/4C$ 518
Fri 19/612:46 p.m.
YWG
-
MCO
1 stop10h 11m
Delta
Mon 22/67:00 a.m.
MCO
-
YWG
1 stop10h 51m
Delta
Deal found 27/4C$ 532
Tue 9/63:15 p.m.
YWG
-
MCO
1 stop7h 31m
Air Canada
Sat 13/67:00 a.m.
MCO
-
YWG
1 stop17h 18m
Air Canada
Deal found 27/4C$ 556
Sat 4/75:10 a.m.
YWG
-
MCO
2 stops15h 45m
United Airlines
Sat 11/79:40 a.m.
MCO
-
YWG
1 stop13h 53m
United Airlines
Deal found 26/4C$ 562
Tue 2/63:50 p.m.
YWG
-
MCO
1 stop7h 30m
Delta
Mon 8/63:00 p.m.
MCO
-
YWG
1 stop9h 29m
Delta
Deal found 25/4C$ 533
Sun 17/55:10 a.m.
YWG
-
MCO
2 stops15h 03m
United Airlines
Thu 28/510:51 a.m.
MCO
-
YWG
1 stop12h 47m
United Airlines
Deal found 27/4C$ 568
Last-minute flights from Winnipeg to Orlando
Discover last-minute flight deals from Winnipeg to Orlando. Data last updated 28 April 2026 and is based on user searches.
Sat 16/55:41 p.m.
YWG
-
MCO
1 stop5h 39m
Delta
Sun 24/56:05 a.m.
MCO
-
YWG
1 stop9h 50m
Delta
Deal found 27/4C$ 532
Sun 17/52:00 p.m.
YWG
-
MCO
1 stop8h 46m
Air Canada
Thu 28/57:13 a.m.
MCO
-
YWG
1 stop16h 25m
Air Canada
Deal found 27/4C$ 560
Sun 17/55:10 a.m.
YWG
-
MCO
2 stops15h 03m
United Airlines
Thu 28/510:51 a.m.
MCO
-
YWG
1 stop12h 47m
United Airlines
Deal found 27/4C$ 568
Mon 18/511:40 a.m.
YWG
-
MCO
1 stop6h 59m
Porter Airlines
Wed 27/51:45 p.m.
MCO
-
YWG
1 stop7h 04m
Porter Airlines
Deal found 27/4C$ 504
Tue 19/52:00 p.m.
YWG
-
MCO
1 stop6h 55m
United Airlines
Thu 28/59:40 a.m.
MCO
-
YWG
1 stop13h 58m
United Airlines
Deal found 27/4C$ 453
Sat 23/56:05 a.m.
YWG
-
MCO
2 stops14h 42m
Multiple Airlines
Sat 30/511:20 a.m.
MCO
-
YWG
1 stop7h 43m
Multiple Airlines
Deal found 25/4C$ 545
Mon 25/58:10 p.m.
YWG
-
MCO
1 stop15h 35m
Multiple Airlines
Fri 29/511:20 a.m.
MCO
-
YWG
2 stops9h 29m
Multiple Airlines
Deal found 27/4C$ 528
Fri 29/59:05 p.m.
YWG
-
MCO
2 stops23h 42m
Multiple Airlines
Tue 30/65:05 p.m.
MCO
-
YWG
1 stop8h 50m
Multiple Airlines
Deal found 27/4C$ 412
Fri 29/56:15 a.m.
YWG
-
MCO
1 stop12h 30m
WestJet
Tue 30/65:05 p.m.
MCO
-
YWG
1 stop8h 50m
WestJet
Deal found 27/4C$ 431
One-way flights from Winnipeg to Orlando
Search for one-way flight options from Winnipeg to Orlando. Find affordable one-way fares based on user searches. Data last updated 28 April 2026.
Tue 12/59:05 p.m.
YWG
-
MCO
2 stops23h 42m
Multiple Airlines
Deal found 23/4C$ 226
Tue 21/712:20 p.m.
YWG
-
MCO
1 stop7h 27m
Air Canada
Deal found 28/4C$ 236
Mon 11/59:05 p.m.
YWG
-
MCO
2 stops21h 27m
Multiple Airlines
Deal found 27/4C$ 247
Tue 21/77:00 a.m.
YWG
-
MCO
2 stops15h 32m
United Airlines
Deal found 25/4C$ 251
Sun 7/66:15 a.m.
YWG
-
MCO
1 stop13h 25m
WestJet
Deal found 25/4C$ 259
Wed 3/69:05 p.m.
YWG
-
MCO
2 stops19h 13m
Multiple Airlines
Deal found 24/4C$ 263
Tue 12/52:00 p.m.
YWG
-
MCO
1 stop6h 55m
United Airlines
Deal found 23/4C$ 264
Wed 10/62:00 p.m.
YWG
-
MCO
1 stop8h 46m
Air Canada
Deal found 26/4C$ 269
Mon 11/52:00 p.m.
YWG
-
MCO
3 stops24h 58m
United Airlines
Deal found 27/4C$ 271
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 April 2026.
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 April 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
Quickest round-trip
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Tue 9/6
5:42 p.m.-11:57 p.m.
1 stop5h 15m
Orlando
Sat 13/6
7:00 a.m.-4:52 p.m.
1 stop10h 52m
C$ 451
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Tue 19/5
2:00 p.m.-12:59 a.m.
2 stops9h 59m
Orlando
Thu 28/5
7:13 a.m.-10:38 p.m.
1 stop16h 25m
C$ 453
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Mon 8/6
3:15 p.m.-11:46 p.m.
1 stop7h 31m
Orlando
Wed 10/6
7:00 a.m.-11:18 p.m.
1 stop17h 18m
C$ 518
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Fri 19/6
12:46 p.m.-11:57 p.m.
1 stop10h 11m
Orlando
Mon 22/6
7:00 a.m.-4:51 p.m.
1 stop10h 51m
C$ 532
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Tue 2/6
3:50 p.m.-12:20 a.m.
1 stop7h 30m
Orlando
Mon 8/6
3:00 p.m.-11:29 p.m.
1 stop9h 29m
C$ 533
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Tue 9/6
3:15 p.m.-11:46 p.m.
1 stop7h 31m
Orlando
Sat 13/6
7:00 a.m.-11:18 p.m.
1 stop17h 18m
C$ 556
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Sat 4/7
5:10 a.m.-9:55 p.m.
2 stops15h 45m
Orlando
Sat 11/7
9:40 a.m.-10:33 p.m.
1 stop13h 53m
C$ 562
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Sun 17/5
5:10 a.m.-9:13 p.m.
2 stops15h 03m
Orlando
Thu 28/5
10:51 a.m.-10:38 p.m.
1 stop12h 47m
C$ 568
Cheapest one-way
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Tue 21/7
2:05 p.m.-11:47 p.m.
1 stop8h 42m
C$ 236
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Sat 22/8
4:25 p.m.-7:45 p.m.
1 stop26h 20m
C$ 248
Flights are sorted by cheapest round-trip flights first.
Deals found on 23/4
Showing 1-10 of 15 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.
YWG-ORL
YWG-MCO
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
YWG-ORL
YWG-MCO
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.
What is the cheapest month to book a flight from Winnipeg to Orlando?
Currently, January is the cheapest month in which you can book a flight from Winnipeg to Orlando (average of C$ 110). Flying from Winnipeg to Orlando in May is currently the most expensive (average of C$ 258). 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 28 April 2026.
When flying from Winnipeg to Orlando, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
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 47% 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.
Denver (DEN) is the most affordable 1-stop option, with an average round-trip price of C$ 341.
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 Chicago (ORD) have the shortest average one-way travel time for 1-stop routes: 6h 51m.
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 Chicago (ORD) offer the fastest connection on this route, with an average layover time of 1h 39m.
How often are flights from Winnipeg to Orlando delayed?
About 19% of weekly flights between Winnipeg and Orlando have experienced delays in the past year, with the average delay time being 158 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 19% of flights being delayed.
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 April 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.
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?
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 5h 15m. Fly via Delta, United Airlines, or Air Canada 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$ 210 on this airline. Additional options worth looking into are WestJet and Delta, starting at C$ 260 and C$ 270 round-trip. United Airlines is 55% cheaper than the average price of flights available within the next 90 days to this destination.
What are the cheapest airlines to fly from Winnipeg to Orlando one-way?
For one-way options, check prices for Porter Airlines. According to our data, you can fly for as low as C$ 145. Users have also found prices from C$ 153 and C$ 212 on WestJet and Delta, respectively.
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: LATAM Airlines (83%), Delta (77%), WestJet( 77%).
What are the cheapest flights from Winnipeg to Orlando?
While on average a flight from Winnipeg to Orlando is generally C$ 487, our data shows the cheapest flight currently is C$ 230. When looking at the most popular route, (Winnipeg - Orlando), you can expect to pay C$ 378 for that flight.
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, January is the cheapest month in which you can book a flight from Winnipeg to Orlando (average of C$ 110). Flying from Winnipeg to Orlando in May is currently the most expensive (average of C$ 258). 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.
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 April 2026.
Explore flights to Orlando departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on 28 April 2026.
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 April 2026.
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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