Cheap flights from Winnipeg to Orlando from C$ 281
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 15/7. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — ORL
14 Jul — 21 Jul1
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 November, booked 14 days in advance, depart on a Saturday or Wednesday and return on a Tuesday
Cheap flight deals from Winnipeg to Orlando
Enter your travel dates to find the best prices.
Cheapest
Best
Direct
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 14 June 2026.
Wed 15/76:15 a.m.
YWG
-
MCO
1 stop27h 25m
WestJet
Wed 22/75:05 p.m.
MCO
-
YWG
1 stop8h 50m
WestJet
Deal found 13/6C$ 455
Thu 26/111:45 p.m.
YWG
-
MCO
1 stop8h 52m
Air Canada
Sat 5/128:25 a.m.
MCO
-
YWG
1 stop9h 11m
Air Canada
Deal found 9/6C$ 462
Tue 27/108:00 a.m.
YWG
-
MCO
1 stop10h 50m
Delta
Thu 29/1011:00 a.m.
MCO
-
YWG
1 stop10h 16m
Delta
Deal found 11/6C$ 469
Thu 3/128:15 a.m.
YWG
-
MCO
1 stop7h 52m
Air Canada
Tue 8/128:25 a.m.
MCO
-
YWG
1 stop9h 11m
Air Canada
Deal found 11/6C$ 491
Tue 1/128:15 a.m.
YWG
-
MCO
1 stop7h 52m
Air Canada
Tue 8/128:25 a.m.
MCO
-
YWG
1 stop9h 11m
Air Canada
Deal found 12/6C$ 513
Wed 22/74:25 p.m.
YWG
-
MCO
1 stop17h 15m
WestJet
Wed 29/75:05 p.m.
MCO
-
YWG
1 stop8h 50m
WestJet
Deal found 12/6C$ 523
Thu 17/96:05 p.m.
YWG
-
MCO
1 stop15h 35m
WestJet
Mon 21/95:05 p.m.
MCO
-
YWG
1 stop17h 40m
WestJet
Deal found 12/6C$ 524
Tue 28/78:00 a.m.
YWG
-
MCO
2 stops25h 40m
WestJet
Tue 4/85:05 p.m.
MCO
-
YWG
1 stop17h 40m
WestJet
Deal found 12/6C$ 526
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 14 June 2026.
Thu 26/118:30 a.m.
YWG
-
MCO
1 stop9h 58m
Multiple Airlines
Mon 30/119:50 p.m.
MCO
-
YWG
1 stop16h 54m
Multiple Airlines
Deal found 11/6C$ 532
Tue 27/106:00 a.m.
YWG
-
MCO
1 stop7h 00m
Porter Airlines
Thu 29/1012:25 p.m.
MCO
-
YWG
2 stops12h 10m
Porter Airlines
Deal found 12/6C$ 544
Thu 26/112:15 p.m.
YWG
-
MCO
2 stops9h 29m
United Airlines
Sat 5/126:00 a.m.
MCO
-
YWG
2 stops10h 59m
United Airlines
Deal found 11/6C$ 586
Thu 3/1212:30 p.m.
YWG
-
MCO
1 stop10h 29m
Delta
Fri 11/122:00 p.m.
MCO
-
YWG
Nonstop4h 26m
Delta
Deal found 13/6C$ 808
Tue 20/106:05 p.m.
YWG
-
MCO
1 stop15h 35m
Multiple Airlines
Sat 31/1012:25 p.m.
MCO
-
YWG
2 stops12h 10m
Multiple Airlines
Deal found 8/6C$ 641
Mon 7/125:15 a.m.
YWG
-
MCO
2 stops15h 38m
Multiple Airlines
Mon 14/129:50 p.m.
MCO
-
YWG
1 stop12h 54m
Multiple Airlines
Deal found 12/6C$ 699
Direct flights from Winnipeg to Orlando
Explore direct flight options from Winnipeg to Orlando based on user searches, and compare prices and availability for your desired travel dates. Data last updated 14 June 2026.
Tue 1/128:00 a.m.
YWG
-
MCO
Nonstop4h 03m
Delta
Tue 8/122:00 p.m.
MCO
-
YWG
Nonstop4h 26m
Delta
Deal found 12/6C$ 2,146
Last-minute flights from Winnipeg to Orlando
Discover last-minute flight deals from Winnipeg to Orlando. Data last updated 14 June 2026 and is based on user searches.
Sat 11/74:15 p.m.
YWG
-
MCO
2 stops17h 25m
Multiple Airlines
Sat 18/711:20 a.m.
MCO
-
YWG
1 stop7h 38m
Multiple Airlines
Deal found 13/6C$ 592
Wed 15/76:15 a.m.
YWG
-
MCO
1 stop27h 25m
WestJet
Wed 22/75:05 p.m.
MCO
-
YWG
1 stop8h 50m
WestJet
Deal found 13/6C$ 455
Thu 16/78:50 p.m.
YWG
-
MCO
1 stop12h 50m
Multiple Airlines
Sat 25/78:35 p.m.
MCO
-
YWG
1 stop13h 05m
Multiple Airlines
Deal found 11/6C$ 582
Wed 22/74:25 p.m.
YWG
-
MCO
1 stop17h 15m
WestJet
Wed 29/75:05 p.m.
MCO
-
YWG
1 stop8h 50m
WestJet
Deal found 12/6C$ 523
Wed 22/79:05 p.m.
YWG
-
MCO
2 stops14h 40m
Multiple Airlines
Wed 29/75:05 p.m.
MCO
-
YWG
1 stop8h 50m
Multiple Airlines
Deal found 12/6C$ 579
Tue 28/78:00 a.m.
YWG
-
MCO
2 stops25h 40m
WestJet
Tue 4/85:05 p.m.
MCO
-
YWG
1 stop17h 40m
WestJet
Deal found 12/6C$ 526
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 14 June 2026.
Wed 15/712:45 p.m.
YWG
-
MCO
1 stop20h 55m
WestJet
Deal found 13/6C$ 281
Thu 15/106:05 p.m.
YWG
-
MCO
1 stop24h 40m
WestJet
Deal found 12/6C$ 294
Tue 4/812:00 p.m.
YWG
-
MCO
2 stops16h 30m
Multiple Airlines
Deal found 10/6C$ 301
Wed 15/74:15 p.m.
YWG
-
MCO
2 stops17h 25m
Multiple Airlines
Deal found 10/6C$ 302
Thu 16/74:15 p.m.
YWG
-
MCO
2 stops17h 25m
Multiple Airlines
Deal found 12/6C$ 304
Mon 27/79:20 a.m.
YWG
-
MCO
1 stop24h 20m
Multiple Airlines
Deal found 10/6C$ 312
Mon 3/812:15 p.m.
YWG
-
MCO
1 stop21h 25m
Multiple Airlines
Deal found 10/6C$ 313
Fri 7/89:05 p.m.
YWG
-
MCO
2 stops16h 18m
Multiple Airlines
Deal found 11/6C$ 318
Sat 17/104:25 p.m.
YWG
-
MCO
1 stop17h 15m
WestJet
Deal found 12/6C$ 327
Thu 15/109:05 p.m.
YWG
-
MCO
2 stops11h 59m
Multiple Airlines
Deal found 12/6C$ 329
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 14 June 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 14 June 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
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Thu 26/11
8:30 a.m.-7:28 p.m.
1 stop9h 58m
Orlando
Mon 30/11
9:50 p.m.-1:44 p.m.
1 stop16h 54m
C$ 532
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Tue 27/10
6:00 a.m.-2:00 p.m.
1 stop7h 00m
Orlando
Thu 29/10
12:25 p.m.-11:35 p.m.
2 stops12h 10m
C$ 544
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Thu 26/11
2:15 p.m.-12:44 a.m.
2 stops9h 29m
Orlando
Sat 5/12
6:00 a.m.-3:59 p.m.
2 stops10h 59m
C$ 586
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Tue 20/10
6:05 p.m.-10:40 a.m.
1 stop15h 35m
Orlando
Sat 31/10
12:25 p.m.-11:35 p.m.
2 stops12h 10m
C$ 641
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Mon 7/12
5:15 a.m.-9:53 p.m.
2 stops15h 38m
Orlando
Mon 14/12
9:50 p.m.-9:44 a.m.
1 stop12h 54m
C$ 699
Quickest round-trip
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Thu 3/12
12:30 p.m.-11:59 p.m.
1 stop10h 29m
Orlando
Fri 11/12
2:00 p.m.-5:26 p.m.
Nonstop4h 26m
C$ 808
Cheapest one-way
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Tue 20/10
6:15 a.m.-10:40 a.m.
1 stop27h 25m
C$ 298
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Wed 15/7
4:15 p.m.-10:40 a.m.
2 stops17h 25m
C$ 302
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Thu 15/10
6:55 p.m.-7:45 p.m.
1 stop23h 50m
C$ 318
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Fri 7/8
9:05 p.m.-2:23 p.m.
2 stops16h 18m
C$ 318
Flights are sorted by cheapest round-trip flights first.
Deals found on 8/6
Showing 1-10 of 16 resultsSorted by cheapest first
1
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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
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$ 113). Flying from Winnipeg to Orlando in June 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.
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 55% 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$ 350.
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 47m.
How often are flights from Winnipeg to Orlando delayed?
About 21% of weekly flights between Winnipeg and Orlando have experienced delays in the past year, with the average delay time being 163 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 21% of flights being delayed.
How far ahead should I book a flight from Winnipeg to Orlando?
Booking 75 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.
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 14 June 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.
Staff very nice. Seats were uncomfortable. Complimentary snacks leave much to be desired.
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 7h. Fly via Porter Airlines or United Airlines 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$ 215 on this airline. Additional options worth looking into are WestJet and Air Canada, starting at C$ 248 and C$ 304 round-trip. United Airlines is 57% 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 WestJet. According to our data, you can fly for as low as C$ 157. Users have also found prices from C$ 169 and C$ 220 on Porter Airlines 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: Delta (50%), WestJet (50%), Aeromexico( 50%).
What are the cheapest flights from Winnipeg to Orlando?
While on average a flight from Winnipeg to Orlando is generally C$ 596, our data shows the cheapest flight currently is C$ 236. When looking at the most popular route, (Winnipeg - Orlando), you can expect to pay C$ 480 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$ 113). Flying from Winnipeg to Orlando in June 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.
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.
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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 14 June 2026.
Explore flights to Orlando departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on 14 June 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 14 June 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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