Cheap flights from Winnipeg to Orlando from C$ 277
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 21/7. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — ORL
25 Jun — 2 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
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 26 May 2026.
Sat 26/97:00 a.m.
YWG
-
MCO
1 stop6h 51m
United Airlines
Sat 3/104:18 p.m.
MCO
-
YWG
1 stop7h 06m
United Airlines
Deal found 22/5C$ 485
Mon 7/125:15 a.m.
YWG
-
MCO
1 stop8h 50m
Air Canada
Wed 9/128:25 a.m.
MCO
-
YWG
1 stop9h 11m
Air Canada
Deal found 21/5C$ 493
Tue 23/63:20 p.m.
YWG
-
MCO
1 stop7h 27m
Air Canada
Thu 25/61:40 p.m.
MCO
-
YWG
1 stop8h 49m
Air Canada
Deal found 22/5C$ 505
Tue 23/65:10 a.m.
YWG
-
MCO
2 stops12h 17m
Air Canada
Wed 24/68:00 a.m.
MCO
-
YWG
1 stop8h 14m
Air Canada
Deal found 22/5C$ 511
Thu 10/99:05 p.m.
YWG
-
MCO
2 stops12h 35m
WestJet
Thu 17/911:30 a.m.
MCO
-
YWG
1 stop14h 25m
WestJet
Deal found 24/5C$ 520
Mon 23/116:00 a.m.
YWG
-
MCO
1 stop7h 00m
Porter Airlines
Tue 1/123:00 p.m.
MCO
-
YWG
1 stop9h 35m
Porter Airlines
Deal found 22/5C$ 522
Mon 7/126:00 a.m.
YWG
-
MCO
1 stop7h 00m
Porter Airlines
Wed 9/123:00 p.m.
MCO
-
YWG
1 stop9h 35m
Porter Airlines
Deal found 24/5C$ 530
Fri 2/106:00 a.m.
YWG
-
MCO
2 stops12h 45m
WestJet
Mon 5/105:05 p.m.
MCO
-
YWG
1 stop8h 50m
WestJet
Deal found 24/5C$ 534
Sun 18/107:10 p.m.
YWG
-
MCO
2 stops14h 30m
WestJet
Fri 30/102:00 p.m.
MCO
-
YWG
Nonstop4h 26m
WestJet
Deal found 25/5C$ 536
Sun 22/1112:30 p.m.
YWG
-
MCO
1 stop10h 29m
Delta
Thu 3/129:00 a.m.
MCO
-
YWG
2 stops15h 34m
Delta
Deal found 22/5C$ 537
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 26 May 2026.
Mon 28/97:00 a.m.
YWG
-
MCO
1 stop8h 44m
United Airlines
Sat 3/1012:49 p.m.
MCO
-
YWG
2 stops10h 35m
United Airlines
Deal found 22/5C$ 485
Sat 13/65:10 a.m.
YWG
-
MCO
2 stops13h 26m
Air Canada
Sat 20/67:00 a.m.
MCO
-
YWG
1 stop8h 25m
Air Canada
Deal found 21/5C$ 558
Sun 18/107:10 p.m.
YWG
-
MCO
2 stops14h 30m
WestJet
Fri 30/1011:10 a.m.
MCO
-
YWG
2 stops14h 45m
WestJet
Deal found 23/5C$ 618
Fri 14/83:58 p.m.
YWG
-
MCO
1 stop7h 00m
Delta
Sun 16/87:04 a.m.
MCO
-
YWG
1 stop9h 04m
Delta
Deal found 21/5C$ 774
Mon 8/64:15 p.m.
YWG
-
MCO
2 stops19h 30m
Multiple Airlines
Mon 29/65:05 p.m.
MCO
-
YWG
2 stops18h 15m
Multiple Airlines
Deal found 24/5C$ 797
Sat 15/87:00 a.m.
YWG
-
MCO
1 stop8h 34m
United Airlines
Sat 22/82:22 p.m.
MCO
-
YWG
1 stop9h 11m
United Airlines
Deal found 22/5C$ 653
Wed 18/1112:00 p.m.
YWG
-
MCO
2 stops27h 38m
WestJet
Tue 24/1111:10 a.m.
MCO
-
YWG
1 stop9h 05m
WestJet
Deal found 25/5C$ 751
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 21/5C$ 774
Wed 18/118:30 a.m.
YWG
-
MCO
2 stops15h 14m
United Airlines
Tue 24/1111:45 a.m.
MCO
-
YWG
2 stops11h 54m
United Airlines
Deal found 25/5C$ 758
Last-minute flights from Winnipeg to Orlando
Discover last-minute flight deals from Winnipeg to Orlando. Data last updated 26 May 2026 and is based on user searches.
Sun 31/56:15 a.m.
YWG
-
MCO
1 stop12h 30m
Multiple Airlines
Sat 6/611:15 a.m.
MCO
-
YWG
1 stop7h 48m
Multiple Airlines
Deal found 22/5C$ 596
Sun 31/56:15 a.m.
YWG
-
MCO
1 stop12h 30m
Multiple Airlines
Fri 5/611:15 a.m.
MCO
-
YWG
2 stops23h 30m
Multiple Airlines
Deal found 22/5C$ 659
Sun 31/55:41 p.m.
YWG
-
MCO
1 stop5h 39m
Delta
Tue 2/63:04 p.m.
MCO
-
YWG
1 stop9h 22m
Delta
Deal found 22/5C$ 768
Tue 2/67:00 a.m.
YWG
-
MCO
1 stop8h 55m
United Airlines
Tue 9/67:05 p.m.
MCO
-
YWG
2 stops17h 47m
United Airlines
Deal found 24/5C$ 601
Tue 2/68:45 p.m.
YWG
-
MCO
1 stop15h 00m
Multiple Airlines
Tue 9/61:45 p.m.
MCO
-
YWG
1 stop7h 04m
Multiple Airlines
Deal found 21/5C$ 766
Tue 2/64:15 p.m.
YWG
-
MCO
2 stops19h 30m
Porter Airlines
Tue 9/61:45 p.m.
MCO
-
YWG
1 stop7h 04m
Porter Airlines
Deal found 21/5C$ 846
Wed 3/65:10 p.m.
YWG
-
MCO
1 stop18h 35m
Multiple Airlines
Tue 9/61:45 p.m.
MCO
-
YWG
1 stop7h 04m
Multiple Airlines
Deal found 23/5C$ 718
Wed 3/64:15 p.m.
YWG
-
MCO
2 stops19h 30m
Porter Airlines
Tue 9/61:45 p.m.
MCO
-
YWG
1 stop7h 04m
Porter Airlines
Deal found 23/5C$ 787
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 26 May 2026.
Tue 21/712:20 p.m.
YWG
-
MCO
1 stop7h 27m
Air Canada
Deal found 22/5C$ 277
Sat 6/68:45 a.m.
YWG
-
MCO
2 stops15h 16m
United Airlines
Deal found 23/5C$ 286
Thu 10/97:45 a.m.
YWG
-
MCO
1 stop25h 55m
WestJet
Deal found 24/5C$ 301
Tue 21/79:05 p.m.
YWG
-
MCO
2 stops24h 10m
Multiple Airlines
Deal found 21/5C$ 308
Fri 5/68:45 a.m.
YWG
-
MCO
2 stops15h 16m
United Airlines
Deal found 22/5C$ 318
Wed 3/65:10 p.m.
YWG
-
MCO
1 stop18h 35m
Multiple Airlines
Deal found 21/5C$ 320
Sat 6/63:15 p.m.
YWG
-
MCO
1 stop7h 31m
Air Canada
Deal found 23/5C$ 324
Fri 23/107:00 a.m.
YWG
-
MCO
2 stops11h 45m
WestJet
Deal found 24/5C$ 330
Tue 13/106:55 p.m.
YWG
-
MCO
1 stop14h 45m
Multiple Airlines
Deal found 22/5C$ 334
Sun 31/56:15 a.m.
YWG
-
MCO
1 stop12h 30m
WestJet
Deal found 24/5C$ 341
Tue 13/102:05 p.m.
YWG
-
MCO
2 stops9h 41m
United Airlines
Deal found 22/5C$ 345
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 26 May 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 26 May 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
Mon 28/9
7:00 a.m.-4:44 p.m.
1 stop8h 44m
Orlando
Sat 3/10
12:49 p.m.-10:24 p.m.
2 stops10h 35m
C$ 485
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Sat 13/6
5:10 a.m.-7:36 p.m.
2 stops13h 26m
Orlando
Sat 20/6
7:00 a.m.-2:25 p.m.
1 stop8h 25m
C$ 558
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Sun 18/10
7:10 p.m.-10:40 a.m.
2 stops14h 30m
Orlando
Fri 30/10
11:10 a.m.-12:55 a.m.
2 stops14h 45m
C$ 618
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Sat 15/8
7:00 a.m.-4:34 p.m.
1 stop8h 34m
Orlando
Sat 22/8
2:22 p.m.-10:33 p.m.
1 stop9h 11m
C$ 653
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Wed 18/11
12:00 p.m.-4:38 p.m.
2 stops27h 38m
Orlando
Tue 24/11
11:10 a.m.-7:15 p.m.
1 stop9h 05m
C$ 751
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Wed 18/11
8:30 a.m.-12:44 a.m.
2 stops15h 14m
Orlando
Tue 24/11
11:45 a.m.-10:39 p.m.
2 stops11h 54m
C$ 758
Quickest round-trip
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Fri 14/8
3:58 p.m.-11:58 p.m.
1 stop7h 00m
Orlando
Sun 16/8
7:04 a.m.-3:08 p.m.
1 stop9h 04m
C$ 774
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Sat 15/8
3:58 p.m.-11:58 p.m.
1 stop7h 00m
Orlando
Sat 22/8
7:04 a.m.-3:08 p.m.
1 stop9h 04m
C$ 774
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Mon 8/6
4:15 p.m.-12:45 p.m.
2 stops19h 30m
Orlando
Mon 29/6
5:05 p.m.-10:20 a.m.
2 stops18h 15m
C$ 797
Cheapest one-way
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Fri 5/6
3:50 p.m.-12:20 a.m.
1 stop7h 30m
C$ 318
Flights are sorted by cheapest round-trip flights first.
Deals found on 22/5
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.
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$ 112). Flying from Winnipeg to Orlando in June is currently the most expensive (average of C$ 331). 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 50% 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$ 345.
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 Ottawa (YOW) have the shortest average one-way travel time for 1-stop routes: 6h 58m.
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 18% of weekly flights between Winnipeg and Orlando have experienced delays in the past year, with the average delay time being 171 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?
Thursday 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 18% 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 26 May 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 8h 44m. Fly via United Airlines, Air Canada, 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$ 212 on this airline. Additional options worth looking into are WestJet and Delta, starting at C$ 244 and C$ 284 round-trip. United Airlines is 56% 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$ 155. Users have also found prices from C$ 167 and C$ 217 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: LATAM Airlines (100%), Delta (64%), WestJet( 64%).
What are the cheapest flights from Winnipeg to Orlando?
While on average a flight from Winnipeg to Orlando is generally C$ 588, our data shows the cheapest flight currently is C$ 233. When looking at the most popular route, (Winnipeg - Orlando), you can expect to pay C$ 485 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$ 112). Flying from Winnipeg to Orlando in June is currently the most expensive (average of C$ 331). 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 26 May 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 26 May 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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