Cheap flights from Winnipeg to Orlando from C$ 273
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/12. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — ORL
26 Nov — 3 Dec1
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 April or May, booked 14 days in advance, depart on a Monday or Tuesday 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 27 October 2026.
Sat 5/1210:35 a.m. -
1 stop9h 45m
Thu 10/1211:10 a.m. -
1 stop9h 40m
Deal found 26/10C$ 415
Mon 23/119:35 p.m. -
2 stops12h 45m
Mon 30/1111:10 a.m. -
1 stop9h 40m
Deal found 25/10C$ 503
Tue 24/118:00 a.m. -
Nonstop4h 05m
Tue 1/1211:10 a.m. -
1 stop9h 40m
Deal found 25/10C$ 507
Mon 16/119:35 p.m. -
2 stops19h 49m
Mon 23/116:40 a.m. -
2 stops18h 30m
Deal found 26/10C$ 510
Fri 27/113:20 p.m. -
Nonstop4h 05m
Fri 4/128:15 p.m. -
Nonstop4h 29m
Deal found 23/10C$ 513
Fri 11/123:05 p.m. -
1 stop8h 31m
Thu 17/128:30 a.m. -
1 stop9h 08m
Deal found 24/10C$ 531
Sun 22/117:55 p.m. -
1 stop15h 18m
Mon 30/118:40 p.m. -
1 stop14h 35m
Deal found 22/10C$ 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 27 October 2026.
Wed 27/18:00 a.m. -
2 stops10h 30m
Wed 17/28:00 a.m. -
2 stops11h 41m
Deal found 22/10C$ 541
Thu 10/125:45 p.m. -
1 stop6h 17m
Mon 28/127:00 a.m. -
1 stop9h 51m
Deal found 27/10C$ 593
Fri 5/211:40 a.m. -
2 stops11h 52m
Mon 8/212:25 p.m. -
1 stop10h 32m
Deal found 25/10C$ 639
Mon 14/129:40 a.m. -
2 stops12h 19m
Mon 21/128:56 p.m. -
1 stop16h 56m
Deal found 22/10C$ 541
Tue 9/28:00 a.m. -
2 stops12h 35m
Tue 16/29:40 a.m. -
2 stops12h 17m
Deal found 22/10C$ 589
Fri 11/123:15 p.m. -
2 stops9h 43m
Thu 17/127:00 a.m. -
1 stop6h 52m
Deal found 23/10C$ 601
Fri 8/19:40 a.m. -
2 stops12h 05m
Sun 10/19:00 a.m. -
2 stops10h 28m
Deal found 22/10C$ 636
Thu 4/28:00 a.m. -
2 stops11h 30m
Tue 9/212:07 p.m. -
1 stop7h 21m
Deal found 25/10C$ 666
Fri 5/28:00 a.m. -
2 stops12h 35m
Tue 9/28:00 a.m. -
2 stops11h 28m
Deal found 25/10C$ 681
Tue 16/37:00 a.m. -
2 stops15h 58m
Tue 30/31:35 p.m. -
2 stops23h 04m
Deal found 26/10C$ 692
Tue 24/113:15 p.m. -
2 stops9h 44m
Tue 1/127:00 a.m. -
2 stops14h 55m
Deal found 25/10C$ 695
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 27 October 2026.
Fri 27/113:20 p.m. -
Nonstop4h 05m
Fri 4/128:15 p.m. -
Nonstop4h 29m
Deal found 23/10C$ 513
Tue 24/118:00 a.m. -
Nonstop4h 05m
Tue 1/121:00 p.m. -
Nonstop4h 30m
Deal found 25/10C$ 514
Fri 11/123:20 p.m. -
Nonstop4h 05m
Fri 18/128:15 p.m. -
Nonstop4h 29m
Deal found 27/10C$ 528
Tue 17/118:00 a.m. -
Nonstop4h 05m
Tue 24/111:00 p.m. -
Nonstop4h 30m
Deal found 26/10C$ 590
Tue 17/118:00 a.m. -
Nonstop4h 05m
Fri 20/118:15 p.m. -
Nonstop4h 29m
Deal found 26/10C$ 753
Tue 19/18:00 a.m. -
Nonstop4h 05m
Fri 29/18:15 p.m. -
Nonstop4h 29m
Deal found 25/10C$ 761
Fri 13/113:20 p.m. -
Nonstop4h 05m
Tue 24/111:00 p.m. -
Nonstop4h 30m
Deal found 26/10C$ 800
Fri 8/13:20 p.m. -
Nonstop4h 05m
Fri 23/49:15 p.m. -
Nonstop4h 29m
Deal found 23/10C$ 824
Last-minute flights from Winnipeg to Orlando
Discover last-minute flight deals from Winnipeg to Orlando. Data last updated 27 October 2026 and is based on user searches.
Mon 16/119:35 p.m. -
2 stops19h 49m
Mon 23/116:40 a.m. -
2 stops18h 30m
Deal found 26/10C$ 510
Mon 16/119:35 p.m. -
2 stops14h 14m
Thu 26/1111:10 a.m. -
1 stop23h 05m
Deal found 26/10C$ 547
Sat 21/117:00 a.m. -
1 stop8h 39m
Sat 28/1112:20 p.m. -
2 stops10h 32m
Deal found 22/10C$ 542
Sun 22/117:55 p.m. -
1 stop15h 18m
Mon 30/118:40 p.m. -
1 stop14h 35m
Deal found 22/10C$ 537
Mon 23/119:35 p.m. -
2 stops12h 45m
Mon 30/1111:10 a.m. -
1 stop9h 40m
Deal found 25/10C$ 503
Tue 24/118:00 a.m. -
Nonstop4h 05m
Tue 1/1211:10 a.m. -
1 stop9h 40m
Deal found 25/10C$ 507
Fri 27/113:20 p.m. -
Nonstop4h 05m
Fri 4/128:15 p.m. -
Nonstop4h 29m
Deal found 23/10C$ 513
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 27 October 2026.
Tue 8/129:35 p.m. -
2 stops16h 12m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 24/10C$ 273
Tue 24/1112:20 p.m. -
1 stop7h 33m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 22/10C$ 276
Sun 13/126:25 a.m. -
1 stop10h 44m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 23/10C$ 280
Mon 7/129:35 p.m. -
2 stops23h 18m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 23/10C$ 283
Thu 10/129:35 p.m. -
2 stops23h 18m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 26/10C$ 286
Tue 8/128:00 a.m. -
Nonstop4h 05m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 24/10C$ 292
Sat 12/1211:00 a.m. -
1 stop22h 40m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 23/10C$ 293
Sun 28/29:35 p.m. -
2 stops12h 45m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 23/10C$ 294
Thu 31/1212:40 p.m. -
1 stop7h 19m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 23/10C$ 299
Fri 8/111:00 a.m. -
1 stop22h 40m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 22/10C$ 301
Wed 18/119:35 p.m. -
2 stops13h 30m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 25/10C$ 307
Mon 16/119:35 p.m. -
2 stops19h 49m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 25/10C$ 308
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 27 October 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 7,457,451 searches. Data last updated 27 October 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 Winnipeg - MCO Orlando
YWGMCO
Winnipeg
Tue 8/12
9:35 p.m.-1:47 p.m.
2 stops16h 12m
Orlando
Wed 31/12
12:00 a.m.-11:00 p.m.
Nonstop0h 00m
C$ 273
WinnipegOrlando
YWG Winnipeg - MCO Orlando
YWGMCO
Winnipeg
Sun 13/12
6:25 a.m.-5:09 p.m.
1 stop10h 44m
Orlando
Wed 31/12
12:00 a.m.-11:00 p.m.
Nonstop0h 00m
C$ 280
WinnipegOrlando
YWG Winnipeg - MCO Orlando
YWGMCO
Winnipeg
Tue 26/1
7:35 p.m.-10:20 a.m.
2 stops14h 45m
Orlando
Wed 31/12
12:00 a.m.-11:00 p.m.
Nonstop0h 00m
C$ 286
WinnipegOrlando
YWG Winnipeg - MCO Orlando
YWGMCO
Winnipeg
Sun 28/2
9:35 p.m.-10:20 a.m.
2 stops12h 45m
Orlando
Wed 31/12
12:00 a.m.-11:00 p.m.
Nonstop0h 00m
C$ 294
WinnipegOrlando
YWG Winnipeg - MCO Orlando
YWGMCO
Winnipeg
Tue 24/11
3:15 p.m.-12:59 a.m.
2 stops9h 44m
Orlando
Wed 31/12
12:00 a.m.-11:00 p.m.
Nonstop0h 00m
C$ 310
Quickest round-trip
WinnipegOrlando
YWG Winnipeg - MCO Orlando
YWGMCO
Winnipeg
Tue 29/12
3:15 p.m.-11:44 p.m.
1 stop8h 29m
Orlando
Wed 31/12
12:00 a.m.-11:00 p.m.
Nonstop0h 00m
C$ 310
WinnipegOrlando
YWG Winnipeg - MCO Orlando
YWGMCO
Winnipeg
Fri 26/2
4:45 p.m.-8:20 p.m.
2 stops27h 35m
Orlando
Wed 31/12
12:00 a.m.-11:00 p.m.
Nonstop0h 00m
C$ 328
WinnipegOrlando
YWG Winnipeg - MCO Orlando
YWGMCO
Winnipeg
Fri 20/11
9:05 p.m.-9:40 a.m.
1 stop12h 35m
Orlando
Wed 31/12
12:00 a.m.-11:00 p.m.
Nonstop0h 00m
C$ 338
WinnipegOrlando
YWG Winnipeg - MCO Orlando
YWGMCO
Winnipeg
Sun 20/12
12:22 p.m.-11:06 p.m.
1 stop10h 44m
Orlando
Wed 31/12
12:00 a.m.-11:00 p.m.
Nonstop0h 00m
C$ 346
WinnipegOrlando
YWG Winnipeg - MCO Orlando
YWGMCO
Winnipeg
Fri 26/2
9:40 a.m.-12:44 a.m.
2 stops15h 04m
Orlando
Wed 31/12
12:00 a.m.-11:00 p.m.
Nonstop0h 00m
C$ 346
Flights are sorted by cheapest round-trip flights first.
Deals found on 24/10
Showing 1-10 of 22 resultsSorted by cheapest first
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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, April is the cheapest month in which you can book a flight from Winnipeg to Orlando (average of C$ 432). Flying from Winnipeg to Orlando in February is currently the most expensive (average of C$ 751). 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?
Airfare is below average for this route at the moment.
Winnipeg to Orlando flights typically cost between C$ 502 and C$ 863 in December.The cheapest round-trip price found within the last 5 days was C$ 415 on WestJet (5 Dec-10 Dec).
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 72% 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.
Chicago (ORD) is the most affordable 1-stop option, with an average round-trip price of C$ 572.
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 36m.
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 37m.
How often are flights from Winnipeg to Orlando delayed?
About 22% of weekly flights between Winnipeg and Orlando have experienced delays in the past year, with the average delay time being 156 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 22% of flights being delayed.
How far ahead should I book a flight from Winnipeg to Orlando?
Booking 64 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 27 October 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.
The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
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 6h 17m. Fly via United Airlines or Delta 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 WestJet. Our recent data shows that you can find tickets from as low as C$ 290 on this airline. Additional options worth looking into are United Airlines and Porter Airlines, starting at C$ 311 and C$ 326 round-trip. WestJet is 52% cheaper than the average price of flights available within the next 90 days to this destination.
What are the cheapest flights from Winnipeg to Orlando?
While on average a flight from Winnipeg to Orlando is generally C$ 713, our data shows the cheapest flight currently is C$ 388. When looking at the most popular route, (Winnipeg - Orlando), you can expect to pay C$ 475 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, April is the cheapest month in which you can book a flight from Winnipeg to Orlando (average of C$ 432). Flying from Winnipeg to Orlando in February is currently the most expensive (average of C$ 751). 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 27 October 2026.
Explore flights to Orlando departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on 27 October 2026.
Browse through other flights departing from Winnipeg. Flights are based on user searches made on Cheapflights and were last updated on 27 October 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 7,457,451 searches. Data last updated 27 October 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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