$168+ Cheap flights from Winnipeg (YWG) to Orlando (MCO)
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 8/24. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — MCO
Aug 18 — Aug 251
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Winnipeg to Orlando with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Winnipeg to Orlando are usually found in September or April, booked 59 days in advance, depart on a Monday or Tuesday and return on a Wednesday
Cheap flight deals from Winnipeg to Orlando
Cheapest
Best
Last-minute
One-way
Cheapest flights from Winnipeg to OrlandoExplore 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 July 19, 2026.
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 July 19, 2026.
This oojo deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/166:15 am
YWG
- MCO
1 stop12h 30m
WestJet
Fri 10/235:05 pm
MCO
- YWG
1 stop8h 50m
WestJet
Deal found 7/16![WestJet logo]()
$297
This Kiwi.com deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/149:20 am
YWG
- MCO
2 stops9h 14m
Multiple Airlines
Mon 9/215:05 pm
MCO
- YWG
1 stop8h 50m
Multiple Airlines
Deal found 7/19![Multiple Airlines logo]()
$320
This FlightHub deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:15 am
YWG
- MCO
1 stop27h 25m
WestJet
Fri 10/211:30 am
MCO
- YWG
1 stop9h 10m
WestJet
Deal found 7/18![WestJet logo]()
$323
This Super.com deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/196:15 am
YWG
- MCO
1 stop12h 30m
WestJet
Sat 9/268:35 pm
MCO
- YWG
1 stop18h 50m
WestJet
Deal found 7/17![WestJet logo]()
$332
This Air Canada deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/263:20 pm
YWG
- MCO
1 stop7h 29m
Air Canada
Fri 10/27:00 am
MCO
- YWG
1 stop8h 22m
Air Canada
Deal found 7/19![Air Canada logo]()
$338
This FlightHub deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:15 am
YWG
- MCO
1 stop27h 25m
Multiple Airlines
Fri 10/21:45 pm
MCO
- YWG
1 stop7h 04m
Multiple Airlines
Deal found 7/17![Multiple Airlines logo]()
$339
This Air Canada deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/142:05 pm
YWG
- MCO
1 stop8h 44m
Air Canada
Tue 9/227:30 am
MCO
- YWG
1 stop8h 39m
Air Canada
Deal found 7/15![Air Canada logo]()
$340
This Air Canada deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/105:15 am
YWG
- MCO
1 stop13h 38m
Air Canada
Tue 11/178:30 am
MCO
- YWG
1 stop9h 08m
Air Canada
Deal found 7/19![Air Canada logo]()
$344
This Delta deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2912:46 pm
YWG
- MCO
1 stop9h 20m
Delta
Tue 10/66:40 am
MCO
- YWG
1 stop6h 08m
Delta
Deal found 7/17![Delta logo]()
$346
This oojo deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/184:25 pm
YWG
- MCO
1 stop17h 15m
WestJet
Tue 10/2711:10 am
MCO
- YWG
1 stop9h 05m
WestJet
Deal found 7/19![WestJet logo]()
$349
This Kissandfly.com deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/264:25 pm
YWG
- MCO
1 stop26h 20m
WestJet
Wed 9/3011:30 am
MCO
- YWG
1 stop23h 15m
WestJet
Deal found 7/17![WestJet logo]()
$352
Best flights from Winnipeg to OrlandoDiscover 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 July 19, 2026.
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 July 19, 2026.
This Delta deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2912:46 pm
YWG
- MCO
1 stop9h 20m
Delta
Tue 10/66:40 am
MCO
- YWG
1 stop6h 08m
Delta
Deal found 7/17![Delta logo]()
$346
This FlightHub deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/267:00 am
YWG
- MCO
2 stops26h 40m
WestJet
Fri 10/211:30 am
MCO
- YWG
2 stops14h 25m
WestJet
Deal found 7/19![WestJet logo]()
$381
This United deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/272:15 pm
YWG
- MCO
1 stop8h 24m
Multiple Airlines
Tue 12/88:30 am
MCO
- YWG
1 stop9h 08m
Multiple Airlines
Deal found 7/15![Multiple Airlines logo]()
$436
This United Airlines deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/272:15 pm
YWG
- MCO
1 stop8h 24m
United Airlines
Tue 12/84:00 pm
MCO
- YWG
2 stops20h 39m
United Airlines
Deal found 7/15![United Airlines logo]()
$438
This Justfly.com deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/17:45 am
YWG
- MCO
1 stop25h 55m
WestJet
Sun 9/208:35 pm
MCO
- YWG
2 stops18h 30m
WestJet
Deal found 7/15![WestJet logo]()
$401
This Delta deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1612:30 pm
YWG
- MCO
1 stop10h 29m
Delta
Fri 12/256:35 pm
MCO
- YWG
1 stop5h 59m
Delta
Deal found 7/18![Delta logo]()
$457
This United Airlines deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/42:15 pm
YWG
- MCO
2 stops9h 29m
United Airlines
Mon 12/147:00 pm
MCO
- YWG
2 stops17h 39m
United Airlines
Deal found 7/16![United Airlines logo]()
$458
This Mytrip deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/296:00 am
YWG
- MCO
3 stops27h 40m
Multiple Airlines
Tue 10/61:45 pm
MCO
- YWG
1 stop7h 35m
Multiple Airlines
Deal found 7/17![Multiple Airlines logo]()
$460
This Super.com deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/48:00 am
YWG
- MCO
Nonstop4h 03m
WestJet
Mon 12/149:15 pm
MCO
- YWG
1 stop15h 20m
WestJet
Deal found 7/16![WestJet logo]()
$472
This United Airlines deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/205:10 am
YWG
- MCO
2 stops10h 54m
United Airlines
Tue 10/207:21 pm
MCO
- YWG
3 stops16h 51m
United Airlines
Deal found 7/19![United Airlines logo]()
$492
This Delta deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/153:58 pm
YWG
- MCO
1 stop7h 00m
Delta
Sat 8/227:04 am
MCO
- YWG
1 stop9h 04m
Delta
Deal found 7/19![Delta logo]()
$537
Last-minute flights from Winnipeg to OrlandoDiscover last-minute flight deals from Winnipeg to Orlando. Data last updated July 19, 2026 and is based on user searches.
Discover last-minute flight deals from Winnipeg to Orlando. Data last updated July 19, 2026 and is based on user searches.
This FlightHub deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/154:25 pm
YWG
- MCO
1 stop17h 15m
Multiple Airlines
Sat 8/2211:20 am
MCO
- YWG
1 stop7h 38m
Multiple Airlines
Deal found 7/18![Multiple Airlines logo]()
$470
This Kiwi.com deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/249:05 pm
YWG
- MCO
2 stops24h 09m
Multiple Airlines
Mon 8/318:35 pm
MCO
- YWG
1 stop15h 08m
Multiple Airlines
Deal found 7/17![Multiple Airlines logo]()
$379
This United Airlines deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/247:00 am
YWG
- MCO
2 stops10h 10m
United Airlines
Mon 8/313:15 pm
MCO
- YWG
2 stops21h 37m
United Airlines
Deal found 7/17![United Airlines logo]()
$428
This Air Canada deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/247:55 am
YWG
- MCO
1 stop9h 52m
Air Canada
Mon 8/318:40 pm
MCO
- YWG
1 stop15h 35m
Air Canada
Deal found 7/15![Air Canada logo]()
$443
This Delta deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/255:42 pm
YWG
- MCO
1 stop5h 16m
Delta
Tue 9/17:04 am
MCO
- YWG
1 stop5h 50m
Delta
Deal found 7/18![Delta logo]()
$421
This Trip.com deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/279:05 pm
YWG
- MCO
2 stops24h 09m
Multiple Airlines
Sat 9/511:20 am
MCO
- YWG
1 stop7h 38m
Multiple Airlines
Deal found 7/16![Multiple Airlines logo]()
$408
This FlightHub deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:05 pm
YWG
- MCO
1 stop15h 35m
WestJet
Sat 9/55:15 pm
MCO
- YWG
2 stops17h 05m
WestJet
Deal found 7/16![WestJet logo]()
$441
This Kiwi.com deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/287:00 am
YWG
- MCO
2 stops14h 14m
Multiple Airlines
Fri 9/411:20 am
MCO
- YWG
1 stop7h 38m
Multiple Airlines
Deal found 7/15![Multiple Airlines logo]()
$484
This oojo deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/299:05 pm
YWG
- MCO
1 stop18h 10m
WestJet
Sat 9/55:15 pm
MCO
- YWG
1 stop18h 55m
WestJet
Deal found 7/14![WestJet logo]()
$498
One-way flights from Winnipeg to OrlandoSearch for one-way flight options from Winnipeg to Orlando. Find affordable one-way fares based on user searches. Data last updated July 19, 2026.
Search for one-way flight options from Winnipeg to Orlando. Find affordable one-way fares based on user searches. Data last updated July 19, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/249:05 pm
YWG
- MCO
2 stops32h 35m
Multiple Airlines
Deal found 7/15![Multiple Airlines logo]()
$168
This Kiwi.com deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/319:05 pm
YWG
- MCO
2 stops20h 28m
Multiple Airlines
Deal found 7/17![Multiple Airlines logo]()
$169
This Flysmarter deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/143:20 pm
YWG
- MCO
1 stop7h 29m
Air Canada
Deal found 7/18![Air Canada logo]()
$189
This Kiwi.com deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/149:05 pm
YWG
- MCO
2 stops13h 42m
Multiple Airlines
Deal found 7/18![Multiple Airlines logo]()
$196
This Air Canada deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/152:05 pm
YWG
- MCO
1 stop8h 31m
Air Canada
Deal found 7/16![Air Canada logo]()
$198
This Air Canada deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/312:05 pm
YWG
- MCO
1 stop8h 42m
Air Canada
Deal found 7/17![Air Canada logo]()
$210
This Air Canada deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/247:55 am
YWG
- MCO
1 stop9h 52m
Air Canada
Deal found 7/15![Air Canada logo]()
$235
This United Airlines deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/152:15 pm
YWG
- MCO
2 stops9h 29m
United Airlines
Deal found 7/16![United Airlines logo]()
$256
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 (MCO). 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 July 19, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $297 (oojo) |
One-way from | $168 (Kiwi.com) |
Popular in | December |
Cheapest in | September |
Average price | $404 |
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 2,558,603 searches. Data last updated July 19, 2026.
Use the filters below to find and compare flights from Winnipeg to Orlando Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Tue 9/29
12:46 pm-11:06 pm
1 stop9h 20m
Orlando
Tue 10/6
6:40 am-11:48 am
1 stop6h 08m
$346
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Sat 9/26
7:00 am-10:40 am
2 stops26h 40m
Orlando
Fri 10/2
11:30 am-12:55 am
2 stops14h 25m
$381
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Tue 9/1
7:45 am-10:40 am
1 stop25h 55m
Orlando
Sun 9/20
8:35 pm-2:05 pm
2 stops18h 30m
$401
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Fri 11/27
2:15 pm-11:39 pm
1 stop8h 24m
Orlando
Tue 12/8
8:30 am-4:38 pm
1 stop9h 08m
$436
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Fri 11/27
2:15 pm-11:39 pm
1 stop8h 24m
Orlando
Tue 12/8
4:00 pm-11:39 am
2 stops20h 39m
$438
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Wed 12/16
12:30 pm-11:59 pm
1 stop10h 29m
Orlando
Fri 12/25
6:35 pm-11:34 pm
1 stop5h 59m
$457
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Fri 12/4
2:15 pm-12:44 am
2 stops9h 29m
Orlando
Mon 12/14
7:00 pm-11:39 am
2 stops17h 39m
$458
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Tue 9/29
6:00 am-10:40 am
3 stops27h 40m
Orlando
Tue 10/6
1:45 pm-8:20 pm
1 stop7h 35m
$460
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Fri 12/4
8:00 am-1:03 pm
Nonstop4h 03m
Orlando
Mon 12/14
9:15 pm-11:35 am
1 stop15h 20m
$472
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Tue 10/20
5:10 am-5:04 pm
2 stops10h 54m
Orlando
Tue 10/20
7:21 pm-11:12 am
3 stops16h 51m
$492
Showing 1-10 of 20 resultsSorted by cheapest first
Compare providers for flights from Winnipeg to Orlando
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Winnipeg to Orlando in July.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Winnipeg-Orlando Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Winnipeg-Orlando Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Winnipeg-Orlando Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Winnipeg-Orlando Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Winnipeg-Orlando Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
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-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 Airport
Prices
Delays
How far ahead should I book a flight from Winnipeg to Orlando Airport?
The price you pay for your flight from Winnipeg to Orlando Airport may vary depending on when you book. For the best chance of a lower fare, look to book 80 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest month to book a flight from Winnipeg to Orlando Airport?
Currently, September is the cheapest month in which you can book a flight from Winnipeg to Orlando Airport (average of $258). Flying from Winnipeg to Orlando Airport in December is currently the most expensive (average of $477). 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 Airport?
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 last year, WestJet have had the lowest number of delays on this route, with just 21% 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 July 19, 2026.
Read reviews from past customers who have flown Delta,WestJet, andAir Canada from Winnipeg to Orlando Airport. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.8
Overall
7.8
Food
7.2
Boarding
8.1
Comfort
7.8
Crew
8.5
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Entertainment
7.8
Overall
7.8
Food
7.2
Boarding
8.1
Comfort
7.8
Crew
8.5
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Entertainment
7.8
Overall
7.8
Food
7.2
Boarding
8.1
Comfort
7.8
Crew
8.5
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Entertainment
7.8
Overall
7.8
Food
7.2
Boarding
8.1
Comfort
7.8
Crew
8.5
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
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.
Traveling to a place near Orlando Airport?
Book flights to Orlando Airport if you plan to visit one of these locationsLake Buena Vista
Celebration
Titusville
Winter Haven
Four Corners
River Ranch
Sebastian
Leesburg
Clermont
Sanford
Apopka
Ormond Beach
Daytona Beach Shores
Lake Mary
Cocoa
Flagler Beach
Altamonte Springs
The Villages
Davenport
Haines City
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.
Complete your trip
Flights by cabin class
Orlando flight routes
Other flight options
Other flights from Winnipeg
Popular flights
Complete your trip
Complete your trip to Orlando by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Winnipeg to Orlando by cabin class
Find flights from Winnipeg to Orlando, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Orlando
Explore flights to Orlando departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on July 19, 2026.
Winnipeg and Orlando flights
Browse other Winnipeg and Orlando flight options. Last updated on July 19, 2026.
Other flights from Winnipeg
Browse through other flights departing from Winnipeg. Flights are based on user searches made on Cheapflights and were last updated on July 19, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 3 airlines flying from Winnipeg to Orlando
Discover the top 3 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 2,558,603 searches. Data last updated July 19, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$102 | Average$531 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$202 | Average$366 | FlexibilityNo cancel fee | On-time60% | |
| Cheapest$277 | Average$539 | FlexibilityNo cancel fee | On-timeN/A |