$157+ 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 9/1. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — MCO
Aug 23 — Aug 301
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 24, 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 24, 2026.
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 Kiwi.com deal was found by Cheapflights users on 7/21. 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.
Sun 9/1310:45 am
YWG
- MCO
1 stop8h 00m
WestJet
Mon 9/215:05 pm
MCO
- YWG
1 stop8h 50m
WestJet
Deal found 7/21![WestJet logo]()
$325
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 12/111:05 am
YWG
- MCO
1 stop7h 48m
Air Canada
Sat 12/128:30 am
MCO
- YWG
1 stop9h 08m
Air Canada
Deal found 7/19![Air Canada logo]()
$334
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 Kiwi.com deal was found by Cheapflights users on 7/23. 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.
Tue 9/17:00 am
YWG
- MCO
2 stops14h 14m
Multiple Airlines
Sun 9/208:35 pm
MCO
- YWG
1 stop14h 10m
Multiple Airlines
Deal found 7/23![Multiple Airlines logo]()
$342
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 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 10/186:05 pm
YWG
- MCO
1 stop15h 35m
WestJet
Tue 10/272:00 pm
MCO
- YWG
Nonstop4h 26m
WestJet
Deal found 7/19![WestJet logo]()
$346
This FlightHub deal was found by Cheapflights users on 7/23. 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 9/264:25 pm
YWG
- MCO
1 stop26h 20m
WestJet
Fri 10/28:35 pm
MCO
- YWG
1 stop14h 10m
WestJet
Deal found 7/23![WestJet logo]()
$350
This Kiwi.com deal was found by Cheapflights users on 7/21. 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.
Sun 9/1310:45 am
YWG
- MCO
1 stop8h 00m
WestJet
Fri 9/1811:30 am
MCO
- YWG
1 stop9h 10m
WestJet
Deal found 7/21![WestJet logo]()
$351
This FlightHub deal was found by Cheapflights users on 7/21. 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.
Sun 9/1310:45 am
YWG
- MCO
1 stop8h 00m
WestJet
Sun 9/208:35 pm
MCO
- YWG
1 stop14h 10m
WestJet
Deal found 7/21![WestJet logo]()
$354
This oojo deal was found by Cheapflights users on 7/23. 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 9/117:55 pm
YWG
- MCO
1 stop22h 50m
WestJet
Mon 9/145:05 pm
MCO
- YWG
1 stop8h 50m
WestJet
Deal found 7/23![WestJet logo]()
$356
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 24, 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 24, 2026.
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 10/186:05 pm
YWG
- MCO
1 stop15h 35m
WestJet
Tue 10/272:00 pm
MCO
- YWG
Nonstop4h 26m
WestJet
Deal found 7/19![WestJet logo]()
$346
This Kiwi.com deal was found by Cheapflights users on 7/22. 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.
Wed 9/168:50 pm
YWG
- MCO
1 stop14h 55m
Multiple Airlines
Tue 9/221:45 pm
MCO
- YWG
1 stop8h 00m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$416
This United Airlines deal was found by Cheapflights users on 7/23. 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 10/912:20 pm
YWG
- MCO
2 stops11h 39m
United Airlines
Thu 10/156:20 pm
MCO
- YWG
2 stops19h 17m
United Airlines
Deal found 7/23![United Airlines logo]()
$487
This Air Canada deal was found by Cheapflights users on 7/23. 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 8/298:45 am
YWG
- MCO
1 stop10h 00m
Air Canada
Sat 9/52:22 pm
MCO
- YWG
1 stop9h 11m
Air Canada
Deal found 7/23![Air Canada logo]()
$493
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
This Justfly.com deal was found by Cheapflights users on 7/23. 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.
Sat 9/267:00 am
YWG
- MCO
2 stops32h 15m
WestJet
Fri 10/28:35 pm
MCO
- YWG
1 stop14h 10m
WestJet
Deal found 7/23![WestJet logo]()
$394
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 United deal was found by Cheapflights users on 7/23. 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.
Thu 8/277:00 am
YWG
- MCO
2 stops16h 59m
Multiple Airlines
Sat 9/57:55 pm
MCO
- YWG
1 stop15h 10m
Multiple Airlines
Deal found 7/23![Multiple Airlines logo]()
$494
This United deal was found by Cheapflights users on 7/23. 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.
Sat 8/297:00 am
YWG
- MCO
2 stops11h 58m
Multiple Airlines
Sat 9/57:55 pm
MCO
- YWG
1 stop15h 10m
Multiple Airlines
Deal found 7/23![Multiple Airlines logo]()
$494
This Delta deal was found by Cheapflights users on 7/23. 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 8/2212:46 pm
YWG
- MCO
1 stop10h 12m
Delta
Sat 8/297:04 am
MCO
- YWG
1 stop9h 04m
Delta
Deal found 7/23![Delta logo]()
$549
Last-minute flights from Winnipeg to OrlandoDiscover last-minute flight deals from Winnipeg to Orlando. Data last updated July 24, 2026 and is based on user searches.
Discover last-minute flight deals from Winnipeg to Orlando. Data last updated July 24, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 7/20. 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 8/15:41 pm
YWG
- MCO
1 stop5h 17m
Delta
Thu 8/133:01 pm
MCO
- YWG
1 stop9h 29m
Delta
Deal found 7/20![Delta logo]()
$537
This United Airlines deal was found by Cheapflights users on 7/23. 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.
Sat 8/152:00 pm
YWG
- MCO
1 stop8h 42m
United Airlines
Sat 8/229:30 am
MCO
- YWG
2 stops14h 03m
United Airlines
Deal found 7/23![United Airlines logo]()
$420
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.
Sun 8/169:20 am
YWG
- MCO
1 stop24h 20m
Multiple Airlines
Sun 8/237:45 am
MCO
- YWG
2 stops32h 40m
Multiple Airlines
Deal found 7/19![Multiple Airlines logo]()
$508
This Justfly.com deal was found by Cheapflights users on 7/23. 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.
Thu 8/277:45 am
YWG
- MCO
1 stop25h 55m
Multiple Airlines
Sat 9/511:20 am
MCO
- YWG
1 stop7h 38m
Multiple Airlines
Deal found 7/23![Multiple Airlines logo]()
$459
This Kiwi.com deal was found by Cheapflights users on 7/20. 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
Mon 8/318:35 pm
MCO
- YWG
1 stop15h 08m
Multiple Airlines
Deal found 7/20![Multiple Airlines logo]()
$455
This Air Canada deal was found by Cheapflights users on 7/23. 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 8/298:45 am
YWG
- MCO
1 stop10h 00m
Air Canada
Sat 9/52:22 pm
MCO
- YWG
1 stop9h 11m
Air Canada
Deal found 7/23![Air Canada logo]()
$493
This Kiwi.com deal was found by Cheapflights users on 7/22. 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.
Sun 8/3010:45 am
YWG
- MCO
1 stop8h 00m
Multiple Airlines
Sun 9/67:30 am
MCO
- YWG
2 stops18h 25m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$388
This Air Canada deal was found by Cheapflights users on 7/22. 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.
Sun 8/307:55 am
YWG
- MCO
1 stop9h 52m
Air Canada
Sun 9/67:00 am
MCO
- YWG
1 stop8h 25m
Air Canada
Deal found 7/22![Air Canada logo]()
$454
This Delta deal was found by Cheapflights users on 7/20. 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.
Sun 8/305:42 pm
YWG
- MCO
1 stop5h 16m
Delta
Tue 9/17:04 am
MCO
- YWG
1 stop5h 50m
Delta
Deal found 7/20![Delta logo]()
$490
This Kiwi.com deal was found by Cheapflights users on 7/20. 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.
Sun 8/309:05 pm
YWG
- MCO
2 stops16h 21m
Multiple Airlines
Fri 9/411:20 am
MCO
- YWG
1 stop7h 38m
Multiple Airlines
Deal found 7/20![Multiple Airlines logo]()
$531
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 24, 2026.
Search for one-way flight options from Winnipeg to Orlando. Find affordable one-way fares based on user searches. Data last updated July 24, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/22. 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.
Tue 9/17:00 am
YWG
- MCO
2 stops14h 14m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 7/20. 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 8/317:00 am
YWG
- MCO
2 stops22h 40m
Multiple Airlines
Deal found 7/20![Multiple Airlines logo]()
$168
This Super.com deal was found by Cheapflights users on 7/20. 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.
Mon 10/126:15 am
YWG
- MCO
1 stop27h 25m
WestJet
Deal found 7/20![WestJet logo]()
$190
This Kiwi.com deal was found by Cheapflights users on 7/20. 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.
Sun 8/307:10 pm
YWG
- MCO
2 stops26h 04m
Multiple Airlines
Deal found 7/20![Multiple Airlines logo]()
$202
This Kiwi.com deal was found by Cheapflights users on 7/20. 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.
Tue 10/139:05 pm
YWG
- MCO
2 stops18h 35m
Multiple Airlines
Deal found 7/20![Multiple Airlines logo]()
$203
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.
Fri 9/119:05 pm
YWG
- MCO
2 stops19h 16m
Multiple Airlines
Deal found 7/19![Multiple Airlines logo]()
$204
This Super.com deal was found by Cheapflights users on 7/20. 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.
Tue 10/1310:45 am
YWG
- MCO
1 stop22h 55m
WestJet
Deal found 7/20![WestJet logo]()
$208
This Air Canada deal was found by Cheapflights users on 7/20. 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 7/20![Air Canada logo]()
$211
This Air Canada deal was found by Cheapflights users on 7/23. 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 9/17:55 am
YWG
- MCO
1 stop9h 52m
Air Canada
Deal found 7/23![Air Canada logo]()
$213
This Kiwi.com deal was found by Cheapflights users on 7/22. 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.
Thu 10/89:05 pm
YWG
- MCO
2 stops18h 35m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$218
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 24, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $320 (Kiwi.com) |
One-way from | $157 (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 24, 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
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Sun 10/18
6:05 pm-10:40 am
1 stop15h 35m
Orlando
Tue 10/27
2:00 pm-5:26 pm
Nonstop4h 26m
$346
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Sat 9/26
7:00 am-4:15 pm
2 stops32h 15m
Orlando
Fri 10/2
8:35 pm-9:45 am
1 stop14h 10m
$394
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Wed 9/16
8:50 pm-12:45 pm
1 stop14h 55m
Orlando
Tue 9/22
1:45 pm-8:45 pm
1 stop8h 00m
$416
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Fri 10/9
12:20 pm-12:59 am
2 stops11h 39m
Orlando
Thu 10/15
6:20 pm-12:37 pm
2 stops19h 17m
$487
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
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Sat 8/29
8:45 am-7:45 pm
1 stop10h 00m
Orlando
Sat 9/5
2:22 pm-10:33 pm
1 stop9h 11m
$493
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Thu 8/27
7:00 am-12:59 am
2 stops16h 59m
Orlando
Sat 9/5
7:55 pm-10:05 am
1 stop15h 10m
$494
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Sat 8/29
7:00 am-7:58 pm
2 stops11h 58m
Orlando
Sat 9/5
7:55 pm-10:05 am
1 stop15h 10m
$494
Quickest round-trip
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Sat 8/15
3:58 pm-11:58 pm
1 stop7h 00m
Orlando
Sat 8/22
7:04 am-3:08 pm
1 stop9h 04m
$537
WinnipegOrlando
YWG - MCO
YWGMCO
Winnipeg
Sat 8/22
12:46 pm-11:58 pm
1 stop10h 12m
Orlando
Sat 8/29
7:04 am-3:08 pm
1 stop9h 04m
$549
Showing 1-10 of 17 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 58 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 $280). 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?
Airfare is below average for this route at the moment.
Winnipeg to Orlando Airport flights typically cost between $328 and $550 in September.The cheapest round-trip price found within the last 5 days was $325 on WestJet (Sep 13-Sep 21).
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 24, 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.
Comfort
7.8
Boarding
8.1
Entertainment
7.8
Overall
7.8
Food
7.2
Crew
8.5
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Comfort
7.8
Boarding
8.1
Entertainment
7.8
Overall
7.8
Food
7.2
Crew
8.5
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Comfort
7.8
Boarding
8.1
Entertainment
7.8
Overall
7.8
Food
7.2
Crew
8.5
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Comfort
7.8
Boarding
8.1
Entertainment
7.8
Overall
7.8
Food
7.2
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 24, 2026.
Winnipeg and Orlando flights
Browse other Winnipeg and Orlando flight options. Last updated on July 24, 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 24, 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 24, 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 |