Cheap Flights From Winnipeg James Armstrong Richardson Intl. (YWG) To Orlando Intl. (MCO)

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Find The Best Dates To Fly

Cheapest Flights from Winnipeg (YWG) to Orlando (MCO)

The cheapest flights to Orlando Intl. found within the past 7 days were CA $336 round trip and CA $176 one way. Prices and availability subject to change. Additional terms may apply.

Fri, Sep. 5 - Wed, Sep. 10
YWG
Winnipeg
MCO
Orlando
CA $336 Roundtrip, found 2 days ago
CA $336
Roundtrip
found 2 days ago
Select Air Canada flight, departing Fri, Sep. 5 from Winnipeg to Orlando, returning Wed, Sep. 10, priced at CA $336 found 2 days ago
Tue, Nov. 25 - Tue, Dec. 2
YWG
Winnipeg
MCO
Orlando
CA $344 Roundtrip, found 1 day ago
CA $344
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Tue, Nov. 25 from Winnipeg to Orlando, returning Tue, Dec. 2, priced at CA $344 found 1 day ago
Tue, Nov. 4 - Tue, Nov. 11
YWG
Winnipeg
MCO
Orlando
CA $345 Roundtrip, found 22 hours ago
CA $345
Roundtrip
found 22 hours ago
Select Porter Airlines flight, departing Tue, Nov. 4 from Winnipeg to Orlando, returning Tue, Nov. 11, priced at CA $345 found 22 hours ago
Sat, Oct. 18 - Tue, Oct. 28
YWG
Winnipeg
MCO
Orlando
CA $347 Roundtrip, found 2 days ago
CA $347
Roundtrip
found 2 days ago
Select WestJet flight, departing Sat, Oct. 18 from Winnipeg to Orlando, returning Tue, Oct. 28, priced at CA $347 found 2 days ago
Sat, Aug. 30 - Sat, Sep. 13
YWG
Winnipeg
MCO
Orlando
CA $347 Roundtrip, found 5 days ago
CA $347
Roundtrip
found 5 days ago
Select WestJet flight, departing Sat, Aug. 30 from Winnipeg to Orlando, returning Sat, Sep. 13, priced at CA $347 found 5 days ago
Wed, Sep. 3 - Wed, Sep. 17
YWG
Winnipeg
MCO
Orlando
CA $352 Roundtrip, found 2 days ago
CA $352
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Sep. 3 from Winnipeg to Orlando, returning Wed, Sep. 17, priced at CA $352 found 2 days ago
Tue, Sep. 9 - Wed, Sep. 10
YWG
Winnipeg
MCO
Orlando
CA $353 Roundtrip, just found
CA $353
Roundtrip
just found
Select Delta flight, departing Tue, Sep. 9 from Winnipeg to Orlando, returning Wed, Sep. 10, priced at CA $353 just found
Sun, Aug. 31 - Tue, Sep. 16
YWG
Winnipeg
MCO
Orlando
CA $354 Roundtrip, found 5 days ago
CA $354
Roundtrip
found 5 days ago
Select United flight, departing Sun, Aug. 31 from Winnipeg to Orlando, returning Tue, Sep. 16, priced at CA $354 found 5 days ago
Wed, Dec. 3 - Sat, Dec. 6
YWG
Winnipeg
MCO
Orlando
CA $354 Roundtrip, found 4 days ago
CA $354
Roundtrip
found 4 days ago
Select Porter Airlines flight, departing Wed, Dec. 3 from Winnipeg to Orlando, returning Sat, Dec. 6, priced at CA $354 found 4 days ago
Sat, Aug. 30 - Thu, Sep. 18
YWG
Winnipeg
MCO
Orlando
CA $356 Roundtrip, found 5 days ago
CA $356
Roundtrip
found 5 days ago
Select WestJet flight, departing Sat, Aug. 30 from Winnipeg to Orlando, returning Thu, Sep. 18, priced at CA $356 found 5 days ago

Orlando Intl. flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
CoCo Key Hotel and Water Resort 

CoCo Key Hotel and Water Resort 

3.5 out of 5
per person
Sep 18 - Sep 22
found 1 hour ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Orlando (MCO)
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
per person
Aug 30 - Sep 6
found 22 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Orlando (MCO)
The View Studio Suites and Event Venue

The View Studio Suites and Event Venue

3.5 out of 5
per person
Aug 30 - Sep 6
found 22 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Orlando (MCO)
Embassy Suites by Hilton Orlando International Dr Conv Ctr

Embassy Suites by Hilton Orlando International Dr Conv Ctr

3.5 out of 5
per person
Aug 30 - Sep 6
found 22 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Orlando (MCO)
The Delaney Hotel

The Delaney Hotel

3.5 out of 5
per person
Aug 30 - Sep 6
found 22 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Orlando (MCO)
Don't see what you're looking for?
See all available trips from Winnipeg James Armstrong Richardson Intl. to Orlando Intl.
View all trips

Frequently asked questions

Are there direct flights from Winnipeg Airport to Orlando Intl. Airport?
Air Canada, Delta and WestJet will fly you to Orlando from Winnipeg with only one stopover. Unfortunately, there aren't any direct flights between Winnipeg Airport and Orlando Intl. Airport just yet.
What airlines fly from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Orlando Intl. Airport?
As there are no direct flights offered between YWG and Orlando Intl. Airport, at least one stopover is unavoidable. Best to plan ahead in order to find the least stressful route and save some time.
What is the best day to buy a plane ticket?
Airfares offered on Friday tend to be the cheapest, according to flight demand on Travelocity.ca in 2021. Purchasing your airfares on a Thursday or Saturday can also provide better value, however our advice if you're looking to save money is to avoid booking on a Wednesday or Sunday. Our data shows that those two days have the highest ticket values on average, so keep this in mind if you're browsing flight deals.
What are the cheapest days to fly?
Frequent travellers may already know this, but earlier in the week is often the cheapest time to fly. Flights departing on a Monday are the cheapest of the week. Since flights towards the middle of the week tend to be more popular, this causes the prices to rise. This is why, on average, airfares booked on Travelocity.ca in 2021 were most expensive for Wednesday departures.
How far in advance can you book a flight?
Here's the deal: It is typically possible to start comparing international airfares on Travelocity.ca up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2-4 weeks prior to their travel dates.*According to flight demand on Travelocity.ca from January to December 2021. Savings are subject to change and may vary depending on selections made.
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.