Tagged Pages Archive | North America
2025
30
June
Winnipeg to Orlando, Florida - $358 CAD roundtrip including taxes [Nonstop, CBO]
30
June
WestJet has dropped the price of one of their flights from Winnipeg to Orlando, Florida down to $358 CAD roundtrip including taxes.
The flights are nonstop both ways.
This is a CBO deal (Checked Bag Only). You cannot bring carry-on. However, in addition to your checked bag, you can still bring a personal item (something that fits under the seat in front of you).
If you have the WestJet World Elite credit card, which comes with free checked bags, you can book these flights for $263 CAD roundtrip.
To save money, sometimes couples or families will book one passenger with a checked bag, and the others without.
Availability for travel
November, December 2025
January 2026
How to find and book this deal
1. Start with the following Google Flights search:
Google Flights: Winnipeg to Orlando, Florida
- Click on the departure date box to open up the calendar view.
- Browse for the cheapest dates by adjusting the trip length at the bottom.
- Look for the dates that are $326 roundtrip.
2. Go to Skyscanner or Kayak
- Search for a flight from Winnipeg (YWG) to Orlando, Florida (MCO)
- Try the same dates you found on Google Flights.
- The price should drop to $263 roundtrip. WestJet charges $95 roundtrip for a checked bag.
screenshot from Skyscanner
Can't find this deal anymore? Prices change as deals sell out. The key is to be among the first to know when an amazing deal is posted.
Click here for tips on how to never miss a deal again.
Sign up for YWG Deals Alerts from Winnipeg
Go to the Alerts Page to sign up for flight deal alerts by e-mail, Facebook, or Twitter.
Travellers from Winnipeg also often sign up for alerts from Calgary and Toronto.
Join us in the YWG Deals Facebook Group
For live discussion of this deal, or to get some amazing travel advice (about anywhere) from your 11,100 fellow passengers in Winnipeg, join us in the
YWG Deals Facebook Group.
^^^ click the 'Join Group' button when you arrive.
Hit Like if you like this deal! Click Share or Send to show your friends on Facebook.
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2025
14
June
Winnipeg to Hawaii for under $449 CAD roundtrip
14
June
2025
6
June
Winnipeg to Nashville, Tennessee - $280 CAD roundtrip including taxes [Nonstop, CBO]
6
June
2025
17
April
Winnipeg to Denver, Colorado - $283 CAD roundtrip including taxes [CBO, July and August]
17
April
2024
23
October
Winnipeg to Phoenix, Arizona - $260 CAD roundtrip including taxes [Nonstop Flights, CBO]
23
October
2024
8
August
Winnipeg to Vancouver, BC - $165 CAD roundtrip including taxes [Nonstop Flights]
8
August
2024
6
August
Winnipeg to Halifax, Nova Scotia - $188 to $288 CAD roundtrip including taxes [Nonstop Flights]
6
August
2024
23
July
Winnipeg to Ottawa or Toronto - $150 to $194 CAD roundtrip including taxes [Nonstop Flights]
23
July
2024
21
July
Winnipeg to Montreal - $182 CAD roundtrip including taxes [Nonstop Flights, July and August, New Record!]
21
July
2024
22
May
Winnipeg to Nashville, Tennessee - $284 CAD roundtrip including taxes [Nonstop Flights]
22
May
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