You can book a cheap flight to a neighbouring country for very little money to meet the requirements. It's your airline that might insist on this not immigration.
I agree with others about getting married in Canada instead, it's not that easy in Thailand, but if you decide to do it I would recommend using an agent for that.
The most difficult part of the visa process is definitely getting a bank account opened, so do that as soon as possible. Bangkok Bank was the only one that would open for me and they used to insist on buying an insurance policy at the same time. The rest of the visa process is straightforward, just a case of filling out a couple of forms and going to the office at the right times. I wouldn't rush into buying a property, there are lots available, so rent first and check you are happy in the area. Good luck and enjoy.
As others have said there are pros and cons to both.
The main pro for Philippines is the language, but depending on where you live in Thailand many people speak English and there's always translation apps!
Pretty much everything else is much better in Thailand; infrastructure, healthcare, safety (unless you want to ride a motorbike at night drunk and with no helmet!), food, they drive on the left, so that's easier for you I think. Renting a decent condo is also cheaper in Thailand. It might be cheaper to buy terrible food in the Philippines, but if you eat Thai food it is fabulous and not expensive here.
For me Thailand is an easy winner, I always feel completely safe here in Thailand. I cannot say I felt the same in the Philippines.