I don't know what the deadline is for non-res landowners, but be prepared to jump through hoops for the good ole Government of Ontario. I'm originaly from Ont. and my brother still lives there, so I can enter the res. draw with him. The deadline is June 1. Used to be that you could use a hunting liscence from another jurisdiction to prove your eligability to hunt. This year they require non-residents to have a hunting version of their outdoors card and I'm pretty sure (though not positive) that you need to provide proof of having passed the Ont. hunter's safety or an equivalent course from another province, not just an old hunting liscence. Once you have the card you need to buy the paper liscence, then you need to get a validation sticker. One of the problems is that there are 3 agencies involved. There is a seperate office just for the outdoors card, then there is Sevice Ont. who handles the liscences, then there is the MNR who does the draw, I think. I'm still unsure about the whole thing myself and I end up getting my brother to do the leg work for me because every time I've tried to do it I end up chasing my tail on the phone for hours on end. There doesn't seem to be much co-operation between the different agencies, or maybe it's just that the individuals manning the phones are unsure of the rules and regs. Either way it can be very frustrating, at least that's been my experience. Good luck.
