50 % or more farm crop fields in Ontario now have systematic drainage systems. Thats why the farmers can be working on them within 2-3 days of rain. The water is mover to a drainage ditch or creek in most cases.
I would say the newer subdivisions where farm fields once were do a good job of managing water run off with the drainage ponds they incorporate into the design of the subdivisions.
Bigger issue is the older areas.
We have drainage ditches and the Holland River just down from us, when the sky opens up and dumps some water in short order, man does that river increase in size pretty quick.
Other areas like ours that is older, do not have that and the water must go somewhere.