I've never tried chilling, so all of my recipes are designed for my style of brewing. For bittering hops, I use a very high-alpha (typically Warrior), for a full 60 min boil. A rate of 15g for a 28l brew seems to suit my tastes, and I just leave them in the boiler to cool overnight.
For flavour, well I can see the problem here. But it doesn't seem to be a real problem for me in practice. I add late hops when I switch off the heat, and just let them sit there overnight with the lid on my boiling pan. Co-incidentally, I've just put on a brew this evening. Nipping out into the kitchen, I find that I can't keep my hand on the side of the pan as its still too hot. But I can't smell hops. My thought is that, if I can't smell the volatiles, then they cannot be escaping. The pan is well made, with a fairly close-fitting lid though.