Ah, film look. Honestly, that's become another one of my pet peeves really. What is a "film look"? With film only "gone" for a few years now it seems that a lot of folks who have never used it now assume that film gave/gives us some grainy, low resolution discolored "lo-fi" look. Equivalent assumptions being made in the audio world drive me equally crazy.
That being said: yes, film does look and feel different, especially when you're looking at real prints and not some scanned negatives put out on the same ink jet printers that we have to put up with as digital shooters. But there is not one look. Different film types and processes will render different results - most of which will be tack sharp, not discolored or grainy.
I actually just shot a few rolls b/w Ilford for portraits that I'm planning to develop and blow up myself at a local lab place next week or so. I shot these together with my digital SLR with the same light and settings so I'm really looking forward to a nice A/B comparison that I haven't done yet to that extent. I'll be curious to compare some digital b/w prints from the same session next to them.
My next bigger expense is likely to be a medium format camera and some darkroom gear for my basement. As much as I like my DSLR and wouldn't want to miss it again, for some things I feel those blown up large and medium format portraits still look better. And it's not the hipster-grainy-lo-fi look I'm after but quite the opposite actually.
You really need to define what kind of look you are going for. There are more looks than can be listed, to be honest. Different emulsions, formats, not to mention how they were eventually printed. And for me, that doesn't even include things that I would consider "special fx" to a film shooter, like the aforementioned cross processed look, or something like bleach bypass. They are totally valid techniques but not what I would say is inherent in a "film look."
7enderbender, I'd be very interested in how your prints turn out. There's a part of me that really misses the darkroom experience.