From my personal experience Louboutin's are still #1 in my book in the quality/comfort dept. Perhaps it's b/c I only wear CL's (on the most part as far as high-end shoes are concerned; I only have one pair of Jimmy Choo's and one pair of MB's to date), perhaps it's luck (I've yet to have a pair of CL's break down on me), perhaps it's my anal retentiveness and how I inspect every single pair of my CL's beforehand, or perhaps it's just fate (as in the arch/last of most other high-end designer shoes really do not fit my feet -- e.g. the last time I tried on a classic pair of MB pumps, my feet literally hurt from just 5 minutes of standing on carpet and trying to walk around the store). Many of my high-heel CL shoes I do not wear too often on the streets of NYC. Rather I put the shoes in my purse, wear flats, and then change into the heels once indoors. If it's short-distance street walking then no problem, I'll stroll in the heels. But in general I guess I'm pretty anal about taking care of my shoes.
As for the CL sandals and wedges that do get a regular beating from walking the streets -- e.g. Cataribbon espadrilles, L'Evidence wedges, etc. -- I've never had a problem with them. My Cataribbon wedges never got zip-soled to begin with and I wore them non-stop all through last summer and this summer.....literally wore them everywhere, walking, shopping, running through airports, on overseas trips, in thunderstorms, etc....they are the most comfortable shoes I've ever worn despite that 4.5 inch heel. And they are still in great shape -- nothing became undone; I'll probably get it zip-soled soon before storing them away for next summer, but they don't need anything else fixed. Usually people say that with summer shoes like rope espadrilles, it's not worth the money to buy high-end designer.....well for me it was worth every penny as my past espadrille purchases from stores like UO or BR generally fall apart after one summer, if not sooner.
In terms of mid-end designer/high-street shoes, I've got great experiences with Via Spiga and Nine West. Affordable shoes that can take a beating and actually last.