Originally Posted by epic raccoon
I'm in the exact same situation as you and I'm a bit irritated at the suggestions I get here to buy $300 shoes. As much as I'd love to, I can't afford to.
I managed to pick up a pair of Bostonians from my local Burlington Coat Factory for $25 last month. Rubber soled, but the leather is full grain and they've held up surprisingly well for $25 shoes. I've been shopping various Burlington Coat Factory, Marshalls, outlets, etc. in my area for months now. It's pretty tough to shoes in my size (8-8.5) let alone wide shoes, so I often have to size up when it comes to cheap beaters.
I also picked up a pair of leather soled USA made Bostonian cap toe bluchers ($8) and a pair of cheap rubber soled Florsheim cap toe bluchers ($10) at thrift stores.
Definitely check out any discount/outlet stores such as Marshalls, Ross, TJ Maxx, Burlington Coat Factory...Saks off Fifth, Nordstrom Rack, etc, etc. There may be local ones specific to your area that others may not know about, so take a look.
Also, if you shoot an e-mail to Allen Edmonds requesting a list of discontinued and seconds shoes in your size, they have quite a selection <$200. Unfortunately, trying them on prior to purchasing won't be an option here.
The only $300+ shoes that have been mentioned in this thread were posted by the OP.
He asked for brown wingtips, and two people including myself have recommended the Hinsdale, which fit in the budget of $150 (maybe like $10 over). It's a discontinued model, but from either Amazon or Shoe Bank, they'll be new shoes, on a comfy 5 last, with a classic, though a bit bland, styling. Other than getting used shoes or finding a once in a lifetime deal on B&S or Ebay, you can't do much better than that for $150.