Some of these items have been on clearance for quite a while. On Aug. 6th I bought that
8" Drill Press for ~ $28-30 (forget exact amount, probably exact same price) and ended up returning it. Horrible runout, whole thing vibrated, and it wasn't just one part off spec (or else it might've been salvageable) but all the parts were off a little. I was very disappointed that Sears carried such a POS. I don't know how many Drill Presses dogmir had looked at, but I had been there looking at the others they had on sale at the time, after having been to every nook, hole and cranny that sold them in a major metropolitan area and gathered a few generalizations on best deals that I'll share.
IMO, if you're looking for a low-cost bench press, from least to (more) expensive:
$50 Harbor Freight 10" (usually at least $10 cheaper in-store than catalog or internet, sometimes much cheaper). Same thing available all over the 'net averaging $50-70. Definitely better than the 8" Companion model at Sears.
$100 Delta 10", DPS200. Rarely ever discounted much but good quality for it's size.
$130 Craftsman 219120, 12" (sale or clearance if available, was on their website till about a month ago) Distinctly larger, incl. motor- best value IMO as you are more limited with a smaller press, actually any bench press but for a consumer-grade (and price) bench press this one is
large.
Going much past $120 you'd be better off looking at a new or used floor drill press, IMO. There's the Delta 12", DP300 but for the next step up in quality and size the prices can really skyrocket. Then again, a really good drill press migth last 50 years or more after some maintenance.
There are guides to picking a press on the 'net, how to check things like quill play and whatnot, but unfortunately it seems that the cheaper a press is, the more variation possible between multiple specimens of same model. Sometimes I wonder if they cherry-pick one to put on display too. Shame is you have to go through the hassle of taking it home, assembling and disassembling it before you know if the one you brought home is any good. I ended up keeping the Craftsman 12".