I have been entering contests lately for fun and to try and get some recognition. I am limiting to myself to what I consider the reasonably priced ones. Some of them can be pretty expensive! Of course those are the ones that usually offer the best prizes, so it's a catch 22.
Here are a couple I found that look interesting:
FALL 2008 ART CONTEST - "PORTRAITS"
INTERNATIONAL ARTIST MAGAZINE'S ART COMPETITIONS
WORKS OF CONTEMPORARY DRAWING AND WRITING ABOUT DRAWING ANNUAL 2008
These are just a couple that fit my areas of art work. There is a huge list of contest you can sift through on Artshow.com.