I'm afraid you'll be out of luck finding one price better than another. While I was shopping for PS2 I saw the same price everywhere. The only deals would be those that include game and extras, and you woun't be saving money over purchasing separately.
Both PS2 and XBox go for about $150 for the system and one controller. Check individual prices of controllers, games and memory cards prior to deciding on a bundle. You may not want all the extras, depending on games included and things you don't want or need.
Shop around for sales on games. Mostly they are priced the same everywhere, but a few weeks ago TRU advertised buy 2 get 1 free for PS2, XBox and GC. You can usually find some not-so-recent games around $20 each, new releasses are $40-$50.