AT&T's typical discount pricing for the iPhone is $199 for the 8-gig, $299 for the 16 with 2-year contract. After the contract expires, they'll give you a similar discount on whatever phone is current if you sign on for another. (See first source link.)

If you were a Best Buy Reward Zone member as of 2/21, you might still be able to get in on the Best Buy offer where you can chop $50 off those prices. It may already be too late, though. (See second source link.)

Bearing that in mind, I must echo the advice of others: now is really not the time to buy an iPhone. Signs and portents point to Apple retailers and partners trying to dump current-iPhone inventory as if they know something new is on the way (the aforementioned Best Buy offer, the fact that Softbank in Japan is actually giving iPhones away with service plans, etc.) MacRumors has a great "when-to-buy" wiki guide that covers all Apple products, and they've got a definite red flag on buying new iPhones. (See third source link.)

If you can limp along for a few more months on Verizon, you should do so. AT&T should offer a discount on the new iPhones when they come out.

You might also want to consider whether you can get by with a less "smart" phone (as I'm currently doing with my Motorola RAZR2) and an iPod Touch. The iPod Touch will do most of the stuff the iPhone can, will hold more music than an iPhone (if you get the 32-gig model), and won't ding you with high monthly smartphone plan fees.

(That being said, I think I will definitely upgrade to an iPhone when my current contract expires in December.)
Source(s):
http://www.wireless.att.com/cell-phone-service/specials/iPhone.jsp?wtSlotCl...
http://arstechnica.com/apple/news/2009/02/best-buy-rewards-members-getting-...
http://guides.macrumors.com/Buyer's_Guide#iPhone

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