Why does the iPhone 6 cost more if you already have a cell phone?

Every where I look it says the iPhone 6 plus 64 gig is 399. If I want to up grade from my AT&T flip phone the iPhone will cost me 649.99 with two year contract.

The $399 price is for new contracts, not upgrades. Look at their "Next" plan that lets you pay off the phone monthly, or just buy it outright for some stupid amount of money, or get something else. It's not like there aren't about to be millions of iPhone 5's on the market.

Take a look at the pricing scheme for iPhone 6 and iPhone 6 Plus

Check the contract price

Yes because you cancel the phone you have right now.

No. It's $399 for you coming from a fliphone like it would be me coming from a 5. Doesn't matter. You are a current customer and if you renew your contract then that is the contract price you will pay. They are all very expensive as they are really micro pc laptops but we just still call them phones because you can still talk on them. Best luck.