Solved
For example, my 1098T displays box 2 as about $2,000. When I reality, I paid $5800 for Spring(nvm paid in 2015) AND Summer(Paid in 2016) classes. Which info should I put in?
EDIT: Looking back at payment dates, only $2070 of the payments were made in 2016 (May). This still differs by about $70 from the 1098T.
You should enter the amount you actually paid during the tax year. In TurboTax, you can enter the Form 1098-T as given to you and right below Box 2, there should be a link that says What if this is not what I paid to this school. When you click that, it'll bring up a new box where you can enter the amounts actually paid to the school. This means all amounts paid on behalf of you regardless of who made the payments.
Please see attached screenshots showing where the link and new box will be.
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