https://ttlc.intuit.com/questions/4531975-why-must-i-upgrade-to-deluxe-to-take-the-student-interest-...

The answer that another SuperUser gave to the above question regarding student loan interest may also apply to you if you are asking about the $250 educator's deduction.  You don't want to upgrade to Deluxe if the cost of that upgrade exceeds the actual income tax reduction you get for taking the deduction.  For example, if you are in the 12% tax bracket, a $250 deduction is worth only $30 in tax reduction.  If the cost of the upgrade exceeds $30, you would actually LOSE money by taking the deduction.  However, if you use the alternative free program referred to in the above link, you could still take the deduction and come out ahead.

Also be careful if you are filing in IL and the Federal educator's deduction is also a tax credit in IL and you don't want to lose that credit by inadvertently forgetting about it when preparing the IL return.  I don't know if there are any other states that may have the same situation.