Trying to determine ahead of next year's filing season if I can use TT Basic or Free Filing options

For the past few years TT Deluxe has said that I should use the standard deduction. How can I determine this on my own so that I do not waste money using TT Deluxe instead of TT Basic or even a free filing option? I have medical expenses (doctor/dental visits, labs, shots, medications, medical/dental insurance premiums, mileage, etc.), mortgage interest, charitable contributions, etc, but it never seems to be enough to outweigh the standard deduction (married, filing jointly). How can I figure this out before hand to see if I can make my tax filing easier?