I have never been successful in reaching the 7.5% limit. And it is not like I don't spend a bunch of money, it is just that is a lot. The thing to remember is that there are pretty liberal rules related to what counts. If you can get your doctor to write you a prescription, it counts. And the costs that you pay of your health insurance premiums also count. Technically, if you are celiac or have other food issues, your doctor could prescribe special food and all that would count. If you go to TCOYD, that counts. And you might even be successful having your doctor prescribe you to exercise 3 times a week at the gym and count your gym fees (I've never tried this, but I did get my gym fees reimbursed from my health care spending account).
The only time I think I would be able to make deducting medical expenses make sense would be if I had out of pocket expenses that were really large.
And the key thing to remember which makes the medical deduction useless for me:
You cannot count anything that comes from your healthcare spending account(sometimes called flexible spending account) towards the deduction. Major pet peeve.