Speaking as somebody with Asthema, allergies and gastric reflux, I can make comments on some of these. After decades on various prescription drugs, some things cease working after a while, so I've gotten switched around a bit.

Tylenol (acetaminophen) Best for sinus headaches

Aleve (naproxen)/Advil (ibuprofen): Prefer Advil for muscle aches, etc. Didn't seem to get much impact from Aleve, but didn't do extensive testing.

Benadryl (Diphenhydramine HCl) - On me, ineffective for general allergy symptoms any more. Keep it around for emergencies.

Alavert (loratadine)/Zyrtec (cetirizine) - Currently on Zyrtec after Claritin became ineffective, seems to work well enough

Imodium (loperamide): Keep for emergencies, always seems to work.

Zantac (Ranitidine)/Prilosec (Omeprazole): Was on Zantac until it became ineffective. Now on Nexium, works GREAT! Never tried Prilosec.