Would drinking one glass of cold milk a day aid in halting the deterioration of tooth enamel? The enamel on a tooth has chipped and I'm concerned.

Not Likely. Enamel is pretty much fully formed even on adult teeth either before or within first few years of life. Fluoride toothpastes, rinses, and enamel strengthening toothpastes are better at helping once they are erupted. Also avoiding acidic, sugary drinks (most common reason for deterioration) and foods will help. Talk to your dentist or hygienist (therapist) for suggestions or even Rx solutions.