My chest hurts and i have a dry cough that just started getting less dry and am stuffed up with headache and low fever, what could this be and should i see a doctor?

Depends..: The symptoms you describe are pretty consistent with a viral illness - most get better on their own within 5-10 days. If you have other things like diabetes, lung disease, smoke, are elderly, or you start having shortness of breath, then i'd say you should get checked out sooner rather than later. For most viral illnesses, it takes rest, fluids, steam, acetaminophen/ibuprofen, and time.