Automated conversational agents built with medical applications in mind, have the potential to reduce healthcare readmissions and improve accessibility to medical knowledge. In this work, we demonstrate the development and evaluation of an automated chatbot for triage and conditions assessment, based on user inputs in natural language. The implemented bot engages patients in conversation about symptoms experienced and provides a personalized pre-synopsis based on their symptoms and profile. Our chatbot system was able to predict user conditions correctly based on two sets of patient test cases with an average precision of 0.82. Our implementation demonstrates that a medical chatbot can help with automatic triage and pre-assessment of patients with simple symptom analysis and a conversational approach without the use of cumbersome form-based data entry.