The emergence of chatbots in the healthcare sector is increasingly pivotal, as they provide rapid and accessible assistance for the early detection of diseases and medical guidance. This study delineates a sophisticated two-tier healthcare chatbot system that synergistically integrates deep learning for image-based skin disease classification with machine learning for symptom-driven disease prediction. The system, developed in Python, employs a Hybrid U-Net & Improved MobileNet-V3 model to accurately identify dermatological conditions from images, while a Decision Tree Classifier is utilized to forecast diseases based on user-reported symptoms. Through meticulous evaluation of user inputs, the chatbot facilitates interactive consultations that encompass severity assessments, disease predictions, and preventive recommendations. Rigorous cross-validation of the symptom-based models, alongside testing on a bespoke dataset of skin disease images, substantiates the efficacy of the proposed methodology, demonstrating commendable predictive accuracy. The chatbot exemplifies significant potential by amalgamating conversational artificial intelligence with a hybrid approach of Hybrid U-Net & Improved MobileNet-V3 for image classification and Decision Tree Classifier for symptom analysis, thereby enhancing the landscape of telemedicine and patient care.