A novel combined cooling heating and power generation tri-generation (CCHP) system based on the organic Rankine cycle (ORC) integration with the ejector refrigeration cycle (ERC) is developed. The cooling capacity of the ERC, the total heat of the heat absorber and condenser, and the power of the multi-stage expansion ORC turbine all contribute to the proposed system's cooling, heating, and power generation capabilities. A comprehensive thermal model is established to evaluate the energy and exergy characteristics of the proposed system. The critical operating conditions are examined using six environmentally friendly refrigerants: R600a, R245fa, R236fa, R1233zd, R124, and R142b. Key findings indicate that R600a, R124 and R1233zd achieved the highest refrigeration COP of 0.58, system COP of 1.69, and exergy efficiency of 68.26%, respectively. Due to the low critical condenser temperatures of R124 and R1233zd, R600a is utilised to investigate the influence of boiler temperature and turbine first-stage expansion pressure. Finally, the system's most exergy-destructive component and overall exergy flow are examined using R600a. The boiler and ejector have the greatest exergy destruction rates of 36.9% and 32.5%, respectively. The turbine alone produces 15.7 kW (45.64%) of the system's total exergy, while the boiler and ejector collectively destroy 12.3 kW (35.61%).