The objective of this study was to modify an existing liquid desiccant and indirect/direct evaporative cooling-assisted 100% outdoor air system (LD-IDECOAS) for humidification operation in winter. The energy benefit of the liquid desiccant-assisted humidification approach during the operation of LD-IDECOAS over the conventional method with a steam humidifier was evaluated through a detailed energy simulation. The humidification and enthalpy effectiveness values of the liquid desiccant humidification measured from laboratory tests were 0.41 and 0.49, respectively, which were applied to the energy simulation for the modified system. Both systems with the proposed and conventional humidification approaches were simulated using an engineering equation solver combined with a TRNSYS 18 energy simulation program. The results demonstrated that the modified LD-IDECOAS consumes less energy for humidification compared to the existing system with a steam humidifier. The proposed system also exhibited considerable heating energy-saving potential. Consequently, modified LD-IDECOAS consumed 42% less primary energy during winter operation after being modified for liquid desiccant-assisted humidification.