The trilateral cycle (TLC), a promising alternative waste heat recovery-to-power cycle, is receiving increasing attention due to feats such as the high thermal match between the exergy of the heat source temperature profiles and its working fluid. Although the TLC has neither been broadly applied nor commercialised because of its thermo-economic feasibility considerations. This study examined the thermo-economic analysis of different TLC power generator configurations; i.e., the saturated subcritical simple (non-recuperative) and recuperative cycles using n-pentane as the working fluid for low-grade waste heat recovery-to-power generation. Based on the thermodynamic and economic analyses, the feasibility analysis models of the cycles were established using Aspen Plus, considering efficiency, cost, and expected operating and capacity factors. Furthermore, the capacity factor, specific investment cost (SIC), and payback period (PBP), among other, were used to evaluate the cycle design configurations and sizes. The SICs of the simple and recuperative TLCs were 3,683.88 $/kW and 4,220.41 $/kW, and their PBPs were 8.43 years and 8.55 years, respectively. The simple TLC had a lower investment ratio of 0.24 compared to an investment ratio of 0.28 for the recuperative TLC. These economic values suggest that the simple TLC is more cost-effective when compared with the recuperative TLC because the recuperation process does not recompense the associated cost, making it unattractive.