Two flat plate oscillating heat pipes (FPOHPs) characterized by the same thickness of 1 mm and alternating channel widths were fabricated using the wet etching technique. HFE-7100 was used as a working fluid at volumetric filling ratios ranging from 30%–60%. The startup and heat transfer characteristics of FPOHPs with and without embedded parallel microgrooves on the bottom wall of wider channels were experimentally compared and evaluated. The dual-diameter FPOHPs could operate at both horizontal and vertical orientations. The introduction of microgrooves reduced the duration of the startup time, lowered the startup temperature, and avoided the temperature overshoot. Furthermore, the microgrooves significantly reduced the temperature of the evaporator. At the combined condition of 30% filling ratio and 24 W power input, the effective thermal conductivities (ETCs) of the FPOHP with microgrooves were 1241 and 1226 W/(m·°C), respectively, at horizontal and vertical orientations, approximately 25.6% and 18.8% higher than those without microgrooves, or approximately 3.1 times higher than pure copper. At the horizontal orientation, the heat transfer enhancement was more pronounced for the micro-grooved FPOHP compared to that without micro-grooves. The micro-grooved structures facilitated the unidirectional fluid circulation and reduced the gravity dependence, showing the application prospects at both terrestrial and microgravity conditions.