Laser surface texturing (LST) is an emerging effective method for improving the tribological performance of friction units lubricated with oil. In LST technology, a pulsating laser beam is used to create thousands of arranged microdimples on a surface by a material ablation process. These dimples generate hydrodynamic pressure between oil-lubricated parallel sliding surfaces. The impact of LST on lubricating-regime transitions was investigated in this study. Tribological experiments were conducted with a pin-on-disk apparatus at sliding speeds in the range of 0.015–0.75 m/s and nominal contact pressures that ranged from 0.16 to 1.6 MPa. Two oils with different viscosities (54.8 and 124.7 cSt at 40 °C) were used as lubricants. The test results showed that laser texturing expanded the contact parameters in terms of load and speed for hydrodynamic lubrication, as indicated by friction transitions on the Stribeck curve. The beneficial effects of laser surface texturing are more pronounced at higher speeds and loads and with higher viscosity oil.