This paper reports a series of studies on the lubricant properties, elastohydrodynamic film thickness, and coefficients of friction of several commercially available ester base stocks, i.e., diisooctyl phthalate (DIOP), diisodecyl phthalate (DIDP), diisotridecyl phthalate (DITDP), diisooctyl sebacate (DOS), diisotridecyl sebacate (DTDS), trihydroxymethylpropyl trioleate (TMPTO), and pentaerythritol tetraoleate (PETO). The results include densities and viscosities from 303 to 398 K, and elastohydrodynamic lubricant film thicknesses and friction in the boundary, mixed and full-film lubrication regimes measured at several temperatures, loads, and speeds. These ester base stocks have different lubrication abilities owing to their chain lengths, geometric configurations, and molecular rigidity. This study provides quantitative insight into the use of ester-based lubricants for low friction through the entire lubrication regime (boundary to full film) by utilization of suitable type and size of the ester base stocks.