Mechanically connected fluid joints are virtually unavoidable in complex cryogenic system designs. In the case of spacecraft, the performance of these joints is critical to mission success. This is especially true for long-duration space missions where even very low leak rates can eventually lead to significant propellant losses or failure of vital cryogenic cooling systems. NASA has recently undertaken an effort to quantify the leak rate of Vacuum Coupling Radiation (VCR) fittings over the temperature range from ambient to 20 K, both before and after exposure to a launch vibration profile. A test apparatus employing a cryocooler and a calibrated helium mass spectrometer was developed, validated, and used to obtain quantifiable leak rates at a fitting test pressure of 31 bar (450 psig). Three different fitting sizes were tested, 25.4 mm (¼ inch), 12.7 mm (½ inch), and 6.35 mm (1 inch) and two gasket materials, stainless steel, and silver-plated nickel. Each fitting configuration (size/seal material) was subjected to two consecutive cryogenic thermal cycles/measurement tests, followed by a launch vibration test profile at ambient temperature, and then two additional cryogenic thermal cycles/measurement tests. The design and development of the test apparatus, and test data are presented and discussed in detail.