The current study was aimed to investigate intermolecular forces in six binary associating systems containing diisopropyl ether (DIPE) and normal alcohols (1-pentanol to 1-decanol) at 293.15−323.15 K. The density and viscosity of binary fluids were measured, and excess functions and partial volumes were calculated. Excess volumes and deviation in the viscosity are negative for all the above solutions. Intermolecular forces in mixtures are adjusted by molecular packing, dispersion forces, and hydrogen bonding. According to the findings, lengthening the alcohol chain increases intermolecular forces between molecules of different types. Most density and viscosity values are new and have not been reported in scientific papers yet.