In recent years there has been dynamic progress in the development of fully autonomous trucks and their combination and coordination into sets of vehicles moving behind each other within short distances, i.e., platooning. Numerous reports from around the world present significant benefits of platooning for the environment due to reduced emissions, reduced fuel costs, and improved logistics in the transport industry. This paper presents original aerodynamic and aeroacoustic studies of identical truck column models. They are divided into four main stages. In the first, a truck model and three columns of identical trucks with different distances between the vehicles was made and tested using computational fluid dynamics (CFD). Two turbulence models were used in the study: k−ω shear stress transport (SST) and large eddy simulation (LES). The aim of the work was to determine the drag coefficients for each set of vehicles. The second stage of work included determination of sound field distributions generated by moving vehicles. Using the Ffowcs Williams–Hawkings (FW-H) analogy, the sound pressure levels were determined, followed by the sound pressure levels A. In order to verify the correctness of the work carried out, field tests were also performed and additional acoustic calculations were carried out using the NMPB-Routes-2008 and ISO 9613-2 models. Calculations were performed using SoundPlan software. The performed tests showed good quality of the built aerodynamic and aeroacoustic models. The results presented in this paper have a universal character and can be used to build intelligent transport systems (ITSs) and intelligent environmental management systems (IEMSs) for municipalities, counties, cities, and urban agglomerations by taking into account the platooning process.