Longitudinal-connected air suspension has been proven to have desirable dynamic load-sharing performances for multi-axle heavy vehicles. However, optimization approaches towards the improvement of comprehensive vehicle performance through the geometric design of longitudinal-connected air suspension have been considerably lacking. To address this, based on a 5-degrees-of-freedom nonlinear model of a three-axle semi-trailer with longitudinal air suspension, taking the changes of driving conditions (road roughness, speed, and load) into account, a height control strategy of the longitudinal-connected air suspension was proposed. Then, in view of the height of the air spring under various driving conditions, the support vector regression method was employed to fit the relationship models between the performance indices and the driving conditions, as well as the suspension geometric parameters (inside diameters of the air line and the connectors). Finally, to tackle the uncertainties of driving conditions in the optimization of suspension geometric parameters, a double-loop multi-objective particle swarm optimization algorithm (DL-MOPSO) was put forward based on the interval uncertainty theory. The simulation results indicate that compared with the longitudinal-connected air suspension using two traditional geometric parameters, the optimization ratios for dynamic load sharing coefficient and root-mean-square acceleration at various spring heights are between −1.04% and 20.75%, and 1.44% and 35.1%, respectively. Therefore, based on the signals measured from the suspension height sensors, through integrated control of inflation/deflation valves of air suspensions, as well as the valves’ inside connectors and air lines, the proposed DL-MOPSO algorithm can improve the comprehensive driving performance of the longitudinal-connected three-axle semi-trailer effectively, and in response to changes in driving conditions.