Whether airport groups develop synergistically has become a concern for the aviation industry. Existing studies have neglected the dynamic comprehensive evaluation and analysis of influencing factors of synergy degree. Taking the synergistic development of airport groups as the research perspective, we integrate the dynamic comprehensive evaluation model into the traditional synergy model. From two dimensions of airport development and regional economy, we measured the static synergy degree of the Chengdu-Chongqing airport group and the dynamic synergetic development degree on the overall time series. Further, using a spatial econometric model, we construct a distance economy-nested spatial weight matrix so as to explore the influence of each indicator on the synergy degree of the composite system. The results show that the overall synergy of the Chengdu-Chongqing airport group is above 0.5 in terms of static synergy degree. The clustering spectrum shows that the Chengdu-Chongqing airport group can be divided into three categories and basically forms the characteristic of “two main and multiple auxiliary airports.” In terms of dynamic synergetic development degree and comprehensive evaluation value, the change speed of synergy degree is relatively smooth in the early stage and fluctuates in the later stage, and the overall dynamic evaluation value of the Chongqing regional airports is high. The effects of the explanatory variables of the airport group composite system on the synergy degree show more direct effects than spillover effects, and the direct effects are all positive feedback effects, while the negative spillover effects of the explanatory variables cannot be ignored.