This paper discusses the use of the heavy and light weight deflectometer devices, hereafter referred to as HWD and LWD, respectively, to monitor the structural condition of airfield pavements during aircraft operations at contingency environments. Four airfield pavements like those encountered at contingency environments, referred to as nontraditional airfield pavements, were selected to conduct accelerated pavement traffic testing with simulated C-17 and C-130 aircraft. Pavement rut development was monitored, and both HWD and LWD tests were also conducted at selected traffic intervals. Both HWD and LWD were capable of tracking the pavement deterioration under accelerated traffic testing, which indicates that the LWD could be considered a potential rapid and practical pavement evaluation tool for nontraditional pavements during contingency aircraft operations. Based on current rutting failure threshold, a termination criterion in relation to a reduction in the stiffness parameter from the LWD test could be preliminarily used to aid in expediently determining acceptable aircraft operations on nontraditional airfield pavements. The influence of key operational parameters such as base plate dimension, the depth of influence from the impact force, and pavement rut formation must be further investigated to improve the effectiveness and applicability of the LWD test for nontraditional airfield pavements. The results from this study could be of interest to other low-volume road applications such as in agriculture, oilfield, large construction sites, and mining where pavement evaluation and management practices could be improved with the use of practical tools such as the LWD during the operations of heavy equipment or machinery.