Transfer from experiments in laboratory to real-life tasks is challenging due notably to the inability to reproduce the complexity of multitasking dynamic everyday life situations in a standardized lab condition, and to the bulkiness and invasiveness of recording systems preventing participants from moving freely and disturbing the environment. Here we used a motion flight simulator to induce inattentional deafness to auditory alarms, a cognitive difficulty arising in complex environments. In addition, we assessed the possibility of two low-density EEG systems (a solid gel-based electrode Enobio (Neuroelectrics, Barcelona, Spain) and a gel-based cEEGrid (TMSi, Oldenzaal, Netherlands)) to record and classify brain activity associated with inattentional deafness (misses vs. hits to odd sounds) with a small pool of expert participants. In addition to inducing inattentional deafness (missing auditory alarms) at much higher rates than with usual lab tasks (34.7% compared to the usual 5%), we observed typical inattentional deafness-related activity in the time domain, but also in the frequency and time-frequency domains with both systems. Finally, a classifier based on Riemannian Geometry principles allowed us to obtain more than 70% of single-trial classification accuracy for both mobile EEG, and up to 72.9% for the cEEGrid (TMSi, Oldenzaal, Netherlands). These results open promising avenue towards detecting cognitive failures in real-life situations, such as real flight.