Abstract On 23 July 2014, a commercial aircraft (GE222) crashed near the Ma-Gong Airport on Penghu Island off the southwestern coast of Taiwan as it struggled to land in the stormy weather that was caused by the outer tropical cyclone rainbands (OTCRs) of Typhoon Matmo. This study aims to document the detailed aspects of airflow and precipitation of OTCRs through high-resolution radar and surface observations and to identify how these observed structures contribute to aviation weather hazards. Analyses indicate that the weather at the airport was significantly influenced by the passage of three OTCRs (R1, R2, and R3), and these rainbands share common characteristics of squall-line-like airflow and precipitation structures. As GE222 descended to approach the runway and flew immediately behind and roughly parallel to the leading edge of R3, the aircraft encountered the heaviest precipitation of the rainband and the prominent crosswind that was a manifestation of the rear-to-front flow generated locally by the rainband. The heavy rain–induced poor visibility and the occurrence of strong crosswinds were primary weather hazards affecting this flight event. Momentum budget analyses suggest that the frontward pressure gradient force provided by the near-surface, convectively generated mesohigh played a major role in driving the low-level rear-to-front flow inside the band. The results from the present study imply that closely monitoring convective activities in the outer regions of tropical cyclones and their potential transformation into squall-line-like storms is crucial to complement the routine aviation alert of severe weather under the influence of tropical cyclones.