Rubuta ci gaba ga wannan sakin layi - A ranar 10 ga Mayu, 1898, yayin da Chanler yake a Tampa, an ba shi kwamiti a matsayin kyaftin da mataimakin babban jami'in janar a kan ma'aikatan Manjo Janar Joseph Wheeler, wanda ya karɓa. Ya yi aiki a matsayin jami'in bindigogi, Rundunar Sojoji, Rundunar Sojoji ta Biyar, daga ranar 23 ga Mayu zuwa 23 ga Agusta, 1898. A watan Yuni da Yuli 1898 ya yi yaƙi a yakin Las Guasimas, yakin El Caney, a San Juan Hill
, kuma a cikin Siege na Santiago de Cuba, wanda ya sami yabo daga Manjo Janar Wheeler don "jaruntaka a yaƙi". An sallame shi da girmamawa a ranar 3 ga Oktoba, 1898.