 Nyorai kupfuurira kweiyi ndima - Whitfield akapiwa Distinguished Service Order DSO, mukuziva kwebasa rakashinga uye rakatanhamara kuMiddle East, musi wa 19 August. Akabva atungamira battalion muhondo dzakawanda muItaly Campaign, kusanganisira muAllied invasion yeItaly munaGunyana, ichiteverwa nekubatwa kweNaples, kuyambuka Volturno Line, zvese muna Gumiguru, uye, vachirwira pamberi peBernhardt Line, chikamu cheWinter Line, Hondo yeMonte la Difensa muna Zvita. Akamboraira kwenguva pfupi 169th Queens Infantry Brigade, mubatanidzwa webataundi rake, muna Gumiguru naNovember 1943. Muna Ndira 1944 akatora mutungamiri we15th Infantry Brigade, achitungamira brigade muhondo yekutanga yeMonte Cassino, akazotora chikamu muhondo yeAnzio. Akashanda kwenguva pfupi saBrigadier paGeneral Staff yeV Corps. Muna Chikunguru akazova General Officer Commanding GOC 56th London Infantry Division, achikwira kubva kubato kuenda kudhivhisi yekuraira mukati memwedzi mitanhatu. Akatungamirira boka racho pakurwisa Gothic Line muhafu yokupedzisira ya1944 uye kurwisa muItalyMuna April 1945. 