Ku sii qor faqradan - 1902, Spalding, oo waqtigaas dib u habeeyay liiska si uu ugu faano waxa dhawaan noqon lahaa mid ka mid ah kooxaha ugu fiican horraantii qarnigii, ayaa kooxda ka iibiyay Jim Hart. Liisanka waxaa loogu magac daray Cubs by "Chicago Daily News" sanadkii 1902, in kasta oo aysan si rasmi ah u noqon Chicago Cubs ilaa xilli ciyaareedkii 1907. Intii lagu guda jiray muddadan, oo loo yaqaanay xilligii kubbadda baseball-ka ee dhintay, ciyaartoyda kubada kubada ee Cub Joe Tinker, Johnny Evers, iyo Frank Chance ayaa caan ku noqday isku-darka laba-ciyaarista ee gabayga Franklin P. Adams ee "Baseball's Sad Lexicon". Gabaygan wuxuu markii ugu horreysay ka soo muuqday "New York Evening Mail" 18kii Luulyo, 1910. Mordecai "Saddex-farta" Brown, Jack Taylor, Ed Reulbach, Jack Pfiester, iyo Orval Guud ahaan waxay ahaayeen dhowr xiddig oo muhiim u ah Cubs inta lagu gudajiray waqtigan. Iyada oo Chance uu u shaqeynayay maamule ciyaartoy laga soo bilaabo 1905 ilaa 1912, Cubs waxay ku guuleysteen afar pennants iyo laba horyaal oo World Series ah muddo shan sano ah. In kasta oo ay ku dhaceen "Hitless Wonders" White Sox ee 1906 World Series, Cubs waxay diiwaan geliyeen rikoor 116 guul iyo boqolkiiba guusha ugu fiican (.763) taariikhda Major League. Iyada oo ay inta badan isku mid yihiin, Chicago waxay ku guuleysatay horyaalnimada Taxanaha Adduunka ee 1907 iyo 1908, waxayna noqotay kooxdii ugu horreysay ee Major League inay ka ciyaarto saddex jeer Fall Classic iyo tii ugu horreysay ee laba jeer ku guuleysata. Si kastaba ha noqotee, Cubs ma guuleysan doono World Series kale illaa 2016
; tani waxay sii ahaaneysaa abaarta ugu dheer ee horyaalnimada ee ciyaaraha xirfadeed ee Waqooyiga Ameerika.