Waxad ku qortaa sii wadida cutubkan - Laga soo bilaabo 1986 ilaa 1988, isagoo wali ku socda Formula One, Cheever wuxuu ku guuleystay toban tartan oo baabuurta isboortiga ah ee Jaguar. Sanadkii 1990 wuxuu u guuray Mareykanka si uu u wado Chip Ganassi Racing ee taxanaha CART. Isku daygiisii ugu horeeyay
Indianapolis 500, wuxuu galay kaalinta sideedaad waxaana loogu magac daray tartanka Rookie of the Year, iyo sidoo kale CART Rookie of the Year. 1992, wuxuu kaalinta labaad galay tartanka wuxuuna galay kaalinta afaraad. Isku soo wada duuboo, wuxuu afar jeer ku guuleystay abaalmarinta laakiin waligiis ma guuleysan. Cheever wuxuu u safrayay kooxda A. J. Foyt, wuxuu ugu dhowaaday guusha Nazareth 1995; wuxuu hogaaminayay tartanka wareegga ugu dambeeya markii uu shidaalku dhammaaday.