Rubuta ci gaba ga wannan sakin layi - Don kakar 2008, Wheldon ya kasance tare da CGR. Ya fara shekarar da ya gama na uku a lokacin budewa na Indy 300 a Homestead <unk> Miami Speedway bayan ya motsa ta filin daga 22. Wheldon ya lashe RoadRunner Turbo Indy 300 a Kansas Speedway bayan tsere uku, ya zama direban IndyCar na farko da ya yi nasarar cin nasara biyu a jere a waƙar. Ya fara goma sha takwas a Indianapolis 500
kammala matsayi shida a matsayi na goma sha biyu saboda matsalolin sarrafawa a cikin zagaye na 50 na ƙarshe. Wheldon ya ɗauki nasararsa ta biyu (kuma ta ƙarshe) a kakar wasa a Iowa Corn Indy 250 a Iowa Speedway. Ya ba da kyautar da ya samu don taimakawa wadanda ke fama da hadari da ambaliyar ruwa da suka faru a Iowa. Kamar yadda IndyCar ya zama mafi daidaitawa zuwa hanyar hanya da titin tituna, aikinsa ya ragu a sauran tseren. Ya sami ƙarin matsayi na biyu, wuri na biyu a Nashville Speedway, da kuma biyar na bakwai na karshe a karo na hudu a gasar zakarun direbobi tare da maki 492.