One problem related to transmission not go into gear has been reported for the 2008 Dodge Caliber. The most recently reported issues are listed below. Please also check out the statistics and reliability analysis of the 2008 Dodge Caliber based on all problems reported for the 2008 Caliber.
Trouble shifting into 3rd gear. Requires double clutching to enter into 3rd gear and also grinds when entering. It will shift back into neutral if gear shift is not held in 3rd gear position when releasing the clutch. Also has instances of trouble going into 4th with grind when shifting. Only goes into gear 10% or time; I mostly skip 3rd gear altogether. Chrysler/Jeep/Dodge service bulletin #21-011-08 (March 7,2008) recommends replacement of 3rd/4th/5th & reverse gear synchronizer rings if this occurs. It recommends that if the transmission is opened from any service that these rings should be replaced regardless of condition.