Does a 1999 Dakota R/T have a factory trans cooler?

 

As near as I can find, the only transmission cooler you'll have is the one in the radiator. An external was an option though, as part of the heavy duty service group.

If you get your build sheet from Dodge it should be listed. Follow this thread:
https://dodgeforum.com/forum/2nd-gen...-my-truck.html