In this paper, we explore automatic prediction of dialect density of the African American English (AAE) dialect, where dialect density is defined as the percentage of words in an utterance that contain characteristics of the non-standard dialect. We investigate several acoustic and language modeling features, including the commonly used X-vector representation and ComParE feature set, in addition to information extracted from ASR transcripts of the audio files and prosodic information. To address issues of limited labeled data, we use a weakly supervised model to compress prosodic and X-vector features into more task-relevant representations. An XGBoost model is then used to predict the speaker's dialect density from these features and show which are most significant during inference. We evaluate the utility of these features both alone and in combination for the given task. This work, which does not rely on hand-labeled transcripts, is performed on audio segments from the CORAAL database. We show a significant correlation between our predicted and ground truth dialect density measures for AAE speech in this database and propose this work as a way to automatically explain and mitigate bias in speech technology.