Skull Stripping is a requisite preliminary step in most diagnostic neuroimaging applications. Manual Skull Stripping methods define the gold standard for the domain but are time-consuming and challenging to integrate into pro-cessing pipelines with a high number of data samples. Automated methods are an active area of research for head MRI segmentation, especially deep learning methods such as U-Net architecture implementations. This study compares Vanilla, Residual, and Dense 2D U-Net architectures for Skull Stripping. The Dense 2D U-Net architecture outperforms the Vanilla and Residual counterparts by achieving an accuracy of 99.75% on a test dataset. It is observed that dense interconnections in a U-Net encourage feature reuse across layers of the architecture and allow for shallower models with the strengths of a deeper network.