Endotracheal intubation (ETI) is an emergency procedure performed in civilian and combat casualty care settings to establish an airway. Objective and automated assessment of ETI skills is essential for the training and certification of healthcare providers. However, the current approach is based on manual feedback by an expert, which is subjective, time- and resource-intensive, and is prone to poor inter-rater reliability and halo effects. This work proposes a framework to evaluate ETI skills using single and multi-view videos. The framework consists of two stages. First, a 2D convolutional autoencoder (AE) and a pre-trained self-supervision network extract features from videos. Second, a 1D convolutional enhanced with a cross-view attention module takes the features from the AE as input and outputs predictions for skill evaluation. The ETI datasets were collected in two phases. In the first phase, ETI is performed by two subject cohorts: Experts and Novices. In the second phase, novice subjects perform ETI under time pressure, and the outcome is either Successful or Unsuccessful. A third dataset of videos from a single head-mounted camera for Experts and Novices is also analyzed. The study achieved an accuracy of 100% in identifying Expert/Novice trials in the initial phase. In the second phase, the model showed 85% accuracy in classifying Successful/Unsuccessful procedures. Using head-mounted cameras alone, the model showed a 96% accuracy on Expert and Novice classification while maintaining an accuracy of 85% on classifying successful and unsuccessful. In addition, GradCAMs are presented to explain the differences between Expert and Novice behavior and Successful and Unsuccessful trials. The approach offers a reliable and objective method for automated assessment of ETI skills.