Machine learning has become an effective tool for processing the extensive data sets produced by large physics experiments. Gravitational-wave detectors are now listening to the universe with quantum-enhanced sensitivity, accomplished with the injection of squeezed vacuum states. Squeezed state preparation and injection is operationally complicated, as well as highly sensitive to environmental fluctuations and variations in the interferometer state. Achieving and maintaining optimal squeezing levels is a challenging problem and will require development of new techniques to reach the lofty targets set by design goals for future observing runs and next-generation detectors. We use machine learning techniques to predict the squeezing level during the third observing run of the Laser Interferometer Gravitational-Wave Observatory (LIGO) based on auxiliary data streams, and offer interpretations of our models to identify and quantify salient sources of squeezing degradation. The development of these techniques lays the groundwork for future efforts to optimize squeezed state injection in gravitational-wave detectors, with the goal of enabling closed-loop control of the squeezer subsystem by an agent based on machine learning.