Step length is a critical gait parameter that allows a quantitative assessment of gait asymmetry. Gait asymmetry can lead to many potential health threats such as joint degeneration, difficult balance control, and gait inefficiency. Therefore, accurate step length estimation is essential to understand gait asymmetry and provide appropriate clinical interventions or gait training programs. The conventional method for step length measurement relies on using foot-mounted inertial measurement units (IMUs). However, this may not be suitable for real-world applications due to sensor signal drift and the potential obtrusiveness of using distal sensors. To overcome this challenge, we propose a deep convolutional neural network-based step length estimation using only proximal wearable sensors (hip goniometer, trunk IMU, and thigh IMU) capable of generalizing to various walking speeds. To evaluate this approach, we utilized treadmill data collected from sixteen able-bodied subjects at different walking speeds. We tested our optimized model on the overground walking data. Our CNN model estimated the step length with an average mean absolute error of 2.89 ± 0.89 cm across all subjects and walking speeds. Since wearable sensors and CNN models are easily deployable in real-time, our study findings can provide personalized real-time step length monitoring in wearable assistive devices and gait training programs.