This study explores factors influencing an individual's likelihood of using a bicycle. Using the results of a cross-sectional survey administered to 400 residents of Iloilo City, Philippines, the likelihood of using bicycles during pleasant weather, when travelling at night, during peak hours of traffic, and for recreation, were fitted with 28 explanatory variables comprising the socio-economic factors, psychological factors, environmental factors, and trip purposes. Models were generated using binomial logistic regression for the four outcome conditions. Socio-economic variables such as gender, and psychological factors consistently appeared as significant predictors, particularly the perception of self-efficacy and inherent preference for bicycle as a mode of transport. Environmental factors such as connectivity, bikeable destinations, and security are also significant predictors of propensity to use bicycles. Practical ways to increase bicycling rates and recommendations to improve the predictive capacity of the models are also discussed.