Unsafe behavior while driving contributes to road accidents. The paper addresses cyclists’ risky behavior by employing a questionnaire-based survey to a sample of n = 1136 in the metropolitan area of Mexico City. The main results are as follows: (a) 31.4% and 24.2% of the participants use a mobile phone for talking and text messaging while cycling, respectively, with males engaging in these unsafe acts more often than females; (b) a high percentage of participants are most likely to communicate with their parents, through either talking (48.9%) or text messaging (39.6%); (c) regarding the use of mobile phones for talking/texting (along with social network and gender) as predictors of a crash/fall while cycling, it was found that a one SD change in the frequency of talking while cycling increased the odds of a crash/fall by a factor of 1.198, as did a one SD increase in the frequency of texting by 1.232, while gender contributed to the outcome but not the individuals to whom cyclists talk or text; (d) cycling “without holding the handlebars” contributed significantly to the outcome. An education campaign or legislation enforcement (or both) may be needed to prevent single-bicycle crashes related to this unsafe act.