The objective of this study was to investigate the generational differences among US commercial airline pilots regarding their attitudes toward safety. A survey was distributed to three different US airlines: one major commercial airline, one regional airline, and one charter airline. A total of 106 pilots participated in this study. The pilots were categorized into three groups of generations based on birth years: Baby Boomers: 1946-1964, Generation X: 1965-1980, and Generation Y: 1981-2000. Through the use of one-way Analysis of Variance (ANOVA), the results of the analyses found that there was no significant difference between the generations of pilots regarding safety attitudes. In the subcategory of self-confidence, the results indicated no significant differences between the different generations of pilots. However, in the subcategories of risk orientation and safety orientation, significant differences were detected among the three generations of pilots. Baby Boomers were found to have the lowest risk tolerance, while Generation Y had the highest. Conversely, Baby Boomers were found to have the highest safety orientation, with the lowest being that of Generation Y.