This study investigates the relationship between dating app usage, self-esteem, and loneliness, with a focus on possible gender differences. Data was obtained from 106 individuals aged 18–30, all of whom were current users of swipe-based dating apps such as Tinder, Bumble, and Hinge, using a quantitative survey study approach. The study aims to shed light on the self-esteem and loneliness dynamics in the setting of online dating by using the Rosenberg Self Esteem Scale and the UCLA Loneliness Scale in an online survey format. T-tests were used to investigate gender variations in self-esteem and loneliness levels. While the findings did not indicate statistically significant gender differences, the presence of small to medium effect sizes suggests the presence of visible patterns in the data. The findings underscore the need for app developers and researchers to prioritize features that cater to the well-being of all users, irrespective of gender. Furthermore, it prompts an acknowledgment that online dating, while transformative, may not offer a comprehensive remedy for loneliness. The conclusion draws attention to the significance of real-world social interactions and support networks in mitigating loneliness effectively.