Gender gaps in voter turnout and electoral representation have narrowed, but other forms of gender inequality remain. We examine gendered differences in donations: who donates and to whom? Donations furnish campaigns with necessary resources, provide voters with cues about candidate viability, and influence which issues politicians prioritize. We exploit an administrative data set to analyze donations to Canadian parties and candidates over a 25-year period. We use an automated classifier to estimate donor gender and then link these data to candidate and party characteristics. Importantly, and in contrast to null effects from research on gender affinity voting, we find women are more likely to donate to women candidates, but women donate less often and in smaller amounts than men. The lack of formal gendered donor networks and the reliance on more informal, male-dominated local connections may influence women donors’ behavior. Change over a quarter century has been modest, and large gender gaps persist.