If it is your dream apply. But also develop a list of other schools that sing to you and you can see your self at. Stanford is a reach for every Stanford student. I think the think that helps is the application materials Why Stanford, what you are passionate at. Make the AO visualize you in the incoming class. And just as an aside Stanford and UChicago are very different schools. So maybe figure out if both are a good fit for you. Parents will always be proud of their children.