New Trier is…wait for it…legendary. Kids and teachers at prep schools in New England know about New Trier. When college freshman at even the most snooty of elite colleges do the measuring contest of where you went to high school, New Trier carries a legit cachet, especially among the kids from suburban Chicago who couldn’t go to New Trier. If you are within walking distance of New Trier for free, that pretty much says it all. All that time commuting somewhere else is time your kids will never get back.