BB Milano poplin button down
LE lighthouse Nantucket Red chinos
AE belt and shoes
Several years ago, on a blog no longer accessible, I argued that the Ivy League Look of the late-fifties and early sixties had four different venues in which variations of the Look were appropriate: Those venues are: Campus, Country, Club, and City. Each of those locales require quite different Ivy Style looks. Here's a Fall Campus look, with no tie, an OCBD, a Lambswool crew neck sweater, and a handwoven, flecked, Donegal 3 roll 2 jacket. Khakis, Wigwams, and penny loafers finish the look.
This Campus venue is characterized by movements from indoors to outdoors every forty-five minutes or so – as one moved from building to building for different classes. Weather conditions could, and often did, change from sun, to rain, to sleet, to snow. Back in the early 1960s, a tie in the inside breast pocket was a requirement. You never knew when you'd end up in the Student Union with some gal, on what was then called a Coke date. Sadly to me, a Coke date may mean something entirely different today!
J. Press OCBD, LL Bean Lambswool Crew neck sweater, 3 roll 2 Handloomed Wool jacket, woven in County Donegal, Ireland, manufactured by Magee.
This set of apparel, worn for the changing weather conditions of the Campus, best characterizes the Ivy League Look to me. I loved wearing it in college and it remains my favorite Autumn look to this day.
It's casual, versatile, and adaptable to dressier needs.