For Chidi: Chidi is always well-groomed and in sharp outfits. You'll need khaki pants and a button-up shirt with nice shoes and a belt to pull off this "Good Place" character.
For Eleanor: Eleanor can always be spotted in a casual yet somewhat put-together outfit, so strive for that. Wear jeans with a T-shirt or blazer, and that's really all you need to be as forking cool as Eleanor.