Though the beachy backdrop might suggest otherwise, it was a surprisingly chilly fall weekend in Chicago. As the past few weeks have shown, the weather here can change in an instant, leaving even the smartest of Fashionistas unprepared. However, this week’s Fashionista is an exception.

Her outfit is not only a perfect transition look for fall but also gives a modern spin on classic pieces almost everyone owns. A tailored blue oxford shirt, dark wash jeans and tan leather boots are always in style come fall. But instead of making her look solely about the basics, this Fashionista added a red tank top with a slouchy scoop neck, a pretty silver pendant necklace, a sophisticated watch and a cream leather messenger bag. With these added items, she keeps the classic pieces from looking too professional and outdated. This Fashionista leaves us with an outfit that is unexpected and makes an easy statement.

Desperately looking for ways to update your timeless pieces? Try incorporating a key trend from the season. Because you don’t want to lose the classic look altogether, be careful not to overdo the trendy elements. Pick one trend to help your ensemble from looking too one-dimensional. This Fashionista uses the bold red tank top to add variety to her outfit. For something current this fall, try a brown fur vest, like this one from Urban Outfitters. If a fur vest is too intimidating, a simple statement necklace will add character to any outfit without being too overstated. For a trendy alternative to the favorite leather boot, look for a pair of comfortable smoking loafers, like these from Gap. 

Although trend-heavy outfits can look very fashion-forward, it's important to keep in mind the longeivity of a piece before you purchase it. Not only are basics very versatile in many seasons, they also act as the perfect counterpart to a daring trend. As this Fashionista shows, classic pieces are definitely worth the investment.