This Jacket Trend Makes Every Outfit Look Expensive—25 Picks I'm Obsessed With

Contrary to popular belief, the best time to buy a jacket isn't winter. It's the weeks right before fall. Transitional-weather dressing is my personal Achilles heel. Fall's seasonal volatility means I'm walking out of the house in a cute outfit that leaves me feeling cold more often than not. The 50- and 60-degree weather is hard to dress for, but thankfully, I'm finding sartorial joy thanks to the one simple, elevated jacket silhouette that makes me feel like old money: collarless jackets.

Fall's sleeper jacket trend has to be one of my favorites of late due to its endless possibilities. Quilted jackets, tweed blazers, and worn-in leather jackets go with anything. For more traditional styles, the preppy East Coast Americana look fits right in with the quiet-luxury movement happening as of late. If a single collarless jacket takes my outfit from simple to Shiv Roy, I'm here for it.

Below, browse a few of my favorite collarless jackets, including a few ways to style them.

What you need: leather collarless jacket + maxi skirt + neutral bodysuit

What you need: structured collarless jacket + straight-leg denim

What you need: quilted collarless jacket + statement pants + white T-shirt

What you need: tweed or wool collarless jacket + dark-wash denim

What you need: collarless jacket or blazer + boxy trousers