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
Ana Escalante is an award-winning journalist and Gen Z editor known for her sharp takes on fashion and culture. She’s covered everything from Copenhagen Fashion Week to Roe v. Wade protests as the Editorial Assistant at Glamour after earning her journalism degree at the University of Florida in 2021. At Who What Wear, Ana mixes wit with unapologetic commentary in long-form fashion and beauty content, creating pieces that resonate with a digital-first generation. If it’s smart, snarky, and unexpected, chances are her name’s on it.
-
This Is Your Last Chance to Shop the Amazon Big Spring Sale—31 Chic Finds Not to Miss
So good even Levi's jeans are on sale.
By Jennifer Camp Forbes
-
Sporty, Unexpected, and Unquestionably Cool—The Outerwear Trend That Will Supercharge Your Spring Wardrobe
Who doesn't love a comfy way to be on-trend?
By Judith Jones
-
Rich-Looking Outfits Are the Goal—31 Chic Pieces From the Amazon Big Spring Sale That Fit the Bill
These will have you doing a double take.
By Jennifer Camp Forbes
-
Elegant Dressers Will Find TheseReplica Store Jackets, Shoes, and Dresses Irresistibly Chic
There's something for every budget.
By Judith Jones
-
I've Felt Blah About Denim Jackets, But This Chic Update Just Made Me Do a 180
Elegant, no?
By Natalie Cantell
-
In Paris, Stylish Women Prefer This Timeless Trend Over Bombers *and* Blazers
Here are 13 to shop.
By Eliza Huber
-
I Found a Trove of Cool-Girl Basics From theReplica Store Sale—31 Chic Standouts
These have closet-staple status.
By Jennifer Camp Forbes
-
If You Want to Look Rich This Spring, This Is the Only Jacket Trend to Consider
From Toteme to H&M, all the brands are on board.
By Natalie Cantell