As much as welcome the return of perfect fall weather, what really gets us going is the triumphant return of our favorite autumnal wardrobe: namely, jackets and boots. These are two key pieces that don’t see the light of day during the sweltering months of the year.
From classic autumn outerwear like leather jackets and blazers to quintessential fall boots like the cowboy and Chelsea variety, we’re looking ahead to cozy season — and the better-together outfit pairings that come along with it. Ahead, six star outfit combos to get the fashion inspiration juices flowing.
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Blazers are a fall staple for a reason: They instantly add structure and cool factor to any outfit, and they are perfect for transitional dressing. This Everlane version incorporates traditional suiting elements with a slightly boxy fit that pairs perfectly with denim, midi skirts — basically anything.
Everlane The Oversized Blazer, $, available at Everlane
Lean into a blazer’s polished vibe by pairing it with a modern take on the iconic riding boot. (How chic is this caramel suede?)
Matisse Adriana Knee High Riding Boot, $, available at Nordstrom
Embrace cozy season to the fullest by donning a fall jacket in one of the season’s favorite fabrics: corduroy. This relaxed silhouette gives shacket vibes but is still chic enough for a chill date-night look.
Reformation Layne Corduroy Jacket, $, available at Reformation
This bestselling boot from Madewell is perfect for dressing up an oversized jacket, thanks to its stacked heel, sleek shape, and lace-up front.
Madewell The Patti Lace-Up Boot, $, available at Madewell
We may seem a ways away from leatha weatha, but it’ll likely be here before we know it. Don’t be caught without your trusty jacket — and if you need a new one, this faux version from Gap will certainly fit the bill.
Gap Faux-Leather Moto Jacket, $, available at Gap
Platforms are back and better than ever — and we love them in boot form. Rock some head-to-toe black this fall by pairing your go-to leather jacket with a rocker-inspired boot. (These low-key give Bratz vibes, no?)
Vagabond Shoemakers Brooke Mid Platform Boot, $, available at Urban Outfitters
Bomber jacket, but make it Lululemon. The beloved athleisure brand may not be top of mind for outerwear, but trust us — the stuff is quality. This cropped bomber is perfect for casual outings, brisk dog walks, and more.
Lululemon Short Insulated Bomber Jacket, $, available at Lululemon
These Dr. Martens are an elevated (literally) interpretation of the pull-on Chelsea boot, making them perfect for stomping around the city and living your best life.
Dr. Martens Audrick Nappa Leather Platform Chelsea Boots, $, available at Dr. Martens
This slouchy surplus jacket from Free People is like a hug in clothing form: It’s roomy yet stylish, and it goes with anything in your closet.
We The Free Viva Surplus Jacket, $, available at Free People
Cowboy boots aren’t going anywhere anytime soon. If you don’t have a pair yet, don’t let another season come and go before copping one — especially when it’s this in metallic champagne.
Dolce Vita Lunar Cowboy Boot, $, available at DSW
There’s nothing more ladylike than a tweed jacket — just ask Barbie! This pick from Abercrombie is the perfect outfit-making fall hero piece that you’ll be wearing on repeat.
Abercrombie & Fitch Collarless Tweed Jacket, $, available at Abercrombie & Fitch
This boot from editor-fave brand Larroudé (founded by a former fashion editor) is, simply, flawless. The pointed toe! The kitten heel! The buttery suede!
Larroudé Mini Kate Bootie, $, available at Revolve
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