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Fall Bootie Guide 2019: Your Feet Will Thank You
Diana Nguyen Sep 19, 2019
Macys Boots

Go ahead — call us basic. We'll just be over here, waiting with bated breath, for the slightest drop in temperature, ready to pull out our chunky sweaters and jeans. The fact that every season comes with a valid excuse to upgrade our wardrobes doesn't feel too shabby either. But before fall fever commences, let's take a beat to review the best bootie trends of 2019.

This season, the supermodel-loved white boot trend is still going strong; while, a few timeless iterations of the classic Chelsea boot are being added to cart. There's even a few fierce steppers featuring a range of animal and reptile prints. Basically, (statement) bootie, (monochrome) bootie, (buckle) bootie rockin' everywhere (if you know, you know).

So, where's the best place to peruse them all? Enter: the shopping vortex that is Macy's. While the big-box retailer houses all different types of boots (knee-high, combat, rain, etc.), its ankle, or bootie, collection is just as exciting as the thought of drinking a pumpkin spice latte on a crisp autumn day. Oh, c'mon. You know you want one.

Photo courtesy: Macy's
Let's keep it real: Things you buy through our links may earn Honey a commission. Prices are accurate and items in stock as of time of publication.

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Fall Bootie Guide 2019: Your Feet Will Thank You
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Metal-tone hardware, like buckles, with streamlined styles and chunky heels adds a subtle impact that matches with everything.

Shop: Bella Vita Klaire Ankle Booties, $120, available at Macy's

Bella Vita Klaire Ankle Booties
The Buckle Boot
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Animal print and fall go together like pumpkin spice and caffeine. Don't feel overwhelmed by this look — treat it like a neutral. You can wear it with anything, including denim jeans or a little black dress. The best part? These boots come in many of this season's current trends (read: white leather, patent leather, and more).

Shop: Sam Edelman Hilty Ankle Booties, $180, available at Macy's

Sam Edelman Hilty Ankle Booties
The Rawr Boot
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With the exception of a formal affair, this boot works for most occasions — date night, hanging with the boys, you name it.

Shop: Clarks Men's Bushacre 2 Chukka Boots, $100, available at Macy's

Clarks Mens Bushacre
The Go-Everywhere Boot
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There's nothing more satisfying than the sound of stepping on fallen crunchy leaves...unless fierce reptile-print booties are doing it.

Shop: INC International Concepts I.N.C. Floriann Block-Heel Ankle Booties, $99.50, available at Macy's

INC Floriann Ankle Booties
The Statement Boot
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The shoelaces and shaft height make it just casual enough; while, the brown leather and sleek style make it ready for a night on the town.

Shop: Alfani Men's Jack Cap Toe Boots, $59.99, available at Macy's

Alfani Mens Jack Cap Toe Boots
The Can't-Go-Wrong Boot
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Whether you're staff or navigating that freelance life, a Chelsea boot with a little bit of sheen will work no matter your office dress code.

Shop: Deer Stags Men's Rockland Memory Foam Chelsea Boot, $57, available at Macy's

DEER STAGS Mens Rockland Memory Foam Chelsea Boot
The Work Boot
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A little color never hurt anybody, especially in the season's big trends: deep reds, purples, and oranges.

Shop: Lauren Ralph Lauren Wharton Booties, $150, available at Macy's

Ralph Lauren Wharton Booties
The Burgundy Boot
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Supermodels and street-style stars will continue to rock this '70-inspired trend through to 2020 (and maybe longer).

Shop: Carlos by Carlos Santana Mandarin Booties, $69, available at Macy's

Carlos Santana Mandarin Booties
The White Boot
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A spacious bootie that cinches in here and slouches there creates interesting dimensions that'll complement your fall leggings or skinny jeans.

Shop: CHARLES by Charles David Barrie Booties, $159, available at Macy's

Charles David Barrie Booties
The Slouchy Boot
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No matter your gender, a Chelsea boot is one of the most utilitarian fall shoes. Whichever your choice, you can't go wrong. To stand apart from the pack, a black leather bootie with brown soles shows how clothes-minded (get it?!) you are.

Shop: Vance Co. Men's Landon Dress Boot, $80, available at Macy's

Vance Co Mens Landon Dress Boot
The Hip Boot
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Leather, canvas, or other — a pointy-toe bootie means business.

Shop: Cole Haan Havana Booties, $170, available at Macy's

Cole Haan Havana Booties
The Pointy Boot
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Is it a boot? Is it a sneaker? It doesn't matter, because this shoe comes with a shearling-lined interior — all you basically need to keep those feet warm.

Shop: Frye Men's Essex Leather and Sherling Chukka Boots, $298, available at Macy's

Frye Mens Essex Chukka Boots
The Sneaker Boot
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A white combat boot with cut-outs? Game-changer.

Shop: MICHAEL Michael Kors Bensen Cut Out Booties, $225, available at Macy's

Michael Kors Bensen Booties
The Cutout Bootie
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Wear these edgy boots with a monochrome look for major Matrix-chic vibes, or pair it with denim and a casual tee. Either way, you can't go wrong.

Shop: Calvin Klein Men's Fenwick Dress Casual Chelsea Boots, $169, available at Macy's

Calvin Klein Mens Fenwick Chelsea Boots
The All-Black Boot