Alright, no more procrastinating—it's time to amp up your cold-weather fashion game by upgrading your closet with chic sweater dresses and different boot styles. Boots with sweater dresses are the perf fall outfit recipe for keeping cozy and warm but also looking and feeling elevated. No matter if you like your knits chunky, fitted, mini, maxi, or anything in between, you'll find fall fashion inspiration with ankle boots, knee-high styles, and more. Check this shoppable list of top-tier dress and boot styles you need to try out ASAP. You'll be expertly styling winning sweater dress and boots combinations in no time!


A Sweater Dress + White Boots

burberry summer 2025 show roaming arrivals
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Take it from Normani—sometimes, you don't have to do the most to make a statement. White boots and a chic brown number with fringe will do all the talkin' for ya.

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Rylee Midi Dress in Brown
Rails Rylee Midi Dress in Brown
Now 35% Off
Laroche
Aldo Shoes Laroche
Loop Fringe Long Sleeve Minidress in Chocolate Brown
Endless Rose Loop Fringe Long Sleeve Minidress in Chocolate Brown


Oversized Sweater + Biker Boots

street style february 2024 new york fashion week
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Hack! Get an oversized sweater and wear it as a dress. Like, how adorbs is this crewneck sweater from Coach? Unfortch, it's out of stock but I found a really cute alternative! When wearing something so cutesy, it's always fun to add some edge via a slouchy biker boot.

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Crewneck Goose Long Sleeve Sweater
Aelfric Eden Crewneck Goose Long Sleeve Sweater
Gigi 54mm Rectangular Sunglasses in Dark Brown Tortoise
Elisa Johnson Gigi 54mm Rectangular Sunglasses in Dark Brown Tortoise
Veronica Short Boots
Frye Veronica Short Boots

A Maxi Sweater Dress + Chunky Boot

street style february 2024 new york fashion week
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You see how a pink sweater maxi dress, a fur coat, and chunky boot makes for the perfect Barbie-esque slay? These Chloe "Betty" boots are fab and also come in pink (!!). But the below pair by French Connection are equally cute and v affordable!

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Ramona Long Sleeve Wool Blend Sweater Dress
STAUD Ramona Long Sleeve Wool Blend Sweater Dress
Now 35% Off
Faux Fur Open Front Long Shaggy Coat
PRETTYGARDEN Faux Fur Open Front Long Shaggy Coat
Women's Terrain Boots
French Connection Women's Terrain Boots

A Striped Mini + Platform Boots

street style day 4 milan fashion week womenswear fallwinter 2024 2025
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I know you have at least one striped sweater in your closet, but how about a striped sweater dress? It'll be even cuter if it's a mini and you can maximize the moment with platform boots.

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Striped Sweater Dress
ZESICA Striped Sweater Dress
Large Yari Leather Belt Bag
Yvonne Koné Large Yari Leather Belt Bag
Now 55% Off
Journey Platform Boot
Anne Klein Journey Platform Boot

A Turtleneck Dress + Matching Boots

street style paris fashion week womenswear springsummer 2025 day seven
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Monochromatic styles are always a vibe. But if ya want, you can break up a red sweater and matching boots with a black coat and handbag.

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Uptown Girl Mock Neck Sweater Dress
Vici Collection Uptown Girl Mock Neck Sweater Dress
Glazed Faux-Ever Leather Belted Trench Coat Jacket
Avec Les Filles Glazed Faux-Ever Leather Belted Trench Coat Jacket
Red Leather
SMITH Red Leather

A Mini Dress + Thigh-High Boots

street style day 5 milan fashion week womenswear springsummer 2025
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Go for the tiniest dress and wear it with some thigh-high boots so you can show off just how high your patent boots go.

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Oversized Sweater Dress
Bebe Oversized Sweater Dress
Overlook Over The Knee Boots
Jeffrey Campbell Overlook Over The Knee Boots
Bond Long Top Handle Clutch
Kurt Geiger London Bond Long Top Handle Clutch

A Tasseled Dress + Studded Boots

street style february 2024 new york fashion week
Edward Berthelot//Getty Images

Bring some movement into your 'fit with a sweater dress that has some fun tassels. Studded boots will add a hardcore element to the look.

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Fringe Sweater Dress
Eloquii Fringe Sweater Dress
Now 55% Off
Barla Bootie
BCBGeneration Barla Bootie
Knit Mock Neck Long Sleeve Criss Cross Bodycon Tiered Fringe Maxi Sweater Dress
EveryRibbed Knit Mock Neck Long Sleeve Criss Cross Bodycon Tiered Fringe Maxi Sweater Dress

Gray Sweater Dress + Metallic Boots

street style february 2024 new york fashion week
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Go gray with a chunky knit maxi dress and ice yourself out with bold metallic boots and accessories.

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Boucle Chunky Knit High Neck Maxi Dress
ASOS EDITION Boucle Chunky Knit High Neck Maxi Dress
Tabby Shoulder Bag 20 With Quilting
Coach Tabby Shoulder Bag 20 With Quilting
Gail Up Smashed Metallic Leather Boot
Schutz Gail Up Smashed Metallic Leather Boot
Now 40% Off

A Flowy Dress + Cap-Toe Boots

street style paris fashion week womenswear springsummer 2025 day nine
Raimonda Kulikauskiene//Getty Images

Cap-toe boots are so chic, especially when you pair 'em with an ivory dress.

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Titta Maxi Dress in Ivory
Tularosa Titta Maxi Dress in Ivory
Milla Cap Toe Knee High Boots
Stuart Weitzman Milla Cap Toe Knee High Boots
Emily Long Sleeve Knit Maxi Dress - Ivory Marle
Meshki Emily Long Sleeve Knit Maxi Dress - Ivory Marle


Headshot of Tarah-Lynn Saint-Elien

Tarah-Lynn Saint-Elien is the fashion editor at Cosmopolitan, writing weighty and witty stories that run the gamut of gushing over Zendaya to convincing you of everything you need in your closet! She began her journey in the industry with a fashion and faith blog and an internship at Elle about 10 years ago. Since then, she's also served as the style editor at The Haitian Times. The Haitian-American pageant queen is Miss Supranational Haiti 2024, a Syracuse Masters graduate, and the author of three books, including: Claim Your Crown. Follow her on Instagram and TikTok: @iamtarahlynn.