UGG boots have made a triumphant return to the fashion spotlight, proving that cozy doesn’t have to mean compromising on style. While what you wear on your feet is ultimately up to you, I took to the archives to comb through hundreds of street-style images. After hours of research, I found my definitive answer: yes, smart, polished-looking Ugg outfits that anyone—and I genuinely do mean anyone—can pull off absolutely exist. From tall Uggs making a comeback for Fall 2025 to versatile styling options, these beloved boots are no longer just for lounging at home.
The key to achieving chic Ugg outfits lies in thoughtful styling and choosing the right pieces to complement their cozy aesthetic. Fall/Winter in 2025 calls for warm and stylish footwear, and a pair of UGGs, particularly the UGG Tasman slippers, are perfect. Pair them with dark wash jeans and an oversized sweater for a casual yet chic look. Whether you’re running errands or heading to brunch, these 20 outfit inspirations will help you style your Uggs with confidence and sophistication.
1) Classic Ugg Boots with Skinny Jeans and Oversized Cardigan
[Image: Chestnut Classic Ugg boots paired with dark wash skinny jeans and cream oversized cardigan with gold jewelry]
Photo Credit: UGG Official Styling Team via UGG.com
Classic Ugg boots remain the ultimate foundation for cozy-chic styling. Their timeless silhouette pairs effortlessly with fitted bottoms and flowy tops for balanced proportions.
Choose dark wash skinny jeans that tuck easily into the boots and layer with oversized cardigans in neutral tones like cream, camel, or soft gray.
Add delicate gold jewelry and a structured crossbody bag to elevate the casual elements. This combination works perfectly for weekend errands or casual coffee dates.
2) Ugg Tasman Slippers with Wide Leg Trousers
[Image: Chestnut Ugg Tasman slippers with cream wide leg trousers and fitted black turtleneck]
Photo Credit: Marie Claire Fashion Team via MarieClaire.com
Elevate your preppy outfits with these trendy Ugg Tasman slippers, perfect for cute fall spring looks! Whether you’re running errands or meeting friends, these shoes add a cozy touch to any casual outfit. The platform detail adds subtle height while maintaining comfort.
Pair with high-waisted wide leg trousers in neutral colors and fitted tops to create sophisticated silhouettes that work for both casual and elevated occasions.
Choose trousers that hit just above the ankle to show off the slippers. Add a structured blazer when you need extra polish for meetings or lunch dates.
3) Platform Ugg Boots with Mini Skirt and Tights
[Image: Black platform Ugg boots with plaid mini skirt, black tights, and cream cable knit sweater]
Photo Credit: Who What Wear Editorial via WhoWhatWear.com
Ugg’s platform boots and slippers have become some of the most popular styles from the brand. The elevated take (pun intended) on your standard Ugg shoes adds just a bit of lift but not so much so that they feel extra clunky or cumbersome to walk around in.
Style platform Uggs with mini skirts and thick tights for a playful yet sophisticated fall look. Cable knit sweaters add texture while maintaining cozy comfort.
Choose mini skirts in classic patterns like plaid or houndstooth. The contrast between feminine skirts and chunky boots creates an appealing high-low mix that’s perfectly on-trend.
4) Tall Ugg Boots with Leggings and Long Tunic
[Image: Sand-colored tall Ugg boots with black leggings and oversized cream tunic sweater]
Photo Credit: UGG Official Fall Collection via UGG.com
Tall Ugg boots create dramatic silhouettes while providing maximum warmth and coverage. They work beautifully with fitted bottoms and oversized tops for balanced proportions.
Choose leggings in neutral colors and pair with tunics that hit mid-thigh for the most flattering length. Look for tunics with interesting textures or subtle patterns.
Layer delicate necklaces for added sophistication. This combination works perfectly for casual days when you want to look put-together while staying incredibly comfortable.
5) Ugg Slippers with Straight Leg Jeans and Blazer
[Image: Brown Ugg slippers with medium wash straight leg jeans and camel structured blazer over white tee]
Photo Credit: Marie Claire Style Guide via MarieClaire.com
Style with simple, straight leg jeans and a neutral cardigan for a look that is effortless and chic. Ugg slippers can be elevated with structured pieces like tailored blazers for smart-casual occasions.
Choose well-fitted straight leg jeans that complement the relaxed nature of slippers while maintaining a polished overall appearance throughout your outfit.
Add structured blazers in neutral tones and simple white tees. This combination strikes the perfect balance between comfort and sophistication for casual Fridays or weekend activities.
6) Short Ugg Boots with Midi Dress and Denim Jacket
[Image: Chestnut short Ugg boots with floral midi dress and oversized denim jacket]
Photo Credit: UGG Seasonal Styling via UGG.com
Short Ugg boots provide versatility for transitional weather while maintaining the cozy aesthetic. They pair beautifully with flowing midi dresses for feminine contrast.
Choose midi dresses in prints or solid colors that complement the boots’ neutral tones. Denim jackets add casual layering perfect for changing fall temperatures.
Scrunch the boots slightly for a relaxed, effortless look. Add a crossbody bag and delicate jewelry to complete this perfectly balanced casual-chic combination.
7) Ugg Boots with Leather Leggings and Oversized Sweater
[Image: Black Ugg boots with black leather leggings and cream oversized knit sweater]
Photo Credit: Who What Wear Trends via WhoWhatWear.com
Leather leggings add edge to cozy Ugg boots while maintaining comfort and wearability. This combination works for both day and evening casual occasions.
Choose fitted leather leggings that tuck easily into boots and pair with oversized sweaters in contrasting colors for visual interest and flattering proportions.
Add statement earrings and a structured bag to elevate the look. This outfit works perfectly for dinner with friends or casual date nights when you want style and comfort.
8) Platform Ugg Slippers with Pleated Skirt
[Image: Cream platform Ugg slippers with navy pleated midi skirt and fitted white turtleneck]
Photo Credit: UGG Official Editorial via UGG.com
Platform Ugg slippers create unexpected sophistication when paired with pleated skirts. This combination balances casual comfort with feminine elegance perfectly.
Choose pleated skirts in classic colors that hit at or just below the knee. Fitted turtlenecks create clean lines that complement the skirt’s structure.
Add simple gold jewelry and a structured tote bag. This look works beautifully for casual office days or lunch meetings where you want polish without sacrificing comfort.
9) Tall Ugg Boots with Sweater Dress
[Image: Gray tall Ugg boots with cream cable knit sweater dress and long cardigan]
Photo Credit: Marie Claire Fall Fashion via MarieClaire.com
Sweater dresses pair naturally with tall Ugg boots for ultimate cozy-chic styling. This monochromatic approach creates sophisticated, put-together looks effortlessly.
Choose sweater dresses that hit at or just above the knee to show off the boot height. Layer with long cardigans for additional warmth and styling interest.
Add delicate jewelry and a crossbody bag in complementary neutral tones. This outfit works perfectly for weekend activities or casual dinner plans during fall weather.
10) Classic Ugg Boots with High-Waisted Jeans and Crop Top
[Image: Sand Classic Ugg boots with high-waisted straight leg jeans and cream fitted crop sweater]
Photo Credit: UGG Styling Guide via UGG.com
High-waisted jeans create flattering silhouettes when paired with classic Ugg boots. The proportion balance between fitted bottoms and cozy footwear works beautifully.
Choose crop tops or fitted sweaters that hit at the natural waist to complement high-waisted jeans. Neutral color palettes create cohesive, sophisticated looks.
Layer delicate necklaces to fill the gap between crop top and high-waisted jeans. Add a denim or leather jacket for temperature versatility throughout the day.
11) Ugg Slippers with Wide Leg Jeans and Button-Down
[Image: Chestnut Ugg slippers with cream wide leg jeans and white oversized button-down shirt]
Photo Credit: Who What Wear Casual via WhoWhatWear.com
Emily Ratajkowski stepped out for a study in contrasts, pairing a low-profile Ugg slipper with a black leather trench, neon top, and micro mini skirt. The styling is slightly subversive, proving slippers can be styled in unexpected ways.
Wide leg jeans create elegant silhouettes that balance the casual nature of Ugg slippers while maintaining comfort and wearability for everyday activities.
Choose oversized button-down shirts and tuck in the front for waist definition. Roll up sleeves and add minimal jewelry for effortlessly chic everyday styling.
12) Short Ugg Boots with Plaid Shirt Dress
[Image: Black short Ugg boots with red and black plaid shirt dress and black tights]
Photo Credit: UGG Fall Collection via UGG.com
Plaid shirt dresses embody fall styling while Ugg boots add cozy comfort. This combination works perfectly for casual weekend activities or running errands in style.
Choose shirt dresses in classic plaid patterns and add thick tights for warmth. Belt the dress at the waist for flattering definition and feminine shaping.
Add a denim jacket or cardigan for layering options. Simple jewelry and a crossbody bag complete this perfectly balanced casual-chic fall combination.
13) Platform Ugg Boots with Biker Shorts and Oversized Hoodie
[Image: Cream platform Ugg boots with black biker shorts and oversized beige hoodie]
Photo Credit: Marie Claire Street Style via MarieClaire.com
Athleisure meets cozy comfort when platform Ugg boots pair with biker shorts and hoodies. This trend-forward combination works for gym sessions or casual weekend activities.
Choose fitted biker shorts in neutral colors and oversized hoodies that provide comfort without looking sloppy. The platform boots add height and style interest.
Add a baseball cap and crossbody bag for functional accessories. This look works perfectly for active days when you want to look stylish while staying comfortable.
14) Tall Ugg Boots with Denim Mini Skirt
[Image: Chestnut tall Ugg boots with denim mini skirt, cream fitted sweater, and brown leather jacket]
Photo Credit: UGG Editorial Team via UGG.com
Denim mini skirts create youthful contrast with tall Ugg boots while maintaining fall-appropriate styling. This combination balances feminine and casual elements perfectly.
Choose high-waisted denim mini skirts and fitted sweaters that complement the boot color. Layer with leather jackets for edge and additional warmth.
Add simple gold jewelry and a structured bag. This outfit works beautifully for casual dinner dates or weekend activities when you want to look effortlessly stylish.
15) Ugg Slippers with Joggers and Fitted Tank
[Image: Gray Ugg slippers with matching gray joggers and white fitted tank top with cardigan]
Photo Credit: Who What Wear Athleisure via WhoWhatWear.com
Elevated athleisure styling pairs Ugg slippers with coordinated joggers for sophisticated comfort. This monochromatic approach creates polished casual looks for active days.
Choose joggers in neutral colors that coordinate with slippers. Fitted tanks and open cardigans add layers while maintaining the relaxed aesthetic.
Add delicate jewelry and a structured crossbody bag to elevate the athletic elements. This look works perfectly for casual shopping trips or coffee runs.
16) Classic Ugg Boots with Corduroy Pants and Turtleneck
[Image: Sand Classic Ugg boots with brown corduroy wide leg pants and cream turtleneck sweater]
Photo Credit: UGG Fall Styling via UGG.com
Corduroy pants add texture and vintage appeal when paired with classic Ugg boots. This combination embraces fall’s earthy tones while maintaining cozy comfort.
Choose wide leg corduroy pants in rich fall colors like brown, rust, or olive. Fitted turtlenecks create clean lines that balance the textured pants.
Add a structured blazer when you need extra polish. Simple gold jewelry and a leather bag complete this sophisticated yet comfortable fall combination.
17) Short Ugg Boots with Slip Dress and Cardigan
[Image: Black short Ugg boots with cream silk slip dress and oversized gray cardigan]
Photo Credit: Marie Claire Layering via MarieClaire.com
Slip dresses gain cozy appeal when styled with Ugg boots and cardigans. This unexpected combination creates sophisticated casual looks perfect for transitional weather.
Choose slip dresses in neutral colors and layer with oversized cardigans for warmth and coverage. The contrast between feminine dresses and casual boots works beautifully.
Add delicate jewelry and a crossbody bag. This outfit works perfectly for brunch with friends or casual dinner dates when you want effortless sophistication.
18) Platform Ugg Slippers with Cargo Pants
[Image: Cream platform Ugg slippers with olive cargo pants and fitted white long-sleeve top]
Photo Credit: UGG Contemporary via UGG.com
Cargo pants embrace utility trends while platform Ugg slippers add comfort and style. This combination works for active days when you need both function and fashion.
Choose well-fitted cargo pants that aren’t too baggy and pair with fitted tops to balance proportions. Neutral color combinations create cohesive, polished looks.
Add a denim jacket or blazer for additional styling options. Simple accessories and minimal jewelry complete this trend-forward yet wearable combination.
19) Tall Ugg Boots with Maxi Dress
[Image: Gray tall Ugg boots with cream knit maxi dress and long camel coat]
Photo Credit: Who What Wear Seasonal via WhoWhatWear.com
Maxi dresses paired with tall Ugg boots create dramatic, cozy-chic silhouettes perfect for fall weather. This combination offers comfort without sacrificing style appeal.
Choose knit maxi dresses that provide warmth and movement. Layer with long coats for additional sophistication and weather protection throughout the day.
Add statement jewelry and a structured bag to elevate the casual elements. This look works beautifully for weekend activities or casual evening plans.
20) Classic Ugg Boots with Layered Knits
[Image: Chestnut Classic Ugg boots with cream turtleneck, beige vest, and dark wash jeans]
Photo Credit: UGG Layering Guide via UGG.com
Layered knits create textural interest while maintaining the cozy aesthetic that Ugg boots embody. This sophisticated approach to casual dressing works for various fall occasions.
Choose turtlenecks as base layers and add sweater vests or cardigans for dimension. Neutral color palettes create cohesive, elevated casual looks.
Add simple gold jewelry and a leather bag to complete the polished casual aesthetic. This versatile combination works for everything from casual Fridays to weekend activities.
