Fall Outfits Street Styles: 27 Unique and Trendy Ideas for Autumn

Fall is a time of transformation, with nature donning vibrant colors and wardrobes refreshing with stylish new pieces. How are you planning to embrace fall this year? Are you looking forward to cozy street strolls in NYC, LA, or Chicago? Or perhaps a trip to Seoul or Tokyo is on the horizon? No matter where you are, our guide to fall street styles will help you look fabulous in any setting.

In this article, we’ve compiled 27 unique fall outfit ideas that cater to various occasions. From women’s casual wear to chic and layered looks, you’ll find it all here. We’ll show you how to mix and match elements like denim suits, long dresses, and sporty pieces to create perfect fall ensembles. Whether you’re looking for casual comfy outfits or trendy graphic tees, our guide has something for everyone. Dive in and discover how to make the most of your fall wardrobe with these stylish and practical ideas!

Chic Urban Layering

The first look effortlessly combines edgy and chic elements, perfect for fall in the city. The black leather jacket adds a touch of rebellion, while the wide-legged beige trousers offer a comfortable and stylish contrast. This outfit is both practical and fashionable, suitable for a variety of body types due to the relaxed fit of the trousers and the structured jacket.

• Black Leather Jacket: A staple for fall outfits street styles, this jacket is versatile and timeless. It’s perfect for layering and adds a badass edge to any look.
• Beige Wide-Leg Trousers: These trousers are comfortable and chic, ideal for casual chic outings. They work well for women’s casual wear in NYC or LA.
• Grey T-shirt: A simple yet essential piece, it complements the overall muted color palette of the outfit.
• Sneakers: Perfect for walking around the city, these add a casual comfy vibe to the outfit.
• Sunglasses: A stylish accessory that adds a touch of cool and sophistication.

To enhance this look, you could add a colorful scarf or a statement bag to bring in some personality. Avoid overly bright colors that could clash with the muted tones of the outfit.

Cozy Monochrome

This look features a cozy, oversized quilted jacket paired with wide-legged black jeans, creating a relaxed yet fashionable street style. The monochrome palette is perfect for a laid-back autumn day in the city.

• Quilted Grey Jacket: This jacket is both practical and stylish, providing warmth and a unique texture. It’s great for autumn transitions.
• Wide-Legged Black Jeans: These jeans are versatile and comfortable, suitable for casual comfy wear. Perfect for a casual day out in Chicago or NYC.
• Sneakers: Adding a sporty element, these sneakers keep the look grounded and practical.
• Sunglasses: Oversized sunglasses add a touch of glamour and protect against the autumn sun.

Consider adding a pop of color with a vibrant bag or a fun beanie to break the monochrome. Avoid heavy accessories that could overwhelm the simplicity of the outfit.

Off-Shoulder Elegance

This outfit combines elegance with casual comfort, featuring an off-shoulder grey top and wide-legged black jeans. It’s perfect for a casual yet chic day out.

• Off-Shoulder Grey Top: This top adds a touch of femininity and is perfect for showcasing statement jewelry. It’s great for casual chic looks.
• Wide-Legged Black Jeans: These jeans provide a laid-back vibe while maintaining a polished appearance. Ideal for casual comfy outfits.
• Pointed Toe Boots: Adding a sophisticated edge, these boots elevate the entire look.
• Small Crossbody Bag: Practical and stylish, this bag is perfect for carrying essentials without overpowering the outfit.

To complete the look, consider adding a chunky necklace or bold earrings. Avoid overly casual shoes like flip-flops, which could detract from the elegant top.

Cozy Café Style

This look is all about comfort and style, featuring a cozy white sweater and relaxed jeans, perfect for a casual day at a café.

• White Sweater: This sweater is cozy and stylish, ideal for layering and staying warm. Great for casual chic looks.
• Relaxed Jeans: Comfortable and versatile, these jeans are perfect for a laid-back day. Ideal for casual comfy outfits.
• Sneakers: Adding a sporty touch, these sneakers keep the look grounded.
• Beige Trench Coat: A classic piece that adds sophistication and warmth, perfect for autumn transitions.
• Simple Jewelry: A delicate necklace or subtle earrings can add a touch of elegance without overwhelming the outfit.

Enhance this look with a colorful scarf or hat for a bit of personality. Avoid overly formal accessories that might clash with the casual nature of the outfit.

Cozy Coffee Date

This outfit combines cozy elements with chic details, featuring a camel coat, beige beanie, and wide-legged trousers, perfect for a stylish coffee date.

• Camel Coat: This coat is stylish and warm, perfect for autumn. It’s great for women’s casual wear.
• Beige Beanie: Adding a cute and cozy touch, this beanie is practical for chilly days.
• Wide-Legged Trousers: Comfortable and chic, these trousers are ideal for casual chic outfits.
• Beige Sweater: Cozy and stylish, this sweater complements the overall color palette.
• Ankle Boots: Adding a sophisticated touch, these boots are perfect for autumn.
• Tote Bag: Practical and stylish, this bag is perfect for carrying essentials.

Complete the look with a patterned scarf or a pair of statement sunglasses. Avoid overly sporty elements that might clash with the chic aesthetic.

Sleek City Stroll

The combination of a black bomber jacket and brown wide-legged satin trousers creates a sophisticated yet edgy look, perfect for a city stroll. The outfit exudes a sense of effortless style, suitable for various occasions and body types, especially for those who enjoy blending comfort with a touch of luxury.

• Black Bomber Jacket: This jacket adds a contemporary edge, making it perfect for fall outfits street styles. It’s versatile and chic.
• Brown Satin Trousers: These trousers bring in a luxurious feel with their silky texture and loose fit, ideal for creating a comfy yet elegant look.
• Black Top: A classic piece that anchors the outfit, providing a sleek and streamlined appearance.
• Black Pointed Toe Boots: These boots add a sophisticated touch and elongate the legs, perfect for a chic urban look.
• Black Handbag: A practical yet stylish accessory, complementing the overall dark palette of the outfit.
• Sunglasses: Adding a touch of mystery and coolness, these complete the sophisticated city look.

To enhance this look, consider adding a statement necklace or a bold red lip for a pop of color. Avoid overly casual footwear like sneakers that might detract from the elegance of the satin trousers.

Modern Elegance

This outfit features a blend of modern and classic elements, with an oversized black coat, a burnt orange shirt, and a long black skirt. It’s a perfect example of autumn transition fashion, striking a balance between warmth and style.

• Oversized Black Coat: This coat is a staple for fall, providing both warmth and a polished look. Ideal for layering.
• Burnt Orange Shirt: Adds a pop of color and warmth to the outfit, making it unique and eye-catching.
• Long Black Skirt: Elegant and versatile, this skirt is perfect for creating a sleek silhouette.
• Patterned Sneakers: These add a fun and unexpected element to the outfit, combining comfort with style.
• Black Handbag: A chic accessory that ties the look together, perfect for carrying essentials.
• Sunglasses: Adding a touch of sophistication, these complete the modern elegant look.

To complete this outfit, you could add a pair of gold hoop earrings or a bold watch. Avoid overly bright colors that might clash with the subtle autumn tones.

Casual Cool

This look combines a black leather jacket with grey wide-legged jeans, creating a cool and casual street style perfect for a day out. The outfit is both practical and stylish, making it suitable for various body types and casual settings.

• Black Leather Jacket: A timeless piece that adds an edgy vibe, perfect for fall outfits street styles.
• White Shirt: A classic and versatile piece that brightens up the outfit.
• Grey Wide-Legged Jeans: Comfortable and trendy, these jeans add a relaxed feel to the look.
• Black Cap: Adds a sporty and laid-back element, perfect for casual outings.
• Black Ankle Boots: These boots add a chic touch and are practical for walking around the city.
• Patterned Bag: A statement accessory that adds personality to the outfit.

Consider adding a layered necklace or a colorful scarf to enhance this look. Avoid overly formal shoes that might disrupt the casual cool vibe.

Cozy and Chic

This outfit features a cozy brown faux fur jacket paired with black wide-legged trousers, creating a chic and comfortable look perfect for a coffee date or a casual day out.

• Brown Faux Fur Jacket: This jacket adds a touch of luxury and warmth, making it ideal for autumn.
• White T-shirt: A simple and versatile piece that balances the opulence of the fur jacket.
• Black Wide-Legged Trousers: Comfortable and stylish, these trousers add a relaxed yet polished feel.
• Black Ankle Boots: These boots add a sophisticated touch and are perfect for autumn.
• Brown Shoulder Bag: A practical and stylish accessory that complements the jacket.

To enhance this look, consider adding a bold necklace or a pair of statement earrings. Avoid overly casual accessories that might detract from the chic aesthetic.

Effortless Cool

This look combines a black leather jacket with blue straight-leg jeans, creating an effortless and cool street style perfect for a casual day out. The outfit is simple yet stylish, making it suitable for various body types and settings.

• Black Leather Jacket: A classic piece that adds an edgy touch, perfect for fall outfits street styles.
• White T-shirt: A versatile and essential piece that keeps the outfit light and balanced.
• Blue Straight-Leg Jeans: Comfortable and timeless, these jeans are perfect for creating a relaxed look.
• Black Ankle Boots: Adding a chic touch, these boots are practical and stylish.
• Simple Jewelry: Minimalist pieces that add a subtle elegance without overwhelming the outfit.

To complete this look, consider adding a colorful scarf or a patterned belt. Avoid overly formal accessories that might clash with the casual cool vibe.

Edgy Minimalism

This look combines a black leather jacket with beige wide-legged trousers, creating a minimalistic yet edgy street style. Perfect for fall, this outfit balances boldness and simplicity.

• Black Leather Jacket: A staple piece for fall outfits street styles, adding a rebellious touch to the look.
• Black Crop Top: Adds a sleek and modern element, perfect for balancing the loose trousers.
• Beige Wide-Legged Trousers: Comfortable and stylish, these trousers add a relaxed vibe to the edgy jacket.
• White Clutch Bag: A chic accessory that adds a touch of elegance to the outfit.
• Sunglasses: Classic and cool, these sunglasses complete the edgy minimalism look.

To enhance this look, consider adding a statement necklace or bold earrings. Avoid overly casual footwear like flip-flops that might detract from the chic aesthetic.

Monochrome Chic

This outfit features a black sweater paired with white wide-legged trousers, creating a monochrome look that’s both chic and modern. It’s perfect for a sleek and stylish fall day.

• Black Sweater: A versatile piece that adds warmth and sophistication, perfect for women’s casual wear.
• White Wide-Legged Trousers: These trousers bring a clean and elegant touch, ideal for creating a balanced monochrome look.
• White Pointed Toe Heels: Add a sophisticated edge and elongate the legs, perfect for a chic urban look.
• Black Handbag: A practical yet stylish accessory that ties the look together.
• Sunglasses: Adding a touch of cool, these sunglasses complete the monochrome chic outfit.

Consider adding a pop of color with a bright scarf or bold lipstick. Avoid overly casual accessories that might clash with the sleek aesthetic.

Denim on Denim

This look features an oversized denim shirt paired with wide-legged denim trousers, creating a casual yet stylish outfit perfect for a relaxed day out.

• Oversized Denim Shirt: Adds a laid-back and trendy vibe, perfect for casual chic looks.
• Wide-Legged Denim Trousers: Comfortable and stylish, these trousers create a cohesive denim on denim look.
• Sneakers: Adding a sporty touch, these sneakers keep the outfit grounded and practical.
• Black Crossbody Bag: A chic accessory that adds a touch of sophistication to the casual look.
• Sunglasses: Cool and classic, these complete the denim on denim outfit.

Enhance this look with a patterned scarf or a pair of statement earrings. Avoid overly formal shoes that might disrupt the casual vibe.

Sporty Luxe

This outfit combines a beige jacket with grey wide-legged trousers and a cap, creating a sporty yet luxurious look perfect for a casual day out or lounging in style.

• Beige Jacket: Adds warmth and a chic touch, perfect for autumn transitions.
• Grey Wide-Legged Trousers: Comfortable and stylish, these trousers add a relaxed yet polished feel.
• White T-shirt: A versatile and essential piece that balances the look.
• Adidas Sneakers: Add a sporty element, perfect for casual comfy outfits.
• Black Cap: A casual accessory that adds a laid-back vibe to the outfit.

Consider adding a statement watch or bold sunglasses to elevate the look. Avoid overly formal accessories that might clash with the sporty luxe aesthetic.

Casual Comfy Chic

This look combines a stylish hoodie with fitted jeans, creating a casual yet chic street style perfect for a relaxed autumn day.

• White Graphic Hoodie: Adds a playful and cozy touch, perfect for casual comfy outfits. The bold graphic design adds an element of fun and uniqueness.
• Fitted Grey Jeans: These jeans create a sleek silhouette and add a touch of sophistication to the casual hoodie.
• Red Shoulder Bag: A vibrant accessory that adds a pop of color and complements the casual chic look.
• Gold Hoop Earrings: Add a touch of elegance and complete the outfit with a subtle shine.
• Sunglasses: Classic and stylish, these sunglasses add a sophisticated edge to the overall look.

Enhance this outfit with a pair of stylish sneakers or ankle boots for added comfort and style. Avoid overly formal accessories that might disrupt the casual vibe.

Cozy Chic

This look combines a cozy cream sweater with trendy leopard print trousers, creating a perfect blend of comfort and style for a fall day.

• Cream Sweater: Adds warmth and a cozy touch, perfect for autumn transitions.
• Leopard Print Trousers: These trousers bring a fun and trendy element to the outfit, making it unique and eye-catching.
• White Sneakers: Adding a sporty element, these sneakers keep the look grounded and practical.
• Gold Chain Necklace: Adds a touch of elegance and completes the cozy chic look.
• Sunglasses: Classic and cool, these sunglasses add a sophisticated touch.

Enhance this look with a crossbody bag or a pair of statement earrings. Avoid overly formal shoes that might disrupt the casual vibe.

Effortlessly Elegant

This outfit features a grey oversized sweater paired with grey wide-legged trousers, creating a monochrome look that’s both cozy and elegant.

• Grey Oversized Sweater: Adds warmth and a casual chic touch, perfect for fall outfits street styles.
• Grey Wide-Legged Trousers: Comfortable and stylish, these trousers create a cohesive monochrome look.
• White Sneakers: Adding a sporty touch, these sneakers keep the outfit practical and casual comfy.
• Brown Woven Bag: A chic accessory that adds a touch of texture and sophistication to the look.
• Sunglasses: Classic and stylish, these complete the effortlessly elegant outfit.

Consider adding a pop of color with a bold scarf or lipstick. Avoid overly formal accessories that might clash with the cozy aesthetic.

Casual Luxe

This look combines a beige faux fur jacket with black wide-legged trousers, creating a luxurious yet casual street style perfect for a chilly autumn day.

• Beige Faux Fur Jacket: Adds a touch of luxury and warmth, ideal for autumn transitions.
• Black Top: A versatile piece that balances the opulence of the fur jacket.
• Black Wide-Legged Trousers: Comfortable and stylish, these trousers add a relaxed yet polished feel.
• White Sneakers: Adding a sporty element, these sneakers keep the look grounded.
• Brown Cap: A casual accessory that adds a laid-back vibe to the outfit.

Enhance this look with a statement necklace or bold earrings. Avoid overly casual accessories that might detract from the luxe aesthetic.

Sporty Street Style

This outfit features a black off-the-shoulder sweater paired with green Adidas track pants, creating a sporty and stylish street style perfect for an active autumn day.

• Black Off-the-Shoulder Sweater: Adds a chic and feminine touch, perfect for casual chic looks.
• Green Adidas Track Pants: These pants bring a sporty element, ideal for casual comfy outfits.
• Pink Sneakers: Add a pop of color and keep the look playful and unique.
• Green Woven Bag: A chic accessory that adds texture and complements the sporty vibe.
• Gold Hoop Earrings: Add a touch of elegance and complete the sporty street style look.

Consider adding a black cap or a bold necklace to enhance the look. Avoid overly formal shoes that might disrupt the sporty aesthetic.

Parisian Chic

This look combines a black oversized coat with light blue wide-legged jeans, creating a chic and sophisticated street style perfect for a stroll in Paris.

• Black Oversized Coat: Adds warmth and a polished touch, perfect for fall outfits street styles.
• White Shirt: A versatile piece that brightens up the outfit.
• Light Blue Wide-Legged Jeans: Comfortable and stylish, these jeans create a relaxed yet chic look.
• Black Heels: Add a sophisticated edge and elongate the legs, perfect for a chic urban look.
• Black Crossbody Bag: A practical yet stylish accessory that ties the look together.
• Sunglasses: Adding a touch of cool, these sunglasses complete the Parisian chic outfit.

Enhance this look with a bold red lip or a statement necklace. Avoid overly casual accessories that might disrupt the chic aesthetic.

Cozy City Layers

This look combines a brown jacket with blue jeans and a cozy scarf, creating a stylish and practical street style perfect for a brisk autumn day in the city.

• Brown Jacket: Adds warmth and a chic touch, ideal for fall outfits street styles.
• Striped Scarf: A cozy accessory that adds a stylish layer and a pop of pattern to the outfit.
• Blue Jeans: Comfortable and timeless, these jeans are perfect for creating a relaxed yet stylish look.
• Black Ankle Boots: Add a sophisticated edge and are practical for walking around the city.
• Brown Tote Bag: A practical yet stylish accessory that ties the look together.
• Sunglasses: Adding a touch of cool, these sunglasses complete the cozy city layers outfit.

Enhance this look with a bold lip color or a statement hat. Avoid overly formal shoes that might disrupt the casual vibe.

Modern Boho

This outfit features a brown shearling vest paired with a white blouse and a mini skirt, creating a modern boho look perfect for a stylish autumn day.

• Brown Shearling Vest: Adds warmth and a boho touch, ideal for layering.
• White Blouse: A versatile piece that adds a touch of elegance to the outfit.
• Taupe Mini Skirt: Stylish and chic, this skirt adds a modern twist to the boho look.
• Black Ankle Boots: Add a sophisticated edge and elongate the legs.
• Black Tights: Practical for cooler weather and add a sleek touch.

Consider adding a wide-brimmed hat or layered necklaces to enhance this look. Avoid overly casual footwear that might disrupt the chic boho vibe.

Urban Elegance

This look combines a grey quilted vest with a long black skirt, creating an elegant and practical street style perfect for an autumn day in the city.

• Grey Quilted Vest: Adds warmth and a touch of sophistication, perfect for autumn transitions.
• Long Black Skirt: Elegant and versatile, this skirt is ideal for creating a sleek silhouette.
• Black Long-Sleeve Top: A classic piece that complements the overall color palette.
• Beige Ankle Boots: Adding a sophisticated touch, these boots are perfect for autumn.
• Grey Crossbody Bag: A practical yet stylish accessory that ties the look together.
• Sunglasses: Adding a touch of glamour, these complete the urban elegance outfit.

Enhance this look with a bold necklace or statement earrings. Avoid overly casual accessories that might clash with the elegant aesthetic.

Chic and Cozy

This outfit features a grey oversized sweater paired with a floral mini skirt, creating a chic and cozy street style perfect for a relaxed autumn day.

• Grey Oversized Sweater: Adds warmth and a casual chic touch, perfect for fall outfits street styles.
• Green Floral Mini Skirt: Adds a pop of color and a playful element to the outfit.
• Black Tights: Practical for cooler weather and add a sleek touch.
• Taupe Ankle Boots: Add a sophisticated edge and complement the color palette.
• Gold Earrings: Add a touch of elegance and complete the chic and cozy outfit.

Consider adding a statement belt or a colorful scarf to enhance this look. Avoid overly formal accessories that might disrupt the casual chic aesthetic.

Urban Preppy

This look combines a blue shirt with a black mini skirt and knee-high socks, creating a preppy and stylish street style perfect for an autumn day in the city.

• Blue Shirt: Adds a classic and preppy touch, ideal for layering.
• Black Mini Skirt: Stylish and chic, this skirt adds a modern twist to the preppy look.
• Black Knee-High Socks: Add a playful and practical element to the outfit.
• Black Heels: Add a sophisticated edge and elongate the legs.
• Black Handbag: A chic accessory that ties the look together.
• Sunglasses: Adding a touch of cool, these sunglasses complete the urban preppy outfit.

Enhance this look with a bold necklace or a statement bracelet. Avoid overly casual footwear that might disrupt the chic preppy vibe.

All-Black Elegance

This outfit features a black leather jacket paired with black jeans, creating an all-black elegant street style perfect for a chic autumn day.

• Black Leather Jacket: Adds an edgy and sophisticated touch, ideal for fall outfits street styles.
• Black Jeans: Comfortable and timeless, these jeans create a sleek silhouette.
• Black Heels: Add a sophisticated edge and elongate the legs.
• Black Crossbody Bag: A practical yet stylish accessory that ties the look together.
• Sunglasses: Adding a touch of cool, these sunglasses complete the all-black elegance outfit.

Consider adding a pop of color with a bold lipstick or a statement necklace. Avoid overly casual accessories that might clash with the chic aesthetic.

Classic Fall Layers

This look combines a brown blazer with black jeans and a cozy scarf, creating a classic and sophisticated street style perfect for an autumn day.

• Brown Blazer: Adds a polished and classic touch, ideal for layering.
• Grey Sweater: A versatile piece that adds warmth and complements the color palette.
• Black Jeans: Comfortable and timeless, these jeans create a sleek silhouette.
• Black Loafers: Add a sophisticated edge and are practical for walking around the city.
• Brown Handbag: A chic accessory that ties the look together.
• Sunglasses: Adding a touch of cool, these sunglasses complete the classic fall layers outfit.

Enhance this look with a bold scarf or statement earrings. Avoid overly casual footwear that might disrupt the sophisticated vibe.