23 Trendy Ideas Fall Outfits Street Styles: Chic and Comfy Looks

As the leaves change color and the temperatures drop, have you ever wondered how to nail the perfect fall outfit for street style? What are the must-have pieces for creating versatile looks that can transition from a casual brunch in Chicago to a chic day out in NYC? In this article, we’ll delve into the fall outfits street styles for 2024, providing detailed descriptions and style tips based on real photos.

Cozy Chic in Leopard Print

Leopard print is always a bold choice, but when paired with the right elements, it can transform into a chic and comfy outfit suitable for various occasions. This outfit is perfect for a casual chic look that is both stylish and practical for fall weather.

• Leopard Print Sweater: This cozy, oversized sweater features a striking leopard print that stands out. The fabric is warm, making it ideal for cooler fall days.
• White Trousers: The white trousers provide a nice contrast to the bold sweater, offering a clean and crisp look. They are loose-fitting and comfortable, perfect for a casual comfy style.
• Beige Ankle Boots: These boots add a touch of elegance to the outfit. The metallic tips on the boots give them a unique flair.
• Neutral Cap: A neutral-colored cap adds to the laid-back vibe of this ensemble.
• Accessories: The small beige clutch complements the boots and cap, tying the outfit together seamlessly.

In my opinion, adding a statement belt could enhance the waist definition and bring more structure to the loose-fitting sweater and trousers. However, avoid adding too many accessories, as it may detract from the boldness of the leopard print.

Effortless Elegance with a Maxi Skirt

Maxi skirts are a staple for fall outfits street styles. They are versatile and can be styled in numerous ways. This look combines elegance with a touch of casual, making it suitable for various occasions.

• Oversized Sweater: The chunky, cream-colored sweater adds warmth and texture to the outfit. It’s perfect for a comfy casual look.
• Silk Maxi Skirt: The flowing silk skirt adds a touch of elegance and sophistication. Its neutral color palette makes it a versatile piece.
• White Sneakers: These sneakers keep the outfit grounded and add a sporty element, making it suitable for walking around NYC or Chicago.
• Brown Leather Bag: The bag adds a contrasting texture and color, breaking the monotony of the neutrals.

To elevate this look, consider adding a statement necklace or a wide-brimmed hat. Avoid heavy boots, as they might clash with the delicate fabric of the skirt.

Trendy Layers with a Leather Skirt

Leather skirts are making a comeback, and they are a great addition to fall outfits street styles. This look is perfect for those who want to stand out while staying warm and stylish.

• Knit Sweater: The ribbed knit sweater in a soft brown tone is both cozy and stylish, perfect for layering.
• Leather Skirt: The brown leather skirt is a statement piece that adds edge to the outfit. Its mini length balances the oversized sweater.
• Houndstooth Scarf: The scarf adds a pop of pattern and ties the whole outfit together. It’s a classic print that never goes out of style.
• Tall Leather Boots: Matching the skirt, these boots elongate the legs and add a touch of sophistication.
• Gold Chain Necklace: A simple yet elegant accessory that adds just the right amount of bling.

Adding a sleek trench coat would make this outfit perfect for colder days. However, avoid over-accessorizing as the leather skirt is already a bold statement.

Elegant in Burgundy

Burgundy is a quintessential fall color that exudes elegance and warmth. This outfit is perfect for a more formal setting, while still being trendy and comfortable.

• Burgundy Knit Dress: This dress is both comfortable and chic. The knit material is perfect for fall, and the color is on point for the season.
• Sheer Black Tights: These add a layer of warmth without compromising on style.
• Black Patent Heels: The pointed heels add a sophisticated touch, perfect for a night out or a formal event.
• Black Chain Bag: This bag adds a touch of glamour and ties the outfit together.
• Gold Hoop Earrings: A classic accessory that complements the burgundy color beautifully.

To add a bit more flair, consider a patterned scarf or a belt to cinch the waist. Avoid heavy outerwear that might overwhelm the sleek silhouette of the dress.

Professional in Blazer and Heels

For a professional yet stylish look, a well-fitted blazer paired with sleek trousers is a go-to choice. This outfit is ideal for business meetings or a day at the office.

• Grey Blazer: The structured blazer adds a professional touch to the outfit. Its neutral color makes it versatile.
• Black Trousers: These trousers are sleek and form-fitting, creating a polished look.
• Black Heels: The pointed heels add elegance and are perfect for a professional setting.
• Gold Accessories: The gold jewelry adds a touch of sophistication without being overpowering.
• Black Shoulder Bag: This bag is practical yet stylish, perfect for carrying all your essentials.

Adding a silk blouse underneath the blazer could elevate the outfit further. Avoid overly bold accessories that might detract from the clean, professional look.

Denim on Denim

Double denim is making a strong comeback this fall, creating a unique and bold statement in fall outfits street styles. This look is perfect for those who want to stand out while keeping it casual and comfy.

• Denim Jacket: The oversized denim jacket is a classic piece that adds a laid-back vibe to the outfit. Its light wash makes it versatile and easy to pair with other colors.
• Wide-Leg Jeans: These high-waisted, wide-leg jeans add a modern twist to the traditional denim look. They are both stylish and comfortable, perfect for a day out in NYC or LA.
• White Crop Top: A simple white crop top keeps the outfit casual and balanced. It’s a great choice for layering under the denim jacket.
• Black Accessories: The black clutch and cat-eye sunglasses add a touch of sophistication and contrast to the light denim.
• Gold Jewelry: Minimalist gold jewelry completes the look without overwhelming it.

For added flair, consider a pair of statement boots or a bold belt. Avoid overly bright accessories that might clash with the light denim.

Earthy Tones and Stripes

Embrace the earthy tones and cozy knits that are perfect for fall with this striped brown dress. It’s an ideal look for a casual chic outing or a brunch date in Chicago.

• Striped Knit Dress: This dress combines comfort and style with its soft knit material and flattering stripes. The midi length is versatile and appropriate for various occasions.
• Pointed Toe Flats: The brown flats add elegance and keep the look grounded. They are practical for walking around the city.
• Straw Tote Bag: The tote bag adds a touch of casual sophistication and is perfect for carrying essentials.
• Minimalist Jewelry: Simple accessories like small hoop earrings and a delicate bracelet keep the look understated yet polished.

To elevate this look, consider adding a wide-brimmed hat or a tailored coat. Avoid heavy or dark outerwear that might overshadow the light, earthy tones.

Structured Neutral Suit

Neutral tones and structured silhouettes are key elements of fall outfits street styles. This ensemble is perfect for a chic day out or a professional meeting in NYC.

• Cropped Blazer: The fitted, cropped blazer adds a modern edge to the outfit. Its neutral color makes it versatile and elegant.
• High-Waisted Maxi Skirt: The skirt’s structured silhouette complements the blazer, creating a cohesive look. The utility pockets add a unique touch.
• Pointed Heels: These black pointed heels add sophistication and elongate the legs.
• Black Shoulder Bag: The sleek bag ties the outfit together and is practical for carrying essentials.
• Subtle Jewelry: Small stud earrings and a delicate necklace add just the right amount of sparkle.

To add warmth, consider a tailored trench coat. Avoid overly casual shoes or accessories that might detract from the polished look.

Bold Patterns and Colors

Mixing bold patterns and vibrant colors can create a standout look perfect for the fall season. This outfit is ideal for those who love unique and colorful styles.

• Blue Graphic Sweater: The bright blue sweater with yellow graphics makes a bold statement. Its oversized fit adds a casual and comfy vibe.
• Leopard Print Pants: These high-waisted leopard print pants add a wild touch to the outfit. The pattern contrasts beautifully with the vibrant sweater.
• Black Sneakers: The black sneakers keep the look grounded and add a sporty element.
• Minimalist Bag: A simple black crossbody bag complements the bold colors and patterns without competing for attention.
• Simple Makeup: Keeping the makeup neutral lets the outfit shine without overwhelming it.

For added warmth, consider layering with a black leather jacket. Avoid additional bold patterns or colors that might clash with the existing ones.

Classic Elegance in Leather and Knits

Combining classic elements like a leather jacket and a knit dress creates a timeless and stylish look for fall. This outfit is perfect for a chic day out or a casual evening.

• Black Leather Jacket: The fitted leather jacket adds a touch of edginess and keeps the look modern.
• White Knit Dress: The asymmetrical hem and soft knit material make this dress both elegant and comfortable.
• Tall Black Boots: These boots are perfect for fall, adding warmth and style to the outfit.
• Black Crossbody Bag: The bag is practical and stylish, tying the whole look together.
• Sunglasses: Classic black sunglasses add a touch of glamour and protect your eyes from the autumn sun.

To add a pop of color, consider a bright scarf or bold lipstick. Avoid overly casual accessories that might detract from the polished look.

Monochrome Minimalism

Monochrome outfits have a timeless appeal and are a staple in fall outfits street styles. This look is perfect for a casual yet chic day out in NYC or Chicago.

• Grey Shirt Jacket: The oversized shirt jacket in a neutral grey adds a laid-back vibe to the outfit. It’s perfect for layering in the fall.
• Beige Trousers: These high-waisted, beige trousers are both stylish and comfortable. They add a sleek touch to the casual outfit.
• Grey Turtleneck: The fitted turtleneck keeps the look polished and warm. Its neutral tone complements the rest of the outfit.
• Chunky Sneakers: The chunky grey sneakers add a modern, sporty element to the look.
• Black Quilted Bag: The black bag with a chain strap adds a touch of sophistication.
• Sunglasses and Headband: The small sunglasses and grey headband add to the overall cool, laid-back style.

To elevate this look, consider adding a statement necklace or bold earrings. Avoid overly bright accessories that might clash with the monochrome theme.

Playful Polka Dots

Polka dots bring a playful and vintage feel to any outfit, making them perfect for fall outfits street styles. This look is ideal for a brunch date or a casual day out.

• Polka Dot Skirt: The green polka dot skirt adds a whimsical touch to the outfit. Its flowy fabric is perfect for fall.
• Black Leather Jacket: The fitted leather jacket adds edge and structure to the playful skirt.
• Black Turtleneck: A classic black turtleneck keeps the look sophisticated and balanced.
• Black Ankle Boots: These boots are stylish and practical, perfect for walking around the city.
• Studded Belt and Clutch: The studded belt adds a unique touch, while the black clutch keeps the look polished.

To complete this outfit, consider adding a statement hat or bold lipstick. Avoid overly casual footwear that might detract from the chic vibe.

Cozy Layers and Leopard Print

Leopard print is a bold choice that can add excitement to any outfit. This look is perfect for those who want to make a statement while staying cozy.

• Leopard Print Skirt: The short leopard print skirt adds a fun and trendy element to the outfit.
• Black Long-Sleeve Top: The fitted black top keeps the look balanced and sleek.
• Green Cardigan: The oversized green cardigan adds warmth and a pop of color.
• Black Hat: A black wide-brimmed hat adds a touch of sophistication and completes the look.
• Black Ankle Boots: These boots are practical and stylish, perfect for fall weather.

For added flair, consider a bold belt or layered necklaces. Avoid overly bright accessories that might clash with the leopard print.

Stripes and Leather

Combining stripes with leather creates a chic and modern look perfect for fall outfits street styles. This outfit is ideal for a casual day out or a brunch date.

• Striped Sweater: The white and grey striped sweater is both cozy and stylish. It adds a casual touch to the outfit.
• Olive Leather Pants: These high-waisted leather pants add a unique and trendy element to the look.
• Tan Sneakers: The tan sneakers keep the outfit grounded and comfortable.
• White Crossbody Bag: The small white bag adds a touch of elegance and contrast.
• Minimal Jewelry: Simple accessories keep the look polished without overwhelming it.

To elevate this outfit, consider adding a bold scarf or statement earrings. Avoid overly casual shoes that might detract from the chic vibe.

Classic Black and White

A black and white outfit is always a classic choice for fall outfits street styles. This look is perfect for a professional setting or a chic day out.

• Black and White Striped Sweater: The fitted striped sweater adds a classic and timeless touch to the outfit.
• Black High-Waisted Trousers: These trousers are sleek and professional, perfect for a polished look.
• Black Loafers: The black loafers are both comfortable and stylish, adding a sophisticated touch.
• Black Chain Bag: The small black bag with a chain strap adds a touch of elegance.
• Gold Jewelry: Minimalist gold jewelry adds just the right amount of sparkle.

To complete this look, consider adding a structured coat or blazer. Avoid overly casual accessories that might detract from the professional vibe.

Playful Cherry Print and Tailored Trousers

Combining playful prints with tailored pieces can create a unique and polished look perfect for fall outfits street styles. This outfit is ideal for a casual day out or a brunch in NYC.

• Cherry Print Sweater: The cherry print sweater adds a fun and whimsical touch to the outfit. Its white base with red accents is eye-catching and cheerful.
• Grey Tailored Trousers: These high-waisted, grey trousers add a sophisticated and polished element to the look. They are comfortable yet stylish.
• Long Grey Coat: The long grey coat adds a layer of warmth and elegance, perfect for fall weather.
• Dark Sneakers: The dark sneakers with white stripes keep the look grounded and casual.
• Sunglasses: Classic black sunglasses add a touch of glamour and protect your eyes from the autumn sun.

To elevate this look, consider adding a red handbag or a bold red lip. Avoid overly casual accessories that might detract from the chic vibe.

Cozy Knit Set and Casual Chic

A matching knit set is a perfect combination of comfort and style, making it a great choice for fall outfits street styles. This outfit is ideal for a day of running errands or a casual meetup.

• Brown Knit Cardigan: The oversized brown cardigan with large buttons adds a cozy and relaxed feel to the outfit.
• Brown Knit Pants: The matching wide-leg pants are both comfortable and stylish, creating a cohesive look.
• Brown Cap: The brown cap adds a sporty element and completes the monochromatic theme.
• Brown Sneakers: These sneakers are practical and comfortable, perfect for a day out.
• Minimalist Jewelry: Simple rings and a delicate necklace add just the right amount of sparkle.

To add a bit more flair, consider a patterned scarf or bold earrings. Avoid overly bright accessories that might clash with the monochrome theme.

Classic Black Coat and Blue Jeans

A classic black coat paired with blue jeans is a timeless look that fits perfectly into fall outfits street styles. This outfit is ideal for a casual yet chic day out.

• Black Long Coat: The long black coat adds elegance and warmth, making it perfect for fall weather.
• White Sweater: The white sweater underneath keeps the look balanced and bright.
• Blue Jeans: These high-waisted blue jeans are a classic choice, adding a casual and laid-back vibe.
• Black Ankle Boots: The black ankle boots add a touch of sophistication and complete the look.
• Sunglasses: Classic black sunglasses add a touch of glamour and protect your eyes from the autumn sun.

For a pop of color, consider a bold scarf or handbag. Avoid overly casual accessories that might detract from the chic vibe.

Fringe Details and Wide-Leg Jeans

Fringe details add a playful and unique touch to any outfit, making them perfect for fall outfits street styles. This look is ideal for a casual day out or a brunch date.

• Fringe Blazer: The brown blazer with fringe details adds a fun and trendy element to the outfit.
• White Turtleneck: The fitted white turtleneck keeps the look polished and warm.
• Wide-Leg Jeans: These dark wide-leg jeans add a retro touch and are comfortable for all-day wear.
• Brown Boots: The brown boots complement the blazer and add a touch of sophistication.
• Black Quilted Bag: The black bag adds a touch of elegance and ties the whole look together.

To elevate this look, consider adding a statement belt or bold earrings. Avoid overly casual footwear that might detract from the chic vibe.

Oversized Blazer and Maxi Skirt

Combining an oversized blazer with a maxi skirt creates a modern and sophisticated look perfect for fall outfits street styles. This outfit is ideal for a professional setting or a chic day out.

• Pinstripe Blazer: The oversized pinstripe blazer adds a touch of sophistication and structure to the outfit.
• White Tank Top: The simple white tank top underneath keeps the look balanced and casual.
• Black Maxi Skirt: The black maxi skirt with a slit adds elegance and a bit of edge to the look.
• Black Platform Boots: The black platform boots add height and a modern touch.
• Red Handbag: The red handbag adds a pop of color and makes a bold statement.
• Sunglasses: Classic black sunglasses add a touch of glamour and protect your eyes from the autumn sun.

To complete this look, consider adding layered necklaces or a bold lip color. Avoid overly casual accessories that might detract from the polished vibe.

Bold Fur and Leather Combination

For those who love making a statement, a bold combination of fur and leather is a perfect choice for fall outfits street styles. This outfit exudes confidence and sophistication, ideal for a chic day out in NYC or LA.

• Fur Jacket: The oversized, multicolored fur jacket is a showstopper. It adds texture and drama to the outfit.
• Leather Pants: These high-waisted black leather pants are both edgy and stylish. They complement the fur jacket perfectly.
• Platform Boots: The chunky black platform boots add height and a modern touch to the look.
• Black Designer Bag: The quilted designer bag with a chain strap adds a luxurious touch.
• Sunglasses: The oversized sunglasses complete the bold look and add a touch of mystery.

To elevate this outfit, consider adding a statement necklace or bold earrings. Avoid overly casual accessories that might detract from the glamorous vibe.

Classic Plaid and Modern Accessories

A classic plaid jacket paired with modern accessories creates a timeless yet trendy look perfect for fall outfits street styles. This outfit is ideal for a day out in Paris or Chicago.

• Plaid Jacket: The green plaid jacket is a classic piece that adds a touch of sophistication. Its structured fit is flattering and elegant.
• Black Mini Dress: The black mini dress keeps the look modern and chic.
• Knee-High Boots: The black knee-high boots add a touch of edginess and keep the outfit stylish and warm.
• White Bucket Hat: The white bucket hat adds a playful and trendy element to the look.
• Black Handbag: The small black handbag is both practical and stylish, tying the outfit together.

For added warmth, consider a pair of black tights or a long coat. Avoid overly bold accessories that might clash with the classic plaid.

Bright Red Jacket and Black Denim

A bright red jacket can transform a simple outfit into a standout look perfect for fall outfits street styles. This outfit is ideal for a casual day out or a coffee date.

• Red Jacket: The vibrant red jacket is the focal point of this outfit. It adds a pop of color and a bold statement.
• White Graphic Tee: The white graphic tee keeps the look casual and balanced.
• Black Jeans: These high-waisted black jeans are a classic choice, adding a laid-back vibe.
• Black Loafers: The black loafers add a touch of sophistication and keep the outfit polished.
• Woven Bag: The small black woven bag adds texture and ties the look together.

To elevate this outfit, consider adding a statement necklace or bold lipstick. Avoid overly casual footwear that might detract from the chic vibe.