20 Cozy and Chic Baggy Fall Outfits to Elevate Your Autumn Wardrobe

As autumn leaves begin to fall, the age-old dilemma resurfaces: how to stay warm without sacrificing style. Many of us default to shapeless layers or uninspired basics, leaving our fashion sense in hibernation until spring.

But what if you could wrap yourself in cozy comfort while still turning heads? Enter the world of baggy fall fashion – a trend that marries oversized silhouettes with chic aesthetics.

This season, it’s time to reimagine your autumn wardrobe with pieces that feel like a warm hug but look like they stepped off a runway. From luxurious knits to perfectly draped trousers, we’ve curated 20 baggy fall outfits that prove comfort and style aren’t mutually exclusive.

Get ready to elevate your cool-weather look with ensembles that are as effortless as they are eye-catching.

Oversized Coral Jacket with Plaid Scarf

This ensemble perfectly embodies the cozy and chic aesthetic of fall fashion. The oversized coral jacket serves as the focal point, offering both warmth and style. Its relaxed fit aligns with the baggy trend while maintaining a polished look. Layered underneath is a classic cream sweater, adding depth and contrast to the outfit. The light wash, loose-fitting jeans complete the comfortable yet fashionable silhouette. The plaid scarf in complementary hues adds a pop of pattern and extra coziness, ideal for crisp autumn days. This outfit seamlessly blends comfort with style, making it a standout choice for elevating your autumn wardrobe.

Oversized Blazer and Wide-Leg Jeans

This ensemble perfectly embodies the cozy and chic aesthetic of fall fashion. The oversized black blazer adds a touch of sophistication while providing warmth for crisp autumn days. Paired with light-wash wide-leg jeans, the outfit strikes an ideal balance between comfort and style. The relaxed fit of both pieces creates a trendy baggy silhouette that’s perfect for the season. Accessorized with sleek black boots and a matching handbag, this look seamlessly transitions from casual daytime outings to evening affairs. The combination of tailored and relaxed elements makes this outfit a versatile choice for elevating your autumn wardrobe with minimal effort.

Cropped Cardigan and Cargo Jeans

Embrace the perfect blend of cozy and chic with this eye-catching autumn ensemble. The cropped black and white cardigan adds a touch of sophistication while keeping you warm on crisp fall days. Paired with oversized cargo jeans, this outfit seamlessly combines comfort and style. The baggy denim silhouette offers a relaxed vibe, ideal for casual outings or running errands. Accessorize with a statement checkered clutch and minimalist white sandals to elevate the look. This outfit demonstrates how to rock the baggy trend while maintaining a polished appearance, making it a must-have for your fall wardrobe refresh.

Oversized Leather Jacket and Wide-Leg Jeans

Embrace the perfect blend of comfort and style with this effortlessly chic fall ensemble. The oversized leather jacket adds a touch of edgy sophistication while providing ample warmth for those crisp autumn days. Paired with relaxed-fit wide-leg jeans, this outfit exemplifies the cozy yet fashionable aesthetic we’re all craving this season. The addition of a casual baseball cap and statement leopard print shoes elevates the look from simple to street-style worthy. This combination of loose-fitting pieces creates a trendy silhouette that’s both flattering and comfortable, making it an ideal choice for those seeking a laid-back yet put-together autumn look.

Rustic Chic in Baggy Denim

Embrace the cozy-chic aesthetic with this perfect blend of comfort and style. The outfit centers around a pair of relaxed-fit, wide-leg jeans, offering that coveted baggy silhouette that’s both on-trend and incredibly comfortable. Paired with a cream ribbed turtleneck sweater, the look exudes warmth and sophistication. The pièce de résistance is the stunning rust-colored long coat, which adds a rich autumnal hue and elevates the entire ensemble. Brown ballet flats complete the look, striking a balance between casual and refined. This outfit exemplifies how baggy fall fashion can be effortlessly chic, making it an essential addition to your autumn wardrobe rotation.

Oversized Hoodie and Baggy Jeans Combo

This effortlessly chic ensemble perfectly embodies the cozy and stylish essence of fall fashion. The oversized white hoodie with a bold blue graphic print adds a pop of color and interest, while providing warmth and comfort for those crisp autumn days. Paired with light-wash baggy jeans, the outfit achieves a relaxed yet put-together look that’s ideal for casual outings. The distressed knee detail on the jeans adds an edgy touch, while the chunky white sneakers complete the laid-back vibe. Accessorized with a statement belt and layered with a black jacket, this outfit demonstrates how to elevate a simple baggy fall look with thoughtful styling choices. It’s a versatile combination that can easily transition from day to night, making it a must-have for your autumn wardrobe.

Oversized Blazer and Cargo Jeans

This ensemble perfectly embodies the cozy and chic aesthetic of fall baggy outfits. The oversized navy blazer adds a touch of sophistication while maintaining a relaxed silhouette. Paired with distressed, wide-leg cargo jeans in a light wash, the outfit strikes an ideal balance between comfort and style. The white t-shirt underneath keeps the look casual and versatile. This combination is perfect for those crisp autumn days when you want to feel put-together yet comfortable. The baggy fit of both the blazer and jeans creates a trendy, effortless vibe that’s ideal for various fall activities, from coffee runs to casual office days.

Striped Cardigan and Wide-Leg Jeans

Embrace the cozy-chic aesthetic with this perfectly balanced autumn ensemble. The combination of a striped cardigan layered over a sleek black top creates a sophisticated yet relaxed look. The wide-leg jeans add a touch of casual comfort while maintaining a stylish silhouette. This outfit exemplifies how baggy pieces can be both fashionable and flattering when paired thoughtfully. The neutral color palette allows for easy mixing and matching with other fall wardrobe staples. Accessorized with a simple belt and black boots, this look is versatile enough for various autumn activities, from pumpkin picking to casual office days. It’s a prime example of how to incorporate oversized elements into your fall wardrobe without sacrificing style.

Oversized Coat and Baggy Jeans Combo

Elevate your autumn wardrobe with this chic and cozy ensemble that perfectly embodies the baggy fall outfit trend. The oversized charcoal coat adds a touch of sophistication while providing ample warmth for those crisp autumn days. Paired with relaxed-fit light blue jeans, this outfit strikes the ideal balance between comfort and style. The vibrant teal beanie adds a pop of color, complementing the denim and tying the look together. Accessorized with a small black handbag and chunky shoes, this outfit is both practical and fashionable for navigating city streets or running errands. The layered approach allows for easy adaptation to changing temperatures, making it a versatile choice for unpredictable fall weather.

Chic Navy and Denim Ensemble

Elevate your autumn wardrobe with this sophisticated take on baggy fall fashion. The outfit seamlessly blends cozy comfort with urban chic, featuring an oversized navy cardigan layered over a matching button-down shirt. The star of this ensemble is undoubtedly the ultra-wide leg denim jeans, offering a dramatic silhouette that’s both on-trend and supremely comfortable. Accessorized with sleek sunglasses, statement earrings, and a unique metallic star-shaped handbag, this look proves that baggy can be incredibly stylish. The monochromatic navy top paired with classic denim creates a versatile, put-together appearance perfect for crisp autumn days in the city.

Oversized Bomber and Baggy Jeans Combo

This ensemble perfectly embodies the cozy and chic aesthetic of fall fashion. The oversized black bomber jacket adds a layer of warmth and style, while the baggy blue jeans provide comfort and a relaxed silhouette. The outfit is elevated by the pops of red in the jacket lining and shoes, adding a touch of autumnal flair. Layering a plaid shirt underneath the jacket creates depth and texture, ideal for crisp fall days. This look seamlessly blends comfort with fashion-forward elements, making it a standout choice for your autumn wardrobe. The combination of loose-fitting pieces creates an effortlessly cool vibe that’s perfect for casual outings or travel.

Pink Fuzzy Jacket and Baggy Jeans

This ensemble effortlessly combines cozy and chic elements, making it a perfect addition to your fall wardrobe. The standout piece is the plush, bubblegum pink fuzzy jacket, which adds a pop of color and texture to the outfit. Paired with relaxed-fit, light-wash baggy jeans, this look achieves the perfect balance of comfort and style. The cropped graphic tee underneath adds a playful touch, while the neon green pointed-toe shoes provide an unexpected twist. Accessorized with a mini yellow handbag and trendy sunglasses, this outfit demonstrates how to elevate a casual, baggy look with bold statement pieces. It’s an ideal choice for those crisp autumn days when you want to stay warm without sacrificing style.

Crisp White and Baggy Denim Combo

Elevate your autumn wardrobe with this chic and cozy ensemble that perfectly balances sophistication and comfort. The outfit features a crisp white wrap-style top layered over a turtleneck, creating a sleek and polished upper silhouette. The star of this look, however, is the pair of ultra-baggy, high-waisted jeans that exude effortless cool. The relaxed fit of the denim provides maximum comfort while maintaining a trendy edge. Cuffed at the ankles and paired with stylish black boots, this outfit seamlessly blends street style with refined elegance. It’s an ideal choice for those crisp fall days when you want to look put-together yet feel snug and relaxed.

Tailored Blazer with Wide-Leg Jeans

Elevate your autumn wardrobe with this sophisticated yet relaxed ensemble that perfectly balances cozy and chic. The crisp, cream-colored blazer with puff sleeves adds a touch of elegance to the outfit, while the wide-leg jeans bring a casual, comfortable vibe. This combination exemplifies how baggy fall outfits can be both stylish and practical. The neutral color palette allows for easy accessorizing, as demonstrated by the sleek black handbag and oversized sunglasses. This look is ideal for transitional weather, offering warmth and style for those crisp autumn days. It’s a versatile outfit that can easily take you from a casual office setting to an evening out with friends, embodying the essence of effortless fall fashion.

Sleek Puffer Vest and Cargo Pants

Embrace the perfect blend of cozy and chic with this standout autumn ensemble. The glossy black puffer vest adds a touch of urban sophistication while providing essential warmth for crisp fall days. Paired with relaxed-fit cargo pants in a distressed gray finish, this outfit strikes an ideal balance between comfort and style. The look is completed with a classic black beanie and sneakers, creating a cohesive monochromatic palette that’s both edgy and effortlessly cool. This combination showcases how baggy fall fashion can be elevated to create a sleek, fashion-forward look that’s perfect for casual outings or laid-back weekends.

Oversized Comfort for Autumn Walks

Embrace the essence of fall with this effortlessly chic and cozy ensemble. The oversized charcoal sweatshirt provides ample warmth and a relaxed silhouette, perfect for layering on crisp autumn days. Paired with classic loose-fitting blue jeans, this outfit offers both comfort and style for outdoor adventures. The mustard beanie adds a pop of seasonal color, complementing the golden leaves in the background. This look epitomizes the baggy fall outfit trend, allowing for easy movement while exploring nature trails or enjoying a casual weekend stroll. It’s an ideal choice for those seeking a laid-back yet put-together appearance that captures the spirit of autumn.

Sleeveless Crop and Wide-Leg Jeans

Elevate your autumn wardrobe with this chic and comfortable ensemble that perfectly balances cozy and stylish. The sleeveless white crop top adds a touch of elegance while allowing for easy layering as temperatures fluctuate. Paired with high-waisted, wide-leg jeans, this outfit creates a flattering silhouette that’s both on-trend and relaxed. The baggy denim provides ample room for movement and comfort, ideal for crisp fall days. Complete the look with white sneakers for a casual yet put-together appearance. This versatile combination can easily transition from day to night with the addition of a chunky sweater or blazer, making it a must-have for your fall fashion rotation.

Retro-Chic Wide-Leg Denim Ensemble

Embrace the perfect blend of comfort and style with this retro-inspired autumn look. The outfit features a pair of relaxed, wide-leg jeans that offer a roomy, baggy silhouette while maintaining a chic appearance. Paired with a fitted rust-colored top, this ensemble creates a balanced and flattering shape. The warm hue of the top complements the cool tones of the denim, making it an ideal choice for fall. Accessorized with burgundy shoes and a matching handbag, this outfit demonstrates how baggy can be both cozy and fashionable. It’s a versatile look that can easily transition from casual daytime activities to evening outings, proving that comfort doesn’t have to compromise style in your autumn wardrobe.

Wide-Leg Jeans and Crop Top

While not a typical fall outfit, this ensemble showcases how to transition your summer favorites into cooler weather. The high-waisted, wide-leg jeans offer a relaxed, baggy silhouette that’s perfect for layering as temperatures drop. Paired with a simple white crop top, this look creates a balanced contrast between fitted and loose elements. To make it autumn-appropriate, simply add a chunky cardigan or oversized blazer. The versatility of these statement jeans allows for endless styling options, making them a must-have for your fall wardrobe. Their relaxed fit embodies the cozy essence of the season while maintaining a chic, modern edge.

Casual Chic with Baggy Denim

This ensemble perfectly embodies the cozy yet chic aesthetic of fall fashion. The outfit centers around a pair of relaxed, baggy jeans that offer both comfort and style. Paired with a cropped white camisole and an oversized gray cardigan, this look strikes an ideal balance between laid-back and put-together. The long cardigan adds warmth and dimension, making it perfect for crisp autumn days. Finished with casual sneakers, this outfit demonstrates how baggy fall fashion can be effortlessly cool and versatile. It’s an excellent example of how to incorporate looser silhouettes into your autumn wardrobe while maintaining a fashionable edge.