It’s funny how fall sneaks up just when you’re ready to swap your summer wardrobe for something cozier. If you’re into oversized silhouettes, this season’s baggy trends are calling your name. Think slouchy cardigans layered over fitted turtlenecks, or wide-leg jeans paired with chunky knit sweaters for that perfect mix of comfort and chic. Want to elevate your look? Throw on an oversized blazer or add some playful cargo pants for a streetwear vibe. There’s more to explore—trust me, your cozy style arsenal is about to get a major upgrade.
Oversized Sweater With Wide-Leg Jeans
Pairing an oversized sweater with wide-leg jeans is a go-to for effortless fall style. You’ll love how cozy you feel while still looking put-together.
For the oversized sweater trends, think chunky knits, neutral tones, or even bold stripes—layering a collared shirt underneath adds a polished touch.
Wide-leg jean styles are having a moment, so opt for high-waisted ones to balance the volume up top. Tuck in just the front of your sweater to define your waist and avoid drowning in fabric.
Finish with ankle boots or sneakers for a casual vibe. It’s comfy, chic, and perfect for crisp autumn days.
Slouchy Cardi and Mini Skirt Combo
When the weather’s cool but you still want to show a little leg, a slouchy cardigan paired with a mini skirt is your perfect fall solution.
Start with a chunky knit cardigan in neutral tones or playful patterns like stripes or checks—it’s cozy yet stylish. Layer it over a fitted turtleneck or graphic tee for slouchy layering that keeps you warm without sacrificing shape.
Pair it with a plaid or leather mini skirt to balance the volume. Add tights or knee-high socks for extra warmth, and finish with ankle boots or sneakers for a look that’s casual yet chic.
It’s effortless and fun!
Baggy Trousers and Chunky Knit Sweater
For a relaxed yet put-together fall look, baggy trousers and a chunky knit sweater are a match made in cozy heaven.
Pair high-waisted, oversized fits with a slouchy sweater in warm fall tones like rust, mustard, or cream. Opt for knit variations like cable, ribbed, or fisherman styles to add chunky textures to your ensemble.
Tuck the sweater’s front into your trousers for a polished edge, or let it hang loose for full-on streetwear vibes. This autumn layering combo is perfect for staying comfortable chic while tackling crisp days.
Finish with sneakers or boots for a casual, effortless vibe.
Oversized Blazer With Relaxed Denim
An oversized blazer and relaxed denim are your go-to for a fall look that’s equal parts sharp and laid-back. Pair a neutral-toned blazer, like beige or gray, with light or mid-wash jeans for effortless balance.
Experiment with layering techniques by adding a fitted turtleneck or a loose tee underneath for warmth and texture. Play with color combinations—try a burgundy blazer with black denim for a bold twist or keep it classic with navy and white.
Complete the outfit with ankle boots or sneakers for a polished yet casual vibe. This combo’s perfect for weekends or casual workdays, blending comfort with style effortlessly.
Cozy Hoodie and Joggers Set
A cozy hoodie and joggers set is the ultimate fall uniform for days when you want to look put-together without sacrificing comfort.
Embracing cozy loungewear trends, opt for a neutral-toned set like beige, charcoal, or olive green for versatility. Choose a hoodie with a relaxed fit, oversized hood, and ribbed cuffs for that effortlessly cool vibe.
Pair it with matching joggers that have tapered ankles to avoid looking sloppy. Add simple sneakers or slides to keep it laid-back yet stylish.
Remember these hoodie style tips: layer a basic tee underneath for depth, and tuck the front hem slightly for a polished touch.
Loose-Fit Dress With Knee-High Boots
Loose-fit dresses are a go-to for effortless fall style, especially when paired with knee-high boots.
This combo’s perfect for nailing that chic, laid-back vibe. For knee high styling, opt for a midi-length dress that skims your silhouette, letting the boots peek out just right. A solid color or subtle print keeps it timeless.
Dress layering adds warmth—try a cropped sweater or a longline cardigan over the dress for extra coziness.
Pro tip: stick to neutral shades for the boots for versatility.
It’s an easy, put-together look that’ll have you feeling comfy and fashionable all season long.
Flannel Shirt With Boyfriend Jeans
Flannel shirts and boyfriend jeans are your ultimate duo for nailing that laid-back fall look without sacrificing style.
For flannel styling, go for an oversized button-down in classic plaid—red, black, or buffalo check—and roll the sleeves for a casual vibe. Tuck it halfway into your boyfriend jeans, cuffed at the ankles to show off sneakers or ankle boots.
Fall layering is key: throw on a fitted tee underneath or knot the flannel over a tank for cooler days. The combo’s effortless, but the fit matters—keep the jeans slouchy, not sloppy, and balance the bulk with a sleek belt.
Oversized Shacket and Leggings
When you’re craving comfort without looking like you’ve given up on fashion altogether, an oversized shacket paired with leggings is your go-to move.
Shackets—those shirt-jacket hybrids—come in cozy fabrics like wool or fleece and offer endless layering techniques. Try a neutral-colored shacket over a fitted turtleneck for a polished vibe, or go bold with plaid.
Don’t be afraid to play with proportions; the baggier the shacket, the more balanced your leggings will look.
Finish with ankle boots or sneakers for a casual-cool feel. This combo’s perfect for chilly mornings, errands, or even a laid-back coffee date.
Baggy Corduroy Pants and Turtleneck
If you’re looking to nail that effortlessly chic fall vibe without sacrificing comfort, baggy corduroy pants paired with a turtleneck are a match made in autumn heaven.
The soft, structured corduroy textures add warmth and depth to your outfit, while the loose fit keeps things relaxed. Pair them with a classic turtleneck—opt for chunky knit styles for extra coziness or sleek, lightweight ones for a polished look.
Stick to neutral tones like beige, olive, or burgundy for a timeless aesthetic. Tuck in your turtleneck slightly to define your waist, or leave it loose for a laid-back vibe—either way, you’ll look put-together and ready for chilly days.
Relaxed Button-Up With Wide-Leg Trousers
For a look that’s both polished and easygoing, try pairing a relaxed button-up with wide-leg trousers. Choose a soft, loose-fit button-up in a neutral tone or a subtle pattern—stripes or checks work great. Tuck it in slightly at the front for a casual yet put-together vibe.
Pair it with high-waisted wide-leg trousers in a complementary fabric like wool or satin for a chic drape. Add casual layering with a cozy cardigan or lightweight jacket thrown over your shoulders.
Don’t shy away from pattern mixing—stripes with florals or checks with solids can elevate your outfit without feeling overwhelming.
Chunky Cable Knit and Skirt Ensemble
A chunky cable knit sweater paired with a skirt creates a cozy yet stylish fall look that’s perfect for moving into cooler weather.
Go for a slouchy, oversized sweater with rich cable knit textures—think warm creams, deep browns, or muted greens from seasonal color palettes. Tuck the front into a flowy midi skirt for balance, or let it hang loose over a mini for a playful vibe.
Add ankle boots and a leather tote to keep it polished. The contrast of soft knits and structured skirts makes this combo effortlessly chic, like your favorite coffee order but in outfit form.
Oversized Coat With Jeans and Sneakers
While chunky knits and skirts nail that cozy-fall vibe, an oversized coat with jeans and sneakers keeps things just as stylish but way more laid-back.
Start with a neutral fall color palette—think camel, olive, or taupe—for your coat, and pair it with relaxed-fit jeans, a denim trend that’s perfect for comfort-driven fashion.
Layer a thin turtleneck or hoodie underneath for warmth and dimension.
Elevate the look with classic sneaker styles like white chunky kicks or sleek leather pairs, blending street style staples with casual chic.
Toss on oversized accessories, like a scarf or tote, for an influencer-approved finish. Easy, effortless, and totally cool.
Loose Tee With Utility Pants
Pairing a loose tee with utility pants is a match made in casual-cool heaven. A graphic tee adds personality, while utility pants bring practicality with their extra pockets and durable fabric.
Look for a relaxed-fit tee in soft cotton, maybe with a bold design or subtle logo for a laid-back vibe.
Utility versatility shines with cargo or workwear-inspired pants in neutral tones like olive green or beige.
Tuck the front of your tee slightly to define your waist, or leave it untucked for an effortless look.
Finish with sneakers or boots, and you’ve got an outfit that’s stylish and functional.
Baggy Denim Overalls and Sweater
Baggy denim overalls and a cozy sweater create a look that’s effortlessly cool and perfect for crisp fall days.
Start your denim overall styling with a relaxed fit that skims your frame, leaving room for layers underneath. Pair them with a chunky knit sweater in earthy tones like mustard or rust for a seasonal vibe.
Tuck the sweater into the overalls for a polished finish, or let it hang loose for a laid-back feel. Add ankle boots or sneakers to complete the outfit.
This combo balances comfort and style, making it ideal for apple-picking or strolling through pumpkin patches.
Over-Sized Vest and Straight-Leg Pants
Why not layer up with an over-sized vest and straight-leg pants for a polished yet relaxed fall look?
The oversized vest styling instantly adds sophistication while keeping things cozy—pair it with a slim turtleneck or a lightweight sweater underneath.
Straight-leg pants versatility shines here, offering a balanced silhouette that’s neither too tight nor too loose.
Opt for neutral tones like beige, gray, or olive for an effortless vibe.
Tuck in your top slightly to define your waist and add a belt for extra polish.
Finish with loafers or ankle boots, and you’re ready to embrace autumn with both comfort and flair.
Relaxed Fit Dress With Ankle Boots
When you’re looking for an effortless fall outfit that blends comfort and style, a relaxed fit dress with ankle boots is a go-to combo.
Choose seasonal fabrics like chunky knits or soft corduroy in fall colors such as burnt orange or deep plum. Play with dress lengths—midi or maxi—to create an outfit structure that’s both flattering and cozy.
Layer with a cropped jacket or cardigan for added warmth. Accessorize dresses with a wide belt or chunky necklace to elevate the look.
Styling ankle boots, whether heeled or flat, keeps it casual vs. dressy while ensuring dress versatility for any occasion.
Loose Knit Pullover With Biker Shorts
If you’re aiming for a laid-back yet trendy fall look, pairing a loose knit pullover with biker shorts is a winning combination.
This outfit nails the balance between cozy *knitwear styles* and *athleisure trends*, making it perfect for *fashion layering*.
Choose a chunky, *oversized proportions* pullover in *fall colors* like rust or oatmeal, and pair it with sleek *biker short styling* for a mix of *textures mixing*.
Add *fall accessories* like a beanie or ankle socks to elevate the *casual chic* vibe.
It’s a *street style* staple that’s comfy enough for running errands but cool enough for a coffee date.
Oversized Flannel and Leather Skirt
Another way to nail that effortless fall vibe is with an oversized flannel paired with a leather skirt.
The soft, brushed flannel fabric keeps you cozy, while the sleek leather textures add edge—perfect for balancing comfort and style. Tuck in the front of your flannel for a casual tuck, or leave it loose for a laid-back look.
Stick to seasonal colors like burnt orange, deep burgundy, or classic plaid to stay on-trend. Layer with a basic tee underneath if it’s chilly, and finish with ankle boots or sneakers.
It’s an easy, mix-and-match outfit that works for school, weekends, or even a casual date.
Baggy Cargo Pants and Cropped Sweatshirt
Baggy cargo pants and a cropped sweatshirt are the ultimate combo for a comfy yet stylish fall look—think utility meets casual cool.
The baggy silhouette of the pants adds an easy, relaxed vibe, while the cropped sweatshirt keeps things balanced and modern. Go for neutral tones like beige, olive, or gray to nail that effortless aesthetic.
Pair them with chunky sneakers or ankle boots for a laid-back finish. Don’t shy away from playing with textures—try a ribbed sweatshirt or corduroy cargo pants.
It’s casual layering at its best, perfect for running errands or grabbing coffee with friends.
Slouchy Cardigan and Mom Jeans
Nothing says cozy-chic like a slouchy cardigan paired with mom jeans—it’s the perfect formula for a laid-back yet polished fall outfit.
Choose a chunky knit cardigan in earthy tones like beige, olive, or rust for that warm, lived-in vibe. Pair it with high-waisted mom jeans, their relaxed fit balancing the cardigan’s bulk.
Use layering techniques, like a snug tee or turtleneck underneath, to add depth. Mix fabric textures to keep it interesting—think soft wool with structured denim.
Finish with ankle boots or sneakers, and you’ve got a look that’s effortlessly cool, comfortable, and totally fall-ready.
