The autumnal season is ideal for embracing the coziness and adaptability of leggings. Leggings can be the base of so many fashionable ensembles, whether you’re doing errands, visiting friends for coffee, or spending a relaxing day at home.
For a stylish and comfy look throughout the fall season, check out these over 20 adorable leggings outfit ideas!
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Sweatshirt + Sneakers
Wear black or patterned leggings with an oversized hoodie to keep it casual and comfortable. An athletic day out is perfected with this ensemble that includes sneakers and a quilted jacket.
How to wear it:
- Top: Cozy, roomy sweater in a vibrant fall hue, such as deep green or burnt orange.
- Black or patterned leggings are available.
- Shoes: Traditional sneakers in black or white.
- Crossbody purse, baseball cap, and other accessories.
- Outside: A puffer vest or a jacket with quilting.
I enjoy wearing different colored leggings! I own these leggings in multiple colors and they are my absolute favorite. They are the softest things ever and resemble a popular Lululemon style, but at a much lower cost. You may wear a large sweatshirt and leggings for many different seasons; it’s a cute and easy stylish look.
Chunky Sweater + Ankle Boots
For an effortlessly stylish fall outfit, team a chunky knit sweater in a neutral tone with traditional black leggings. For a comfortable yet put together look, add suede ankle boots and basic gold accessories as finishing touches.
How to style it:
- Top: A large, bulky knit sweater in a muted shade of gray or beige.
- Classic leggings in charcoal gray or black
- Shoes: Tan or rich brown suede ankle boots
- Accessory items: A bold watch and gold hoops earrings
- Outside: Longline coat in a coordinating shade of neutral
Fleece jacket + sneakers
The perfect comfortable fall look is a fleece jacket with black leggings and sneakers. This cozy yet fashionable appearance is ideal for those chilly morning walks or informal get-togethers.
For a carefree, effortlessly stylish look, pair a crossbody purse with a baseball cap or beanie.
- Top: Wear a fitting thermal top or a basic long-sleeve t-shirt underneath the fleece jacket. To maintain a friendly and informal vibe, choose a soft or neutral color like light blue, gray, or white.
- Leggings: For this look, classic black leggings look best because they are comfortable and versatile.
- Shoes: To go with the laid-back style of the ensemble, choose cozy shoes, ideally in a neutral color like white or gray.
- Accessory suggestions include a crossbody bag for a functional yet fashionable look and a knit beanie in a complementary or contrasting hue to keep warm.
- Outerwear: Choose a fleece jacket that is comfortable, slightly big, and appropriate for fall colors, such as beige, olive green, or navy. This jacket is ideal for outdoor activities or running errands on a cool day because it gives warmth without losing flair.
Plaid Flannel Shirt + Combat Boots
Wear a black legging set and a red and black plaid flannel top to channel those falltime vibes. Wear a leather jacket and black combat boots to add some edge; these pieces are great for weekend excursions or city explorations.
- Top: An oversized red and black plaid flannel shirt.
- Black leggings are available.
- Shoes: Combat boots in black.
- Accessory items: multi-layered necklaces, leather backpack.
- For an edge, choose a black leather jacket as outerwear.
Tunic Sweater + Knee-High Boots
Consider wearing a long tunic sweater in a deep fall hue, such as burgundy, for a more feminine aesthetic. For a traditional fall ensemble that is cozy and fashionable, team it with black leggings and knee-high boots.
- Top: Long sweater in a soft knit tunic style, ideally in a warm hue like burgundy.
- Black or dark brown leggings are available.
- Shoes: Taupe or brown knee-high boots.
- Accessorize with an infinite scarf and basic stud earrings.
- Depending on the weather, wear a cardigan or trench coat as outerwear.
Denim Jacket + Your Favorite Top
Wear your go-to blouse and black leggings to keep things easygoing and enjoyable. For a simple, carefree outfit that’s ideal for running errands or getting coffee with friends, throw on a denim jacket and white sneakers. For working mothers, this is the ideal casual wear look!
- Top: An adorable graphic shirt, maybe with a quote or design with a fall theme
- Black or charcoal gray leggings are available.
- Shoes: White slip-on loafers or sneakers
- Accessory items: crossbody bag and beanie
- Exterior: Traditional denim jacket
Turtleneck Sweater + Chunky Ankle Boots
If you’re unsure about what to wear with black leggings in the winter, go for a fitting turtleneck sweater and faux leather or black leggings to stay warm and fashionable. A wool coat offers a hint of refinement, while chunky ankle boots keep the ensemble comfortable.
- Top: A fitted turtleneck sweater in a rich fall hue, such as rust or olive.
- Black or imitation leather leggings are available.
- Shoes: Matching color slip-on shoes.
- Accessory items: A leather-strapped watch and a basic pendant necklace.
- Coat made of wool blend for an elegant appearance.
Long Cardigan + Ankle Booties
For a comfortable fall outfit, tuck a big, bulky cardigan beneath a plain white t-shirt. For a look ideal for a day at the pumpkin patch, pair high-waisted leggings with suede ankle shoes.
- Top: A basic white or cream t-shirt.
- Black leggings with a high waist.
- Shoes: Tan or brown suede ankle boots.
- Accessory items: delicate rings, long pendant necklace.
- Outerwear: A long, bulky cardigan in a gentle pastel or neutral hue.
Cozy Sweater + Slip on Shoes + Socks
Oversized Hoodie + Fashion Sneakers
There’s nothing more cozy than an oversized hoodie worn with black leggings. For a sporty, laid-back vibe that’s perfect for a relaxing day at home or a fast trip to the grocery store, finish the ensemble with fashionable sneakers. I’ve always loved leggings with sneakers! It’s adorable for all ages.
- Top: A cozy, roomy hooded sweatshirt in a burnt orange fall hue.
- Gray or black leggings are available.
- Shoes: Stylish sneakers in a coordinating shade.
- Accessory items: stud earrings and a baseball cap.
- Outerwear: Light windbreaker or puffer vest.
Striped Sweater + Ballet Flats
An effortless go-to look is a striped sweater in traditional fall hues coupled with black leggings. Put on a trench coat and ballet flats to finish off the casual yet polished outfit.
- Top: A black-and-white or navy-and-white striped sweater.
- Leggings: either blue or black.
- Shoes: A matching color pair of ballet flats.
- Accessory items: A small stack of bracelets and a crossbody purse.
- Outerwear: A duster or light trench coat.
Button-Up Shirt + Loafers
A clean white button-up shirt looks great with dark green or black leggings for a more put together outfit. For a stylish look appropriate for the workplace, pair loafers with a wool blazer.
- Top: A clean, white button-up shirt that is a little big.
- Dark green or black leggings are available.
- Loafers in brown or black color.
- Attachments: Traditional watch, structured tote bag.
- Wardrobe: Neutral-colored wool blazer.
Sweater Dress + Leggings + Boots
Wear black leggings and knee-high or over-the-knee boots with a comfortable sweater dress. This is a really classy and cozy attire that is ideal for a fall date night or parties.
- Top: Mid-thigh-length sweater dress in a warm color, such as burgundy or mustard.
- Black or dark gray leggings are available.
- Shoes: Black or brown boots, either knee-high or over the knee.
- Accessory items: Bold earrings and a soft shawl.
- Outside clothing: A wool coat with a belt or a long, fitted coat.
