15 Best Stylish Fall Outfits with Boots for Women to Try Now
When the air turns crisp and leaves start to change color, one wardrobe staple every woman turns to is boots. They’re stylish, functional, and versatile enough to work with almost every fall outfit. Whether you’re dressing up for a night out or keeping things casual for a cozy coffee run, boots can transform your entire look. From ankle boots to over-the-knee styles, here are fifteen Fall outfits with boots ideas that showcase the best ways to wear boots this fall.
Ankle Boots with Skinny Jeans
Ankle boots paired with skinny jeans is a timeless fall outfit. Tucking your skinny jeans into a sleek pair of suede or leather ankle boots creates a polished look that can easily transition from day to night. Pair this with a chunky knit sweater or a structured blazer, and you’ve got a go-to outfit that’s both comfortable and stylish. Add a crossbody bag and a wide-brim hat for that quintessential fall vibe.
Oversized Sweater Dress with Knee-High Boots
For an effortlessly chic look, style a cozy oversized sweater dress with knee-high boots. This combination strikes the perfect balance between casual comfort and sophistication. A belt around the waist can add shape, while layering with a trench coat or leather jacket provides warmth. Neutral tones like beige, camel, and cream make this outfit Instagram-worthy, while bold shades like burgundy or forest green add a seasonal twist.
Midi Dress with Chelsea Boots
Chelsea boots are a minimalist’s dream. Pairing them with a flowy midi dress gives a modern edge to an otherwise feminine look. Opt for floral prints with autumn tones or stick with solid earthy colors for versatility. Throw on a cropped denim or leather jacket for added texture, and finish the look with a simple tote bag. This outfit is perfect for weekend brunches or casual office days.
Mini Skirt with Over-the-Knee Boots
Over-the-knee boots exude confidence and instantly elevate a simple mini skirt outfit. Pair a plaid or leather mini skirt with a tucked-in turtleneck sweater and sleek OTK boots for a bold fall look. If the weather is colder, add opaque tights and a long wool coat. The contrast between the high boots and the short skirt creates a balanced silhouette that’s fashionable yet cozy.
Leggings with Riding Boots
For a practical yet stylish outfit, pair black leggings with classic riding boots. This look is ideal for running errands, fall festivals, or even travel days. Layer it with a long cardigan, flannel shirt, or quilted vest for a layered effect. Riding boots in brown or tan pair beautifully with neutral tops and patterned scarves. Not only is this outfit comfortable, but it also gives off a put-together vibe without trying too hard.
Wide-Leg Jeans with Chunky Boots
Chunky boots are trending, and pairing them with wide-leg or straight-leg jeans creates an effortless street-style look. A tucked-in t-shirt and oversized blazer complete the outfit, giving it a casual yet chic appearance. Go for black leather boots with a lug sole for a bold statement, or choose neutral colors for more versatility. This combination is especially great for urban settings where you want to look trendy and practical.
Sweater and Skirt Combo with Ankle Boots
A cozy knit sweater tucked into a midi or pleated skirt looks amazing with ankle boots. This outfit offers a mix of textures—soft knit with flowing fabric—that’s perfect for fall. Opt for a monochrome look with varying shades of beige or grey, or embrace fall colors like mustard and rust. Finish with layered necklaces and a slouchy bag for a complete look.
Trench Coat with Chelsea Boots
A trench coat is a fall classic, and pairing it with Chelsea boots makes for a sophisticated yet casual outfit. Layer a lightweight sweater and tailored trousers underneath for a polished ensemble, or throw the trench over jeans and a tee for a more laid-back vibe. Neutral-toned boots like black or tan work best, while a patterned scarf adds personality.
Floral Dress with Ankle Boots
Don’t pack away your summer floral dresses just yet—transition them into fall with ankle boots and layers. Throw on a denim jacket or chunky cardigan, and swap sandals for suede ankle boots. A darker floral pattern works best for fall, especially when paired with earthy-toned accessories like a leather satchel or wool hat. This look is ideal for casual days when you still want to look feminine.
Oversized Cardigan with Combat Boots
Combat boots bring an edgy element to any outfit, and they pair especially well with oversized cardigans. Wear them with skinny jeans or leather leggings, and layer a basic tee or crop top underneath the cardigan. Add a beanie and a crossbody bag for a casual, street-style inspired look. The mix of cozy and edgy makes this combination both practical and stylish.
Sweater Vest with Knee-High Boots
Sweater vests are back in style, and pairing them with knee-high boots creates a chic preppy outfit. Layer the vest over a crisp white button-down shirt and tuck it into a pleated skirt for a collegiate-inspired look. Finish the outfit with brown leather knee-high boots and a structured handbag. This look works perfectly for office wear, coffee dates, or casual events.
Denim Jacket with Combat Boots
A denim jacket is a fall layering essential, and when styled with combat boots, it creates a cool, laid-back vibe. Pair it with black jeans or a slip dress layered over tights for extra warmth. The rugged appeal of combat boots balances the casual denim jacket, making this an easy outfit to wear to concerts, festivals, or casual outings.
Leather Pants with Heeled Ankle Boots
Leather pants instantly elevate any fall outfit, and pairing them with heeled ankle boots makes them look even more sophisticated. Style with a fitted turtleneck or silk blouse for a night out, or go casual with a slouchy sweater. Black-on-black leather and boots create a sleek, edgy look, while brown leather paired with tan boots offers a softer feel.
Visit Also: Fall Outfits With Skirts
Plaid Shirt Dress with Knee-High Boots
Plaid is a fall favorite, and a plaid shirt dress styled with knee-high boots is both comfortable and stylish. Add a belt at the waist for shape and throw on a denim or leather jacket for extra warmth. Neutral boots work with most plaid patterns, while suede boots in burgundy or olive add a seasonal twist. This outfit is perfect for casual fall events like apple picking or weekend markets.
Oversized Blazer with Chunky Boots
For a modern, fashion-forward outfit, pair an oversized blazer with chunky boots. Layer it over biker shorts or slim-fit jeans to balance the proportions. This look is bold, urban, and perfect for women who like to make a style statement. Complete the look with gold jewelry and a structured handbag for extra sophistication.
FAQs About Fall Outfits with Boots
What type of boots are most versatile for fall outfits?
Ankle boots are the most versatile because they pair well with jeans, dresses, skirts, and leggings. Chelsea boots come in second for their classic and minimalist design that fits both casual and semi-formal outfits.
How do I style boots for work without looking too casual?
Opt for knee-high boots with a midi skirt or tailored trousers. Stick to neutral colors like black, brown, or tan, and avoid overly chunky soles for a more professional look. Pairing them with blazers or structured coats adds sophistication.
Can I wear boots with wide-leg pants?
Yes, chunky boots or platform boots pair well with wide-leg pants. The key is to ensure the boots are visible under the pants, either by choosing a cropped hem or tucking the pants slightly at the ankle.
Are over-the-knee boots still in style for fall?
Absolutely! OTK boots remain a stylish choice, especially when paired with mini skirts, sweater dresses, or layered outfits. To keep the look modern, opt for suede finishes and pair them with neutral or seasonal colors.
What colors of boots should I invest in for fall?
Classic colors like black, brown, tan, and beige are timeless and versatile. If you want to add variety, seasonal shades like burgundy, olive, or deep green can bring a fresh touch to your fall wardrobe.
Conclusion
Fall outfits with boots fashion wouldn’t be complete without boots. From ankle boots with skinny jeans to knee-highs paired with sweater dresses, the options are endless for creating stylish and functional outfits. The beauty of boots is their versatility—they can be dressed up or down, paired with feminine or edgy pieces, and adapted for any occasion. By mixing textures, layering smartly, and experimenting with different styles, you can create countless fall outfits that are chic, cozy, and perfect for the season.
