Looking to keep your style on point as the temperatures drop? Boots and shorts are the perfect combo for those cooler days when you still want to look chic.
Whether you’re aiming for cozy vibes or a bold statement, there are endless ways to rock this look.
1. Biker boots and paperbag shorts
You can still rock your shorts even when the temperatures drop by pairing them with your favorite boots for warmth and style. Combine biker boots with paperbag shorts, a cozy ribbed turtleneck, and an oversized blazer for an effortlessly chic look.
Keep the outfit two-toned for a sophisticated vibe, and add bold statement sunglasses, a stylish belt, and a fluffy clutch bag to complete the ensemble.
2. Suede boots and cable-knit cardigan
Suede knee-high boots will elongate and tone your legs when paired with light denim shorts and a belt that matches the boots. Layer a white ribbed long-sleeve shirt with a cozy, oversized cable-knit sweater for that extra warmth and style.
Finish the look with a cute small shoulder bag and trendy sunglasses to add a chic touch. This outfit is perfect for staying stylish and comfortable as the temperatures drop!
3. Long coat and UGG boots
One of the biggest trends this season is definitely comfy UGG Tazz boots. They look effortlessly stylish and cool when paired with checked shorts and a matching shirt, layered with a trendy burgundy sweater.
For extra warmth, throw on a long, oversized cream-white coat and add burgundy knitted socks to match the sweater. Finish the look with some jewelry and accessories for a personal touch, and you’ve got an outfit that’s both cozy and chic!
4. Boxy blazer and pleated shorts
Are you looking for a chic way to style your shorts and boots in the cold? Layer a warm, fluffy dark chocolate brown sweater with an oversized boxy black blazer and high-waisted pleated shorts in grayish-brown.
Slip into your favorite black riding boots to keep the look harmonious and effortlessly stylish. This equestrian-inspired outfit will make you feel both classy and confident. To add a modern twist, complete the look with a cool statement bag.
5. Cowboy boots and high-waisted shorts
An all-white outfit will make you look like a true ice queen on those cold days when you want to feel refined and put together. Pair a white long-sleeve shirt with an oversized white blazer and high-waisted shorts in the same shade to exude clean, chic vibes.
White cowboy boots add a bold, unexpected twist, elevating the look with a touch of edge. This ensemble combines elegance with just the right amount of daring style.
6. Lace-trim shorts and combat boots
Keep your outfit neutral by pairing black combat boots with lace-trimmed shorts in a matching color. Layer a cream zip-up sweater with a light brown trench coat for a chic, effortless look.
For a pop of color, grab a burgundy bag—the color of the season—to add a stylish and vibrant touch to the ensemble. This combination is the perfect mix of edgy and elegant.
7. Wool sweater and croc-leather boots
Be a true diva by pairing your brown shorts with brown pointed-toe croc-leather heeled boots for an extra dose of feminine flair. Add a cozy wool sweater in a grayish-brown shade, featuring bold faux fur details around the wrists for a luxurious touch.
Complete the look with a trendy maxi handbag, and you’ve got an ensemble that’s both stylish and timeless. This outfit is perfect for making a statement while staying effortlessly chic.
8. Rain boots and woven scarf
Who says rain boots can’t be modern and cool? Pair them with dark blue checked shorts to match your stylish rain boots. Complete the look with a cozy cotton long-sleeve shirt and a big woven gray scarf to keep you warm and add a playful touch.
Finish off with some cool accessories, and you’ve got a look that’s both practical and fashionable, no matter the weather.
9. Oversized leather jacket and checked shorts
Another way to style your checked shorts is by pairing them with flat suede knee-high boots, a cozy sweatshirt, and an oversized brown leather jacket for a laid-back yet chic look.
Grab a cute handbag that matches the boots and add a beanie to keep warm while staying stylish. This outfit is the perfect balance of comfort and cool, making it ideal for cooler days.
10. Ankle boots and leather shorts
One of the best pairs to style together is black leather shorts and black ankle boots. Slip into high-denier black tights to elongate your legs while keeping warm. Layer a classic white shirt with a dark gray blazer to add a classy, elegant touch.
Complete the look with a crossbody bag and cool sunglasses for a pop of stylish, edgy energy. This outfit strikes the perfect balance between chic and bold.