Leggings have become a wardrobe staple for many of us, offering comfort that’s hard to beat. But sometimes, they can look a bit too casual or sporty. The good news is that with the right pieces paired alongside them, leggings can actually look super stylish and put-together.
1. Oversized Chunky Sweaters
Cozy oversized knits create the perfect balance with form-fitting leggings. The contrast between snug bottoms and a roomy top creates an effortlessly stylish silhouette. Aim for sweaters that hit mid-thigh for the most flattering look. Neutral colors work beautifully, but don’t be afraid to try bold hues too!
2. Long Button-Down Shirts
Button-downs that extend past your hips instantly elevate leggings from casual to chic. Roll up the sleeves for a relaxed vibe that still looks intentional and put-together. White shirts offer classic appeal, while striped or patterned options add visual interest. Layer with a half-tuck for dimension that flatters your figure.
3. Leather Jackets
Nothing adds edge to simple leggings quite like a leather jacket. The textural contrast between smooth leather and stretchy leggings creates an instantly cool vibe. Black leather offers timeless appeal, but burgundy or navy options provide unexpected sophistication. Keep the under-layer simple to let your statement jacket shine.
4. Tunic Tops
Tunics and leggings were practically made for each other! The longer length provides perfect coverage while the flowing silhouette balances the snugness of leggings. Look for tunics with interesting details like side slits or asymmetrical hems. Solid colors work wonderfully, but don’t shy away from subtle patterns or textural elements.
5. Blazers
Structured blazers instantly transform leggings into office-appropriate attire. The contrast between casual bottoms and formal toppers creates an unexpectedly sophisticated look. Neutral blazers offer versatility, while jewel tones make a statement. Layer over a simple tee or camisole and add minimal jewelry for polished perfection.
6. Long Cardigans
Drapey cardigans that hit mid-thigh or lower create elegant vertical lines when paired with leggings. This combination offers both comfort and sophistication for everyday wear. Lightweight knits work year-round, while chunky versions add coziness in cooler months. The vertical silhouette elongates your frame for a flattering effect.
7. Denim Jackets
Classic denim jackets add casual coolness to basic leggings. The structured shape provides nice contrast against form-fitting bottoms, creating balanced proportions. Traditional blue denim works with everything, while white or black versions offer fresh alternatives. For extra style points, try oversized cuts or vintage-inspired washes.
8. Belted Shirt Dresses
Shirt dresses worn open over leggings create a layered look that’s both practical and polished. Adding a belt defines your waist while creating interesting proportions. Choose lightweight fabrics for year-round wearability. This combination works beautifully for transitional weather when you want options for changing temperatures.
9. Poncho Sweaters
Draped poncho-style tops add dramatic flair to simple leggings. The flowing silhouette creates beautiful movement while maintaining a cozy, approachable vibe. Look for versions with interesting patterns or textures. This pairing works especially well for travel, offering comfort without sacrificing style points.
10. Structured Handbags
Never underestimate how a polished handbag elevates leggings! Structured bags add intentionality to casual outfits, signaling that your comfortable look was deliberately styled. Classic shapes in leather convey sophistication. Choose medium to large sizes for practical everyday use, and consider a pop of color to brighten neutral leggings.
11. Statement Boots
Eye-catching boots transform leggings from basic to bold! Over-the-knee styles create sleek lines, while chunky combat boots add edgy contrast. Animal prints or bright colors make simple black leggings suddenly exciting. For maximum impact, keep your top relatively simple and let your footwear be the star.
12. Crisp White Sneakers
Clean white sneakers add fresh, sporty polish to leggings without looking like you’re headed to the gym. The bright footwear creates a nice anchor point for your outfit. Classic canvas or leather styles both work beautifully. Keep them spotless for maximum impact, and pair with elevated tops to maintain a stylish rather than purely athletic look.
13. Layered Delicate Necklaces
Dainty layered jewelry adds unexpected refinement to leggings outfits. Multiple delicate chains create visual interest near your face, drawing attention upward. Mix metals and lengths for dimensional appeal. This simple accessory trick signals intentional styling, transforming leggings from workout wear to fashion statement.
14. Tailored Trench Coats
Classic trench coats bring instant sophistication to casual leggings. The structured silhouette and traditional details create a polished counterpoint to relaxed bottoms. Traditional khaki works with everything, but don’t overlook navy or black options. Belt it to define your waist or leave it open for a more relaxed appearance.
15. Chambray Shirts
Soft chambray shirts bring casual-cool vibes to basic leggings. The light denim texture adds interest while maintaining a relaxed, approachable aesthetic. Wear buttoned with sleeves rolled for classic style, or open over a tank for layered dimension. The versatile blue hue complements virtually any color leggings.
16. Dramatic Capes
Bold cape silhouettes transform leggings into fashion-forward ensembles. The flowing, architectural shape creates striking contrast against slim-fitting bottoms. Neutral colors offer the most versatility. This unexpected pairing works beautifully for special occasions when you want comfort without sacrificing style.
17. Ankle Boots With Heel
Heeled ankle boots instantly elevate leggings from casual to chic. The added height elongates your legs while the structured shape provides polish. Leather or suede options both work beautifully. Look for styles with interesting details like buckles or textures to add visual interest to simple outfits.