14 Black Tennis Skirt Outfit Ideas for Winter Athleisure Style

You’ve probably tucked away your favorite black tennis skirt once temperatures dropped, but winter doesn’t have to end your athleisure game. With the right layering pieces and cold-weather accessories, you can modify this versatile staple into a cozy, street-style-worthy outfit. From puffer jackets to fleece-lined tights, there are countless ways to stay warm without sacrificing style.

Oversized Sweater and Fleece-Lined Tights

You’ll often find that pairing an oversized sweater with your black tennis skirt creates the perfect balance between cozy and chic. The chunky knit drapes beautifully over the structured skirt silhouette, giving you that effortlessly stylish athleisure look. Don’t hesitate to experiment with cozy textures like cable knit or waffle weave patterns.

Fleece-lined tights are your secret weapon for staying warm without sacrificing style. They’ll keep your legs comfortable in temperatures as low as 20°F while maintaining that sleek appearance. Choose opaque black tights to create a seamless look from skirt to shoe. Chic cold-weather styling can be achieved by coordinating your black tennis skirt with these versatile winter pieces.

Complete your outfit with warm accessories like a beanie or scarf in complementary tones. You can move freely through your day while looking polished and feeling completely comfortable in cooler weather.

Puffer Jacket With Knee-High Boots

When temperatures drop, a puffer jacket paired with knee-high boots alters your black tennis skirt into a winter-ready statement outfit.

A fitted puffer jacket creates a sleek silhouette that balances the skirt’s playful shape. Choose one in black for a monochromatic look, or add a pop of color to express your personal style. The fitted design prevents bulk while keeping you warm during outdoor excursions. Edgy leather skirts can also be layered for a bold, winter-inspired look.

Stylish knee high boots complete this ensemble by adding both warmth and visual impact. They elongate your legs and create a seamless passage from skirt to footwear. Opt for leather or suede finishes depending on your vibe. Add fleece-lined tights underneath for extra insulation. This combination lets you embrace winter without sacrificing your freedom to move and express yourself.

Cropped Hoodie and Thermal Leggings

A cropped hoodie layered over your black tennis skirt creates the perfect blend of athletic style and casual comfort. This combination lets you move freely while staying warm during cooler months. Choose a cropped sweater in neutral tones or bold colors to express your personal style.

Pair thermal leggings underneath your skirt for added warmth without sacrificing your look. The leggings provide essential insulation while maintaining that sporty aesthetic you’re going for. Opt for fleece-lined options when temperatures really drop. Denim skirts can also be a great option for a cozy and casual winter look.

Complete this outfit with chunky sneakers or ankle boots for street-ready appeal. Add a crossbody bag to keep your essentials secure while you’re on the go. This versatile combination works perfectly for running errands, meeting friends, or casual weekend excursions.

Leather Jacket and Ankle Booties

Pairing a leather jacket with your black tennis skirt instantly changes this athletic piece into an edgy, street-style statement. You’ll love how the structured jacket balances the playful pleats of your skirt, creating a look that’s both rebellious and refined.

Ankle booties complete this ensemble with effortless cool. Choose styles with leather accents like buckles or studs to tie the look together. Block heels offer comfort while still elevating your silhouette for all-day wear.

Don’t forget your chic accessories to personalize this outfit. A simple chain necklace or hoop earrings adds polish without overwhelming the ensemble. Layer a fitted turtleneck underneath for warmth, and you’re ready to conquer city streets with confidence. This combination gives you the freedom to express your bold, individualistic style. Fashionable winter looks with a black leather skirt can also inspire your athleisure winter wardrobe.

Turtleneck Bodysuit With a Long Cardigan

Softening your look from edgy leather to cozy sophistication is easy with a turtleneck bodysuit and long cardigan combination. This pairing creates a form fitting silhouette that flatters your figure while keeping you warm during colder months.

The turtleneck bodysuit stays perfectly tucked, making high waisted styling effortless with your black tennis skirt. You won’t need to fuss with adjustments throughout the day.

Layer a long cardigan that hits mid-thigh or below for added warmth and visual interest. Choose neutral tones like cream, camel, or gray to complement your black skirt beautifully. A pink skirt winter outfit can also be a stylish option to pair with this cozy look.

Complete this ensemble with sleek sneakers or knee-high boots depending on your destination. Add simple gold jewelry to enhance the outfit without overwhelming your cozy aesthetic. You’ll feel comfortable and stylish wherever you go.

Sherpa Pullover and Platform Sneakers

When temperatures drop but you still want to rock your black tennis skirt, a sherpa pullover delivers instant warmth with effortless style. This cozy combination keeps you comfortable while maintaining that athletic aesthetic you love.

Platform sneakers add height and visual interest to your outfit without sacrificing comfort. They’re perfect for running errands or meeting friends for coffee. Choose white platforms for a classic contrast or opt for chunky black ones for a monochromatic look.

Complete your ensemble with a textured scarf in a neutral tone like cream or camel. This adds dimension and extra warmth around your neck. Don’t forget statement earrings to accentuate the casual vibe. Gold hoops or geometric shapes work beautifully against the soft sherpa fabric.

Fitted Quarter-Zip With Wool Tights

A fitted quarter-zip offers a more polished alternative to the relaxed sherpa look while still keeping you warm on chilly days. The streamlined silhouette pairs beautifully with your black tennis skirt, creating a sporty yet refined appearance. Choose a merino wool blend quarter-zip for superior temperature regulation and moisture-wicking properties.

Wool tights enhance this outfit into a cold-weather essential. They add warmth without bulk, allowing you to move freely throughout your day. The layered textures between your smooth quarter-zip and knit tights create visual interest that augments the entire look.

Complete this ensemble with ankle boots or sleek sneakers. You can zip up for extra coverage during outdoor activities or leave it partially open for a casual vibe. This versatile combination takes you from errands to coffee dates effortlessly.

Varsity Jacket and Chunky Sneakers

Varsity jackets bring an effortlessly cool, retro vibe to your black tennis skirt that’s hard to beat. Choose a jacket with bold chenille patches or classic striped ribbing at the cuffs and hem. This combination creates a sporty-preppy hybrid that works for casual outings and weekend errands.

Chunky sneakers anchor this look with streetwear appeal while keeping you comfortable all day. Opt for white or neutral-toned platforms that add height without sacrificing mobility. You’ll appreciate the cushioned support during long walks.

Layer strategically for colder days. Swap your skirt for athletic shorts underneath or pair track pants as a base layer when temperatures drop drastically. Add wool-blend knee socks for extra warmth and visual interest. This outfit lets you move freely while looking effortlessly stylish throughout winter’s unpredictable weather.

Cable Knit Sweater Vest Layered Over a Long Sleeve

Cable knit sweater vests offer endless styling possibilities when paired with your black tennis skirt. This cozy cable knit layer adds texture and warmth without restricting your movement. You’ll love how the sleeveless sweater vest creates a polished, preppy aesthetic that works for casual outings or coffee dates.

Start with a fitted long-sleeve turtleneck or crewneck as your base layer. Choose neutral tones like cream, white, or gray to complement the textured vest. The layered look keeps you warm while maintaining that athletic silhouette you’re after.

Complete this outfit with knee-high boots or chunky loafers for added winter practicality. Don’t forget fleece-lined tights underneath your skirt for extra insulation. This combination lets you welcome colder weather without sacrificing your personal style or comfort.

Teddy Bear Coat With Combat Boots

Teddy bear coats bring instant cozy vibes to your black tennis skirt ensemble while making a bold fashion statement. The oversized silhouette creates a perfect balance with your mini skirt’s shorter length, giving you that effortlessly chic streetwear aesthetic.

Combat boots anchor this look with edgy confidence and practical warmth. Look for styles with fleece lined accents to keep your feet comfortable during colder days. The chunky soles add height while providing excellent traction on winter surfaces.

Layer a fitted turtleneck underneath for thermal performance without sacrificing style. You’ll stay warm while maintaining complete freedom of movement for your active lifestyle. Choose neutral boot colors like black or tan to keep the focus on your statement coat. This combination delivers maximum impact with minimal effort.

Mock Neck Base Layer and Puffer Vest

A mock neck base layer paired with a puffer vest creates the ultimate layering combination for your black tennis skirt outfit. This thermal base keeps your core warm while allowing complete freedom of movement throughout your day.

The fitted mock neck sits smoothly beneath your quilted outerwear, preventing bulk around your neckline. Choose moisture-wicking fabrics that regulate your body temperature whether you’re running errands or meeting friends for coffee.

Your puffer vest adds instant visual interest while keeping your arms unrestricted. Opt for a cropped style that hits at your waist to maintain your silhouette’s proportions. Neutral tones like cream, olive, or black work seamlessly with your tennis skirt.

This pairing lets you move freely while staying cozy all winter long.

Oversized Flannel Shirt and Lug Sole Boots

Throwing an oversized flannel shirt over your black tennis skirt instantly creates that effortlessly cool weekend vibe you’re looking for. The loose silhouette balances the skirt’s shorter length while adding cozy warmth during colder months. Choose plaids in red, green, or neutral tones to complement the black base.

For footwear, lug sole boots anchor this look with practical traction and streetwear edge. Leather ankle boots work especially well, adding polish without sacrificing comfort. The chunky sole creates visual interest and keeps your feet warm on chilly days.

You can also swap the flannel for a corduroy overshirt when you want a slightly more refined texture. Either option gives you the freedom to move easily while looking pulled together for brunch, shopping, or casual meetups with friends.

Matching Sweatshirt Set With Cozy Leg Warmers

Coordinating loungewear pieces take your black tennis skirt in a completely different direction from rugged flannel layers. A matching sweatshirt set creates an effortlessly polished look that moves with you throughout your day.

Start with lightweight base layers underneath your oversized crewneck sweatshirt for added warmth without bulk. The monochromatic approach lets your black tennis skirt stand out as the focal point of your outfit.

Cozy accessories like knit leg warmers add texture and keep your legs protected from winter’s chill. Choose leg warmers in cream, gray, or a coordinating shade that matches your sweatshirt set. This combination gives you complete freedom to run errands, grab coffee, or lounge at home while looking put-together.

Finish with clean white sneakers for a fresh, athletic-inspired winter look.

Faux Fur Jacket and Over-the-Knee Boots

When you’re ready to raise your black tennis skirt for evening events, nothing makes a statement quite like pairing it with a luxe faux fur jacket. This combination elevates athletic wear into sophisticated street style that commands attention wherever you go.

Choose over-the-knee boots in black suede or leather to elongate your legs and add drama. The boots create a seamless line that balances the skirt’s shorter hemline beautifully.

Complete your look with these essential accessories:

1. Wrap a cashmere scarf loosely around your neck for added warmth and texture
2. Pull on faux leather gloves to maintain the heightened aesthetic

You’ll feel unstoppable in this outfit that breaks traditional fashion rules while keeping you warm and stylish.

Conclusion

Your black tennis skirt doesn’t need to hibernate when temperatures drop. You’ve now got nine versatile outfit combinations that’ll keep you warm and stylish all winter long. Mix and match these layering techniques to create even more looks throughout the season. Don’t be afraid to experiment with different textures, from cozy fleece to sleek leather. Grab your favorite pieces and start building your winter athleisure wardrobe today.