Long Shirts To Wear With Leggings: 15 Best Outfit Ideas For Ladies

Leggings aren’t just for pairing with dresses or tops; they can also be styled with a long shirt to create a chic and effortless look. If you’re used to wearing button-up shirts and skinny pants for work, you’ll find that the combination of a long shirt and leggings is a great alternative. With endless possibilities in fashion, it’s always exciting to discover new ways to express your personal style.

To showcase some inspiring ideas, I’ve curated a selection of long shirts with leggings outfit combinations. Let’s take a look!

White Button Up Long Shirt with Black Leggings & Leather Ankle Boots

White Button Up Long Shirt with Black Leggings & Leather Ankle Boots

To begin our collection of outfit ideas, let’s explore a fresh take on a classic combination: a crisp white shirt paired with sleek black pants. A long-sleeved button-down shirt in pristine white serves as the foundation for this look, which is elevated by the addition of black leggings that create a streamlined silhouette. The pièce de résistance is the incorporation of black leather ankle boots, adding a touch of sophistication and polish to the overall ensemble.

White Long Sleeve Tunic Shirt with Black Leggings & Flip Flops

White Long Sleeve Tunic Shirt with Black Leggings & Flip Flops

If the thought of wearing boots doesn’t appeal to you, there’s an alternative that still exudes elegance: dressy flip flops. Take this outfit for instance – pairing a crisp white long-sleeve button-up shirt with black leggings creates a stylish base. Elevate your look by swapping out boots for a pair of sophisticated flip flops, which add a breezy and ladylike touch.

Black and White Striped Sleeveless Long Shirt with Leggings

Black and White Striped Sleeveless Long Shirt with Leggings
Photo Credit: glamradar

To achieve this chic ensemble, we’ll momentarily set aside the classic white shirt option and instead opt for a striking black and white striped sleeveless long shirt. When it comes to bottoms, team the top with sleek black leggings for a streamlined silhouette. Finally, complete the look by adding a touch of femininity with blush pink flats, which will add a playful and polished finish.

Blush Pink Button Up Slightly Flared Long Shirt with Leggings & Boots

Blush Pink Button Up Slightly Flared Long Shirt with Leggings & Boots
Photo Credit: fashiongum

For a touch of femininity, incorporating pink into your outfit is a harmonious choice. To recreate this look, opt for a blush-hued long-sleeved button-down shirt with a subtle flair at the hem. Balance out the softness with sleek black leggings and vintage-inspired brown leather knee-high boots that add a rugged edge to the overall ensemble.

Chambray Button Up Belted Long Shirt with Leggings & Knee High Boots

Chambray Button Up Belted Long Shirt with Leggings & Knee High Boots
Photo Credit: instylebeads

Elevate your style by incorporating an unexpected touch: draping a rich brown leather belt across a crisp greyish-blue chambray shirt with a relaxed fit. This earthy combination is perfect for pairing with fitted black leggings and statement-making brown leather knee-high boots. To complete the look, carry a matching brown purse that ties everything together.

Red and Black Plaid Long Boyfriend Shirt with Brown Leather Boots

Red and Black Plaid Long Boyfriend Shirt with Brown Leather Boots
Photo Credit: brightontheday

Embracing a youthful flair, this stylish ensemble draws inspiration from boyfriend-inspired fashion. Start by donning a bold red and black plaid long-sleeved shirt, a versatile piece that adds a pop of color to the overall aesthetic. Pair it with comfortable black leggings for a chic contrast against the bold top. Ground the look with a pair of rugged brown leather knee-high boots, their earthy tone adding warmth to the overall ensemble.

Finally, introduce an air of sophistication with a large black leather purse, its sleek lines and generous size providing a stylish contrast to the carefree vibe of the rest of the outfit.

Blue Coated Chambray Shirt with Over The Knee Brown Leather Boots

Blue Coated Chambray Shirt with Over The Knee Brown Leather Boots
Photo Credit: stylewile

To create a striking and fashionable ensemble for a social gathering, consider combining a deep blue coated chambray button-up shirt with a bold blue, red, and white scarf. This statement-making combination can be paired with black leggings and over-the-knee brown leather boots to produce a truly eye-catching outfit that is sure to turn heads at your next friends’ get-together.

Black Long Wool Coat with Leather Leggings

Black Long Wool Coat with Leather Leggings
Photo Credit: justthedesign

When seeking inspiration for a chic all-black ensemble, it’s refreshing to create a darker, edgier vibe every now and then. To effortlessly pull off this stylish look, consider pairing a black long-sleeved button-down shirt with a luxurious black wool coat. Complement these staples with black leather leggings and sleek black boots for a polished finish. Alternatively, add a touch of casual flair by swapping out the boots for crisp white sneakers.

White Sequin Collar Long Shirt with Leggings

White Sequin Collar Long Shirt with Leggings
Photo Credit: plantoburo

Elevate your style with a touch of whimsy by combining the white long button-up shirt featuring a stunning black sequin collar design. Create a chic and feminine ensemble by pairing it with black cropped leggings and statement silver metallic pointed-toe heels. To add an extra layer of artistic flair, top off the look with a trendy black floppy hat that exudes playfulness.

White Oversized Button Up Shirt with Leather Leggings & Heels

White Oversized Button Up Shirt with Leather Leggings & Heels
Photo Credit: stylewe

Elevate your everyday style without sacrificing sophistication by pairing a crisp white oversized button-down shirt with sleek black leather leggings. Add a touch of elegance with pointed-toe high heels and finish the look off with a roomy black leather purse. This versatile combination is perfect for those who want to tone down their power dressing game on casual Fridays, while still exuding confidence and poise.

White Button Up Flared Shirt with Plaid Scarf & Grey Leggings

White Button Up Flared Shirt with Plaid Scarf & Grey Leggings
Photo Credit: traversetrial

To achieve this effortless style, consider layering a white long-sleeved shirt with flared hem as if it were a mini dress. The addition of a grey and white plaid scarf adds a cozy touch to the overall look. To complete the outfit, pair the shirt-dress combo with comfortable grey leggings and camel suede ankle boots for a stylish and practical ensemble.

Short Denim Jacket with Long White Blouse & Black Leggings

Short Denim Jacket with Long White Blouse & Black Leggings
Photo Credit: styleswardrobe

To achieve this modern and youthful layered style, combine a long white buttonless blouse with a short fitted blue denim jacket. Complete the outfit by pairing them with black leggings and camel suede ankle boots. For an added touch of warmth and elegance, wrap a grey knit scarf around your neck.

Olive Green Asymmetric Button Up Long Shirt with Leggings & Knee High Boots

Olive Green Asymmetric Button Up Long Shirt with Leggings & Knee High Boots
Photo Credit: grantbarrett

Achieve a relaxed yet stylish vibe by pairing an olive green button-up long shirt with black leggings. To add a touch of sophistication without going overboard, opt for a pair of grey leather knee-high boots that seamlessly blend into the overall look.

White Chiffon Semi-Sheer Long Shirt with Blazer & Leggings

White Chiffon Semi-Sheer Long Shirt with Blazer & Leggings
Photo Credit: crashingred

If you’re looking for a chic yet understated outfit for a semi-formal event, consider pairing a flowy white chiffon blouse with a sleek black blazer. The contrast between the light, airy top and the structured jacket creates a striking visual effect. To ground the look, add black leggings that provide a smooth foundation beneath the flowing shirt. Finish off the ensemble with a pair of high-heeled black sandals for a touch of sophistication.

This simple yet elegant combination is sure to make you feel confident and put-together.

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