How To Dress Up Leggings

Leggings are the ultimate casual wear staple, known for their comfort and versatility. While they’re often worn for more relaxed or athleisure looks, it’s surprisingly easy to dress them up for a more intentional and put together outfit idea. By pairing leggings with the right pieces, you can transform them into a stylish outfit suitable for a variety of occasions. So, today, I’m excited to share a round up of ways to elevate your leggings. Whether it’s layering with a chic blazer, opting for leather leggings, or accessorizing with a statement bag and heels, there are plenty of options to help you make the most out of this wardrobe essential. So stay tuned for some chic leggings ideas to elevate your style.

If you’re looking for more neutral outfits to recreate, be sure to check out my post here.

How To Dress Up Leggings

How To Dress Up Leggings

Sharing a variety of classy legging outfit ideas for everything from work, a night out, travel, and more!

For Work

Choose high quality, thick black leggings that mimic the appearance of pants. Pair them with a long blouse or button down shirt. Then, add a structured blazer for a more professional look. Be sure to opt for subtle, dark colors like black or navy. Also, don’t forget to make sure your leggings are not see through. And then pair them with classy shoes such as closed toe flats, loafers, or boots. Wearing leggings to work can be a great way to add comfort to your day.

For a Party

Opt for wearing leggings with unique textures or details such as faux leather, sequin or metallic. Pair them with a glamorous top. High heels and bold accessories like chic necklaces or bold handbags will complement the festive look. Don’t forget to check out my post on styling faux leather leggings for more chic ideas.

For a Night Out

Choose sleek, high waisted black leggings for a flattering fit. Then pair them with a stylish crop top or a cute blouse. Add a leather jacket or denim jacket for an edgy touch and complete the look with heeled boots or strappy sandals. The top should add a dressy element to compensate for the casual vibe of the leggings.

For a Wedding

Styling a legging outfit for a wedding can be tricky, but doable. Opt for leggings that are very similar to dress pants. Then combine them with a chic dress or a long elevated blouse. Accessorize with elegant jewelry and heeled shoes. Make sure the overall look is polished and the leggings are subtle and upscale.

For Dinner

Go for classic black or tan leggings that provide a slimming, elegant silhouette. You could even opt for leather leggings for a more dressed up look. Style them with a knit sweater or a silk blouse to elevate the basic leggings. Add a blazer if it’s chilly, and don’t forget a pair of nice boots or heels.

For Travel

For a travel legging outfit idea be sure to prioritize comfort but keep it chic. Leggings work well under a long cardigan or a loose fitting, t-shirt top. Have fun with your leggings choice and opt for black, navy, tan, or even sage green. Hoodies and hats are also a great way to add extra style and warmth. And always opt for comfortable sneakers or boots.

Don’t forget to pin to save for later!

chic legging outfit ideas

Be sure to check out my most recent posts for more style inspiration!

Please feel free to email me at if you have any questions!  I’m always happy to help with styling or picking out a specific outfit for an event!   Have an amazing day!!

Also, check out my instagram shop HERE to shop all my instagram looks, style guides, gift guides and fashion tips.

You can also download the free LIKETOKNOW.IT app and follow me HERE.

STAY IN THE KNOW:  Don’t forget to sign up for my exclusive Newsletter for STYLE TIPS, SALE ALERTS, AND MUCH MORE!

As always, thank you so much for stopping by today, I truly appreciate all of you! xx, Amanda


Instagram | Pinterest | Facebook | Shop Instagram | You Tube

Leave a Comment


Subscribe to my newsletter for new blog posts, sale alerts and more!