Jeans are arguably the most versatile and long-lasting item in any wardrobe. They come in so many different cuts, washes, and styles that it’s nearly impossible to tire of wearing denim. While it’s easy to pair your favorite denim with a graphic tee for a casual look, figuring out how to dress up jeans to make them perfect for any occasion requires a bit more creativity.
Luckily, so many street style mavens, fashion bloggers, and influencers have cracked the code for us. During our occasional lack of sartorial imagination, we can turn to these fashionistas and let them inspire us with their effortlessly cool and classic ensembles. Thanks, guys!
To give us all a bit of inspiration, we’ve rounded up a bunch of different ways to dress up all your favorite pairs of jeans. From elevating boyfriend jeans to creating the perfect office-ready ensemble there is no shortage of ways to make your denim look chic. No matter your favorite style of jeans, there’s a way to make them look as polished as you want. Using simple tricks like adding a blazer and heels or pairing a graphic tee with a more polished jacket, your weekend denim can become workwear and vice-versa.
Don’t be afraid to go bold, try something new and switch it up. You might find that the top you exiled to the back of your closet looks amazing with your high-rise flare jeans. The possibilities are truly endless, so we rounded up our editor’s favorite looks for you to try out below. Go forth and wear those jeans in whatever way you want. Read on to see all of the cute outfits.
“Whether it’s a transitional weather period or a chilly A/C day in the office, I love wrapping myself in a long, cozy cardigan. Eva Chen (who is one of my style icons) did an incredible job styling this outfit combo—dark wash jeans, a white tank, and a fun cardigan is a fail-proof uniform.” — Olivia Marcus, Fashion Writer
“The key to looking effortlessly cool is a leather jacket and this street-style snap proves it. This is a great outfit for a date night or a shopping day. You can wear this combination with sneakers, boots, or heels depending on your destination.” — Olivia Marcus, Fashion Writer
“It doesn’t matter if you like skinny, baggy, low-rise, or high-waisted jeans because every single style of denim pairs well with a classic trench coat. This Parisian-inspired outfit choice is my go-to in New York City, and bodes well for travel as well. Stick to sneakers or flats during the day and switch to heels for an easy day-to-night look!” — Olivia Marcus, Fashion Writer
“You can never go wrong with a Canadian tuxedo. The combination offers a complete and polished feel without having to do too much. The pairing also mimics the silhouette of jumpsuits, which are universally flattering.” — Robyn Merrett, Style & Beauty Editor
“I feel there’s this misconception that jeans are casual. While I agree denim pants aren’t in the same category as slacks, you can rock them for any occasion—even for formal outings, if styled correctly. Take boyfriend jeans, for example. When paired with a statement top (like the one above), the look is instantly elegant, edgy, and eye-catching. Add on a pair of platforms or strappy sandal heels and you’re ready for a romantic dinner with bae or cocktails with the girls.” — Robyn Merrett, Style & Beauty Editor
“If I were to choose a singular outfit to keep in my closet, it would be a striped T-shirt and jeans. The combination feels playful and can be styled so many different ways. I’m obsessed with the way the outfit in this photo is styled with a simple black bucket bag, loafers, and a pop of color with the red socks.” — Olivia Marcus, Fashion Writer
“I get it. Sometimes jeans can feel repetitive, boring, and dated. If you’re looking to spice up your denim rotation, try a pair that features cool texture, fun details, or a graphic print. Without looking too closely, the pair above can be mistaken for trousers. The illustration creates an illusion, adds dimension, and makes the outfit feel innovative.” — Robyn Merrett, Style & Beauty Editor
“Admittedly, I don’t attend that many sporting events, however, if I do, I’ll be recreating this adorable outfit. A sports jersey (or in this case knit tank), slouchy denim, and heels is a winning outfit combo. You’ll look like you’re sitting courtside even if you’re in the nosebleeds.” — Olivia Marcus, Fashion Writer
“Rocking a fur (or faux fur) coat makes any ensemble feel luxe. The rich addition dresses up denim and quickly takes the look from casual to casually and effortlessly cool. If you’re donning a medium-deep wash, opt for a warm cinnamon coat with coordinating mocha accessories, giving the look a cozy, chic, and cohesive finish.” — Robyn Merrett, Style & Beauty Editor
“When in doubt, accessorize it out! Any simple outfit can be elevated with the right accessories. The styling in this photo serves as an excellent guide to accessorizing—the outfit itself is neutral which allows for more accessories. A clutch, sunglasses, statement earrings, and headband still somehow seem minimalist when styled this way.” — Olivia Marcus, Fashion Writer
“One of my favorite ways to style jeans is by mixing a baggy pair with a more formal, structured jacket. The contrast will make you look polished while still giving the look a little edge. If you have a more casual office dress code, then this is the perfect office ‘fit. Stick to darker jackets in the winter and play it up with brights and whites in the summer.” — Olivia Marcus, Fashion Writer
“Believe it or not, denim can be the base of your outfit. Start with your go-to pair and build on. Add texture with a sheer overlay and a faux fur coat as well as a tie with a button-up shirt, dangling earrings, and a baseball cap. Fashion should be fun and over-accessorizing is an easy way to give new life to your favorite jeans.” — Robyn Merrett, Style & Beauty Editor
