If you see me out on the streets, chances are I'm wearing jeans. I’ve fallen for the timeless closet staple in every silhouette—from barrel-leg and baggy to high-waisted and sleek. But as much as I love jeans, the risk of my outfits looking predictable increases. To combat that fashion woe, I've started saving elevated outfit ideas to turn to whenever I need fresh style inspo—and now, I’m sharing them with you.
From cozy crewnecks and ballet flats to crisp button-down shirts and kitten-heel ankle boots, here are seven chic outfits to wear with jeans. Each one is refined, polished, and easy to re-create, guaranteed to make your go-to denim feel fresh.
Ballet Flats
One of the easiest ways to elevate denim is with a pair of polished flats that instantly refine the look. Their silhouette pairs seamlessly with flare-leg jeans, while intentional details—like a baguette bag and slim sunglasses—add an elegant finish.
Crewneck Sweaters
For a laid-back approach, reach for a crewneck sweater. The wardrobe staple offers a modern take on a classic '90s aesthetic—especially when paired with chunky loafers and layered over a simple white tee.
Cropped Jackets
Who says jeans can’t work for an elevated affair? When styled with a sleek cropped jacket, denim takes on a whole new personality. Suede flats, a striped shirt, and a top-handle bag elevate the ensemble’s streamlined polish even more.
Pointed-Toe Heels
Elongate the legs with pointed-toe heels that slightly peek out from beneath your jeans (bonus points if they’re slightly baggy and oversize). The shoes are the epitome of understated luxury, anchoring the outfit alongside a draped blouse and roomy tote.
Leather Jackets
Add a touch of edge with an intentionally worn-in leather jacket. It radiates instant cool-girl energy, almost like you just threw the top layer on without a second thought. Ruched loafers and an asymmetrical shirt complete the look.
Button-Down Shirts
Considered a classic for a reason, button-down shirts are always a good idea. Tuck the timeless essential into light-wash jeans for a tailored look, or leave it untucked for a relaxed finish. Squared-off flats add structure, making the outfit perfect for everything from brunch to a museum visit.
Kitten-Heel Ankle Boots
Kitten-heel ankle boots are reigning supreme this cool-weather season—especially when styled with straight-leg jeans. The streamlined silhouette is clean, effortless, and figure-flattering. Finish the look with a longline coat and a simple white shirt.
