There are a few wardrobe staples almost everyone owns, regardless of style. A great neutral blazer, a pair of black boots, and some lived-in denim usually top the list. Oxford shoes, however, aren’t so universal. In fact, they've long been attached to preppy, collegiate looks thanks to their menswear roots. But most oxfords, which are usually marked by a loafer silhouette and a closed lace-up feature, can be as versatile as they are classic. The key is to find the right outfit to wear with them.
Brands like Nicole Saldana, LABUCQ, Ganni, and Proenza Schouler have designed oxford shoes for women that feel updated thanks to subtle touches, like a thick lug-sole or hiking-boot inspired lacing. Ironically enough, the most modern way to wear them these days is to revisit the '90s. Think: oversized non-stretch denim, ribbed flares, or snakeskin leather pants. If you’re going for a more traditional, classic vibe, lean into the menswear element with a pair of knee-high socks and a pleated mini skirt—and look for brogue-like elements, like wingtips or a cap toe.
No matter how you style them, remember this: Oxfords should be comfortable, lightweight, and a playful addition to your closet. Ahead, 15 pairs of oxford shoes, plus what to wear with them.
Oxfords with Full-Length Ribbed Pants
This round-toe oxford from NYC-based independent label Labucq has a traditional feel, even though the ivory hue feels distinctly modern. A pair of full-length ribbed pants are the perfect companion.
Oxfords with Extra-Long Jeans
Proenza Schouler’s take on the footwear style is part oxford and part hiking-inspired low-top. The lug-sole shoe pairs well with Agolde’s extra-long denim, which will break right at the laces.
Oxfords with a Silk Maxi Dress
Sure, Tuk’s creeper-inspired oxfords look like they’d weigh ten pounds, but thanks to a lightweight sole and lace upper, they’re surprisingly comfortable. Offset the heavy sole with a silk maxi dress, like this one from Ganni.
Oxfords with Tapered Trousers
Marsell’s take on the oxford may not include any laces, but they’re not your typical loafers. Instead, a simple side buckle lends them a private-school vibe. Keep them from entering costume territory with a pair of wide-leg trousers.
Oxfords with Contrast Panel Midi Skirt
Prada’s take on the Derby oxford is supremely menswear-inspired, with its chunky sole, abbreviated lacing, and an elegant round toe. A contrast-panel midi-skirt with cutouts offers the perfect juxtaposition.
Oxfords with Knit Pants
If it were any other year, you’d probably have seen Ganni’s lug-sole oxfords all across the fashion week street style circuit. But while we’re tucked away at home, pair them with comfortable pants, like these knit flares from Mango.
Oxfords with Wide Leg Trousers
Loewe’s sought-after leather pieces are usually among its buzziest releases, and these flat oxfords are no exception. The square toe, straight lacing, and flat heel give them a more comfortable feel. Round out the look with a pair of ‘70s-inspired wide-leg trousers from Acne.