The Best Sneakers To Wear With Your Sweater and Bike Shorts Combo—Because It’s ‘Princess Diana Uniform’ Season

If you really want to go for the sneakers with the high crew socks look, there’s nothing better than these casual, old-school track style New Balance kicks to help you recreate that style. Not only are they on trend in the streetwear scene, but these sneaks will also help keep your feet comfortable all day long.

If there’s one shoe you’ll likely see everywhere this summer, it’s the Nike Air Max 90 Training Shoe. They’ve become a staple in the sneakerhead community because of their super comfy fit and go-with-anything type design. Additionally, they have removable insoles in case you need better arch support.

As far as trendy styles go, these chunky Axel Arigato Marathon R-Trail Sneaker are well worth the extra coins. Made with leather and with intricate web detailing, these sneaks are half comfort and half style. They have a removable cushioned footbed to support your tired feet as well as mesh lining for extra breathability.

Made from recycled polyester and other eco-friendly materials, these Veja sneakers are a win for both sustainability and style. Their pastel color makes them the perfect neutral shoe to pair with your warm spring looks from your neon bright bike shorts to your tailored trousers for work.

If you want to show off your sneakerhead knowledge, these Adidas Ozweego Shoes are the perfect way to make an impression on the masses. Their big and bold silhouette is a classic nod to the ’90s and ’00s sneaker era. Additionally, they’re a great pick for walking long distances because of their snug fit and special Adiprene cushioning that absorbs force and high impact.

Whether you plan on hitting the gym, or need comfortable—but stylish—travel shoe, these sneakers are ones that will offer all the support you need to stay comfortable. They’re designed to make your feet feel like they’re walking on a cloud. That’s thanks to their soft foam midsoles and mesh detailing throughout the shoe for better breathability.

These Onitsuka Tiger Ultimate 81 shoes are a classic throwback you’ll want to scoop up for your wardrobe. FYI, Onitsuka Tiger Ultimate 81 merged to become Asics back in 1949, but many shoes under the brand’s original name are still floating around (for example, on Zappos!). And these low-top kicks are ones that sneakerheads love thanks to their two-toned EVA midsole and heel that provides cushioning and flexibility.

If you’re hoping to follow in the footsteps of royalty (literally), these Reebok Classic Leather Shoes are another great way to go. A similar pair has been spotted on the Meghan Markle en route to yoga. However, we personally love them because of their sporty look that makes them easy to pair with other styles beyond bike shorts. For example, you can rock them with a maxi dress, or your fave pair of jeans.

Another one of the greats, Puma makes a great casual sneaker that’s stylish and functional. The marshmallow-gray colorways match everything you own while still feeling different from the rest of your all-white sneaker collection.