Cycle Short Outfits: How To Style Cycling Shorts For Any Occasion

If there's one fashion trend that's consistently topped any other over recent years, it's cycling shorts. Princess Diana takes the top spot for her cycling shorts looks that have become some of the most iconic photographs in fashion history, reimagined by one of the world's most renowned models, Hailey Bieber, and adored by fashion-lovers worldwide. Cycle shorts are the perfect, staple piece to have in your everyday wardrobe, wearable with almost anything and perfect for pairing with your favourite sneakers.

Check out our latest styling guide to get the low down on how our fave influencers are styling their cycling shorts. From Jordan 1s to Converse, and late-night dinners to walks in the parks, bike shorts are one of the most versatile items of clothing you can have in your wardrobe. Keep scrollin' for a little inspo for how to style cycling shorts with links listed to the top-trending bike shorts from a selection of retailers.

We're all about the cosy vibes here at The Sole Supplier and a pair of cycling shorts with a sportswear fit is the go-to, comfy look. Style your favourite kicks, whether that's a Jordan 1 or Converse Run Star Hike with a pair of soft-touch cycle shorts like the Nike Sportswear Bike Shorts, crafted from a stretchy fabric and complete with minimal branding for a sporty look and feel. Whether you're heading to the gym and looking for a little activewear inspo or just off to the park for a walk, a pair of biker shorts and cushioned sneakers is the ultimate, comfy combo that'll see you through a 5k or quick HIIT session in style. Co-ord a colourful sports bra with leggings shorts like @diln_, complete with an oversized sweatshirt and sporty sneakers for a super simple, everyday look.

Not only are legging shorts one of the comfiest items of clothing you can own, but they go with almost anything. Whether you're heading out to a rooftop bar or taking a weekly trip to the grocery store. We're all for adding a blazer to your fave pair of cycling shorts to give the look a smarter edge. @missjoslin gives us a lesson in styling bike shorts with a blazer, the perfect look for an evening occasion or if you're just looking to add an extra layer to an easy, comfy fit. Mix and match a pair of neutral-hued or black cycling shorts with an oversized blazer and a crop top. Finish the look off with jewellery to dress the fit up a little more and pop a pair of heels, sandals or your most-loved kicks on foot. Recreate the look using the links on this page to cop the best blazers from our favourite clothing retailers.

One of the easiest ways to style your cycling shorts is colour-coording your kicks to your fit. Legging shorts are one of the easiest items of clothing you can style with any pair of sneakers. Grab an oversized hoodie, a simple, oversized t-shirt or a crop top, then add your fave kicks to the mix and finalise the look with a pair of colourful cycling shorts that match the colourful details on the sneakers. @sherlinanym styles the J's with a matching blue fit, featuring a long sleeve hoodie and pair of coloured women's cycling shorts. A simple, loungewear look that you can recreate any day of the week. @x_carms is serving all the summer vibes in this tonal cycle shorts outfit, featuring a bright-coloured, ribbed crop top to add an extra pop of colour, the ultimate summer fit to mix up your looks from just swimwear or denim shorts on holiday. Don't forget to secure the no VPL (visible pant line) lingerie to wear underneath, preventing any seam detail from showing through.

We're loving @stefneyv's colour block look, featuring just one colour scheme from top to toe, matching the J1's to the cycling shorts co-ord set, accessorised to perfection with a headband and cute handbag. The oversized shirt finalises the look and matches the tie-dye shorts set, easy to throw on as an extra layer to add to your summer outfits and perfect for a garden party or bottomless brunch.

If there's one way to style a pair of cycle shorts it's with an oversized sweatshirt or t-shirt. The baggier the tee the better in our opinion, you could even go for a t-shirt dress. The oversized up top and tight on the bottom combo never fails and is the perfect solution if you're wanting something easy, every day and best of all, seriously comfy. Cycle shorts and a baggy top is that go-to 'airport outfit' that switches things up from a pair of joggers and a nice top, or the ultimate Sunday chilled vibes that every girl desires in a comfortable fit. @lissyroddyy shows us how you can style a pair of high waist biker shorts with knitwear, using the Fear of God ESSENTIAL knit to create an oversized look and a simple tote to dress the look down. The neutral colour scheme is ticking all the right boxes, a timeless look you can wear throughout any season and a fit you can go back to time and time again.

Swap out the slinky fits of little black dresses and playsuits and add this look to your wishlist by heading to the links on this page to shop the look. If a baggy fit is your go-to, then why not recreate @missdems everyday outfit with a pair of teal-coloured cycling shorts and a baggy sweatshirt, that sits perfectly over the shorts, complete with a coloured cap in a slightly lighter hue of green that creates a tonal effect. A pair of the iconic Yeezy 500 Boost in a neutral, earthy shade finalise the fit, creating a retro vibe that we're here for.

There's no doubt there are so many ways you can style a pair of cycling shorts for almost any occasion. Whether you're going 'out, out' with the girls and wanting a chic cocktail-ready fit with a pair of heels and an oversized blazer, or are just wanting to level up your loungewear with shorts and a baggy short sleeve t-shirt. Your wardrobe really isn't complete without a pair to throw on on those much-loved cosy days, styled with a pair of retro-kicks and cosy sweatshirt or hoodie. Cop the much-loved wardrobe classic today using the links on this page, and stay tuned to The Sole Supplier for more style guides and the latest sneaker news. Download our app to keep up to date with the latest trends and new in clothing picks from our favourite retailers, with exclusive offers weekly.