The Journal
What shoes to wear with an oversized sweatshirt for a casual look
07 January 2026
Oversized sweatshirts have grown hugely popular thanks to their relaxed, comfortable style. But to pull off a complete look with an oversized sweatshirt, choosing the right shoes is crucial. Here are a few suggestions for pairing your oversized sweatshirts with shoes that will enhance your laid-back urban style.
Trainers: An Absolute Essential
Trainers are probably the best choice to go with an oversized sweatshirt. With their sporty feel, they underline the casual vibe while staying on trend. Go for white trainers for a classic look, or dare to wear bright colours to add a dynamic touch to your outfit. Whether you prefer chunky styles or sleeker silhouettes, trainers suit every mood.
Boots: For an Urban, Eclectic Style
Boots, both practical and elegant, go perfectly with an oversized sweatshirt. Black leather or camel suede boots add a touch of sophistication to a casual outfit. For a bolder look, try combat boots, which give off a rugged, playful vibe. Low-heeled ankle boots can also strike the perfect balance between style and comfort.
Wedge Shoes: Comfort and Elegance
For anyone who wants a little extra height without giving up comfort, wedge shoes are ideal. They complement the volume of oversized sweatshirts well and lengthen the silhouette. You can go for canvas styles for a casual look or choose more luxurious materials such as leather for a chic effect.
Loafers: For a Preppy Touch
Loafers bring an elegant contrast to the relaxed style of an oversized sweatshirt. They give your outfit a polished, refined feel. For a classic look, choose simple leather loafers. If you are in the mood to experiment, coloured or boldly patterned loafers could become your favourite fashion accessory.
Espadrilles: For a Summery Touch
If you are looking to make that summer feeling last, espadrilles are your best allies. Light and comfortable, they keep the easy-going vibe everyone loves. Pair them with an oversized sweatshirt for the perfect look on seaside walks or summer outings in town.
Conclusion
Choosing shoes for an oversized sweatshirt will mainly depend on the occasion and your personal style. Whether you prefer the comfort of trainers, the elegance of ankle boots or the charm of loafers, the key is to find the perfect balance that reflects your personality. With all this in mind, you are ready to explore the different combinations and show off your cosy urban style. Discover Ultimate Comfort
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