While we love sneakers (this is Highsnobiety after all), sometimes you need to opt for a slightly more formal footwear choice.

That’s where Chelsea boots come in. Whether you have a job interview, date, or just need to dress a little bit more grown-up, Chelsea boots hit the perfect sartorial note between casual and formal.

Below, our shopping experts rounded up the eight best Chelsea boots. With selections from Alyx, Lanvin, YEEZY, Dr. Martins, and prices starting at $145, there’s something for everyone.

2976 Chelsea Boot

Dr. Martens


Chelsea Boot

PS by Paul Smith


Chelsea Boot



Chelsea Boots



Chelsea Boot



Chelsea Boot



Chelsea Boot



Chelsea Boot

1017 ALYX 9SM


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  • Photography: SSENSE
News & Culture Editor

Berlin-based writer and Rihanna enthusiast.

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