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How to style the Converse Chuck High

July 17, 2023 7:36 AM
How to style the Converse Chuck High

A true old school classic that you can never go wrong with is with a Converse Chuck High silhouette. However, sometimes you need a little inspiration on how best to style a trainer. No worries we'll help you!

Check out some inspiration on how to style your favourite Converse Hi here.

Converse Chuck High

The label old school is actually an understatement for this trainer, as the silhouette was introduced back in 1917 under the name Non-Skids. A few years later, the name of the Hi-top model was changed due to the influence of basketball player Chuck Taylor. The athlete gave Converse advice on redesigning the shoe, which is why the silhouette was named after him.

To this day, the Converse Chuck 70 is an unbeatable favourite. Besides the fact that many musicians and artists have been captured by the signature canvas and rubber trainer, many fashion and streetwear brands are also interested in the model. For instance, everyone knows the Comme Des Garcons or Off-White collaborations with Converse.

Check out some inspiration on how to style the Converse Chuck High here!

Loose fit jeans



Since the Chuck Taylor is a trainer with a rich history and has always kept the same look, an outfit that adapts to the vintage vibe of the model is a good choice.

Dickies is a brand established around the same time as Converse. Originally, the clothing brand specialised in workwear, however, in recent decades Dickies apparel has been worn more as leisure wear. These Dickies light wash jeans are an excellent base for an outfit paired with Converse Chucks.

Carhartt WIP W' Brandon Pant


Carhartt also started out as a workwear brand, since the creation of Carthartt WIP, you also see the brand regularly on the streets. Besides the fact that the above jeans are stylish and easy to pair, Carhartt WIP has also released several Chuck 70 collaborations with converse. Click here to see the collabs available through various marketplaces.

Patta Canvas Overalls


Don't be afraid to go out of your comfort zone and try pairing overalls with your favourite Converse Chuck Hi. The pair above is from Amsterdam-based streetwear brand Patta and can be worn by both men and women.


Sporty & Rich Lacoste T-Shirt


To continue the vintage feel, this top from Lacoste is recommended. The T-shirt is perfect for adding colour to your outfit.

Palmes Hits T-Shirt


Stay in the Converse vibes and pair with a shirt from the brand. Featuring a signature graphic on both the front and back, the black T-Shirt will complete your outfit.

The New Originals T-Shirt


This summery loose fit T-Shirt from Amsterdam-based brand The New Originals can be worn by both men and women. The graphics on the TNO shirt brighten up your outfit and add character.


Levi's 90S Trucker


The denim on denim trend is back with a vengeance. Press the button below and pair your Converse trainers with this Levi's trucker denim jacket.

Schott NYC Bomber Jas


Complete your outfit with a timeless bomber jacket. A bomber is comfortable and practical; depending on the thickness of the jacket, you can wear this garment almost in any season.

These are some suggestions on how to style your Converse Chuck Hi-top sneakers. There are so much more options, since the model is so versatile and clean, so we are sure you will find your signature look easily! Press the button below to see which colorways are available of this timeless model in our sneaker search engine.

Need more style advice? Then make sure to check our sneaker news and to follow @outfitsbysneakerjagers.