How To Wear Converse All-Stars: 10 Stylish Ways to Rock Chucks

Converse All-Stars have risen to become a classic and are one of the most popular. sought-after shoes of the last few decades. That’s why we’ve put together our favorite 10 ways to rock Chucks this season, with flair.

Chuck Taylor All Stars or Converse All-Stars (also referred to as “Converse,” “Chuck Taylors,” “Chucks,” “Cons,” and “All Stars”) were first developed and produced in the early 20th century. The innovative lose-fitting design of the shoe was intended to move along with sweaty gym socks and prevent blisters. Favored by baseketball players, the comfy canvas was ideal for playing sports.

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Converse All-Stars have since become a classic and are one of the most popular, sought-after shoes of our time. No longer worn to the gym for a heavy workout session, they are now seen as a fashion statement. The styling options seem to be endless. That’s why we’ve put together our favorite 10 ways to rock Chucks this season.

10.) Denim Shorts and Sweater

Converse All-Stars - denim shorts

La Cool & Chic / Tumblr

Nail the casual look with a grey “muse” graphic sweater and everyday denim shorts. It’s a quick, easy and fuss-free look that will suit anybody.

Throw on a pair of shades, and you’re good to go!

Re-create the look:

WATCH NOW: How to Style Graphic Tees

9.) Smart Casual

Converse All-Stars - smart casual

On The Corner Street Style

A look once reserved for guys who valued comfort over style, it is now in vogue for ladies, too. Wearing trainers with a two-piece suit is now thought to be at the forefront of fashion. Being comfortable can actually look pretty stylish! The shoes are the statement piece, so the suit shouldn’t be.

Keep it simple – the more minimalist, the better. Let the Converse All-Stars speak for themselves! Consider it a new take on the going-out look: the sneaker and the dress pant.

Re-create the look:

8.) Little Black Dress

Converse All-Stars - black dress

Thin By December / Tumblr

The little black dress is synonymous with elegance, grace and style. The popularity of the little black dress dates back to the early 1920s, when it first appeared on the cover of the fashion and lifestyle magazine Vogue.

Whether it is long or short or off one shoulder, a little black dress should be in every woman’s wardrobe. The little black dress will always be a current piece of woman’s clothing. And as photographed above, it looks edgy styled with black Converse All-Stars kicks.

Re-create the look:

  • Little Black Dress: Asos
  • Black Tights: H&M

7.) Tea Dress

Converse All-Stars - red dress

Harper’s Bazaar

A tea dress (also known as a tea gown) is a sleek and stylish dress with a hemline that falls above the ankle and below the knee. Guaranteed to make you look stylish and pretty, the classic tea dress is a must for any woman.

The red dress above gives an elegant feel. However, paired with statement sunglasses and black Converse All-Stars, the look is instantly changed from classic to an almost rock feel. A perfect outfit for a festival or gig.

Re-create the look:

6.) Pantsuit

Converse All-Stars - pant suit

Seersucker And Saddles

Converse All-Stars can be worn in a multitude of ways and come in a variety of bold, fun colors. They look great brand new or even with years of wear and tear.

Branch out of your outfit comfort zone, step it up a notch and add some bright colored Converse All-Stars to a pantsuit for a cool yet casual look. These red Chucks alongside the red clutch bag certainly leave an impression and make you stand out in a crowd.

Re-create the look:

5.) Colorful Skirt

Converse All-Stars - skirt

Fashion Me Now

This high-waisted red mini skirt from Urban Outfitters is a great colorful contract to the black Converse All-Stars sneaks. It’s paired with a striped straight-cut shirt in airy cotton fabric with a collar, chest pocket and long sleeves with buttons at cuffs.

This is a fantastic outfit for venturing around on vacation while looking smart yet casual. Feet will be comfortable and cozy in the Chucks while you’re trekking around visiting local tourist spots. A must-have outfit for your next vacation!

Re-create the look:

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4.) Casual Dress

Converse All-Stars - casual dress

Fashion Me Now

Influencer Lucy Williams from Fashion Me Now looks divine wearing a bit of classic ’90s nostalgia. Lucy’s choice of a stretchy casual black dress, Converse All-Stars and a denim jacket tied around the waist brings back all those ’90s vibes. The ’90s were known for Friends, Sex and the City and a love of denim.

In fact, it seemed every gal had a collection of denim in their wardrobe then, including jeans, jackets and skirts in an array of shades and styles. Channel your inner Carrie Bradshaw and rock some denim with those Chucks.

Re-create the look:

3.) Vintage Dress

Converse All-Stars - vintage dress


Break out that spring dress and pair it with some Converse. Incorporate vintage items into the wardrobe. Vintage dresses are a favorite stylish item of many and are, indeed, old and a little worn but much loved. Pair them with some Converse All-Stars and bring that look right up to date and very much on-trend.

Fabulous vintage items are usually of fantastic quality and, as they aren’t bought directly from the high street, they’ll bestow you with a unique and one-of-a-kind look.

Re-create the look:

2.) Striped Pants

Converse All-Stars - stripped trousers

Paula Arguelles / Instagram

Influencer Paula Arguelles looks amazing in this color combination. These red and white pants are loud and bold; however, they certainly make a statement as a very versatile look.

Keep it simple by wearing with Converse and a solid, plain-coloredT-shirt. This quirky variant look is made for the daring and color-embracing among us. It’s a fun outfit with a twist. Red Converse All-Stars teamed up with striped statement pants and a simple graphic top? What’s not to love?

Re-create the look:

1.) Wedding Dress

Converse All-Stars - wedding dress

Happy Wed

Walk down the aisle in style in a pair of Converse All-Stars. Be true to yourself, when it comes to wedding style! If heels aren’t your thing, then forget tradition and rock a pair of Chucks on the big day.

It’s the perfect occasion to express your creative side and let your personality show, with an edgy and rocker-chic look that your wedding guests will admire and remember for years to come.

Re-create the look:

  • Wedding Dress: Asos
  • Bridal Tiara: Etsy

What is your favorite Converse All-Starslook? Tell us in the comments below or share your pics with us on social media — tag @topfivecom and #top5converseallstar.

Converse All-Stars Pinterest