Men's outfits with Converse

Converse outfits: Chuck 70s, Chuck Taylors and Jack Purcells with jeans or shorts and a tee, a sweatshirt or a knit. 18 complete looks, each with why it works.

By Ivan Kachur · Updated October 2026

What goes with Converse

On top: T-shirts & tops or sweatshirts & hoodies
Bottoms: Jeans or shorts
Layers: Jackets
Colors that work: Cream, black, brown and green

Get looks picked for you · 1-minute quiz

18 looks

Black tee, camo baggy jeans & brown Converse

$291

For mild days, about 55–70°F · Active · 4 pieces from $42

Would you wear it?

Black tee, blue jeans & brown Converse

$268

For mild days, about 55–70°F · Weekend · 4 pieces from $38

Would you wear it?

Striped sweater, wide-leg jeans & brown Converse

$264

For cool days, about 40–55°F · Weekend · 4 pieces from $30

Would you wear it?

Beige fleece, black sweatpants & Converse

$415

For cool days, about 40–55°F · Active · 3 pieces from $115

Would you wear it?

Green jacket, navy sweater & khaki pleated pants

$884

For cool days, about 40–55°F · Smart casual · 4 pieces from $90

Black tee, jeans & Converse

$585

For mild days, about 55–70°F · Weekend · 3 pieces from $140

Brown jacket, green tee & black jeans

$698

For mild days, about 55–70°F · Everyday · 4 pieces from $62

Grey cardigan, tee & brown pants

$695

For mild days, about 55–70°F · Everyday · 4 pieces from $135

Blue puffer jacket, tee & grey sweatpants

$519

For cool days, about 40–55°F · Active · 5 pieces from $58

Navy tee, jeans & Converse

$400

For mild days, about 55–70°F · Everyday · 3 pieces from $62

Brown tee, cream shorts & Converse

$446

For warm days, about 70–85°F · Everyday · 3 pieces from $90

Jacket, grey sweatshirt & green shorts

$855

For mild days, about 55–70°F · Weekend · 5 pieces from $85

Cream sweatshirt, navy shorts & Converse

$478

For warm days, about 70–85°F · Everyday · 4 pieces from $90

Jacket, green tee & khaki shorts

$610

For mild days, about 55–70°F · Everyday · 5 pieces from $62

How to wear Converse

Counted from 14 of these looks.

What goes with Converse

On top: T-shirts & tops or sweatshirts & hoodies
Bottoms: Jeans or shorts
Layers: Jackets

Colors that work

Cream, black, brown and green come up most often across these looks, so they make an easy base to build on.

What a complete look costs

Most whole outfits here cost between $400 and $695; the typical one is $519. 3 include a piece on sale. Swap any piece to change the total.

Brands in these looks

Most pieces come from Kith, Noah and Converse. Each look checks out on the stores' own sites, one store at a time.