20 High Top Converse Outfits With Jeans, Skirts and Cute Layers

Looking for high top converse outfits that go beyond jeans and a tee? Think floral dresses, pleated skirts and a little pink or red at your feet.
These looks give you plenty to try with black, white or colorful high tops.
You can keep things simple or add a few extra details. I especially love the striped tops and graphic tees here.
Start with your favorite pair of sneakers, then pick an outfit you’d actually want to wear.
Cute Converse outfit ideas to save
black jacket and frayed jeans
We’re starting off strong with this black jacket and blue jeans combo. I love the frayed hems sitting just above the black high tops.
Pair yours with a white top underneath. If you want to go a step further, add narrow sunglasses and a small black bag like the ones here.
little flowers and a blue shirt
How cute is this floral dress? The orange, white and blue flowers look so pretty beneath the oversized pale blue shirt.
Read also: 20 Printed Pants Outfits and Patterned Looks to Inspire You
Leave your shirt open and finish with dark high tops to follow this look. The cream shoulder tote is a lovely extra touch.
rolled jeans and white high tops
If you are looking for something simple to put together, this one is for you. A gray long-sleeve top and blue jeans keep things casual.
Roll the hems to show off your white high tops. I’d keep the rest just as simple as this.
plaid skirt and striped socks
I am obsessed with this plaid skirt outfit. The oversized black graphic tee covers the waistband while the pleats peek out underneath.
The tall black socks with white stripes are my favorite part. Try them with black platform high tops if you want to follow the same combination.
Read also: 20 UGG Slippers Outfit Ideas and Cute Boot Looks to Try
band tee and ripped knees
Love a band tee with a little extra layering? Wear a white long-sleeve top underneath like this.
The dark graphic tee is tucked into ripped blue jeans.
Add a black cap and black high tops to finish it off. There’s also a black jacket draped beside the outfit if you want another layer.
charcoal tee and bike shorts
Don’t want to go all out and want something super simple? This oversized charcoal tee and black bike shorts pairing is for you.
I love the white socks with the white high tops. The black crossbody bag keeps the accessories just as straightforward.
black dress and oversized jacket
This dress may just be one of my favorites here. I love the delicate trim around the neckline and along the high side slit.
An oversized blue jacket sits over the black dress, with chunky white sneakers below. Try your white high tops with this same dress-and-jacket combination.
cream sweatshirt and zebra bag
The zebra shoulder bag is so cute with this cream sweatshirt. Black flared pants cover most of the shoes, leaving their white toe caps and thick soles showing.
Read also: 20 Wide Leg Sweatpants Outfits and Relaxed Looks to Try
If you want to try this with high tops, you can keep the long hems or choose a slightly shorter pair of pants to show more of the sneakers.
tied plaid and platform sneakers
How cute is this red plaid shirt? Not gonna lie, the layered necklaces are a favorite detail too!
The shirt is knotted over a black top and paired with heavily ripped jeans.
Read also: 20 High Top Vans Outfits and More Casual Sneaker Ideas
Keep the rolled cuffs if you’re wearing tall platform sneakers like these. A little black choker finishes the look.
pink stripes and red shoes
I love this pink striped shirt with the bright red high tops. You don’t have to match your shirt and shoes exactly to try a colorful outfit.
Tuck in just one side of the shirt and roll your jeans like this. The loose sleeves look lovely pushed up too.
black overalls and white stripes
If you’re looking for a different way to wear your black sneakers, go with these cuffed black overalls. The white top underneath has black stripes on the sleeve.
The brown shoulder bag is a pretty addition. I’d keep that little break from all the black and white.
black hoodie and slim jeans
Don’t want to add patterns or lots of jewelry? No problem!
Follow this collage with a plain black hoodie, distressed slim jeans and black Converse.
The black watch is enough if you want one small accessory. Headphones are included in the mix too.
white collar and black pleats
I am obsessed with this little white collar peeking out above the black sweatshirt. It’s such a cute detail with the black pleated mini skirt.
Black socks and high tops finish the outfit. Add a chain-strap bag if you want to follow the accessories here.
striped tank and wide legs
This is a lovely way to keep your outfit simple without sticking to all black. The sleeveless striped top is tucked into beige wide-leg pants with frayed hems.
I especially love the black sneakers peeking out underneath. Try a small pendant necklace if you want a little detail up top.
green cardigan and black mini
Give your black mini dress a different look with a dark green cardigan. I love the long sleeves and the open front over the short dress.
The black high tops and little studded bag look so cute together. You can leave the cardigan unbuttoned to follow this outfit.
gray sweatshirt and red high tops
If you want your sneakers to bring the color, this one’s for you. The oversized gray graphic sweatshirt and black shorts leave plenty of room for those red high tops to stand out.
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You don’t need much else here. I’d let the shoes be the main detail.
pink platforms and lavender shorts
How adorable are these pink high tops? The thick white soles look so cute beneath the lavender shorts and oversized dark graphic tee.
Read also: 20 Y2K Street Style Outfits With Baggy Pants, Baby Tees and Cute Accessories
There’s a pink printed tote too. Keep that matching touch if you want a little more pink without changing the whole outfit.
open hoodie and white crop top
This is another jeans-and-sneakers look, but it’s a little different from the ones above. The white cropped top sits beneath an open black zip hoodie.
I love the loose blue jeans with the black high tops. A small black shoulder bag is all this combination needs.
graphic tee and tiered skirt
Who says your band tee has to go with ripped jeans? This dark graphic top looks so pretty with the long white tiered skirt.
The black high tops sit just below the hem. Try a cream tote like this if you want to keep the bag light too.
burgundy stripes and a mini skirt
Last but definitely not least, we have this cute striped shirt combination. I love the white collar against the burgundy, plus the short blue skirt underneath.
Follow the collage with black high tops. The loose long-sleeve shirt gives you plenty of pattern without needing extra accessories.


















