17 Casual Street Style Outfits to Try

Street style is about looking cool, comfortable, and stylish at the same time.

It’s perfect for hanging out, shopping, or even meeting friends. The best part? You don’t need to spend a lot of money to look great. You just need the right mix of clothes.

Today, I’ll share 15 fun and casual street-style outfits that are easy to put together. These combinations are simple but trendy. So, let’s get started!

Related: 17 Chic & Classy Jeans and Blazer Outfit Ideas

15+ Street Style Outfit Ideas

Here are 15 outfit ideas to inspire your next casual look. You can mix things up to match your style and mood!

1- White T-shirt with Ripped Jeans

A plain white t-shirt and ripped jeans are a classic combo. The t-shirt’s simplicity lets the jeans stand out. It’s a balance between casual and edgy.

For shoes, you can add sneakers to keep it laid-back or ankle boots for something a little cooler. This outfit works great for a day of shopping or just hanging out with friends.

2- Oversized Hoodie with Biker Shorts

Pair an oversized hoodie with biker shorts for a comfy yet sporty vibe. The loose hoodie and tight shorts create a nice contrast.

I recommend yo to wear this outfit with chunky sneakers to finish the look. Add sunglasses or a small backpack for an extra street touch.

3- Denim Jacket with Black Leggings

A denim jacket is always a good idea. Pair it with black leggings for a simple and timeless look. You can wear a T-shirt or tank top underneath.

You can complete your outfit with white sneakers or slip-ons. This is a great choice for casual outings or grabbing a quick coffee.

4- Crop Top with High-Waisted Mom Jeans

A crop top and high-waisted mom jeans are both fun and flattering. They highlight your waist and create a trendy silhouette.

I believe you should style the look with sandals in the summer or sneakers if it’s chilly. Add a small cross-body bag to carry your essentials.

5- Button-Down Shirt with Denim Shorts

Take a relaxed button-down shirt and pair it with denim shorts.

Roll up the sleeves for a casual vibe, or leave it open with a tank top underneath. This outfit is lovely for warm weather. Add some sandals or low sneakers for a comfortable fit.

6- Graphic T-shirt with Cuffed Pants

A graphic t-shirt is a great way to show personality.

I recommend you to pair it with cuffed pants for a stylish yet comfy finish. High-top sneakers or loafers go perfectly with this look. You can also tuck the shirt in for a cleaner appearance.

7- Leather Jacket with Skinny Jeans

A leather jacket instantly makes any outfit look cooler.

Wear it over skinny jeans for a daring street-style look. For shoes, go with black boots or flats. This outfit is perfect for cooler weather or a night out.

8- Striped Top with Overalls

Stripes and overalls are a playful combination.

The striped top adds a bit of pattern, while the overalls give off a relaxed and youthful vibe. Pair it with sneakers or slides, and you’re ready for a casual day outdoors or running errands.

9- Sweatshirt with Mini Skirt

A soft sweatshirt tucked into a mini skirt is a cute and relaxed choice.

This mix feels sporty but feminine. Boots or sneakers look great with this outfit. You can also add a backpack for a practical touch.

10- Camisole with Wide-Legged Pants

A camisole is light and breezy, while wide-legged pants feel trendy and fun.

Together, they create a comfortable and chic outfit. You can go for sandals in warm weather or boots in cooler months. Add a belt to highlight your waist.

11- Oversized Denim Shirt with Black Skinny Jeans

An oversized denim shirt over black skinny jeans creates an easy yet stylish outfit.

You can wear the shirt buttoned up or leave it open with a tee inside. Finish with sneakers or flat boots for a cool and casual look.

12- Long Cardigan with Joggers

A long cardigan adds a cozy vibe to joggers. It’s great for chilly days when you want to feel warm but still look good.

According to my experience, you can choose a neutral-colored cardigan and joggers for a versatile look, or go for a bold colored cardigan and neutral joggers for a pop of color. Complete the outfit with white sneakers or ankle boots.

13- Turtleneck Sweater with Midi Skirt

A turtleneck sweater paired with a midi skirt is a classic combination that never goes out of style.

You can opt for a fitted turtleneck and flowy skirt for a feminine look, or try an oversized sweater with a structured midi skirt for an edgier vibe. Add heels or ankle boots to complete the ensemble.

14- Tank Top with Midi Skirt

A basic tank top pairs perfectly with a flowy midi skirt.

It’s a great balance between casual and polished. Style it with sandals for a summery touch, or throw on a denim jacket if it’s breezy.

15- Turtleneck with Plaid Pants

A fitted turtleneck looks great with plaid pants.

The neutral top lets the pattern of the pants shine. This outfit works well with boots or loafers. Wear it to lunch or even to a casual event.

16- Flannel Shirt with Distressed Jeans

Flannel shirts are comfy and stylish. Pair one with distressed jeans for a cool, easy-to-wear outfit.

In my experience, flannel shirts are best when they’re slightly oversized. This creates a relaxed and effortless look. You can throw on a pair of ankle boots or sneakers to complete the outfit.

17- Oversized Sweater with Patterned Skirt

One of my go-to outfits for fall is an oversized sweater paired with a patterned skirt.

I consider this combination to be the perfect balance of cozy and chic. You can choose a chunky knit sweater for colder days or a lightweight one for milder temperatures.

As for the skirt, opt for a bold print like plaid or floral to add some interest to the outfit. To keep things casual, you can pair this look with some knee-high boots or dress it up with heeled ankle boots. Add some statement jewelry or

Conclusion

Street style is about showing your personality through your clothes.

These 17 outfits are easy to put together and perfect for everyday life. You don’t have to follow them exactly. Feel free to change colors, add accessories, or try something new.

The best part? You don’t need expensive clothes to look great. A little creativity can go a long way! Test out these ideas, and have fun creating outfits that make you feel confident.