13 Stylish Shorts Outfit Ideas You’ll Love

Shorts are the one item it took me a long time to warm up to. They always felt just a little too casual, and well, stodgy.
Figuring out what to wear with shorts was a big part of my hesitation too. There were so many old “rules” still bouncing around in my head: “Shorts are only for the beach.” “Never wear nice shoes with shorts.”
This list of outfit ideas is here to help you break those old rules.

1. ‘Coffee Run Outfit’: Oversized Sweater, Biker Shorts, White Sneakers + Shoulder Purse

This is the definition of a cool and chic casual outfit! In my opinion, biker shorts are such an underrated piece for your closet. They pair perfectly with an oversized sweatshirt and some white trainers.

Add a pair of crisp white socks and you have a look that’s effortlessly cool.

2. Jean Shorts Styled With Green Shirt, Cap, Bag + Sandals

You truly can’t go wrong with short denim shorts; they’re a classic go-to for a reason. I think these frayed shorts are so flattering, and they look amazing when teamed with an oversized shirt and big chunky sandals.

Finishing the look with a dainty little it-bag and a cap is just *chef’s kiss*.

3. Blue Shirt + White Shorts With Neutral Jumper Over The Shoulders

I am literally obsessed with this entire fit! It has such a “running into town for casual meetings before grabbing lunch at Nobu” vibe. The classic cream shorts are a fantastic staple for your wardrobe.

They look their absolute best when paired with a Ralph Lauren denim shirt, a cashmere jumper, and some simple sandals.

4. Gingham Shorts Styled With A Vest + Loafers

What an artsy and cool outfit! I’ve always thought loafers with shorts are a winning combination. Trust me, it always makes for such a chic look.

5. Beige Oversized Shirt + Shorts Styled With White Vest

Here’s a chic neutral fit that will honestly suit just about anyone! I love outfits like this because they use staple items that you can style in so many different ways. It’s a formula for a perfect look.

6. ‘Ugly’ Long Shorts Outfit With Mismatched Jumper, Cap + Sneakers

Long shorts are such a vibe and they are super on-trend right now. Styling them with a preppy sweatshirt, boyish trainers, and a cap gives off that “I just threw this on” effortless look.

It’s a chic way to wear these shorts and is perfect for days when you want a comfy yet bold outfit.

7. Blue Button Down Shirt Styled With White Shorts, Black Accessories + Some Sandals

This outfit combination is my new go-to for a chic summer work outfit! I love the way the sunglasses, belt, bag, and sandals create contrast with the shirt and shorts.

It gives the whole ensemble an extra elegant and aesthetically pleasing feel.

8. Beige Vest, Shorts + Cap Styled With Gold Jewellery

I am loving this classy neutral outfit! The way the high-waisted pleated shorts look with the luxurious little belt is just perfect. The beautiful gold statement jewelry in this fit totally elevates the whole look and gives it such an elegant, high-end feel. 🤎✨

9. Poplin Shorts + Shirt Styled With Crop Top + Sandals

Slouchy, stripy poplin shorts are a non-negotiable for your wardrobe! They always have such a clean and intentional look. Pairing them with a wide, clean-looking shirt and a white tank will have you ready for pretty much any occasion.

10. Pink Crop Top Styled With Pink Shirt + Shorts

This whole outfit has such a lovely, girly vibe. 😌💅 Baggy shorts with an oversized shirt and a matching sports bra makes for a great go-to gym or casual look. I feel like this outfit can take you from the gym to the beach to lunch in one cool swoop.

11. Green Jumper + Green Striped Poplin Shorts

I am obsessed with these shorts! From the high waist to the flattering fit, these are a total must-have for your wardrobe.

Teaming the shorts with a cropped sweater or sweatshirt is a great start. Then, adding a chunky chain and some white trainers or strappy sandals makes for a chic go-to outfit for those days when it’s not too cold but also not too warm.

12. Blue Poplin Set Styled With Blue Cap + White Socks + Trainers

I am OBSESSED with this all-blue ensemble! 🩵🤩 The shorts have such a flattering fit, and I love the high elastic waistband for extra comfort. It’s the perfect combination of stylish and practical.

13. White Shirt & Shorts Styled With Blazer, Brown Belt + Sandals

I love how preppy and smart this old-money-style outfit looks, while still being super breathable for the summer heat.

This look is perfect for casual days when you want to look extra smart. It can also make for a chic work outfit if you just switch out the sandals for some sneakers.

I hope you loved these shorts outfits and found some inspiration for how to style the pieces in your own wardrobe! Thanks for reading! 🙂

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