Are you looking for fresh ways to style your favorite denim shorts this season? You’ve come to the right place! Denim shorts are a wardrobe staple, especially in the summer, but they can also transition seamlessly into cooler weather. They’re versatile, comfortable, and can be dressed up or down for any occasion.
Whether you’re heading to the beach, grabbing brunch with friends, enjoying a casual night out, or navigating those tricky transition days, there’s a denim shorts outfit that’s perfect for you.
In this post, I’ll share 21 amazing denim shorts outfits that will inspire your style this season. From casual and laid-back to chic and polished, these looks cover a wide range of styles to suit any taste.
So, if you’re ready to refresh your shorts outfit ideas and make the most of your denim, keep scrolling! These outfits with jean shorts are sure to become your new go-to looks all season long.
Denim Shorts Outfits Ideas
1. Ribbed Top and Belt Bag
For a cool, sporty vibe, try pairing your denim shorts with a ribbed sleeveless top. This combo is perfect for those hot summer days when you want to look put-together but still feel comfortable.
Add a belt bag for a trendy touch and to keep your hands free. I love how this outfit combines comfort with style – it’s ideal for running errands or meeting friends for a casual lunch.
2. Leopard Print and Denim
Take a walk on the wild side with a leopard print camisole top paired with your favorite denim shorts. Add a brown leather belt to cinch your waist and tie the look together.
This outfit is perfect for a summer date night or a day of sightseeing. The mix of patterns and textures adds visual interest while keeping things casual and fun.
3. Tie-Dye and Distressed Denim
Embrace the laid-back summer spirit with a tie-dye t-shirt and distressed denim shorts. Slip on a pair of comfortable sandals, and you’re ready for a day at the beach or a backyard barbecue.
This outfit is all about effortless cool – it’s one of those jean short outfits that feels both on-trend and timeless.
4. Polka Dot Perfection
For a classic look with a twist, try pairing a black polka dot top with your denim shorts. This combination is simple yet stylish, perfect for a variety of summer occasions.
You might love trying this outfit for a picnic in the park or an afternoon of shopping with friends.
5. Graphic Tee and Ankle Boots
Channel your inner rock star with a graphic t-shirt and denim shorts combo. Add some edge to the look with a pair of ankle boots. This outfit is great for concerts, festivals, or any time you want to add a bit of attitude to your summer style.
I love how versatile this look is – you can easily dress it up or down depending on your accessories.
6. Blue Leopard Print and Light Wash Denim
Take your denim shorts outfit to the next level with a blue leopard print button-up shirt. Pair it with light wash denim shorts for a cool monochromatic look.
Add strap sandals and a black structured handbag to complete the ensemble. This outfit is perfect for a casual office environment or a lunch date with friends.
7. Cowl Neck Crop and High-Waisted Shorts
For a more polished look, try pairing your high-waisted denim shorts with a cowl neck crop top. Add slide sandals and a dark handbag for a chic finish.
This outfit is great for a summer evening out or a fancy brunch. I love how the high-waisted shorts elongate the legs and create a flattering silhouette.
8. Button-Up Vest and Strappy Sandals
Give your denim shorts a preppy twist by pairing them with a button-up vest. Add strappy sandals and oversized sunglasses for a look that’s perfect for a day of sightseeing or lunch al fresco.
This outfit combines comfort and style in a way that’s perfect for warm summer days.
9. Eyelet Blouse and Loafers
For a soft, romantic look, pair your light wash denim shorts with a white eyelet blouse. Add black loafers and a structured handbag for a touch of sophistication.
This outfit is ideal for a garden party or an afternoon tea with friends. The contrast between the delicate blouse and casual shorts creates a beautifully balanced look.
10. Ruffles and Ballet Flats
Create a sleek, put-together look by pairing a white ruffled top with black denim shorts. Add some interest with two-tone ballet flats and a black quilted crossbody bag.
This outfit is perfect for a summer date night or an art gallery opening. I love how the monochrome palette keeps things chic and sophisticated.
11. Oversized Shirt and Sneakers
For a relaxed weekend look, try wearing an oversized button-up shirt open over a black tank top and light wash denim shorts. Complete the outfit with white sneakers for ultimate comfort.
This is one of those effortless jean short outfits that you’ll find yourself reaching for again and again.
12. Colorful Stripes and Denim
Who says you can’t wear sweaters as the seasons change? Pair a colorful striped sweater with light-wash denim shorts for a look that’s perfect for those cooler transition days.
This outfit is great for early fall evenings, beach bonfires, or outdoor movie nights. The mix of cozy and cool creates a perfectly balanced look for when the weather starts to shift.
13. Leather Vest and High-Tops
Give your denim shorts a rock ‘n’ roll edge by pairing them with a black leather vest and a graphic t-shirt. Add black high-top sneakers to complete the look.
This outfit is perfect for concerts or nights out with friends. I love how this combination adds a tough, edgy vibe to classic denim shorts.
14. Pink Blazer and Crop Top
Make a statement with a bright pink oversized blazer paired with a white crop top and light-wash denim shorts. This bold look is perfect for those in-between seasons or cooler summer nights when you need a light layer.
The contrast between the structured blazer and casual shorts creates a fun, fashion-forward outfit that’s ideal for evenings out or stylish daytime events.
15. Trench Coat and Snakeskin Boots
For those cooler summer days, try layering a cream oversized trench coat over a cream ribbed turtleneck sweater and light wash denim shorts. Add snakeskin ankle boots and a beige shoulder bag for a luxe finish.
This sophisticated outfit is perfect for transitional weather or air-conditioned environments.
16. Neutral Chic
Create a polished, put-together look with a beige blazer over a white top and light wash denim shorts. Add a beige quilted shoulder bag for a touch of elegance.
This outfit is perfect for casual Fridays at the office or a lunch meeting. I love how the neutral palette keeps things chic and versatile.
17. Retro Vibes
Channel some vintage charm with a black striped turtleneck sweater paired with black denim shorts. Add black loafers and oversized sunglasses for a look that’s straight out of the ’60s.
This outfit is great for a day of museum-hopping or a retro-themed event.
18. Floral Puff Sleeves and Studded Sandals
Embrace your inner bohemian with a floral puff sleeve top paired with distressed denim shorts. Add a brown leather belt and studded sandals for extra flair.
This outfit is perfect for music festivals or summer markets. You might love trying this look for a day of exploring a new city.
19. Zebra Print and Bermuda Shorts
Make a statement with a white zebra print sweater paired with light-wash denim Bermuda shorts. Add black slingback kitten heels for a touch of sophistication.
This outfit is perfect for a dinner party or an evening at an outdoor concert during those cooler transition days. The longer shorts create a polished look, while the sweater adds just the right amount of warmth and style.
20. Double Denim
Embrace the denim-on-denim trend with a matching set of denim shirt and denim shorts. This look is perfect for casual weekends or running errands.
The key to pulling off double denim is to mix different washes or add interesting accessories to break up the look.
21. Striped Shirt and High-Tops
For a sweet, feminine look, try a pink striped oversized button-up shirt over a black crop top and light wash denim shorts. Add pink high-top sneakers for a fun pop of color.
This outfit is perfect for a day at the amusement park or a casual picnic with friends.