31 Cute Outfits with High-Waisted Skirts

Thalita Ferraz // Last Update: April 28, 2022 // 0 Comments

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Us ladies, we love that sense of accomplishment we get after looking in the mirror, knowing we did a great job with our outfits. A closet must-have that is known to give that feeling of satisfaction is a high-waisted skirt.

High-waisted skirts add a level of sophistication to your outfit of the day, as they hug your waistline and place emphasis on femininity.

They are versatile wardrobe pieces, coming in a variety of styles and lengths, for every body type, and when worn with even the most casual of outfits, a high-waisted skirt will make that look photo-worthy.

SEE ALSO: 33 Cute Tops to go with Jean Skirts

I’m excited to show you all these options. Here are cute outfits with high-waisted skirts that you’ll definitely fall in love with.

1. Pretty, Lilac Ribbed Tank Top and Classy Lilac Heels with a Cute, Multicolored, Floral Print Pleated High-Waisted Skirt

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There are some outfits that cause you to blush at your own reflection in the mirror, and this is one of them.

The ribbed tank top has a pretty lilac shade that blends beautifully with the yellow, green, and blue floral print design of this pleated, high-waisted mini skirt. Classy lilac heels bring this doll-like outfit to completion. Buy this skirt at Lulus.

2. Elegant Pink, Bishop-Sleeved Ribbed Blouse and Dainty Beige Heels with a Beige, High-Waisted Ruched Skirt

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This ribbed blouse boasts a girly pink color with elegant sheer bishop sleeves that create a whimsical appeal.

It contrasts gorgeously with a beige high-waisted ruched mini skirt and dainty beige heels for a jaw-dropping combination. Buy this skirt at Pink Lily.

3. Cute Burnt-Orange Tank Top and Stylish White Wedges with an Alluring Polka dot, High-Waisted Skirt

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This look is playing both sides of the coin, exuding innocence and boldness. The ruched design and alluring thigh-high side slit of this polka dot high-waisted skirt is giving cabana on the beach vibes

A tank top in burnt orange is tucked inside, complementing the skirt’s orange polka dots whilst adding a warm and welcoming aura to this outfit. White wedges are the perfect finishing touch, ensuring comfort in a stylish way. Buy this skirt at Lulus.

4. Flirty White, Off-the-Shoulder Floral Blouse and Cute Beige Heels with a Brown Corduroy Pleated, High-Waisted Skirt

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These days, it’s all about aesthetics and the story that your outfit tells. This brown corduroy pleated high-waisted skirt styled with a flirty white, off-the-shoulder floral blouse and heels tells one of a girl who knows she’s going places.

Accessorize this ultra-chic look with a cute beige or brown purse. Buy this skirt at Pink Lily.

5. Comfy Black Cropped Sweater Blouse and Black Suede Boots with a Chic Suede Burgundy High-Waisted Skirt

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A suede high-waisted skirt will add a luxurious edge to your wardrobe, especially if it has a chic burgundy color. Style with a comfy black cropped sweater blouse and black suede boots for an irresistibly posh look. Buy this skirt at Pink Lily.

6. Cute Baby Blue, Cropped Tank Top and Classy Brown, Open-Back Heels with a Charming White Knit High-Waisted Midi Skirt

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A baby blue cropped tank top styled with a charming, white knit high-waisted midi skirt is a perfect look for an early morning stroll. This super cute outfit was enhanced with a pair of classy brown open-back heels.

Add a stylish straw handbag like the one this girl’s rocking for an island-certified OOTD. Buy this skirt at Lulus.

7. Stylish Black Tank Top and Classic Black Heels with a Gray Leopard, Print Wrap High-Waisted Skirt

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This gray leopard print wrap high-waisted skirt is sassy and has a youthful flair, owing to its cute ruffled design. Styled with a black tank top and classic black heels, it’s an easy-to-wear, fashion-forward look. Buy this skirt at Pink Lily.

8. Posh, Light Blue Satin Blouse and Stunning Silver Heels with a Multi-Sequin, Lavender High-Waisted Mini Skirt

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Shine bright in a posh light blue satin top with a gorgeous lavender multi sequin high-waisted mini skirt. With two slight slits on both sides, this skirt has a subtly alluring design.

A pair of stunning silver heels were worn to make this outfit even more exquisite. Buy this skirt at Lulus.

9. Casual, White Graphic T-Shirt and Chic White Open-Back Heels with a Cute Sage Green High-Waisted Mini Skirt

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Style one of your white graphic tees with a high-waisted skirt and heels for a cute casual mix.

This sage green skirt boasts a feminine tiered-tassel detail that beautifully encircles the hemline while white open-back heels do a stellar job at flaunting this chic look. Buy this skirt at Lulus.

10. Sophisticated White, Off-the-Shoulder Blouse and Chic Nude Knee-High Boots with a Cute Gray Tweed High-Waisted Mini Skirt

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Show off your extraordinary taste in fashion with a sophisticated white, off-the-shoulder long-sleeved blouse tucked into a gray tweed high-waisted mini skirt with a cute button-front detail.

Complete this outfit with chic nude knee-high boots. Buy this skirt at Pink Lily.

11. Stylish, Black Ribbed Sweater Blouse and Black Suede Boots with a Trendy Red Plaid, High-Waisted Mini Skirt

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Red and black are two classic colors that exude boldness and automatically draw attention.

Style a red plaid, high-waisted mini skirt with a stylish, black ribbed sweater blouse and black suede boots for a bold and trendy outfit that promises to be comfy too. Buy this skirt at Pink Lily.

12. Simple White Tank Top and Black High Heels with a Breezy High-Low, High-Waisted Skirt

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A high-waisted midi skirt that cascades into a high-low hemline is a dressy fashion piece well suited for those formal yet fun occasions.

Its lightweight and breezy design looks amazing when paired with a simple white tank top and black high heels. Buy this skirt at Lulus.

13. Casual White Tank Top and Stylish Brown Sandals with a Light Blue Denim, High-Waisted Wrap Skirt

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For those laid-back mornings, a white tank top, denim high-waisted skirt, and sandals will give you the effortlessly stylish look you’re aiming for.

This light blue denim skirt has a cute wrap detail with buttons trailing down to the skirt’s mid-section, plus a raw-cut hemline for an added casual touch. Buy this skirt at Lulus.

14. Dreamy Teal Graphic T-Shirt and Plain White Sneakers with a Cute Beige, Pleated Corduroy, High-Waisted Skirt

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This outfit is a combination of some of the girliest and most comfortable closet pieces that a woman can own; a casual graphic t-shirt, pleated high-waisted skirt, and white sneakers.

The t-shirt boats a dreamy teal shade that complements the sweet beige hue of this corduroy tennis skirt. Plain white sneakers bring a sporty, youthful vibe to the outfit. Buy this skirt at Pink Lily.

15. Lovely White V-Neck, Smocked Blouse and Classy Nude Heels with Beautiful Satin Hot Pink, High-Waisted Midi Skirt

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Pink is one of the most feminine and romantic colors ever, making this high-waisted skirt a worthy addition to your wardrobe.

This satin beauty flaunts a knee-high center slit and was styled with a lovely white v-neck blouse that has a smocked design, giving a torso slimming effect, along with classy nude heels. Buy this skirt at Lulus.

16. ​Cute White and Pink Crop Top and Classic White Sneakers with Black High-Waisted Denim Skirt

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If you want to dress up a bit but still keep your overall look relaxed, then I recommend rocking a high-waisted black denim skirt with a cute white crop top. Opt for classic white sneakers for a sporty casual look. Buy this skirt at ASOS.

17. ​Sleek Black Leather Jacket, Bold Black Graphic T-Shirt and Chic Black lace-Up Boots with Red High-Waisted Plaid Skirt

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I love the edgy look that is created when red and black are styled with graphic-designed pieces. The red high-waisted plaid skirt does a great job at matching the bold energy that’s all over this black graphic tee.

Styled with a black leather jacket and lace-up boots, all the pieces complement each other for a playful and trendy finish. Buy this skirt at ASOS.

18. ​Simple White Tank Top and Elegant Black Heels with a Black Floral Print, High-Waisted High-Low Skirt

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Even a simple white tank top styled with a high-waisted, floral print skirt will look amazing. This feminine, high-low skirt brightens up the entire outfit, matched with a pair of black heels for added elegance. Buy this skirt at Lulus.

19. ​Girly Mint Green, Tie Front Top and Cute Mint Green Heels with a High-Waisted, Floral Print Skirt

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This pastel-themed outfit is girly and very stylish as a sleeveless mint green, tie-front top is paired with a high-waisted floral print corset skirt.

With a ruffled mini hemline, this flirty skirt is already one of my favorites. Mint green heels completed this look, perfectly matching this cute top. Buy this skirt at ASOS.

20. ​Fashionable Gray Plaid Blazer, Classic White Tank Top and Posh Off-White Platform Heels with Gray Plaid High-Waisted Mini Skirt

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Wearing a blazer with a high-waisted mini skirt is very business casual and stylish. The matching gray plaid design creates a seamless and fashionable appearance, enhanced by posh off-white platform heels.

A classic white tank top is all you need to bring this look together. Buy this skirt at Lulus.

21. ​Oversized White Crop Top and Cute White and Black Sandals with a Casual Blue High-Waisted Denim Skirt

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When you want to keep things casual and trendy, a high-waisted blue denim skirt can do no wrong. Style with an oversized white crop top and cute sandals for an outgoing, laid-back look. Buy this skirt at ASOS.

22. ​Sophisticated White, Button-Down Crop Top and Stylish White Sneakers with a Black High-Waisted Denim Skirt

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Dress down this weekend in a stylish white crop top, black high-waisted denim skirt and sneakers.

This top has a cute collar and button-down design that will invite a sophisticated flair into your OOTD. Opt for trendy white sneakers; they give this outfit a clean, stylish appearance. Buy this skirt at ASOS.

23. Chic Orange Knitted Cardigan and Tube Top with a Sleek Brown, Faux Leather, High-Waisted Wrap Mini Skirt

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A brown faux leather, high-waisted mini skirt is a chic fashion piece. Styled with an orange knitted tube top and cardigan, this sleek chocolate-brown faux-wrapped beauty is a showstopper.

Without any hesitation, I’d recommend golden brown heels to complete this exquisite look. Buy this skirt at Lulus.

24. Cute Nude Tank Top with Girly Nude, High-Waisted Leopard Print Ruffle Mini Skirt

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Look cute and girly by rocking a nude tank top with a dressy high-waisted nude leopard print mini skirt.

This feminine piece boasts a ruched design with a flirty ruffle hemline. Style with classy brown heels. Buy this skirt at Express.

25. ​Stylish Nude Sleeveless Top and Cute Nude Heels with Gorgeous Mauve High-Waisted Ruffle Wrap Skirt

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Getting all dressed up can be exciting, especially when you have such cute pieces to style.

A sleeveless nude top blends right in with a gorgeous mauve, high-waisted wrap skirt that has a flattering ruffle midi hemline. Ruffles sweep all the way up to the waist, forming the most adorable bow.

Cute nude heels are the icing on the cake for this brunch-worthy ensemble. Buy this skirt at Pink Lily.

26. Cute Lavender Ruched, Long-Sleeved Blouse and Casual White Sneakers with a High-Waisted, Light Blue Denim Mini Skirt

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Simple events call for effortless fashion. Maybe it’s the movies or a small get together with friends; throw on one of your favorite comfy and cute blouses with a high-waisted denim skirt and sneakers.

This ruched, long-sleeved lavender top has a very soft and welcoming aura. It nicely complements the light-blue shade of this button-down skirt. Buy this skirt at Pink Lily.

27. ​Stylish Black, Halter-Neck Blouse and Chic Black Heels with a High-Waisted, Ribbed Camel Midi Skirt

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Head out, looking fab in a semi-formal style combo; a stylish black halter-neck blouse tucked into a seamless high-waisted, camel midi skirt.

The skirt’s ribbed fabric allows for comfort and a slim-fit design. Definitely go for black heels to enhance this ultra-chic outfit. Buy this skirt at Pink Lily.

28. ​Cozy Black, Long-Sleeved Sweatshirt and Trendy Black Lace-Up Boots with a Black, High-Waisted Polka Dot Midi Skirt

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Rock a cozy, fashion-forward look with a black long-sleeved sweatshirt tucked into a black high-waisted, polka dot midi skirt with a front slit that gives a playful vibe.

Keep the all-black trendy look going with lace-up boots. Buy this skirt at ASOS.

29. Chic Swan White, Off-the-Shoulder Bodysuit and Clear Heels with a Classy Brown, High-Waisted Wrap Midi Skirt

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This brown high-waisted wrap midi skirt is the perfect piece for any lady.

Adorned with feminine details like a classy, O-ring situated right at the waistline and a flirty front slit, this skirt will look so classy with a stylish swan white off-the-shoulder bodysuit and a pair of clear heels. Buy this skirt at Nasty Gal.

30. ​Luxe Blush Pink Ruched-Sleeve Crew Top and Stylish Black Heels with a High-Waisted, Light Pink Tweed Mini Skirt

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Look like a million dollars in a luxe blush pink crew top with ruched sleeves tucked into a light pink, high-waisted tweed mini skirt with a golden pearl button front detail that is to die for. Throw on a pair of black heels for a flawless finish. Buy this skirt at Pink Lily.

31. ​Stunning White, Off-the-Shoulder, Puff Sleeve Top and White Heels with Cute Taupe High-Waisted, Floral Maxi Skirt

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They say how you dress can impact your mood for the entire day. Maintain a cheerful countenance in a super cute taupe high-waisted floral maxi skirt.

Featuring a girly lace design and drawstring waist detail, this skirt will look even more beautiful worn with a stunning white puff sleeve off-the-shoulder top and white heels. Buy this skirt at Pink Lily.

Summary and Top Picks

Basking in all the beauty and can’t stop admiring these stylish outfits? You’re in good company.

High waisted skirts have that appeal and as you’ve seen in this compilation, they can be styled with absolutely anything.

If I were to choose my favorite looks from this list, outfits 19, 25 and 31 would be at the top because I love pieces that offer me the best of both worlds; being able to look glamorous with a sense of comfort in the mix.

I’m eager to know which looks stood out to you. What closet pieces do you enjoy styling a high-waisted skirt with and why? Share your thoughts and any questions you have down below.

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