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The Best Dressy Casual Outfits to Wear Right Now

21 Effortless Ways to Achieve Dressy Casual Looks

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Whether you're headed to a museum date, attending a friend's daytime brunch or adventuring in a new city, a dressy casual outfit will strike the perfect balance between refined and relaxed. The dress code invites you to feel comfortable, but not so much that you show up to an office party in jeans, T-shirts, and flats. When in doubt, one piece-outfits are an easy way to achieve the dressy casual vibe because they don't require much effort. A flower-print sundress or midi slip design paired with strappy sandals gives the impression that you spent more time getting dressed than you really did.

Some popular trends lend themselves to the dressy-casual theme. Festival fashion, for instance, features an array of crochet and cropped separates, fringe and jewel-embellished pieces, denim staples and eye-catching accessories. The soft girl aesthetic, meanwhile, takes a pastel approach to a wide range of dress codes. A lavender halter knit dress paired with wedge sandals or a yellow pearl button-front cardigan worn with black jeans are ideal dressy casual outfits. Elsewhere, with the pearlcore trend still going strong this summer, glam up a regular blouse or denim jacket by sewing strings of pearls onto it to deliver a more elegant look.

The secret to dressy casual is balancing the fancier pieces with more laidback items and accessories. Your favourite pair of kitten heels or your go-to beaded clutch will always help you reach new levels of chic. Flat sandals, alternatively, can pare back a dressy combo of tailored trousers and a satin blouse.

Read on to find out how to master the dressy casual way of dressing.

What is dressy casual?

Also called smart casual, dressy casual attire combines relaxed, everyday basics with more formal, office-ready items. Think wearing a silky blouse with your favourite pair of jeans, styling a festival-ready mesh-line maxi dress with flat sandals, or wearing tailored trousers with a linen shirt. Depending on your office dress code, you can get away with dressy casual looks every day. They are usually a step above jeans and graphic tees, but they aren't as formal as tweed suits or sheath dresses.

How can I style dressy casual outfits?

The key to achieving the dressy casual look? Balancing the more refined piece with an item or accessory that has a more laidback vibe. For example, a linen shorts set with strappy heels and a designer bag. Or, try pairing a chunky gold necklace with a standard cami to dress up dark denim jeans. Another brunch-ready look: a satin slip dress with flat sandals and colourful bangles. If you need more guidance, scroll on for our curated picks.

Image Source: Getty/Edward Berthelot

Dressy Casual Outfits: Eloquii Blazer Dress With Cutout Detail

Whether you're headed to pre-birthday drinks or showing up to a surprise office party hosted by your colleagues, this Eloquii Blazer Dress With Cutout Detail ($140) will deliver every time. The tailored silhouette easily goes from the office to the real celebration later in the evening.

Image Source: eloquii.com
Eloquii Blazer Dress With Cutout Detail
$140
from eloquii.com
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Dressy Casual Outfits: Nasty Gal Ribbed Tie-Front Cardigan

The early 2000s called, and this Nasty Gal Ribbed Tie-Front Cardigan ($22, originally $44) delivered on the nostalgic yet practical vibe. Pair it with straight-leg jeans or a pleated plaid skirt — it will look effortlessly cool for any occasion. Worn with a matching slip dress, the cropped style will exude sophistication for a daytime wedding or a cocktail party.

Image Source: nastygal.com
Nasty Gal Ribbed Tie-Front Cardigan
$22
from nastygal.com
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Dressy Casual Outfits: Lioness Hysteria Knit Dress

The cutout trend just keeps gaining momentum this season, and you can easily tap into the trend for your birthday. For a daytime brunch or chic beach day, opt for this summery Lioness Hysteria Knit Dress ($24, originally $79), which comes with on-trend keyhole cutouts. Complete your look with strappy heels or slide sandals, depending on the occasion.

Image Source: shopbop.com
Lioness Hysteria Knit Dress
$24
from shopbop.com
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Dressy Casual Outfits: Staud Vivia Crochet Minidress

Crochet is a major festival fashion trend, and designers continue to imagine crochet pieces in new ways. You'll love the versatility and playfulness of this lemon-and-orange-printed Staud Vivia Crochet Minidress ($345). Once the festival comes to an end, you'll wear it for every occasion, from pool parties to nights out.

Image Source: nordstrom.com
Staud Vivia Crochet Minidress
$345
from nordstrom.com
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Dressy Casual Outfits: Reformation Irwin Linen Dress

For a classic look you'll turn to for every occasion, turn to this Reformation Irwin Linen Dress ($248). The back is almost completely open, making the lightweight dress feel even breezier. It's perfect for a more laidback wedding dress code; just pair it with kitten heels and a cute shoulder bag.

Image Source: thereformation.com
Reformation Irwin Linen Dress
$248
from thereformation.com
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Dressy Casual Outfits: Kai Collective Gaia Tube Mesh Dress

Created in collaboration with designer Adebusola Adetona, the Kai Collective Gaia Tube Mesh Dress ($169) is an absolute stunner. It conveys easy elegance, plenty of visual interest, and a sense of playfulness, all of which are right on theme for a birthday celebration. Style this beauty with flat strappy sandals for brunch during the day or with high kitten heels for the afterparty.

Image Source: kaicollective.com
Kai Collective Gaia Tube Mesh Dress
$169
from kaicollective.com
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Dressy Casual Outfits: Hill House Home The Daphne Dress

This Hill House Home The Daphne Dress ($150) is a new addition to the Nap Dress lineup, and will appeal to those who love to lounge, go to the farmers' market, or meet up with friends for coffee. It's a slightly more dressed up version of the brand's most popular style, but with all the same comfort you're used to. Plus, it comes in this holiday-ready citrus print, as well as a summery light-blue floral.

Image Source: hillhousehome.com
Hill House Home The Daphne Dress
$150
from hillhousehome.com
Buy Now

Dressy Casual Outfits: Vero Moda Checks Lemon Print Minidress

Want something that's easy to thrown on and a bit more understated? Go with this Vero Moda Checks Lemon Print Minidress ($32), which pairs well with your favourite Keds sneakers or everyday leather slides.

Image Source: nordstrom.com
Vero Moda Checks Lemon Print Minidress
$32
from nordstrom.com
Buy Now

Dressy Casual Outfits: Savannah Morrow Rubina Crocheted Cotton Midi Dress

Go from the festival to the beach in this sheer Savannah Morrow Rubina Crocheted Cotton Midi Dress ($475). It works both as a bikini coverup and as an everyday dress. Stack on gold accessories and wear a comfortable pair of sandals for your day out.

Image Source: modaoperandi.com
Savannah Morrow Rubina Crocheted Cotton Midi Dress
$475
from modaoperandi.com
Buy Now

Dressy Casual Outfits: Miaou Thais Dress

Psychedelic prints are huge every summer, and this Miaou Thais Dress ($295) embodies the joie de vivre of the season. The mesh lining gives it a sultry feel and is complemented by the side slit and form-fitting bodice. Pair it with metallic jewellery and espadrilles for your next holiday.

Image Source: Getty
Miaou Thais Dress
$295
from miaou.com
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Dressy Casual Outfits: Lovers and Friends Mary Midi Dress

Who doesn't love a vintage style moment? With a classic halter neck and thigh-high slit, this vibrant orange Lovers and Friends Mary Midi Dress ($158) channels all our favourite '90s trends. Try styling with strappy sandals for a dressier take, or opt for crisp sneakers and a jean jacket to keep it casual.

Image Source: revolve.com
Lovers and Friends Mary Midi Dress
$158
from revolve.com
Buy Now

Dressy Casual Outfits: White Fox Boutique Golden Sunset Shorts and Behind the Look Shirt

Whether you're travelling or heading to brunch with friends, these White Fox Boutique Golden Sunset Shorts ($40) and Behind the Look Shirt ($50) make a compliment-worthy look. Style them with flip flops or woven slides for the beach or for shopping in the city. The shirt can be worn buttoned up or open with a tank or a bikini top underneath, and it also comes in white, blue, pink, and orange.

Image Source: whitefoxboutique.com
White Fox Boutique Golden Sunset Shorts
$40
from whitefoxboutique.com
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Behind the Look Shirt
$50
from whitefoxboutique.com
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Dressy Casual Outfits: Caroline Constas Marnie Dress

Doesn't this Caroline Constas Marnie Dress ($480) feel like a match for alfresco dining or summer BBQs? It's the perfect brunch-to-beach dress, and you can even wear it out at night. Finish with a wide-brim hat if you're hanging oceanside.

Image Source: shopbop.com
Caroline Constas Marnie Dress
$480
from shopbop.com
Buy Now

Dressy Casual Outfits: Steve Madden Sleeveless Mini Dress

Opt for this easy-to-throw-on Steve Madden Sleeveless Mini Dress ($49) for days when you don't want to spend much time getting dressed. The stretchy fit makes it ideal for all-day wear, while the entire look will convey an air of put-togetherness. You can wear it as a beach coverup, out to lunch, or even to a party (if you swap the sneakers or flats for kitten heels or strappy sandals).

Image Source: stevemadden.com
Steve Madden Sleeveless Mini Dress
$49
from stevemadden.com
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Dressy Casual Outfits: En Saison Cavaretta Midi Dress

When in doubt, you want at least one outfit you can dress up or down. This En Saison Cavaretta Midi Dress ($192) is it — it looks just as good with flats or sneakers as with heels, and is extremely versatile. If a surprise party invitation presents itself, you'll know what to wear.

Image Source: shopbop.com
En Saison Cavaretta Midi Dress
$192
from shopbop.com
Buy Now

Dressy Casual Outfits: Sandro Porto Imitation Pearl Button Top

Featuring short sleeves, a spread collar, and a row of imitation pearls as fasteners, this Sandro Porto Imitation Pearl Button Top ($245) is anything but average. Pair it with the matching pants for a striking monochrome moment or with your go-to denim jeans for a more relaxed look.

Image Source: nordstrom.com
Sandro Porto Imitation Pearl Button Top
$245
from nordstrom.com
Buy Now

Dressy Casual Outfits: Stuart Weitzman Pearl Slide Sandals

For those who don't compromise on style or comfort, these Stuart Weitzman Pearl Slide Sandals ($295) are a favourite. The woven raffia material adds texture, while the pearl accents and gold-tone hardware bring a dose of glam.

Image Source: shopbop.com
Stuart Weitzman Pearl Slide Sandals
$295
from shopbop.com
Buy Now

Dressy Casual Outfits: & Other Stories Pearl Bead Mini Skirt

Retro yet modern, this '60s-inspired & Other Stories Pearl Bead Mini Skirt ($99) is a classic choice for business meetings and first dates alike, especially when paired with a sweetheart-neckline top. The pockets make it super practical, while the pearl bead accents amp up the glamour.

Image Source: stories.com
& Other Stories Pearl Bead Mini Skirt
$99
from stories.com
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Dressy Casual Outfits: Rosie Assoulin Pearl Mini Dress

Ring in someone's new year with this Rosie Assoulin Pearl Mini Dress ($389, originally $995) that will turn heads on the dance floor, especially when paired with sleek heels. It is cut in a lightweight jersey fabric and features detachable pearl bead accents, a ruched bust, and ruching along the sides.

Image Source: fwrd.com
Rosie Assoulin Pearl Mini Dress
$389
from fwrd.com
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Dressy Casual Outfits: Sunset & Spring Embellished Denim Jacket

Give your favourite layering staple a glam upgrade with this Sunset & Spring Embellished Denim Jacket ($128). The distressed garment is approachable and edgy, while the pearl embellishments are undeniably opulent. It's designed for an oversize fit, so you'll be comfortable as you throw it over a basic tank top or a chic, rib-knit dress.

Image Source: bloomingdales.com
Sunset & Spring Embellished Denim Jacket
$128
from bloomingdales.com
Buy Now

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