7 Ways to Style the Drawstring Pajama Pant—Summer’s Most Relaxed Essential

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Photo: Courtesy of Phil Oh.

Carefree and effortless are just two adjectives we’d use to characterize our ideal of summer dressing. And the season’s go-to style staples should include pieces that reflect that nonchalant ease—essentials that can be worn day or night; for work or play. We’re talking button-up shirts, raffia handbags, flip-flops, and of course, pajama-like drawstring pants.

Vogue’s Favorite Pajama Pant Picks:

The Linen Find
Staud Mateo wide-leg pants
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The Classic Stripe
Donni. The Pop simple pants
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The Butter Yellow Pick
Éterne Brody wide-leg pants
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The Luxe Chartreuse
Khaite Rohen pants
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The Pop of Red
Loulou de Saison Alera pants
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The Playful Print
Loewe elasticated trousers
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The Tried-and-True
J.Crew Cosmo pants
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The Poolside Favorite
Sanderlak striped wide-leg pants
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Meant for anything but sleeping, chic pajama-style pants are popping up all over the market, as must-have additions that will become a dependable piece in your late spring and summer rotation. While inherently laidback, these bottoms can appear perfectly polished when styled appropriately. To prove our point, we’re mapping out seven pull-on and drawstring outfits that you can (and should) comfortably wear on repeat this season.

From city streets to the seashore, poolside-appropriate options can double as chic cover-ups, wearing well with everything from your trendiest swimsuit to your favorite sandals. And we can’t forget about those joyous, never-ending summer nights, either. Luckily, there are chic, silky pairs that can be dressed up with tailored tops, cropped jackets, and easy tees alike. Below, shop seven pajama pant outfits that are equal parts casual and cool.

Color Story

Balance Khaite’s absinthe green satin pants with unexpected neutrals—a heather gray tee and pop of burgundy (in the form of a chic wedge sandal) will do the trick.

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Éterne

Baby Tee cropped T-shirt

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Khaite

Rohen pants

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Mayamar

pearl shell pendant necklace

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Aeyde

Roose sandals

Down to Earth (Tones)

Keep it casual in Zara’s cotton pull-on pants, grounded with an equally easy lightweight jacket in khaki. Mesh flats and your favorite sunnies give the look a fashion-forward push.

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Almina Concept

high neck jacket

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Zara

heavy cotton sash pants

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Christopher Esber

mesh ballet flats

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Celine

Triomphe oval sunglasses

Dinner Plans

If you can’t wear pajamas for a night on the town, you can wear the next best thing… lustrous, elastic-waist trousers and a tailored top. Chic heels and a going-out bag prove that polished and comfy can co-exist.

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Liberowe

Jayla woven vest

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J.Crew

Cosmo pants

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Toteme

strappy pointed toe pumps

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Khaite

mini Lotus tote

Aperitif Hour

Golden hour rooftop evenings are on the horizon and a sweet, summery look is in order. Slip into satin pants in this season’s trending butter yellow shade, with a cute top, simple sandals, and beaded bag.

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Faithfull

Pamina strapless top

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Éterne

Brody wide-leg pants

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Gewls

The Chiara flats

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Pura Utz

lace pouch

Quick Dip

A post-swim ensemble is as easy as one, two, three—all you need is a matching pajama-inspired set like this cheerful striped pairing by Sanderlak, and your most reliable summer flip-flops.

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Sanderlak

embroidered striped shirt

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Sanderlak

striped wide-leg pants

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Lido

Sedici bandeau swimsuit

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Vince

San Juan jelly sandals

Longer Layers

The pull-on pant lends itself well to our current dress-over-pants styling obsession. Cherry red silk trousers are the perfect match for a lingerie-inspired top layer. Modern, sculptural accessories ground the ensemble.

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Mango

lace ruffle dress

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Loulou de Saison

Alera pants

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Jude

Yaga wedge sandals

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Hunting Season

The Pendant necklace

The Blues

We love a bit of pattern play, and it’s easy to do when you keep the color palette monochromatic. Donni’s cult-favorite Pop pant in classic a navy stripe is a lovely companion to Dôen’s paisley scarf top.

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Dôen

Amalia floral-print top

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Donni.

The Pop simple pants

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Sophie Buhai

Petite Noodle hoop earrings

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Emme Parsons

High Throat ballet flats

Shop More Breezy Drawstring Pajama Pants:
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Faithfull

Adnina pants

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Staud

Mateo wide-leg pants

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Sara Cristina

Playa straight-leg pants

Leset

Yoshi pants

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St. Agni

Everyday wide-leg pants

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La Ligne

Colby pants

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Róhe

striped wide-leg pants

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Toteme

drawstring wide-leg pants

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Dôen

Lavon pants

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Loewe

elasticated trousers

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Citizens of Humanity

Aurora wide-leg pants

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Cos

satin wide-leg pants

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The Row

Delano cropped pants

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Calle Del Mar

Heriloom wide-leg pants

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Toteme

cotton and silk-blend pants

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Zara

striped pajama pants

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Co

silk-charmeuse straight-leg pants

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Matteau

jersey straight-leg pants

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Faithfull

Sabine pants

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Polo Ralph Lauren

linen drawstring pants