7 Best Expensive-Looking Clothing Items on Sale at J. Crew

J. Crew store in shopping mall
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Shopping at J.Crew can leave you with sticker shock if you don’t know where to look. But just because you want to look expensive, that doesn’t mean you have to spend a fortune.

These seven J.Crew pieces are surprisingly affordable without compromising on quality.

Meadow dress in cotton poplin

Meadow Dress in Cotton Poplin

  • Sale price: $74.99 (reg. $178.00)

When you need an outfit that does it all, the Meadow dress has you covered. This 100% cotton dress can take you from church to a garden party to dinner with friends. The A-line silhouette is flattering on most body types, and it has pockets. It’s currently 56% off, which makes this a steal at $75.

5" Portsider stretch chino short

Men’s 7″ Portsider Stretch Chino Shorts

  • Sale price: $34.50 (reg. $79.50)

At J.Crew, select shorts are currently on sale for $34.50, which might make shopping for new summer shorts less of a strain on your wallet. These men’s Portsider chino shorts are just one of the styles on sale. Reviewers say that these are comfortable, lightweight and well-constructed. So these might be the ones you pull out for golfing, boating or a day downtown.

Broken-in garment-dyed organic cotton oxford shirt

Broken-in Organic Cotton Oxford Shirt

  • Sale price: $49.50 (reg. $89.50)

Oxford shirts can cost a pretty penny, and the ones at J.Crew are notably good quality. If you’re looking for a shirt that can work for casual and smart dress codes, the broken-in Oxford shirt might be your best bet. It’s made with 100% organic cotton, and reviewers find it to be a comfortable fit.

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Cotton voile plunge maxi dress in daffodil daze block print

Cotton Voile Plunge Maxi Dress

  • Sale price: $99.50 (reg. $148.00)

Even though it’s a new arrival, this cotton voile plunge maxi dress is currently on sale for 33% off. It’s the perfect summer dress in a cheerful daffodil yellow print, and it’s made from 100% organic cotton for a breezy, lightweight feel.

484 Slim-fit tech pant

Slim-Fit Tech Pants

  • Sale price: $29.99 (reg. $98.00)

Instead of paying nearly $100 for a pair of tech pants from J.Crew, you could pay $30. Men’s slim-fit tech pants are currently on sale, and they come in four colors. It might be time to stock up on these expensive-looking pants so you can upgrade your wardrobe.

Gwyneth slip skirt

Gwyneth Slip Skirt

  • Sale price: $29.99 (reg. $89.50)

Slip skirts are a revived ’90s staple that could elevate a simple t-shirt or fit with other more formal pieces in your wardrobe. Even though this Gwyneth slip skirt looks like silk, it will cling to you less since it’s actually polyester, and it’s priced to reflect that at just under $30.

Smocked tie-shoulder one-piece swimsuit

Smocked Tie-Shoulder One-Piece Swimsuit

  • Sale price: $19.99 (reg. $138.00)

Finding a textured swimsuit that doesn’t cost an arm and a leg is rare, but this adorable smocked one-piece swimsuit from J.Crew only costs $20. Although this swimsuit comes in three colors, the light blue version is stylishly coquette with bow detailing on the shoulders and ruffles around the neckline. The original price for this swimsuit was $138, which means you’d get it at an 86% discount if you can grab it before it sells out.

Disclaimer: Prices and availability accurate as of June 11, 2025 and subject to change.

Photo disclaimer: All imagery sourced from JCrew.com.

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