The Chic J.Crew Items I've Been Eyeing for Months Are Seriously on Sale for Cyber Monday

I don't like the stress of searching through hundreds of deals on Black Friday and Cyber Monday, frantically adding items to my cart to shop in real time. I do like to come prepared for the busiest shopping days of the year with a plan, which is why I've already put the time into deciphering what I'm buying from all of my favorite retailers during the sales.
First on my list is preppy-chic retailer J.Crew. The brand's Cyber Monday Event (insert excited emoji here) involves 500 stylish deals from just $14.50—in fact, if you scroll through its Cyber Monday offerings here, you'll see how many of them are upward of 60% off. Of course, I added a whole host of chic pieces to my cart that are worth buying in preparation for this event. Included in the mix are J.Crew's seriously soft cashmere sweaters, silky lace skirts, and staple black boots. Oh, and I'll be scooping up plenty of holiday gifts too—from handbags to cashmere socks and pretty jewelry.
Keep scrolling for the pieces I'm shopping from J.Crew's Cyber Monday sale and the deals worth snagging immediately.
My Top 5 J.Crew Items Worth Buying During the Cyber Monday Sale
- New Gwyneth Skirt in Chiffon
- Sculptural Orb Earrings
- High-Rise Slim-Wide Jean in 1996 Semi-Stretch
- Cashmere-Blend Trouser Socks
- Isabelle Lady Jacket in Tweed
This story was published at an earlier date and has since been updated.

Judith Jones is the associate shopping director at Who What Wear and has worked in fashion for over a decade. She specializes in shopping content and trend stories with high-affiliate impact. She shares the coolest, most desirable fashion market finds and brands for every budget. Previous to working in fashion, Judith worked as a TV host on the PBS travel show Globe Trekker (airing on Netflix and Amazon Prime) sharing her passion for travel and culture.
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