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
Perfect to keep you cozy on your morning coffee runs.
J.Crew
Cropped Fair Isle Cardigan Sweater
Chic and cozy, and ready for the holidays.
J.Crew
Leather Touch-Tech Gloves
Luxe-looking leather gloves you can gift or keep for yourself.
J.Crew
Classic Peacoat in Italian Wool-Blend Melton
This chic peacoat is everything.
J.Crew
Lady Jacket in Textured Tweed
A stunning Lady Jacket for festive occasions.
J.Crew
Round Cubic Zirconia Bezel-Set Tennis Necklace
A chic tennis necklace to style over your sweaters.
J.Crew
Stowe Puffer Jacket With Primaloft
This chic puffer is such an elegant length (and more than $200 off).
J.Crew
Gwen Lace-Trim Slip Skirt in Textured Satin
I'm finally adding this silky slip skirt to my wardrobe—I just need to pick which color. (The black and white are so popular they're on pre-order for January, but honestly, would be worth the wait.)
J.Crew
Perfect-Fit Long-Sleeve Crewneck T-Shirt
I always say yes to this perfect basic as a layering piece.
J.Crew
New Gwyneth Skirt in Chiffon
Lean into this season's leopard trend.
J.Crew
Edie Accordion Bag in Snake-Embossed Italian Leather
I love the vintage look of this.
J.Crew
Sculptural Orb Earrings
Elevate your look with these bold everyday earrings (that also come in a gold).
J.Crew
Stratus Pant in Textured Satin
At the top of my J.Crew cart!
J.Crew
Heritage Terry Mockneck Sweatshirt in Stripe
The chicest sweatshirt.
J.Crew
Relaxed Cable-Knit Cardigan Sweater
A preppy-chic cable-knit cardigan I can't resist.
J.Crew
High-Rise Slim Wide Jean in 1996 Semi-Stretch
The dark wash is perfect for dressing up or down.
J.Crew
Ribbed V-Neck Sweater in Wool Blend
Style this super-warm sweater with jeans and skirts alike. (Extra 60% off with code CYBER.)
J.Crew
Collarless Lady Coat in Textured Tweed
So perfect belted exactly like this.
J.Crew
Berkeley Bucket Bag in Leather and Suede
It's all about sumptuous suede right now. I just have to choose between brown or black—or at 50% off, do I grab both?
J.Crew
Faux-Fur Peacoat
Never taking this off.
J.Crew
Classic Belt in Italian Leather
This will pull together your outfit in an instant.
J.Crew
Tissue Crepe Turtleneck
An elegant turtleneck layer that comes in a slew of colors.
J.Crew
Rylie Cage-Toe Heels in Crystal and Leather
Strappy, sleek, and totally statement making.
J.Crew
Velvet Bow Hair Clip
Time for some seasonal accessories!
J.Crew
Heritage Fleece Jogger Pant
Your new favorite sweatpants.
J.Crew
Brushed Woven Scarf
This trending brushed wool scarf is the perfect gift for anyone on your list—yourself included.
J.Crew
Marled Beanie in Supersoft Yarn
The cozy hat you'll reach for on repeat this winter. (That comes in seven different colors, FYI.)
J.Crew
Baseball Hat
Classic.
J.Crew
Lodge Shoes
Not a huge surprise that these are best sellers.
J.Crew
Isabelle Lady Jacket in Tweed
Upper East Side vibes.
J.Crew
Relaxed V-Neck Sweater in Supersoft Yarn
This luxe sweater is so, so soft.
J.Crew
Cashmere-Blend Trouser Socks
Essentials in your wardrobe.
J.Crew
Tissue Crepe Turtleneck
The ideal layering top, and another J.Crew best-seller.
jcrew
Lower-Rise Wide-Leg Jean in 1984 Rigid
I love this fit.
J.Crew
Tailored Peacoat
A tailored peacoat you'll love.
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.