Photo: MytourIf you missed Black Friday, don't fret—the early Cyber Monday deals are already available! As a shopping expert based in New York City, I’ve rounded up some incredible deals that will help you build a stylish and affordable winter wardrobe. Prices start as low as $25, so you can score some great pieces without breaking the bank.
Best Early Cyber Monday Fashion Deals of the Year
- Top Outerwear Deal: The North Face ThermoBall Hooded Parka, $196 (originally $280); macys.com.
- Best Comfy Pants Deal: Beyond Yoga Status Wide-Leg Trousers, $86 (originally $114); beyondyoga.com.
- Exclusive Offer: Hunter Original Short Rain Boot, $78 (originally $150); amazon.com.
- 74% Off: Kate Spade Rosie Faux-Fur Small Flap Crossbody, $90 with code BLACKFRIDAY (originally $349); katespadeoutlet.com.
- On-Trend Pick: Old Navy Polo Sweater, $25 (originally $50); oldnavy.gap.com.
- 70% Off: Madewell The Piazza Mini Crossbody Bag, $35 with code MADEBETTER (originally $118); madewell.com.
Shop amazing deals from top brands like The North Face, Lululemon, J.Crew, Madewell, and Coach. You’ll find cozy winter essentials such as shearling boots, stylish trousers, and more pieces I’m spotting all over the city. Enjoy discounts up to 70%, but hurry before the sales end.
Best Early Cyber Monday Sweater & Jacket Deals
Before Cyber Monday even hits, brands like Lululemon, Vince Camuto, and Old Navy have already released some major sweater and coat deals. I recommend grabbing a cozy puffer coat while it’s on sale—I have a few of them for New York winters. For instance, check out this down jacket from The North Face, which will keep you warm all season. Or go for a stylish faux-fur coat that’s both chic and snug.
- Old Navy Polo Sweater, $25 (originally $50); oldnavy.gap.com.
- The North Face ThermoBall Hooded Parka, $196 (originally $280); macys.com.
- Vince Camuto Star Crewneck Sweater, $46 (originally $69); nordstrom.com.
- Lululemon Scuba Oversized Half-Zip Hoodie, starting at $85 (originally $118); shop.lululemon.com.
- Madewell Relaxed Button-Up Shirt, $30 with code MADEBETTER (originally $92); madewell.com.
- Gap Factory 100% Recycled Relaxed Faux-Fur Jacket, $60 (originally $149); gapfactory.com.
Lululemon Scuba Oversized Half-Zip Hoodie
LululemonThis half-zip hoodie combines comfort and style, offering a cozy, slightly oversized fit with a hood and a front kangaroo pocket. Perfect for layering over workout gear, it makes it easy to go from the gym to brunch without missing a beat.
Gap Factory 100% Recycled Relaxed Faux-Fur Jacket
Gap FactoryThis faux-fur jacket adds a touch of elegance to any outfit with minimal effort. Made from recycled polyester, it features a front zipper and a stylish spread collar, available in dark brown and cream hues.
Madewell Relaxed Button-Up Shirt
MadewellA button-down shirt is a fall and winter staple of mine because it’s so versatile. This cropped version pairs beautifully with high-waisted jeans or trousers for a chic look.
Best Early Pants and Skirts Cyber Monday Deals
Get a head start on Cyber Monday with amazing deals on jeans, slip skirts, joggers, and more. These leggings feature bold colorblocking that makes them stand out from the typical black styles. I own a similar pair, and they’ve definitely turned heads when I’ve worn them out. Plus, you can never have enough jeans—check out these picks from Levi’s and Abercrombie & Fitch.
- Beyond Yoga Spacedye Vitality Colorblock Legging, $83 (was $110); beyondyoga.com.
- Beyond Yoga Status Wide-Leg Trousers, $86 (was $114); beyondyoga.com.
- Levi's Ribcage Straight Ankle Jeans, $32 (was $80); amazon.com.
- Abercrombie & Fitch A&F Sloane Tailored Wide-Leg Pant, $68 (was $90); abercrombie.com.
- J.Crew Gwyneth Slip Skirt, $35 (was $90); jcrew.com.
- Abercrombie & Fitch High-Rise ’90s Relaxed Jean, $60 (was $100); abercrombie.com.
- Athleta Balance Mid-Rise Jogger, $62 (was $89); athleta.gap.com.
- Banana Republic Factory Cable Midi Sweater Skirt, $39 (was $120); bananarepublicfactory.com.
Beyond Yoga Status Wide-Leg Trousers
Beyond YogaI’ve been eyeing these Beyond Yoga trousers for a comfortable yet polished travel look. One reviewer described them as 'ridiculously comfortable and still look professional,' while another mentioned that they feel like wearing sweats. These mid-rise trousers feature a straight-leg fit, an elastic waistband, and convenient side pockets.
Levi's Ribcage Straight Ankle Jeans
AmazonThese classic Levi’s Ribcage jeans will become a staple in your closet. I particularly like the black wash to style up with heeled boots and a blazer, but there are plenty of other hues, including medium and light rinses, too.
Abercrombie & Fitch A&F Sloane Tailored Wide-Leg Pant
Abercrombie & FitchI own these pants in the Light Taupe color and can vouch for how comfortable they are. I’m planning to grab a few more colors while they’re on sale for Cyber Monday. These machine-washable pants feature pleats in the front and an elasticized waistband at the back for added comfort.
Best Early Shoes and Accessories Cyber Monday Deals
Big brands like Coach, Kate Spade, Hunter, Steve Madden, and more are offering early Cyber Monday discounts on shoes and accessories. If you're in a snowy climate, these Hunter rain boots are a must-have. I’ve been using a pair of Hunter boots for years through rain and snow in NYC. You can also grab Chelsea and shearling boot styles to get you through the winter months.
- Steve Madden Laurely Chelsea Bootie, $39 with code BLACKFRIDAY30 (was $109); dsw.com.
- Coach Eliza Shoulder Bag With Zipper Closure, $132 (was $350); coachoutlet.com.
- Kate Spade Rosie Faux-Fur Small Flap Crossbody, $90 with code BLACKFRIDAY (was $349); katespadeoutlet.com.
- Hunter Original Short Rain Boot, $78 (was $150); amazon.com.
- Cushionaire Hippy Platform Ankle Boots, from $53 (was $100); amazon.com.
- Madewell The Piazza Mini Crossbody Bag, $35 with code MADEBETTER (was $118); madewell.com.
- BaubleBar Custom Cluster Charm Pendant, $71 (was $88); baublebar.com.
Coach Eliza Shoulder Bag With Zipper Closure
Coach OutletI believe there's no such thing as owning too many shoulder bags. This elegant design is available in classic brown, black, and gray, or you can opt for one with gold accents. The sleek calf leather purse features an interior zip pocket, two card slots, and a secure zipper closure on top.
Kate Spade Rosie Faux-Fur Small Flap Crossbody
Kate SpadeI’m all about cozy items during the cold months, and this crossbody is just too cute. It features a wide adjustable strap, a snap closure, and even includes a matching coin purse.
Cushionaire Hippy Platform Ankle Boots
AmazonI own a similar pair of black platform boots, but I've been eyeing this neutral sand color for some time. These boots feature a water-resistant suede upper and a faux-shearling lining. Thanks to the memory foam insole, they’re perfect for all-day wear.
Don’t wait for Cyber Monday—grab these early deals now and start saving. Plus, we’ve curated even more Cyber Monday sales for you to explore.
