The Best Cyber Monday Fashion Deals To Shop This Year

Holiday shopping season is here, and there are some seriously good deals to be had on everything from beauty favourites to kitchen essentials for Cyber Monday.

If you're itching to refresh your wardrobe, now's the perfect time to splurge on quality pieces you'll wear for years to come—like heirloom-worthy jewellery, Canadian-made clothing and warm winter gear—or to try a new trend you might otherwise skip. To get you started, we rounded up the best Cyber Monday fashion deals to shop.

The Best Cyber Monday Fashion Deals 2024

Mejuri Stevie Hoops, $201 (25% off)

Statement earrings are a surefire way to elevate an outfit. These hoops come with two-sided enamelled links that can be reversed, changed or removed to create different looks. The links come in different colours, but you can't go wrong with this chic burgundy hue. On December 2, Mejuri offers 25% off purchases of over $150.

Poppy Barley West End Boots, $277 (30% off)

In your yee-haw era? Us too. The Chatelaine team is obsessed with these Western-inspired leather boots by Canadian footwear brand Poppy Barley. Not only are they hitting all the right notes when it comes to this season’s trends, but they’re also surprisingly comfortable. From the office to after-work drinks, we’ve worn them all day with no blisters. As with most pointed-toe boots, go up a half-size for the perfect fit.

For Cyber Monday, get up to 35% off on select items including footwear, knitwear and handbags.

Reformation Cashmere Boyfriend Sweater, $186 (25% off)

Made from 100% cashmere—including 95% recycled fibres—Reformation’s Boyfriend Sweater is soft and perfectly slouchy. It toes the line between classic and cool, making it the perfect timeless addition to any wardrobe. It comes in 11 colours and patterns, but we love this neutral walnut for fall and winter. 

Until December 7, get 25% off everything in-store and online.

Lululemon Everywhere 1L Belt Bag, $34 (35%)

This small-but-mighty bag is popular for a reason—it fits all your daily essentials (and more!), it comes in a bunch of colours and it can be worn in a multitude of ways. This cute navy iteration is currently 35% off.

Knix Leakproof UltraThin Bikini 3-Pack Gift Box, $59 (30% off)

Could your underwear drawer use an upgrade? Knix is our go-to for cute and comfy undies. We love these leakproof bikini briefs, which can absorb as much as three regular tampons of liquids. Knix is offering up to 60% sitewide for Cyber Monday.

Pandora Organically Shaped Stacking Rings in Sterling Silver, $105 (30% off)

Made from sterling silver, this duo of stackable rings from Pandora’s Essence collection can be worn together or alone. They’re versatile, with an organic shape that's both sophisticated and casual.

Until December 3, get 30% off the entire website and 50% off select styles.

Everlane The Boxy Sweater in Everyday Cotton, $126 (20% off)

Everlane makes some great basics, and now's the perfect time to refresh your fall and winter looks with high-quality sweaters made from natural fibres like cotton, wool and alpaca. This chic cotton striped sweater boasts the perfect boxy silhouette for a cool-girl laid-back vibe.

Get up to 50% off almost everything—plus hundreds of styles at 70% off for Cyber Monday.

Frank And Oak The Skyline Reversible Bomber, $119 (40% off)

Oversized bombers are this season's most-wanted piece, but they're also timeless and practical. This jacket is reversible—one side is quilted and the other one smooth—for two different looks. It's designed to withstand temperatures up to -10C, but it's thin enough to wear underneath a wool coat for extra warmth throughout winter.

Frank And Oak currently offers 40% off everything, including winter jackets—one of our editors owns this one, and loves it.

Old Navy High-Waisted Baggy Wide-Leg Jeans, $35 (50% off)

With its wide-leg silhouette, faded black wash and front pocket details, this pair of jeans is both cool and a little dressy. Take a cue from the styling above and pair with a white tee and cardigan for a casual vibe, or try a silky black blouse and a silver kitten heel for your next Christmas party.

Gap Relaxed Crewneck Sweater, $43 (60% off)

We're huge fans of Gap's cotton sweaters—they're cute, cozy and they wash well without losing their shape. This crewneck with balloon sleeves is on sale in beige, and we love the versatile hue.

Get 50% off everything during Gap's Cyber Monday sale, with extra discounts on select items.

Sheertex Classic Sheer Rip-Resist Tights, $26 (25% off)

If you’re looking for a pair of tights that will last you through the whole winter (and beyond!), try these rip-resistant ones from Canadian brand Sheertex. We can vouch for the fact that they never snag, rip or tear. They also come in a range of opacities, patterns and colours, and they’re incredibly soft and comfortable to wear.

Sheertex is currently offering 25% off everything on their website, as well as free shipping.

Ecco Grainer Leather Chelsea Boots, $148 (50% off)

Don’t sleep on Ecco for cute and comfy footwear. The brand is affordable and Chloë Sevigny-approved. These two-tone Chelsea boots—along with a ton of other styles, from sneakers to loafers to heels—are on sale now for 50% off. 

Mademoiselle Jules Lev Necklace Gold, $168 (40% off)

The brainchild of Montreal-based content creator Julie Etienne, Mademoiselle Jules offers refined jewellery with a bold, unexpected twist. This style has a clasp that makes it easy to experiment with charms. Select items are 40% off for Cyber Monday.

More Cyber Monday fashion deals to shop

• Roots: Up to 60% off select styles until December 3.
• Ba&h: Up to 50% off select styles from December 1 to December 4. 
• Icebreaker: Up to 20% off from November 29 to December 9. 
• Kara Yoo: Up to 40% off sitewide (excluding the For You collection) from November 28 to December 2. 
• Good for Sunday: 25% off with the code 24BF from November 28 to December 2. 
• Smartwool: 25% off select base layers and socks and up to 50% off last-chance styles until December 3.

Find more of the best Cyber Monday deals of 2024.