Gap Is Having a Major Winter Sale, and Here's What I'm Grabbing!

What a great deal for this Gap Icon Denim Jacket ($65, originally $80). A classic denim jacket never goes out of style and is the perfect addition to everything from a pair of jeans to giving a more toned-down spin on a cocktail dress!

How perfectly chic is this Gap Double-Breasted Blazer ($84, originally $128)? Pair it with multistrand pearls and leather leggings for an '80s supermodel look.

This Gap GapFit Fleece Puffer Jacket ($68, originally $98) is a fun design that's a little different from the regular fleece! This is the perfect jacket to throw on after a workout.

Imitate model Kaia Gerber's ultimate street style of plaid blazer and jeans with this Gap Double-Breasted Blazer ($108, originally $148). Buy it in a size larger, and pair it with a hoodie like Kaia did or with boyfriend jeans and a cropped shirt underneath.

You can never have enough loungewear. Grab these Gap Lounge Joggers in Modal ($39, originally $45) as a cozy option for the winter.

Plaid is not just for the holidays. And this Gap Everyday Shirt ($48, originally $60) is the perfect flannel shirt — embrace those cabin-fever vibes!

Pair this Gap Faux-Leather Pleated Midi Skirt ($39, originally $80) with a great pair of boots and a turtleneck for a chic look.

Here's another great Gap Everyday Flannel Shirt ($36, originally $60) that would perfectly complete a winter-white look.

This camo Gap Sherpa Half-Zip Hoodie ($45, originally $80) is a fun, different look from your standard sweatshirt and extra warm!

Sherpa is the fabric of the season. Here's a cool way to wear it with this Gap Sherpa Crewneck Sweatshirt ($25, originally $60). Can you believe this could be yours for $12?

This Gap Pleated Midi Skirt ($51, originally $90) cuts a chic silhouette. Pair it with low-top sneakers and a great crewneck sweatshirt for a casual look.

I love the Western style of this Gap Utility Denim Dress ($45, originally $80). Pair it with suede over-the-knee boots.

Grab this Gap Dipped Hem Midi Skirt ($34, originally $60) for the perfect transitional piece. Pair it with boots in the winter and your favorite high-tops in the summer with a denim jacket and T-shirt.

Or the polka-dot slip-skirt style of this Gap Side-Tie Midi Skirt ($36, originally $70). Pair it with your favorite kitten heels for a retro look.

This Gap Cable Knit Crewneck Sweater ($42, originally $60) has a '90s-style vintage chenille look that I love. Pair it with mom jeans for a fun normcore look!

Now's a perfect time to try the princess-sleeve trend with the great deal on this Gap Puff-Sleeve Sweater ($58, originally $90).

I love the cottagecore style of these Gap Vintage Corduroy Shorts ($28, originally $50). Pair them with your favorite striped T-shirt for a '70s look.

Look effortlessly put together on weekends with this Gap Fit & Flare Rib Dress ($40, originally $80), and pair it with loafers and a blazer for the office.

I love this lightweight Gap Pointelle Mockneck T-Shirt ($20, originally $50); it's the perfect layering piece under a cardigan or blazer.

Now is the time to grab these Gap High Rise True Skinny Jeans With Secret Smoothing Pockets ($51, originally $90). They create a lean line that's perfect with a white T-shirt tucked in.

Have you been binging The Crown? Channel Princess Di's awesome '80s aerobics style with this Gap Cropped Crewneck Sweatshirt ($25, originally $50).

This Gap Ponte Flare Dress ($40, originally $70) is the kind of dress that you look effortlessly elegant in. Pair it with layered necklaces and a great cardigan, and you'll look absolutely chic!

A great Gap Denim Pencil Skirt ($27, originally $70) never goes out of style. Pair it with a denim top for a chic Canadian-tuxedo look.

Not over the early aughts? I love these Gap Velvet Joggers ($72, originally $80) as the perfect work-from-home trousers. They're perfect for the couch yet wonderfully tailored in case you pop up during a meeting!

Go into full-on hygge mode with this Gap Fair Isle Turtleneck Sweater ($56, originally $80), a wintry classic!

Add this Gap Fair Isle Pom Beanie ($18, originally $25) to complete the look. Perfect for winter walks!

I have this Gap Ribbed Henley Pocket Sweater ($32, originally $50), and I'm obsessed with it. It's so soft, and the color is such a bright, beautiful red.

Can't get enough of Emily in Paris? Grab this Gap Heavyweight Turtleneck Bodysuit ($27, originally $45) in black-and-white stripes and look like a young French ingenue!

Pair that striped bodysuit with these Gap High Rise Vintage Flare Cords ($45, originally $80) for a Jane Birkin look!

Cozy, yet thin enough to layer, this Gap True Soft V-Neck Sweater ($39, originally $60) is such a great deal, you should stock up on a few of them!

The perfect weekender pants, grab these Gap High Rise Wide-Leg Pants ($48, originally $70) that will last you for years to come!

A little bit more feminine than your standard sweatshirt, try this Gap Puff Sleeve Crewneck Sweatshirt ($32, originally $55) to dress up your sofa lounging.

Leopard is absolutely a neutral! This Gap Upcycled Lightweight Puffer Vest ($40, originally $60) is great for long walks and hikes and adds a fun, fashionable vibe.

Mix up your classic black puffer jacket with this patterned blue Gap Upcycled Lightweight Puffer Jacket ($44, originally $90).