It’s that time of year again—between Amazon Prime Day and the start of holiday shopping stress (yes, it will come sooner than you think), you’re likely getting inundated with countless “sale!” announcements from brands and retailers. My usual tactic around this time is to hone in on the brands I really love to determine which sales are worth indulging in. One of these is Gap, which is having a major sale through the long weekend. And with clothing prices seemingly at an all-time high (thanks, tariffs), we recommend stocking up on discounted essentials now, whether that’s a versatile black cashmere cardigan or a stylish suede tote for all of your schlepping needs.  

What’s unfun about these sales is that they don’t last forever, so I recommend going in with a plan to ensure your discounted favorites don’t sell out. If you’re in need of some refreshed fall fashion but don’t know where to start, I’ve got you covered. Ahead, these are the Gap deals I think are worth shopping (with some styles up to 60% off—yes, you heard that right).

Best Deals of the Gap Sale

• Timeless Texture: Vegan Suede Fitted Shirt, $31 (was $80)
• Oversized Perfection: Twill Oversized Trench Coat, $112 (was $188)
• The Everyday Basic: Modern Shrunken T-Shirt, $23 (was $40)
• On-Trend Silhouette: Curvy High Rise Barrel Jeans, $63 (was $80)
• Flannels for Fall? Groundbreaking: Flannel Fitted Plaid Shirt, $34 (was $70)
• Vegan Leather Swing Jacket, $118 (was $198)
• Organic Cotton Poplin Big Shirt, $47 (was $60)
• CashSoft Crop Cardigan, $34 (was $70)
• Mid Rise UltraSoft Baggy Jeans, $78 (was $98)
• CashSoft Oversized V-Neck Sweater, $34 (was $70)
• Organic Cotton VintageSoft T-Shirt, $20, or 3 for $39 (was $25)
• Vegan Suede Slouchy Tote Bag, $55 (was $70)
• UltraSoft Oversized Balloon-Sleeve Icon Denim Jacket, $64 (was $128)

Vegan Suede Fitted Shirt

Suede is the fabric for fall and winter, especially in rich neutral shades like chocolate brown. This vegan suede top instantly adds a unique textural element to a simple outfit (think high-waisted jeans and your favorite flats).

Twill Oversized Trench Coat

Trench coats offer apt protection from the elements on those autumn days when it’s just a tad too breezy. I’m especially fond of the contrast faux leather collar.

Modern Shrunken T-Shirt

Perfect as a layering piece or on its own for a work, dinner, or weekend lounging outfit, this form-fitting tee comes in countless colors, all 60% off during Gap’s sale. Grab a few of the same neutral shades (you can never have too many white tees in your wardrobe) or pick up fun shades to zhuzh up your simple looks.

Curvy High Rise Barrel Jeans

The on-trend barrel-style jean isn’t going anywhere anytime soon, especially when you can find them at such a great price. This particular pair is best suited for curvy figures, though the brand also offers other size ranges for this style.

Flannel Fitted Plaid Shirt

Considering plaid is a staple pattern for fall, there’s a good chance you need this adorable cropped shirt in your wardrobe right now. While I love the red for a pop of color, the brown shade is also true to the fall color palette.

Vegan Leather Swing Jacket

Wearing this leather jacket is the easiest way to look effortlessly cool, no matter what else you pair it with. The flared sleeves are the chicest touch.

Organic Cotton Poplin Big Shirt

Button-down shirts are the key to making your everyday outfits feel more put-together. Thankfully, Gap has several colors and patterns on sale, from basic black to burgundy stripes.

CashSoft Crop Cardigan

There’s no world where a cashmere sweater isn’t a cold-weather essential, so now is the perfect time to stock up on more colors and patterns (this Gap option comes in 13). The buttons on this cardigan allow you to show off your favorite tee underneath.

Mid Rise UltraSoft Baggy Jeans

If you’ve traded all of your skinny jeans in for more relaxed styles, consider adding baggy jeans to your arsenal while several Gap options are on sale. This chic cuffed pair is one of the select few styles available under $50.

Gap CashSoft Oversized V-Neck Sweater

Cashmere sweaters are cozy enough on their own, yet, combined with a tastefully oversized fit, they become even more perfect. This Gap sweater checks all of these boxes and will become a staple in your cold-weather wardrobe, we guarantee it.

Organic Cotton VintageSoft T-Shirt

A simple T-shirt speaks for itself, especially during prime layering season. There is no time like Gap sale time to pick up a few of these essential tops while they’re under $15.

Vegan Suede Slouchy Tote Bag

Whether you need a new tote for work or travel, Gap has you covered with this effortlessly chic faux suede option. Most of the colorways are on sale, although we’d be remiss not to spotlight the unique Steel Blue hue, which is now available for under $30.

UltraSoft Oversized Balloon-Sleeve Icon Denim Jacket

Few items in your closet won’t work well underneath this oversized denim jacket. It’s the ideal versatile piece for those chilly fall days that aren’t quite freezing yet.