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21 best Labor Day deals from Macy's, Old Navy, Kate Spade and more

This is the perfect time to stock up on fall wardrobe essentials.
Illustration of Draper James Faith Shirtdress in Eyelet, Old Navy Oversized Boyfriend Jean Jacket and J.Crew Chelsea Rain Boots
TODAY Illustration / Draper James / Old Navy / J.Crew

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It may not feel like it just yet, but fall is almost here. And pretty soon, you'll be trading your shorts and sandals for booties and sweaters.

If your fall wardrobe is lacking, you still have time to stock up on the essential items that you'll wear all season long. And thanks to a number of Labor Day sales, you can grab must-haves like rain jackets, denim and boots for a discount.

Below, we found 21 can't miss deals on fall fashion essentials from retailers like Old Navy and Kate Spade.

Labor Day fashion deals

Loft Striped Boatneck Tee

Stripes are a stylish option for any season. And you can get this soft, nautical-inspired tee for 40% off when you use the YIPPEE at checkout.

Gap High Rise Vintage Flare Jeans With Washwell

Fashion from the ‘70s has made a big comeback this year and flare jeans are once again a wardrobe must-have. You can rock the trend with this pair from Gap. The high-waisted pants form to your shape over time, so they feel like they were made just for you. You'll get an extra 50% off when you use the code SALE.

J.Crew Tissue Turtleneck

Turtlenecks and fall go hand in hand, but this one is lightweight enough that you can wear it even during the early days of the season. You can choose between 13 different colors, just don't forget to use the code HELLOFALL at checkout to save 40%.

C by Bloomingdale's Crewneck Cashmere Sweater

Finding a stylish cashmere sweater for under $100 is pretty rare. But right now, this one is marked down by more than $130, bringing the price down to just $44.

Cole Haan Back Bow Packable Hooded Raincoat

Stay dry during storms and light showers with this raincoat from Cole Haan. It comes in four colors and has a detachable drawcord hood. Even better, it packs away into a small pouch that will fit in your bag, so you can have it with you at all times in case of an unexpected storm.

Columbia Switchback III Waterproof Rain Jacket

You can also grab this bestselling option from Amazon for just $40 right now. The lightweight coat features Columbia’s nylon waterproof shell that’s designed to keep you dry through the hardest of downpours. It has an adjustable drawcord hem, so you can customize the fit to your body.

Topshop Clean Crepe Blazer

You can find so many great deals at Nordstrom Rack ahead of the holiday, including a nearly 50% discount on this longline blazer, which is perfect for your return to work.

Draper James Faith Shirtdress in Eyelet

Reese Witherspoon’s clothing line, Draper James, is taking an extra 40% off sale styles for Labor Day, so you can grab this dress for a big discount. “I love this dress for late summer and early fall, will wear with sandals or booties” wrote one reviewer. It runs small, so the brand recommends sizing up for a looser fit.

Charter Club Bristol Tummy Control Skinny Ankle Jeans

You’ll love how these jeans make you look and feel. They have tummy panels to provide a slimming effect and are slightly cropped so they’ll look great when paired with booties or sneakers.

Gloria Vanderbilt Amanda Classic Jeans

Get these bestselling jeans in a classic blue color or try one of the other stylish shades like pink or deep red. No matter which one you pick, they'll be you new go-tos for date nights and afternoon lunches with friends.

Old Navy Oversized Boyfriend Jean Jacket

You can save up to 50% across Old Navy’s site right now. We love this denim jacket, which will pair well with almost anything in your closet.

Numi The Signature

Basics brand Numi is taking up to 40% off its bestsellers, including its Signature shirt. Style expert Melissa Chataigne previously told us that it is a great, versatile pick to pack when traveling. It has a moisture-wicking gusset under the armpits and is made with a thermo-regulating material to help keep you cool and dry.

ModCloth You've Been Ghosted Fair Isle Cardigan

Halloween may seem like it’s a ways away, but the holiday will be here before you know it. You can prep for spooky season by grabbing this cute sweater from ModCloth’s beloved Halloween collection while it’s 30% off. Use the code WKND30 to save.

Loft Twill Jogger Pants

Unsure of how you feel about wearing “real” pants again? These joggers have an elastic waistband and are made from a lightweight material, so they're almost as comfortable as your favorite sweat. The only difference is that you can actually wear these to the office. Use code YIPPEE to score 40% off.

Charter Club Printed Pintuck Top

Ruffled cuffs and see-through sleeves bring a romantic feel to this printed top from Macy’s. Pair it with jeans or leggings to complete the look.

Labor Day shoe and accessory deals

Old Navy Canvas Slip-On Sneakers

You can slip on these sneakers before heading out the door to drop the kids off at school or run a quick errand. They're made with memory foam insoles, so you'll feel like you're walking on a cloud with every step.

Baublebar Tassiana Earrings

These earrings from Baublebar will elevate any outfit. You can get them for just $10 during Baublebar's End of Season Sale.

J.Crew Chelsea Rain Boots

Rain boots don't have to be bulky. In fact, this pair is so stylish you'll want to wear them even on days when rain isn't in the forecast.

Kate Spade Astrid Medium Crossbody Bag

This cute crossbody bag from Kate Spade is already marked down, but you can score an extra 30% off when you use the code SOLONGSUMMER at checkout.

Kenneth Cole New York Kam Lace-Up Sneakers

You can never have too many pairs of white sneakers (even after Labor Day). And these ones are a stylish pick, with a leather construction and a metallic stripe detail at the heel. Grab them while they're on sale at Macy's.

Clarks Juliet Hayes Loafers

During JCPenney's End of Summer Sale, you can get up to 60% off home and fashion essentials. And these shoes, which are currently 36% off, are a good choice for your return to work. They'll look great with a dress or slacks and have an Ortholite footbed for added comfort.

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