The Real Chic Life

Labor Day weekend is just a few days away, but this holiday weekend isn’t just the unofficial close of summer—it’s also one of the best times to shop. Many retailers use this holiday to launch major end-of-season discounts, making it the perfect opportunity to invest in pieces that will carry you stylishly into fall. Instead of impulse shopping, focus on building a chic, timeless wardrobe with staples you’ll wear again and again.

Here’s your guide to the best fall staples worth snagging during the Labor Day sales. I’ve also included some examples below (click the photos to shop).

1. Elevated Knitwear

Fall is synonymous with cozy sweaters, but this year is all about elevated details—think half-zip collars, ribbed textures, and oversized silhouettes. Look for neutral shades like cream, camel, and gray that can layer effortlessly with anything in your closet.

Chic Tip: Pair a slouchy knit with straight-leg jeans and loafers for a chic everyday look.

2. Transitional Outerwear

Labor Day sales are an excellent time to pick up jackets that bridge the gap between warm days and chilly nights. Trench coats, quilted jackets, and lightweight blazers are all versatile choices.

Chic Tip: A trench coat instantly polishes even the most casual outfit, even leggings and sneakers.

3. Classic Denim

If you’ve been thinking about refreshing your jeans collection, now’s the time. Straight-leg, wide-leg, and relaxed fits are still trending, but classic dark-wash denim never goes out of style. Many brands run deep denim discounts over Labor Day, making it the perfect time to stock up.

Chic Tip: Invest in one pair of everyday denim and one statement cut (like wide-leg or cropped flare) to keep your outfits feeling fresh.

4. Layering Tees & Button-Ups

Labor Day sales are a great chance to grab high-quality basics like crisp white button-ups, striped tees, and fitted long-sleeve tops. These pieces act as the foundation for chic layering once the temperatures drop.

Chic Tip: A white button-up under a knit vest is the perfect transitional look.

5. Luxe Loungewear

With cozy season approaching, don’t forget elevated loungewear. Think matching knit sets, soft joggers, and cashmere-blend cardigans. Many premium brands run rare markdowns during Labor Day, so it’s a good time to invest in comfort pieces that still feel chic.

Chic Tip: Pair loungewear sets with sleek sneakers and a trench for an on-the-go look that doesn’t feel like pajamas.

6. Work-to-Weekend Bags

We mentioned leather bags on our list of accessories that instantly make your outfit look fall ready. A structured tote or crossbody bag in a neutral leather is the perfect piece to pick up on sale since you’ll carry it constantly throughout fall. Look for pieces that balance polish and practicality.

Chic Tip: Rich tones like burgundy or forest green work beautifully for the season while still feeling timeless.

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Labor Day sales aren’t just about scoring discounts, they’re about shopping smart. By focusing on timeless fall staples, you’ll build a wardrobe that feels intentional, versatile, and chic all season long.

Xo, Courtney