Alerts & Newsletters

By providing your information, you agree to our Terms of Use and our Privacy Policy. We use vendors that may also process your information to help provide our services. This site is protected by reCAPTCHA Enterprise and the Google Privacy Policy and Terms of Service apply.

Old Navy Labor Day Sale
Images: Old Navy. Design: Sarah Ceniceros Gómez / StyleCaster.

All products and services featured are independently chosen by editors. However, StyleCaster may receive a commission on orders placed through its retail links, and the retailer may receive certain auditable data for accounting purposes.

Labor Day Weekend is officially here with some of the best deals on fall clothing from Nordstrom, Target, and more. If you’re envisioning a full “old money aesthetic” takeover of your fall wardrobe, you can achieve the look without the trust fun, thanks cute and preppy finds from the Old Navy Labor Day Sale

Old Navy Labor Day Sale Finds at a Glance

Old Navy has truly stepped up its game in recent years, offering not just budget-friendly but also quality pieces. From its viral barn coats to its retro rugby shirts, there are some really cute styles for fall that boast all of the preppy vibes. 

If you need some inspiration, we’ve scoured the Old Navy sale for “old money clothing” pieces. See our top picks, ahead

The Best Old Navy Labor Day Sale Finds to Shop This Week

The Best Old Navy Labor Day Sale Finds That Give 'Old Money' Aesthetic
Old Navy Cropped Button-Down Oxford Shirt
On Sale 30% off
Give preppy yet modern with this button-down Oxford shirt from Old Navy. This cotton button-down shirt features a cropped silhouette that looks so cute with a pair of high-waisted straight jeans and a pair of loafers—and it’s on sale for Labor Day for just $21 right now. 

Sizes available: XS-4XL
Colorways: 14
The Best Old Navy Labor Day Sale Finds That Give 'Old Money' Aesthetic
Old Navy High-Waisted OGC Chino Pants
On Sale 20% off
Chino jeans are another preppy, “old money” vibe that is so cute for fall—and the High-Waisted OGC Chino Pants from Old Navy are a great way to try the style out on a budget. These comfy chinos look cute with silky ballet flats and a t-shirt with a crewneck sweater tied around the shoulders. 

Sizes available: XS-4XL
Colorways: 10
The Best Old Navy Labor Day Sale Finds That Give 'Old Money' Aesthetic
Oversized Button-Down Boyfriend Shirt
On Sale 30% off
Combine the preppy and Western trends with this Oversized Button-Down Boyfriend Shirt in blue denim. This shirt is ultra-versatile and can be styled with preppier pieces or worn with straight jeans in a similar wash (for that Canadian tuxedo look) and a pair of brown knee-high riding boots for the cowboy-meets-equestrian look. 

Sizes available: 11
Colorways: XS-4XL
The Best Old Navy Labor Day Sale Finds That Give 'Old Money' Aesthetic
Old Navy High-Waisted SoComfy Wide-Leg Sweatpants
On Sale 29% off
The High-Waisted SoComfy Wide-Leg Sweatpants boast a retro, preppy style that gives wealth in a laid-back way. These cotton sweatpants are perfect for lounging, running errands, or wearing after a hot yoga class. Up the ante with an oversized rugby shirt for a classic gymnasium vibe.  

Sizes available: XS-4XL
Colorways: 7
The Best Old Navy Labor Day Sale Finds That Give 'Old Money' Aesthetic
Old Navy EveryWear Crew-Neck Graphic T-Shirt
On Sale 33% off
If you can’t stop scrolling BookTok, this shirt is perfect for your fall wardrobe. The Old Navy EveryWear Crew-Neck “Books and Coffee” Graphic T-Shirt gives an after-school club aesthetic that pairs well with mini skirts and tights, or a classic pair of jeans and sneakers for a more casual look. 

Sizes available: XS-4XL
Colorways: 10
The Best Old Navy Labor Day Sale Finds That Give 'Old Money' Aesthetic
Old Navy Extra High-Waisted Wide-Leg Jeans
On Sale 10% off
You can’t go wrong with a classic pair of jeans, and the Extra High-Waisted Wide-Leg Jeans go with just about anything (and look way more expensive than they really are). These under-$50 jeans come in 16 different colorways and are available in an inclusive size range with regular, petite, and tall fits available, too. 

Sizes available: 00-30
Colorways: 16
The Best Old Navy Labor Day Sale Finds That Give 'Old Money' Aesthetic
Old Navy CloudComfy Cropped Cardigan
On Sale 77% off
Cardigans are a must for preppy wardrobes, and the CloudComfy Cropped Cardigan from Old Navy might be one of the best Labor Day deals so far. This cardigan sweater was originally $35, but you can currently snag it for just $8. Wear it as a fall layering piece, or on its own as a chic button-up top. 

Sizes available: XS-4XL
Colorways: 4

More Old Navy Labor Day Deals

StyleCaster Daily
Get the latest news and style intel delivered to your inbox.

By providing your information, you agree to our Terms of Use and our Privacy Policy. We use vendors that may also process your information to help provide our services. This site is protected by reCAPTCHA Enterprise and the Google Privacy Policy and Terms of Service apply.

PMC Logo
StyleCaster is a part of Penske Media Corporation. © 2026 SheMedia, LLC. All Rights Reserved.