Key Takeaways
- Ann Taylor is taking 40% off Fresh Fall Finds, and Chico’s Chic & Save is 25% off full-price styles plus an extra 50% off markdowns. Discounts show at price as marked.
- The strongest picks share one color story (chocolate brown, croc, suede and cream), so pieces from both stores mix easily.
- The deepest discounts are Chico’s markdowns: the Girlfriend Slim Cropped Jeans ($36.99) and the Soutache top ($34.99). Markdown sizes go first.
What You’ll Find In This Post:
Two of my favorite stores are running fall sales at the same time this week, so I did the scrolling for you. Ann Taylor has 40% off its Fresh Fall Finds, and Chico’s is running Chic & Save, with 25% off full-price styles plus an extra 50% off markdowns. Between the two, I found 12 pieces in the Ann Taylor and Chico’s fall sale worth your money.
They also happen to tell one story. Chocolate brown, croc texture, suede and cream are what I’m drawn to this fall, and my cover outfit is the formula: a dark leather jacket, a cream turtleneck, ecru wide-leg jeans and leopard flats. Everything below either recreates that look or works right alongside it.
So grab your coffee, and let’s shop.
The Sale Details
Ann Taylor: 40% off Fresh Fall Finds, price as marked. Ends 10/9/26.
Chico’s Chic & Save: 25% off full-price styles plus an extra 50% off markdowns, price as marked, and select jeans and pants are $69. Free shipping on orders of $125 or more. Ends 10/13/26.
If I Could Only Buy Three
If I could only put three things in my cart this week, these are the ones.
- Faux Leather Crocodile-Embossed Blazer — The piece that does the most work. It goes over everything from a tee to a turtleneck, and the brown is softer than black.
- Weekend Trouser Jean — Ivory denim with a trouser cut, so it reads polished enough for lunch out.
- Croco Skinny Heel Bootie — A 2½-inch heel and a padded footbed. This is the bootie I’d wear all fall.
Shop My Cover Look
My jacket, jeans and bag aren’t from these sales, but these are the closest versions I found, and they hit all the same notes. The leopard flats are my Ann Mashburn buckle shoes. They aren’t on sale, but they’re linked here, and I wrote all about them in How I’m Wearing Leopard This Fall.
The Jacket Doing The Most Work
Faux Leather Crocodile-Embossed Blazer | Chico’s
$142.13 (reg. $189.50) · 25% off full-price · Bitter Chocolate
Why it works: The croc embossing gives faux leather more depth than a flat finish, and chocolate brown is softer near the face than black. It’s cut like a classic two-button blazer, so it layers over a turtleneck as easily as a tee.
How I’d style it: Over a cream turtleneck with the Weekend Trouser Jean and leopard flats. That’s my cover outfit, translated.
The Ivory Jean That Isn’t Too Casual
Weekend Trouser Jean | Ann Taylor
$77.40 (reg. $129) · 40% off · Ivory · Classic and Petite
Why it works: A clean trouser front and a wide leg that falls straight make ivory denim feel polished instead of weekend-only. Reviewers say it runs slightly small, so consider sizing up.
How I’d style it: With the croc blazer and a chocolate belt for lunch out, or with the striped Ella sweater and loafers on the weekend.
The Bag I’ll Carry Into The Holidays
Suede Folded Clutch | Ann Taylor
$89.40 (reg. $149) · 40% off · Pure Chocolate (also olive) · Online exclusive
Why it works: Genuine suede with a top handle and a chain strap, so it goes from hand-carried at lunch to crossbody at dinner. Deep brown suede is exactly the texture I’m reaching for this fall.
How I’d style it: With the cover look for daytime, then with the black pleated pants and croc booties for holiday dinners.
Fall Knits and Tops
Three easy tops for the in-between weeks, when mornings are crisp but afternoons still feel like summer here in Georgia.
The Sweater Tee For Warmer Fall Days
Modern Sweater Tee | Ann Taylor
$50.70 (reg. $84.50) · 40% off · White (also black) · Classic and Petite
Why it works: Short sleeves and a nipped waist in a soft knit, with ribbing at the neck, cuffs and hem. It’s what I want while Georgia afternoons are still warm. Reviewers say it runs slightly small.
How I’d style it: Tucked into the Pleated Wide-Leg Pant with the cognac skinny belt, the croc blazer over my shoulders once evening cools off.
The Stripe With A Fall Twist
Ella Bateau Striped Sweater | Chico’s
$67.13 (reg. $89.50) · 25% off full-price · Toffee Tan
Why it works: Toffee and black stripes in place of navy and white make the classic Breton feel like fall. The bateau neck is flattering, the ivory tipping is a nice detail, and it’s machine washable.
How I’d style it: With the Girlfriend Slim Cropped Jeans, the cognac skinny belt and the croc booties.
The Markdown Steal
Soutache Soft-Stretch Bubble Hem Top | Chico’s
$34.99 (reg. $89.50) · Extra 50% off markdown · Mossy Grove
Why it works: Tonal soutache embroidery and bubble sleeves make a simple cotton top look special, and the bubble hem means no tucking. Olive plays beautifully with brown and cream, and it’s rated 4.9 stars.
How I’d style it: With dark-wash jeans, the croc booties and gold earrings. Easy enough for errands, pretty enough for lunch.
Pants, Denim and a Skirt
One tailored trouser, one easy skirt and one pair of jeans at a price that’s hard to beat.
The Trouser That Looks Expensive
The Pleated Wide-Leg Pant | Ann Taylor
$89.40 (reg. $149) · 40% off · Black (online exclusive; also tan) · Classic and Petite
Why it works: Front pleats and a full wide leg give you movement without losing the tailoring. Reviewers say it runs slightly large, so consider sizing down.
How I’d style it: With the Modern Sweater Tee and the croc blazer during the day, then the suede clutch and booties at night.
The Skirt That Also Comes In A Set
Pleated Button Midi Skirt | Ann Taylor
$95.40 (reg. $159) · 40% off · Cashew Crunch (also brown) · Classic and Petite
Why it works: A pleated knit midi with gold buttons down one side, as comfortable as a sweater and as polished as a skirt. It matches Ann Taylor’s Pointelle Sleeve Sweater Tee if you want the full set.
How I’d style it: With the matching sweater tee for an instant outfit, or with the striped Ella sweater and the croc booties.
The Best Deal In This Post
Girlfriend Slim Cropped Jeans | Chico’s
$36.99 (reg. $99.50) · Extra 50% off markdown · Maria Indigo (also a lighter wash)
Why it works: Slim from hip to ankle with a cropped length and Chico’s So Slimming tummy panel, and 4.5 stars from 164 reviews. At this price, they won’t last in every size.
How I’d style it: With the croc blazer and leopard flats, or the Ella sweater and cognac belt.
Finishing Touches: Boots and Belts
This is where the chocolate and cognac story comes together. A great bootie and the right belt make the pieces above feel finished.
The Bootie I’ll Wear All Season
Croco Skinny Heel Bootie | Ann Taylor
$155.40 (reg. $259) · 40% off · Pure Chocolate
Why it works: A 2½-inch slender heel, a padded footbed and a side zip. The croc embossing echoes the Chico’s blazer without looking too matched. Reviewers say it fits true to size.
How I’d style it: Peeking out from under the Pleated Wide-Leg Pant, or with the midi skirt and a cream sweater.
The Belt That Makes a Statement
Suede Obi Belt | Chico’s
$59.63 (reg. $79.50) · 25% off full-price · Brown · S/M and M/L
Why it works: A wide suede wrap with front ties defines your waist over a sweater, a dress or an open cardigan. The outside is genuine leather suede.
How I’d style it: Wrapped over the Modern Sweater Tee with the Pleated Button Midi Skirt.
The Finishing Touch
Faux Leather Skinny Belt | Chico’s
$52.13 (reg. $69.50) · 25% off full-price · Cognac
Why it works: An engraved gold western-style buckle and tip, slim enough for jean belt loops. Cognac warms up both ivory and indigo denim.
How I’d style it: Through the Weekend Trouser Jean with the striped sweater tucked in front.
How to Shop the Ann Taylor and Chico’s Sales
- Shop the markdowns first. Chico’s extra-50%-off pieces have the deepest discounts and the thinnest size runs.
- Read the fit notes. Ann Taylor reviewers say the Weekend Trouser Jean and Modern Sweater Tee run slightly small, and the Pleated Wide-Leg Pant runs slightly large.
- Use the free shipping. Chico’s ships free at $125. The Girlfriend jeans plus both belts gets you there.
- Check Petite. Most of the Ann Taylor pieces here come in Petite, and it makes a real difference on wide legs and midis.
FAQs
Chico’s takes 25% off full-price styles and an extra 50% off items that were already marked down. Markdowns are the better deal, but they usually have fewer sizes left.
Wear it near your face in place of black. It’s softer and more flattering, especially with silver or gray hair. Pair it with cream, ivory denim and cognac accents for an easy fall palette.
Buy the pieces you’ll wear for several seasons: a great jacket, a polished pair of jeans and a comfortable ankle boot. Then add one or two accessories, like a belt or a bag, that update what you already own.
Closing Thoughts
A good sale should make your closet work harder, not just get fuller. Every piece here pairs with at least three others in this post, and most will work with what you already own. Start with the jacket or the booties, add a markdown or two, and you’ll have fall covered.
Which piece is going in your cart? Tell me in the comments. I always love hearing what catches your eye.
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