Chico’s In-Home Try-On: 5 Stylish Looks for Fall

If you’ve been around here long, you know I’m a big fan of Chico’s. They just seem to “get” what women over 50 want in their wardrobe. Polished but comfortable, current without looking too youthful, and quality that holds up season after season.

This Chico’s in-home try-on haul for fall is full of pieces that work together beautifully, from rich neutrals to flattering denim. Whether you’re looking for Chico’s fall outfits to wear now or build into your cooler-weather rotation, these styles are timeless and versatile.

Understanding Chico’s Unique Sizing

The first time I walked into a store, I was totally confused by the sizing guide. If you’ve shopped Chico’s before, then you know their sizing looks a little different. Instead of the usual 0–16 sizes, you’ll find 000–4. The reason is simple: Chico’s developed its own size scale to make shopping easier. Each number represents a range of traditional sizes, so a Chico’s 1 is roughly equivalent to an 8–10 in most other brands. I like that it takes away some of the pressure of “the number” on the tag, because let’s be honest, we’ve all let that silly number mess with our heads at some point. If you’re unsure where you land, Chico’s has a fit guide online, and I always recommend double-checking before ordering. If you’re between sizes, I would probably size down.

Outfit 1: Warm Neutrals with Cropped Wide-Leg Jeans

This is one of those outfits that looks like you spent time planning, but it’s actually just two really good pieces doing all the work. The Ribbed Cotton Sweater is soft and comfortable, with just enough texture to make it interesting. I love this warm brown shade, it feels perfect for fall without screaming pumpkin spice.

The Pull-On Cropped Frayed Jeans are easy to wear but still look on-trend. Cropped wide-leg styles are everywhere this season, and they’re a nice change from skinny jeans. I slipped on the Azur Flats, pointed toe for a little sophistication, but flat so don’t have to worry about teetering around on heels. I love the shoes, but they seem to run a little bit small.

Why It Works:

• Monochromatic tones elongate the body and look effortlessly chic.
• The cropped wide-leg shape balances out the looser top without adding bulk.
• Flats keep it casual but still polished.

Tania’s Tip:
When you go for a head-to-toe neutral look, play with textures, like ribbed knit and denim, to keep it from looking flat.

Outfit 2: Denim-on-Denim with a Twist

Yes, denim-on-denim is back. The trick is to mix washes so it feels intentional. I layered the same Ribbed Cotton Sweater from Outfit 1 under the Embroidered Cropped Denim Jacket, and I love the detail the embroidery adds.

The Girlfriend Frayed Jeans balance out the cropped jacket, and the slightly lighter wash keeps it from looking like a denim jumpsuit. I finished it off with the Crescent Handwoven Shoulder Bag, Casbella Loafers, and, yes, the Jasper Necklace again.

Why It Works:

• Mixed denim washes prevent the “Canadian tuxedo” look.
• Cropped jackets define the waist without cutting the body in half.
• The embroidery softens the structure of the denim.

Tania’s Tip:
Not sure how to mix denim washes? Keep the lighter shade on top if you want to draw the eye upward, or the darker shade on top if you want to slim the torso.

Outfit 3: Polished in Olive & Tweed

Sometimes you want something that’s travel-friendly but still looks amazing when you step out of the car. The Travelers^™ Knit Shirtdress is a perfect example of style meeting practicality. The olive green color works year-round, and the knit fabric won’t wrinkle, making it ideal for travel or busy days. I layered on a tweed blazer to give it structure and a little texture.

For accessories, I chose the BRAHMIN Bucket Bag and Pointed Toe Slingback Pumps for a polished finish. The Jasper Necklace blends beautifully with the outfit without taking over.

Why It Works:

• A belted waist defines your shape without being restrictive.
• Neutral outerwear means you can re-wear it with almost anything.
• Travelers fabric = no wrinkles, no stress.

Tania’s Tip:
Olive is a great “new neutral” that works with browns, blacks, and even blush pink, so you can wear it all year long.

Outfit 4: Floral Shirt & Dark Denim

I have to say, I’m loving the print on this No Iron^™ Floral Shirt. It’s pretty without being fussy, and the earthy colors nod to the Western trend that’s having a big moment this fall. Plus, it’s no-iron, which means I can skip dragging out the steamer, always a win.

I paired it with the Straight Fit Jeans in a dark wash. Dark denim always feels more polished to me, and this pair can easily be dressed up or down. The Casbella Loafers keep the look sleek and comfortable, while the Suede Shopper Tote adds a touch of luxury. The Jasper Layered Necklace ties the outfit together without clashing with the print.

Why It Works:

• No-iron fabric is a lifesaver for busy mornings.
• Dark denim is universally slimming and easy to dress up or down.
• The print adds personality without overwhelming.

Tania’s Tip: 
Dark wash jeans are an easy way to elevate your everyday outfits while still keeping them comfortable and wearable.

Outfit 5: Black Crochet Top & White Jeans

Black and white will always be one of my favorite combinations; it’s timeless and always looks pulled together. The Crocheted Shirt adds texture and interest, and the open weave keeps it from feeling too heavy. The shirt is lined, so you don’t have to worry about any peek-a-boo moments.

The Girlfriend Frayed No Stain Jeans are not only flattering but also practical. No-stain technology means I can enjoy my coffee without panicking if I miss my mouth. For accessories, I went with the Turquoise Stretch Ring and the Convertible Turquoise Necklace for a pop of color, and I brought back the Azur Flats from Outfit 1. They are a great neutral color that will match anything and everything.

Why It Works:

• Black and white always looks crisp and timeless.
• No-stain technology means you can enjoy your coffee without fear.
• The turquoise jewelry adds a fun, unexpected color accent.

Tania’s Tip:
White jeans aren’t just for summer; pair them with black tops and bold accessories to make them fall-ready.

FAQs About This Chico’s In-Home Try-On

Are these Chico’s pieces good for transitioning into fall?
Yes! Many of these outfits can be worn now and layered later. Lightweight knits, no-iron shirts, and denim are perfect for the transition from warm days to cooler evenings.

What makes Chico’s clothing flattering for women over 50?
Chico’s designs often include thoughtful details like strategic seaming, forgiving fabrics, and cuts that skim the body without clinging. They’re great at balancing comfort with style, which is why I keep coming back to them.

Can I mix Chico’s pieces with other brands?
Absolutely. In this try-on, I paired Chico’s clothing with shoes and handbags from Nordstrom, Quince, Brahmin, and Sam Edelman. Their neutral color palettes and classic cuts make them easy to style with other brands you already own.

Do Chico’s jeans hold their shape?
Yes. One of the reasons I love Chico’s denim is that it has just enough stretch to be comfortable, but it doesn’t bag out after a few hours of wear. That’s a win in my book!

Is Chico’s worth the investment?
For me, yes. The quality, timeless style, and versatility mean I get years of wear from most pieces. When you factor in how many different ways you can style them, they become a smart, cost-per-wear investment.

Does Chico’s offer petite or plus sizes?
Yes, Chico’s is very size-inclusive. Many of their styles come in petite and plus sizes, which means you can find a great fit without major alterations. This makes it easier for more women to enjoy the same styles regardless of height or shape.

Do I really need another neutral sweater?
Listen, that’s like asking if you need another pair of black pants; the answer is always yes. A good neutral sweater works with everything, and when you find one that feels amazing, you’ll wonder how you ever got dressed without it.

Final Thoughts

This Chico’s in-home try-on was such a good reminder of why I reach for their pieces year after year; they’re stylish, comfortable, and so easy to mix and match. I can already think of a dozen more ways to style each of these outfits just by swapping a jacket, changing shoes, or adding a different bag.

I also love that Chico’s seems to design with real women in mind. The fabrics feel good, the cuts are flattering, and the pieces work for everything from casual days at home to a dinner out. That’s my kind of wardrobe.

I’d love to know which of these five looks is your favorite? Are you more drawn to the soft neutrals, the classic black-and-white, or the trendier denim and floral pieces? Let me know in the comments so I can see what’s catching your eye this fall.

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Verse Of The Day

Acts 20:7 (NIV)
⁷ On the first day of the week we came together to break bread. Paul spoke to the people and, because he intended to leave the next day, kept on talking until midnight.