Casual fall outfits can be comfortable, versatile, and still incredibly chic. In fact, looking polished doesn’t mean giving up comfort—especially for women over 40. This season, I’m only adding pieces to my wardrobe that feel good and are easy to style. From buttery-soft track pants and matching athleisure sets to flattering balloon pants and lightweight jackets, these looks are perfect for everyday wear. Whether you’re running errands, meeting a friend for lunch, or enjoying a relaxed weekend, these 10 outfit ideas will help you look effortlessly put together.
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SHOP THE CASUAL CHIC BASICS:
JACKET (XS) // TANK (XS) // PANTS (XS) // SANDALS// HANDBAG // SUNNIES
SHOP LOOK 1:
CHOCOLATE BROWN TRACK PANTS:
These chocolate-brown track pants are the perfect mix of sporty and chic. The elastic waistband makes them incredibly comfortable, while the side stripes give them a cool, elevated look. I styled them with a simple white tank and a cropped denim jacket. This is one of those casual fall outfits I could wear all day without feeling underdressed. I’m wearing an XS in the pants and they fit like a dream!
JACKET (XS) // TANK (XS) // PANTS (24) // SANDALS // HANDBAG // SUNNIES
SHOP LOOK 2:
ATHLEISURE ZIP JACKET:
The Quince CloudComfort Half-Zip is made from buttery-soft, breathable fabric that feels amazing against the skin. I love the relaxed fit and versatile half-zip neckline. Wear it zipped up for a polished matching-set look, or leave it open over a fitted black tank. I’m wearing an XS in the top.
MATCHING PANTS:
The coordinating wide-leg pants are just as comfortable and flattering. They have an easy pull-on waistband and a relaxed wide-leg silhouette that makes them feel more elevated than traditional lounge pants. Together, these pieces create one of my favorite casual fall outfits for looking chic while staying comfortable. I’m wearing an XS in the pants.
BLACK TEE (XS) // JEANS (24) // HEELS // HANDBAG // ZEBRA BELT
SHOP LOOK 3:
THE ULTIMATE BLACK TEE:
A high-quality black tee is one of the most useful basics you can own. This $54 tee is super soft and has a flattering fitted silhouette. It also comes in white, so you may want both colors. I styled the black version with jeans, a statement belt, and sleek accessories. The result is simple, polished, and perfect for everyday wear. I’m wearing an XS in the tee and it fits true to size.
BLACK TANK (XS) // PANTS (XS) // SANDALS// HANDBAG // SUNNIES
SHOP LOOK 4:
ARITZIA LODGE PANTS:
These viral Aritzia Lodge Pants absolutely live up to the hype. They have a flattering high rise, an easy elastic waistband, and a relaxed wide-leg silhouette. Plus, the lightweight crepe fabric has a beautiful drape and basically never wrinkles. I paired them with a fitted black tank to balance the volume. These pants make casual fall outfits feel instantly more polished. I’m wearing an XS in the pants.
SIM JACKET (XS) // WHITE TANK (XS) // PANTS (24) // SIM HEELS // HANDBAG // SUNNIES
SHOP LOOK 5:
RUTI BALLOON PANTS:
These Ruti balloon pants are incredibly chic, comfortable, and easy to dress up or down. The lightweight fabric offers plenty of stretch and resists wrinkles, making these pants perfect for busy days or travel. Wear them with a simple tee and sneakers during the day. Then, add heels and a polished jacket for dinner. I’m wearing a size 2 in the pants and I would stick with your regular size for the best fit.
NAVY JACKET (XS) // JEANS (24) // SNEAKERS //HANDBAG
SHOP LOOK 6:
NAVY BOMBER JACKET:
A bomber jacket is one of the best ways to give casual fall outfits a modern update. This navy Aritzia jacket has a relaxed fit, hidden pockets, adjustable cuffs, and a sleek front zipper. The lightweight crepe fabric also resists wrinkles. I styled it with jeans and suede sneakers here, but it would look equally chic with heels. I’m wearing an XS in the jacket.
TOP (XS) // BERMUDA SHORTS (24) // SANDALS //HANDBAG
SHOP LOOK 7:
AGOLDE BERMUDA SHORTS:
Long denim shorts are having a major moment, and this AGOLDE pair is my new favorite. The high waist and relaxed fit feel modern, while the longer length offers more coverage than traditional cutoffs. I kept the outfit sleek with a fitted black top, a belt, and simple black accessories. This look is ideal for warmer fall days. I’m wearing a size 24 in the shorts.
DRESS (XS) // SIM SHOES// HANDBAG
SHOP LOOK 8:
GREY TANK DRESS:
This Quince tank dress is one of those easy pieces you can simply throw on and go. The soft ribbed Tencel fabric hugs the body without feeling restrictive. Meanwhile, the midi length keeps the look polished and versatile. Wear it alone on warmer days, or add a jacket once temperatures drop. It also comes in several colors at an amazing price. I’m wearing an XS in the dress and I find it fits true to size.
JACKET (XS) // TOP (XS) // WIDE LEG PANTS (XS) // SHOES// HANDBAG // SUNNIES
SHOP LOOK 9:
THE RUTI DENIM JACKET:
This cropped hooded denim jacket is my absolute favorite denim jacket, and I wear it all the time. The cropped length pairs beautifully with high-waisted pants because it defines the waist and creates flattering proportions. Plus, the oversized silhouette gives it a relaxed, modern feel. It’s the perfect finishing layer for comfortable and casual fall outfits. I’m wearing an XS in the jacket.
LOOK 1:
TRACK JACKET (XS) // JEANS (XS) // HEELS // HANDBAG
LOOK 2:
TRACK JACKET (XS) // CAPRI PANTS (XS) // SNEAKERS // HAT
SHOP LOOK 10:
UNDER $100 TRACK JACKET:
This under-$100 track jacket proves that one sporty piece can work in several different outfits. I dressed it up with jeans, heels, and a structured black bag. However, it looks just as chic with a crop top, leggings, sneakers, and a baseball cap. The lightweight fabric and cinched cuffs keep the silhouette flattering instead of bulky. I’m wearing an XS in the jacket and would stick with your regular size for the best fit.
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My mission is to empower women to look and feel confident. I hope through the different looks I create that I am able to inspire YOU to express yourself in a way that makes YOU feel good – on the inside and on the out. If you wear what you love and what you feel your best in your confidence will shine through and that is the best accessory a woman can wear! Every woman deserves to look and feel like the best versions of themselves, no matter what their age!
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