20 Chic Fall Outfits for Women Over 40

Turning 40 doesn’t mean dimming your style—it’s the perfect time to refine it.

Fall fashion is all about cozy layers, rich textures, and timeless pieces that balance comfort with sophistication.

Whether you’re running errands, heading to the office, or enjoying a night out, the right outfit can make you feel effortlessly chic and confident.

In this guide, we’ve rounded up 20 chic fall outfits for women over 40 that prove age is just a number when it comes to looking stylish and feeling fabulous.

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Outfits for Women 01

This outfit is an excellent choice for fall outfits for women over 40 due to its sophisticated yet comfortable style, blending a cozy sweater with sleek black pants for a timeless look.

The neutral tones and layered accessories, like the statement earrings and bracelets, add elegance and versatility, perfect for transitioning from day to night.

The midi-length pants and sandals offer a balance of warmth and breathability, ideal for the variable fall weather.

For similar items, consider checking out the “Amazon Essentials Women’s Crewneck Sweater” for a comparable top, “The Drop Women’s Mid-Rise Slim Straight Pants” for the pants, and “Kenneth Cole Reaction Women’s Two-Piece Earring Set” for elegant accessories on Amazon.

Outfits for Women 02

This outfit is a great fall choice for women over 40 because the olive green tunic dress offers a stylish, elongated silhouette that complements mature figures, while the belt adds a flattering cinch.

The dark jeans provide a versatile base layer, perfect for cooler weather, and the heels bring a touch of elegance suitable for various occasions.

The coordinated accessories, like the clutch and bracelet, enhance the sophisticated vibe, making it easy to transition from day to evening.

For similar items, consider the “Allegra K Women’s Long Tunic Shirt” for the dress, “Levi’s Women’s 721 High Rise Skinny Jeans” for the pants, and “DREAM PAIRS Women’s High Heel Sandals” on Amazon.

Outfits for Women 03

This outfit is a perfect fall choice for women over 40, as the oversized knit cardigan provides warmth and a chic, relaxed fit that flatters mature silhouettes.

The distressed jeans add a trendy yet comfortable touch, ideal for casual outings, while the ankle boots offer both style and protection against cooler weather.

The neutral color palette ensures versatility, easily pairing with various accessories for different occasions.

For similar items, check out the “BTFBM Women’s Long Cardigan” for the outer layer, “Signature by Levi Strauss & Co. Women’s Totally Shaping Jeans” for the jeans, and “DREAM PAIRS Women’s Ankle Booties” on Amazon.

Also Check: 20 Chic Parisian Fall Outfits

Outfits for Women 04

This outfit is an ideal fall choice for women over 40, as the floral blouse adds a vibrant yet elegant touch that suits mature tastes, while the high-waisted jeans offer a comfortable and flattering fit.

The brown belt cinches the waist, enhancing the overall silhouette, and the loafers provide a stylish, practical option for cooler weather.

The mix of patterns and solids creates a versatile look suitable for both casual and semi-formal settings.

For similar items, consider the “Floerns Women’s Floral Blouse” for the top, “Madewell High Rise Wide Leg Jeans” for the jeans, and “Clarks Women’s Emslie Lulin Loafer” on Amazon.

Outfits for Women 05

This outfit is a fantastic fall choice for women over 40, as the oversized turtleneck sweater provides warmth and a cozy, flattering fit for cooler weather.

The black leggings offer a sleek, comfortable base, while the knee-high boots add a stylish and sophisticated touch suitable for the season.

The monochromatic color scheme creates a polished look, and the tote bag adds practicality for daily use.

For similar items, consider the “Abollria Women’s Turtleneck Sweater” for the top, “SATINA High Waisted Leggings” for the leggings, and “DREAM PAIRS Women’s Knee High Boots” on Amazon.

Outfits for Women 06

This outfit is an excellent fall choice for women over 40, as the layered look with a turtleneck sweater, plaid shirt, and quilted vest provides warmth and a stylish, textured appeal perfect for the season.

The distressed jeans add a casual, trendy vibe while remaining comfortable for outdoor activities, and the ankle boots offer both support and a chic finish.

The neutral tones complement the autumn foliage, making it ideal for nature walks or casual outings.

For similar items, consider the “Amazon Essentials Women’s Turtleneck Sweater,” “Wrangler Women’s Plaid Shirt,” and “DREAM PAIRS Women’s Ankle Boots” on Amazon.

Outfits for Women 07

This outfit is a great fall choice for women over 40, as the floral dress paired with a black cardigan offers a feminine yet sophisticated look suitable for the season.

The black tights add warmth and a sleek layer, while the ankle boots provide both style and comfort for cooler weather.

The combination of patterns and solids creates a versatile ensemble perfect for casual or semi-formal occasions.

For similar items, consider the “Floerns Women’s Floral Dress,” “Hanes Women’s Opaque Tights,” and “DREAM PAIRS Women’s Ankle Boots” on Amazon.

Outfits for Women 08

This outfit is a perfect fall choice for women over 40, as the plaid shirt jacket paired with a white tee offers a cozy yet stylish layer ideal for the season’s cooler days.

The dark jeans provide a slimming, versatile base, while the knee-high boots add warmth and a chic, polished look.

The wide-brimmed hat enhances the autumnal vibe and complements the earthy tones, making it great for outdoor activities.

For similar items, consider the “Floerns Women’s Plaid Shirt Jacket,” “Signature by Levi Strauss & Co. Women’s Slim Jeans,” and “DREAM PAIRS Women’s Knee High Boots” on Amazon.

Outfits for Women 09

This outfit is an excellent fall choice for women over 40, as the tailored blazer paired with a black top creates a polished and elegant look suitable for the season.

The black pants and knee-high boots offer warmth and a sleek silhouette, perfect for cooler weather, while the statement necklace and bracelets add a touch of sophistication.

The neutral tones and structured pieces make it versatile for both professional and casual settings.

For similar items, consider the “Allegra K Women’s Blazer,” “HUE Women’s Opaque Tights” (as a base layer), and “DREAM PAIRS Women’s Knee High Boots” on Amazon.

Outfits for Women 10

This outfit is a great fall choice for women over 40, as the soft pink turtleneck sweater provides warmth and a stylish, cozy layer for the season.

The distressed jeans add a casual, trendy touch while remaining comfortable, and the ankle boots offer both support and a chic finish.

The brown belt cinches the waist, enhancing the overall silhouette, making it perfect for casual outings.

For similar items, consider the “Abollria Women’s Turtleneck Sweater,” “Signature by Levi Strauss & Co. Women’s Totally Shaping Jeans,” and “DREAM PAIRS Women’s Ankle Booties” on Amazon.

Outfits for Women 11

This outfit is a great fall choice for women over 40, as the tailored blazer paired with a black top creates a sophisticated and polished look suitable for the season.

The black pants and knee-high boots provide warmth and a sleek silhouette, ideal for cooler weather, while the statement necklace and bracelets add a touch of elegance.

The neutral tones and structured pieces make it versatile for both professional and casual settings.

For similar items, consider the “Allegra K Women’s Blazer,” “HUE Women’s Opaque Tights” (as a base layer), and “DREAM PAIRS Women’s Knee High Boots” on Amazon.

Outfits for Women 12

This outfit is a great fall choice for women over 40, as the brown leather jacket adds a stylish, warm layer that complements the season’s cooler weather.

The white tee and blue jeans offer a casual yet versatile base, while the knee-high boots provide both warmth and a chic silhouette.

The crossbody bag adds practicality for on-the-go activities, making this ensemble perfect for everyday wear.

For similar items, consider the “Allegra K Women’s Faux Leather Jacket,” “Signature by Levi Strauss & Co. Women’s Slim Jeans,” and “DREAM PAIRS Women’s Knee High Boots” on Amazon.

Read More: 20 Cozy and Chic Fall Coat Outfits

Outfits for Women 13

This outfit is a perfect fall choice for women over 40, as the long camel coat provides warmth and a timeless, elegant layer ideal for the season.

The black distressed jeans offer a casual yet stylish fit, while the ankle boots add a chic and comfortable touch for cooler weather.

The crossbody bag enhances practicality and complements the neutral tones, making this ensemble versatile for both casual and semi-formal outings.

For similar items, consider the “Allegra K Women’s Trench Coat,” “Signature by Levi Strauss & Co. Women’s Totally Shaping Jeans,” and “DREAM PAIRS Women’s Ankle Booties” on Amazon.

Outfits for Women 14

This outfit is a great fall choice for women over 40, as the cozy cardigan provides warmth and a stylish layer perfect for the season.

The black distressed jeans offer a casual yet trendy fit, while the white sneakers add comfort and a modern touch suitable for daily wear.

The crossbody bag enhances practicality, making this ensemble versatile for both casual outings and light activities.

For similar items, consider the “Abollria Women’s Cardigan Sweater,” “Signature by Levi Strauss & Co. Women’s Totally Shaping Jeans,” and “Adidas Women’s Cloudfoam Pure Running Shoe” on Amazon.

Outfits for Women 15

This outfit is a great fall choice for women over 40, as the black turtleneck and blazer combo offers a sleek, warm layer perfect for the season.

The leopard-print midi skirt adds a trendy yet sophisticated touch, while the black ankle boots provide both style and comfort for cooler weather.

The crossbody bag enhances practicality, making this ensemble ideal for both casual and semi-formal occasions.

For similar items, consider the “Allegra K Women’s Turtleneck Sweater,” “Floerns Women’s Leopard Print Skirt,” and “DREAM PAIRS Women’s Ankle Boots” on Amazon.

Outfits for Women 16

This outfit is a great fall choice for women over 40, as the mustard yellow sweater brings a warm, vibrant touch perfect for the season.

The black leggings offer a comfortable and slimming fit, while the ankle boots add both style and warmth for cooler evenings.

The statement necklace elevates the look, making it suitable for casual or semi-formal outings.

For similar items, consider the “Abollria Women’s Turtleneck Sweater” (in mustard), “SATINA High Waisted Leggings,” and “DREAM PAIRS Women’s Ankle Booties” on Amazon.

Outfits for Women 17

This outfit is a great fall choice for women over 40, as the burgundy wrap dress offers a rich, warm tone and flattering fit perfect for the season.

The black tights provide additional warmth and a sleek look, while the ankle boots add both style and comfort for cooler evenings.

The gold earrings and bracelet enhance the elegance, making this ensemble ideal for casual or semi-formal occasions.

For similar items, consider the “Allegra K Women’s Wrap Dress” (in burgundy), “Hanes Women’s Opaque Tights,” and “DREAM PAIRS Women’s Ankle Booties” on Amazon.

Outfits for Women 18

This outfit is ideal for women over 40 in the fall due to its elegant yet comfortable beige sweater dress, which offers a timeless and sophisticated look suitable for various occasions.

The lightweight denim jacket adds a trendy layer that complements the cooler weather while maintaining a stylish edge.

The ankle boots and statement accessories, like the gold bangles and patterned crossbody bag, enhance the outfit with a touch of personality and warmth, perfect for the season.

For similar items, consider checking out the “Allegra K Women’s Long Sleeve Sweater Dress” on Amazon, a “Levi’s Women’s Denim Trucker Jacket,” “DREAM PAIRS Women’s Ankle Boots,” and a “Hobo International Lauren Satchel” for a comparable crossbody bag.

Outfits for Women 19

This outfit is a great fall choice for women over 40, featuring a cozy camel poncho that adds warmth and a chic, effortless style perfect for cooler weather.

The white top and high-waisted flared jeans create a balanced, flattering silhouette that complements a mature figure, while the nude heels add a touch of elegance.

The small crossbody bag in a soft pink shade brings a subtle pop of color and practicality for daily wear.

For similar items, check out the “BTFBM Women’s Open Front Poncho” on Amazon, “Levi’s Women’s High Rise Flare Jeans,” “DREAM PAIRS Women’s Heels,” and a “Hobo International Lauren Satchel.”

Outfits for Women 20

This outfit is a perfect fall pick for women over 40, with the cream bobble knit sweater providing warmth and a stylish, textured layer ideal for cooler days.

The white collared shirt underneath adds a polished, classic touch that enhances versatility for both casual and semi-formal settings.

The light blue corduroy straight-leg pants offer a comfortable fit and a trendy yet timeless look, while the brown leather ankle boots and matching crossbody bag complete the ensemble with an earthy, cohesive style.

For similar items, explore the “Rimi Hanger Womens Open Front Bobble Sleeve Knitted Cardigan” in cream on Amazon, “HOTOUCH Womens Linen Button Down Shirt Casual Long Sleeve Cotton Blouse” in white, “SHIBEVER Womens High Waisted Pants Work Corduroy Pants Fall Streetwear Straight Leg Trousers” in blue, and “Montana West Crescent Crossbody Bag” in brown.