Medium Print 5 Pocket Open Top … curated on LTK

mychicobsession

This coastal-inspired look features a short-sleeved French blue button-down. On the bottom, try a pair of navy blue sweater pants. Over your shoulders, tie a cableknit cardigan for a chic and elevated touch. A canvas tote with a patriotic pattern and leather sandals complete the look. LTKStyleTip LTKSeasonal

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Medium Print 5 Pocket Open Top Canvas Tote Bag | Lands' End (US)

Sculptural Chunky Hoop Earrings | Madewell

Cable-knit cardigan sweater | J. Crew US

Delaney kickout sweater-pant | J. Crew US

Gamine shirt in cotton poplin | J. Crew US

The Gabi Asymmetric-Strap Sandal | Madewell

mychicobsession

Preppy chic outfit idea: oxford, denim skirt, loafers, and a sweater. These pieces look great together, but can effortlessly be paired on their own too. This roomy and boxy oxford gives a casual take to this staple piece, easily making it a piece you can dress up or down all year round! #everlanepartner

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High-waisted pants that look chic and feel comfortable to wear? Yes, please! These pleated pants (tts) from Everlane have a beautifully draped look that is both flattering and elegant. They are made out of a soft material so you can wear them all day too! They're versatile and can easily be dressed up or down, no matter the season. #everlanepartner

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Loving these classic pieces you'll wear again and again! These way-high jeans are as classic as you get. They are soft against the skin, flattering with a high waist, and timeless. Pair them with ankle boots, an oxford shirt, and a sweater for a preppy chic look! #everlane #everlanepartner

Wearing my normal size in the Oxford shirt - keep in mind it has a boxy look! The sweater and jeans are tts. The boots tend to run a ½ size small.

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Styling a light beige blazer for early fall with a button down, sweater vest, jeans, and ankle boots (they run about a 1/2 size small)

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Transition your favorite blue button-down from summer to fall with these two fall outfit ideas.

First, style it with classic denim from Madewell, and a striped pullover tied over your shoulders. Add sunglasses, silver hoops and a striped pullover tied over your shoulders.

Or, try a leopard maxi skirt from Gap. Add a pair of Mary Jane style flats from Madewell and a crossbody bag from J.Crew.

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For a polished yet playful fall outfit, this combination is a winner. The miniskirt adds a youthful and fun element, while the classic white slim crew tee keeps things comfortable and casual. Layer on the wool blazer for a structured look that’s perfect for those slightly cooler days. Super comfortable Mary Jane flats bring retro charm.

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This outfit is all about effortless style with a focus on comfort. The brown, striped linen drape shorts are light and breathable, making them perfect for those warm fall days. Pair them with a tucked-in ribbed tank and loafers for a minimalist yet stylish look that’s easy to throw on any time. Drape a lightweight sweater over your shoulders to complete the fall outfit.

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Elevate your fall wardrobe with this sophisticated ensemble that’s perfect for warmer weather – while still keeping fall color in mind. The wide-leg pants are both comfortable and chic, offering a flattering fit that pairs beautifully with the off-the-shoulder top. This combination creates a polished, chic look that’s ideal for a variety of occasions, from special occasions and work events to an elegant dinner date.

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Styling a denim skirt for early fall with a white tee, blazer, and Mary Jane flats

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For a look that’s both classic and modern, this outfit hits all the right notes. The straight-crop jeans are a wardrobe staple that pairs perfectly with the trendy mesh ballet flats, creating a sleek and modern silhouette. The cable-stitch cardigan adds that cozy fall texture without being too heavy – ideal for those cooler evenings or cooler days.

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Start with a classic white tee for a crisp base layer, then drape the cashmere sweater over your shoulders for that quintessential fall look without the bulk. The jean shorts keep things casual and cool, perfect for those warmer days when you still want to lean into fall vibes. Clogs complete your effortless fall outfit.

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This outfit is the perfect way to wear some chic fall pieces in those warmer fall days when you still want to embrace the season. The paneled denim mini skirt offers a playful yet structured silhouette, making it a versatile piece that pairs effortlessly with the oversized button-up shirt. Knee-high leather boots add a classic fall flair.

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Joggers are all types of comfy, but the good news is that they can easily be cute too! Combine the comfort of joggers with the polished look of a button-down and blazer for one of the best cute comfy outfits.

Pair it with sneakers for a casual, comfy feel, and add a tote bag for practicality. Top off the look with a baseball cap.

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Paired with your classic white t-shirt, this combination of crinkle pants and a long belted cardigan offers an elegant yet relaxed look that’s perfect for heading out or being home (and looking presentable for any surprise visitors!).

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Matching sets are one of the best ways to look put together, and this look does not disappoint! Achieve an effortlessly chic look with a matching set in a crinkle, pleated material. Pair the set with a tote bag and stylish mules.

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Easy dresses do it best. Slide into a tank dress for an effortless blend of comfort and style. Add a tote bag and classic sneakers for the cute but comfy fall outfit.

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For an effortlessly chic look that’s perfect for warm seasons or transitional weather, pair a knit skirt with a simple tank top. Comfy sandals, a gold necklace and a practical tote bag complete the outfit.

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Summer to fall transition outfit idea with a striped sleeveless polo, leopard print jeans, and loafers. Jeans run small and are on the rigid side fyi, but oh so cute!

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Cozy and elegance go hand in hand when it comes to a knit sweater dress. To add to the comfort, ballet flats keep your feet comfortable while adding a touch of classic style. A tote bag ensures you have all your essentials within reach, making this outfit a perfect blend of style and practicality.

To top off the fall outfit, pair it with a timeless denim jacket.

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Nothing says classic casual style quite like a pair of elastic waist shorts teamed up with a striped shirt. This timeless combo offers an effortless style that’s perfect for warmer days (and perfect for channeling French girl style). Complete the look with a spacious tote bag.

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You can achieve a chic yet comfy look with your favorite leggings and a simple tank top. Layer on a sweater blazer – it’s the perfect choice for an added touch of sophistication that doesn’t compromise on comfort. Loafer mules complete the look.

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For a look that perfectly blends sporty and chic, opt for a tennis dress paired with a cozy cardigan. This is the epitome of cute comfy outfits! Clogs and a phone crossbody add a casual touch.

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When it comes to styling cute comfortable outfits, you can never go wrong with a t-shirt dress. For this look, pair it with Mary Jane flats to add a touch of vintage charm while keeping your feet happy all day long. A bucket bag is the perfect accessory to carry all your essentials without compromising style.

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Pull-on pants are a dream come true for anyone who values both comfort and style. Pair them with a cozy sweater for a look that’s perfect for those unpredictable in-between seasons.

Slip into some chic flats to add a touch of sophistication without sacrificing comfort. This fall outfit is perfect for lazy days.

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Looking for outfit ideas that are as comfy as they are stylish? Try this one! Slip into your favorite pair of jeans, a classic white t-shirt, and fresh white sneakers. Layer with a sweater blazer for a touch of sophistication that keeps you warm and cozy. Finish your fall outfit with a tote bag.

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Outfit idea styling a beige blazer. It looks great paired with black jeans, a black sweater, and black loafers

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Give your comfy clothes a chic upgrade by pairing biker shorts with an oversized hoodie and a blazer. This combination is perfect for those days when you need to balance relaxation with a touch of sophistication. Complete the fall outfit with loafers and socks.

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For a sporty yet stylish look, pair a tennis skirt with a fun graphic tee. The tennis skirt looks elevated but it’s the perfect blend of comfort and style. Add your favorite sneakers for ultimate comfort and a crossbody bag to keep your essentials handy for the perfect fall outfit.

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Style a cute and comfy fall outfit. Oversized button-down shirts are perfect for adding a relaxed vibe, while still looking stylish. Leggings add that comfortable fit and casual touch. Add loafers to elevate your look.

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Style a balloon skirt (or bubble skirt) for a fall outfit fit for work with a blue and white striped button-down, a gold watch, claw clip, gold earrings, a leather bag and cap-toe ballet flats.

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Style a balloon skirt (otherwise known as a bubble skirt) for a fall game or casual day with a Polo sweater, a burgundy hat, and Adidas sneakers with a green accent.

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Style a balloon skirt (or bubble skirt) for a chic fall outfit. Pair it with an olive green cardigan, tall boots, and a leather tote. Accessorize with gold earrings and classic black sunglasses.

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You’ve probably been seeing these curved/barrel/horseshoe jeans everything lately…they are fun to wear! Everlane’s curve jeans are subtle yet add a statement…perfect for elevating your look and fall outfits. They are comfy and tts

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Do you prioritize quality over quantity? Elevate your look with this fall outfit: a long barn jacket, a cashmere v-neck sweater, and wide leg jeans in classic denim. Accessorize with leather penny loafers, a mixed metal watch, and a chic shoulder bag.

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Love experimenting with bold colors and patterns? Leopard print jeans, a red cardigan and a denim trench coat make for a bold combination. Accessorize with neutral sneakers, a plaid Acme scarf, and a leather tote in plum. Chic red sunglasses complete your perfect fall outfit!

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