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5 Chic Transitional Outfit Ideas With Jeans to Wear Into Fall

by
August 28, 2025
in Fashion
5 Chic Transitional Outfit Ideas With Jeans to Wear Into Fall

There’s no denying that I am a fall girl at heart and I couldn’t be more excited that it is now just around the corner. To prep for the upcoming end-of-summer moments, I set out to find some fresh transitional outfit inspiration to help guide my wardrobe for the upcoming season, with a special focus on denim. I turned to some of my favorite Instagram fashion follows to start informing my next shopping trip.

Below, you can peruse and shop five chic outfits with jeans that are perfect for wearing now straight into fall. These inspiring ensembles span from stylish muses in Stockholm, Paris, and London. Each look incorporates cool denim styles like straight-legs and baggy options alongside some classic basics and trendy accessories—think standout necklaces and flip-flop sandals.

Outfit #1

French style influencer Salome Mory walking in Paris wearing a white T-shirt, dark-wash straight-leg jeans, and black flip-flop kitten-heel sandals with a trench coat and burgundy red shoulder bag in hand

Get the Look

Pima Cotton Blend Crewneck T-Shirt

Nordstrom

Pima Cotton Blend Crewneck T-Shirt

Long Double-Breasted Trench Coat - Women | Mango Usa

MANGO

Long Double-Breasted Trench Coat

Shoulder Bag

Levi, 501® Original Cropped Women's Jeans

Levi’s

501 Original Cropped Jeans

By Anthropologie Thong Kitten Heels

By Anthropologie

Thong Kitten Heels

The sandal trend of the moment.

Outfit #2

Swedish fashion pr and influencer Johanna Lager poses for a mirror selfie wearing a red beaded necklace, brown T-shirt, oversize black blazer, thin black belt, white wide-leg jeans, and black pointed-toe shoes

Get the Look

Oversize Luxe Twill Jacket

Kenneth Cole

Oversize Luxe Twill Jacket

SHASHI, Rojo Necklace

(re)generative Cotton Ribbed Scoopneck Tank

Madewell

(re)generative Cotton Ribbed Scoopneck Tank

Brown basics are having a moment.

J.Crew, Skinny Oval Buckle Leather Belt

J.Crew

Skinny Oval Buckle Leather Belt

Low Slung Baggy Jeans

Madewell

Low Slung Baggy Jeans

I’m a fan of white jeans no matter the season.

Reynna Pointed Toe Slingback Pump

Marc Fisher LTD

Reynna Pointed Toe Slingback Pump

Outfit #3

British plus size style influencer Abisola Omole poses on a sidewalk during Copenhagen Fashion Week wearing a blue button-down shirt, white basic top, faded Madewell straight-leg jeans with raw hems, and pointed cap-toe Miu Miu slingback kitten heels, and a bamboo top-handle mini bag

Get the Look

Trestles Twill Button-Up Shirt

Vuori

Trestles Twill Button-Up Shirt

So many styling possibilities.

Crewneck T-Shirt

Nordstrom

Crewneck T-Shirt

Bamboo Leather Tote

JIL SANDER

Bamboo Leather Tote

The Plus Darted Barrel-Leg Jean

Madewell

The Plus Darted Barrel-Leg Jean

You can’t go wrong with Madewell jeans.

MOTIMODEN, Pointed Kitten-Heel Slingbacks

MOTIMODEN

Pointed Kitten-Heel Slingbacks

These instantly elevate any look.

Outfit #4

British fashion influencer Anna Newton poses for a mirror selfie in her cool London closet wearing a white T-shirt, green sweater tied around her waist, a black Loewe puzzle bag, relaxed white jeans, and black flat flip-flop sandals

Get the Look

Interlock Short Sleeve T-Shirt

ZARA

Interlock Short Sleeve T-Shirt

Crewneck Sweater

Vince Camuto

Crewneck Sweater

Loewe, Small Puzzle Edge Bag

Loewe

Small Puzzle Edge Bag

Good Standard Baggy Jeans

Good American

Good Standard Baggy Jeans

Havaianas, Slim Flip Flop

Outfit #5

British style influencer Marilyn Nwawulor-Kazemaks poses for a mirror selfie in her London living room wearing a black linen button-down shirt, shell pendant necklace, cropped ankle-length straight-leg jeans, a small brown suede tote bag, and The Row black and red flip-flop sandals

Get the Look

100% Linen Oversized Shirt

Gap

100% Linen Oversized Shirt

A linen button-down is always a good idea.

Bundle Black Shell Necklace

Heaven Mayhem

Bundle Black Shell Necklace

Split Leather Bowling Bag

ZARA

Split Leather Bowling Bag

Levi's, 501 Original Cropped Jeans

Levi’s

501 Original Cropped Jeans

Yellhum, Flip Flop Sandals

Yellhum

Flip-Flop Sandals

The perfect pop of color.

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This website uses cookies to improve your experience while you navigate through the website. Out of these, the cookies that are categorized as necessary are stored on your browser as they are essential for the working of basic functionalities of the website. We also use third-party cookies that help us analyze and understand how you use this website. These cookies will be stored in your browser only with your consent. You also have the option to opt-out of these cookies. But opting out of some of these cookies may affect your browsing experience.
Necessary
Always Enabled
Necessary cookies are absolutely essential for the website to function properly. These cookies ensure basic functionalities and security features of the website, anonymously.
CookieDurationDescription
cookielawinfo-checkbox-analytics11 monthsThis cookie is set by GDPR Cookie Consent plugin. The cookie is used to store the user consent for the cookies in the category "Analytics".
cookielawinfo-checkbox-functional11 monthsThe cookie is set by GDPR cookie consent to record the user consent for the cookies in the category "Functional".
cookielawinfo-checkbox-necessary11 monthsThis cookie is set by GDPR Cookie Consent plugin. The cookies is used to store the user consent for the cookies in the category "Necessary".
cookielawinfo-checkbox-others11 monthsThis cookie is set by GDPR Cookie Consent plugin. The cookie is used to store the user consent for the cookies in the category "Other.
cookielawinfo-checkbox-performance11 monthsThis cookie is set by GDPR Cookie Consent plugin. The cookie is used to store the user consent for the cookies in the category "Performance".
viewed_cookie_policy11 monthsThe cookie is set by the GDPR Cookie Consent plugin and is used to store whether or not user has consented to the use of cookies. It does not store any personal data.
Functional
Functional cookies help to perform certain functionalities like sharing the content of the website on social media platforms, collect feedbacks, and other third-party features.
Performance
Performance cookies are used to understand and analyze the key performance indexes of the website which helps in delivering a better user experience for the visitors.
Analytics
Analytical cookies are used to understand how visitors interact with the website. These cookies help provide information on metrics the number of visitors, bounce rate, traffic source, etc.
Advertisement
Advertisement cookies are used to provide visitors with relevant ads and marketing campaigns. These cookies track visitors across websites and collect information to provide customized ads.
Others
Other uncategorized cookies are those that are being analyzed and have not been classified into a category as yet.
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