Casual Outfit Ideas for an Easy Seasonal Transition

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The cooler temperatures are finally making an appearance in Chicago and if I told you I wasn’t loving them, I’d be lying. It’s been SO nice to be able to pull out my favorite layers and treat myself to a new pair of jeans (or five ?) and actually be able to wear them!

If you’re looking for some new pieces to add to your rotation for this transitional weather or just don’t know what to wear, I’m sharing some easy outfit ideas that are perfect for work, play, and everything in between!

Keep scrolling to get the details on each!

Knit Oversized Cardigan / V-Neck Bodysuit / SOJOS Classic Square Polarized SunglassesRipped Jeans / Studded Earrings Set / Charlotte Tilbury Matte Lipstick / Marc Jacobs Cross Body Bag / Sam Edelman Aubrie Sneaker

Sweater Wrap Dress / Hoop Earrings / Knee High Boots / Maybelline Super Stay Lipstick / Valentino Bag

Crewneck Sweatshirt / Madewell White Jeans / Studded Earrings Set / Sam Edelman Aubrie Sneaker / Reversible Tote Bag / Ecco Lipstick

Mock Neck SweaterQuay Ever After Sunglasses / Boyfriend Jeans / Faux Leather Tote / Studded Earrings Set / White Faux Leather Sneakers

Linen BlousePaperbag Waist Pants / Oversized Vegan Leather Tote / SOJOS Retro Round Polarized SunglassesCharlotte Tilbury Lip LusterStudded Earrings Set / Horse Bit Mules

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As always the thoughts and opinions shared here are strictly my own. Please feel free to reach out with any questions or concerns via the contact page here.

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