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House Of Hipsters

Fashion

Style Post — Dressing For Spring

March 25, 2015

Last Updated on February 18, 2023

Dressing for spring in Chicago can be tricky. The mornings can be quite chilly while the afternoons are comfortable. And then you can get days like Monday where we had blizzard-like conditions; while today is pushing 60° and sunny. It’s madness. You never know if the snow is gone for good until it hits 90° and even then, it can be a crapshoot. This is how I like to dress in layers.

Winter To Spring Transition Outfit Ideas Spring Clothes

Photography by Hallie Duesenberg Photography
On location at Presidio Chicago

I’ve found that I’m most comfortable when dressing in layers. My daily wardrobe mainly consists of jeans and a tee, jeans and a button-down. But on workdays, it can walk a fine line between too casual weekend wear. In the mornings, I need to remind myself to add a little something extra to keep warm. A jacket can take casual lounging to a more polished look. Maybe a pair of boots. Add a couple of necklaces and a fun stack of bracelets; now we’re talkin’.

It’s All About Dressing In Layers For Spring

Winter To Spring Transition Outfit Ideas Spring Clothes
When You Live in Chicago, it’s all about dressing in layers during spring months

Jacket (no longer available)  ///  Shirt  (no longer available)   ///  Jeans (no longer available)  ///  Backpack  ///  Boots (no longer available) ///  Watch  ///  Chanel Necklace (vintage)

Looking back on these photos, I wish I wouldn’t have worn these jeans with boots. I always have to be careful with boyfriend jeans. Especially a slim-fit boyfriend. Sometimes they can stretch out and be a bit too baggy, but man, oh man, are they comfy. I think my blue Vans would have worked better. Either that or I should have rolled the jeans.

Rolled or unrolled, I do have to say that MOTHER jeans are the bombdiggetty. Oh, and that backpack, it’s been a love affair ever since it arrived.

Winter To Spring Transition Outfit Ideas Spring Clothes

RELATED: Did you know skinny jeans are out of style? It’s okay, I didn’t either until TikTok told me Replace skinny jeans with these trending alternatives.

Vintage Chanel necklace

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RELATED: Check out my round up of 12 stylish backpacks for work, travel, and back to school.

12 STYLISH BACKPACKS
Winter To Spring Transition Outfit Ideas Spring Clothes

Photography by Hallie Duesenberg Photography
On location at Presidio Chicago

Kyla Herbes House of Hipsters home decor influencer living in Chicago, IL

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TAGS:BackpackJacketPlaid
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Kyla Herbes

Kyla Herbes is an interior designer and home decor content creator based in Chicago, IL. She shares daily doses of home decor, corners of her home, interior styling tips, and will inspire you to do it yourself. House Of Hipsters has been featured in Architectural Digest, Apartment Therapy, House Beautiful, HGTV, The Huffington Post, Refinery29, Rue Magazine, and Style Me Pretty Living. Kyla has also made appearances on BravoTV and WGN TV and was named a Better Homes and Gardens Style Maker 3 years in a row.

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  • blank
    Nicki
    March 26, 2015

    Love! You look great! The backpack rocks too!

    Reply
    • blank
      kyla
      Nicki
      March 27, 2015

      Thanks so much Nicki. Hope you’re having a great day!

      Reply
  • blank
    Crissy (@daintyfawn)
    March 27, 2015

    Plaid is my favorite! I love it with your jacket 🙂

    Have a great day!!

    Reply
  • blank
    Ursula
    March 27, 2015

    I love plaid too! Here in the PNW dressing for spring requires lots of layering! One minute you are cooking in 65 degree weather, the next minute starts raining 😉 Also, I love your necklaces combo.

    Reply

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