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The Red Balloon
Photographer: Jaclyn Elizabeth RivasThe Red Balloon

The best kids clothing stores in Chicago

Find back to school looks that are the cutest outfits on the playground by browsing these top kids clothing stores for the most stylish threads around.

Written by
Samantha Lande
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Sure, your kids will grow out of their clothes every three months, but that doesn't mean you have to compromise style when hunting for the best kids clothing stores in the city. Chicago has quite a few local boutiques that offer up everything from designer duds to hipster apparel, making it almost as fun as shopping at the best toy stores around. We've ranked our favorite kids clothing stores across the city so your little one can be the most stylish kid on the playground. Happy shopping! 

RECOMMENDED: Best clothing stores in Chicago

The Red Balloon
  • Shopping
  • Kid's clothes
  • Wrigleyville
  • price 2 of 4

The Red Balloon welcomed a new addition earlier this year after opening the Lakeview location on Southport. The ideal stop for gifts for a new baby or a little one of your own, Red Balloon stocks baby clothes, children's furniture, a carefully curated book and toy selection and provides personalized shopping services.

Monica + Andy Guide Shop
  • Shopping
  • Kid's clothes
  • Lincoln Park

The flagship location for Monica + Andy clothing line carries items for babies and toddlers (0-4T). The shop also carries a unique variety of gifts perfect for welcoming baby, like newborn hospital gift boxes ($105), swaddle stacks ($44) and a unique "we deliver when you deliver" service, which express delivers soft baby items right to the hospital ($56). Don't miss its mother and baby bonding classes, and the plant-based milk and cookie bar.

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Peek
  • Shopping
  • Maternity
  • Wicker Park
  • price 2 of 4

The San-Francisco–based children’s line makes its way into town with a Bucktown boutique inspired by an easy, yet elegant California aesthetic. Joining suburban locations in Northbrook Court and Oakbrook Center, this new location offers the brand’s full collection of clothing, accessories, shoes and gifts for girls, boys and babies, ages 0–12. Among the adorable clothing, shoppers will discover gifts, books, plush toys, art supplies and original games merchandised in playful vignettes.

  • Shopping
  • Boutiques
  • East Village
  • price 3 of 4

This small shop focuses on custom creations churning out everything from onesies to flip flops, pillow cases to hoodies. A favorite amongst celebs and locals alike, you'll find some of the most unique kids' wear ever created.

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Twinkle Twinkle Little One
  • Shopping
  • Maternity
  • North Center
  • price 2 of 4

This Roscoe Village baby shop has a focus on the artistic. Owner Rachel Glasson and her team are experts in nursery design, and the showroom displays just a fraction of the creativity they have. Great artwork, unique furniture and fun baby gifts are just some of what you'll find at this cute baby shop.

  • Shopping
  • Consignment store
  • Lincoln Park
  • price 3 of 4

Smart and stylish Lincoln Park parents have shopped for their little fashionistas at this resale store for more than 20 years, sorting through gently worn kids’ wear to score finds from Baby Lulu, Oilily and Chip & Pepper, plus maternity wear, toys and furniture on consignment. Be forewarned, though: Just because it’s used doesn’t mean it’s cheap.

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Splendid
  • Shopping
  • Boutiques
  • Lake View
  • price 2 of 4

Known for its California-casual attire, Splendid has opened its first stand-alone store in the city. When we stopped by the Southport location, we fell in love with the colorful maxi dresses; long-sleeve, easy-to-layer tops; and amazingly chic handbags. The bright and airy boutique also sells shoes, jackets and more. If you have little ones, don't bypass the stylish kid selection.

  • Shopping
  • Maternity
  • East Village
  • price 2 of 4

This San Francisco native, as the name suggests, focuses on everything baby that is also all-natural and organic. You'll find everything from furniture and artwork to baby clothes, sippy cups and plates. The store also holds a variety of baby-oriented classes like music with Mr. Dave and Jitterbugs movement.

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  • Shopping
  • Kid's clothes
  • Lincoln Park

Sorry boys, but it's tween and teen girls only at this upscale boutique in Lincoln Park. The selection is a little pricey but you'll find stuff here that won't be stocked in any other spot across town. The shop has even dressed famous first daughters, Malia and Sasha.

  • Shopping
  • Kid's clothes
  • North Center

A cute little neighborhood shop with a curated selection of baby, infant and toddler clothing with brands like Joah Love and Tea Collection. Of course, it wouldn't be a shop for kids without at least a small selection of toys, games and other entertaining accessories.

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