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October 07, 2025

Where to Buy Kids' Accessories in Chicago

Isn’t it the best feeling when your child’s outfit has that little extra touch that makes people stop and say, “Where did you find that?” We know how fast kids grow, and how quickly their style changes, which makes shopping for accessories both exciting and… a little overwhelming at times.

That’s why we’re sharing some tried-and-true tips on where to buy kids' accessories in Chicago while keeping your sanity intact and your child’s style game strong.

Why Accessories Are a Game-Changer for Kids’ Outfits

Before jumping straight into where to buy kids' accessories in Chicago, it’s important to talk about why accessories are worth every penny. Here are five reasons why adding accessories is a win for both you and your kids:

  • They refresh outfits instantly: That plain dress from last season? Add a sparkly headband or a bold bag, and suddenly it feels new.
  • They allow personal expression: Kids love to show who they are—quirky, playful, cool, or glam. Accessories give them that freedom without a full closet overhaul.
  • They’re budget-friendly upgrades: A single accessory can give multiple outfits a fresh vibe, so you don’t have to buy an entire new wardrobe every season.
  • They make special events extra special: Birthday party? School recital? The right accessory makes your child feel confident and dressed for the occasion.
  • They’re functional too: Sunglasses that actually block UV rays, hats that keep the sun off their faces, or backpacks that make carrying treasures fun.

When we’re shopping, we think about what will actually get used often, and accessories always top that list.

Best Spots in Chicago to Buy Kids Accessories (and What to Look For)

Chicago moms, we’re spoiled with so many places to shop, but not all spots hit the sweet spot of trendy, durable, and kid-approved. Finding where to buy kids' accessories in Chicago that are worth your time is key.

Here’s what we suggest looking for and where we’ve had great luck:

  • Boutique stores with curated collections: Look for local shops that focus on quality over quantity. They often carry unique finds you won’t see on every other child at the park.
  • Shops with kid-friendly layouts: A store that’s easy to navigate with little ones in tow is a blessing. Spacious aisles and clear displays mean you can actually shop without feeling frazzled.
  • Places that carry trusted brands: Check if the store stocks brands you already trust for durability and comfort. If they carry those, chances are their accessories are equally well-made.
  • Stores that offer styling tips: Some boutiques love to help moms pair accessories with existing wardrobes. Don’t hesitate to ask!
  • Online stores with local roots: At Lola and the Boys, we’re proud to be a Chicago-based brand that truly understands what local moms are looking for. Every accessory and outfit is designed with your little ones in mind, right down to the wild weather swings we all know too well.

Style your kids with confidence, no matter the forecast. We're here to make dressing fun, functional, and full of personality—Chicago style.

Top Accessory Picks From Lola and the Boys

When we talk about where to buy kids' accessories in Chicago, we can’t skip over sharing some specific favorites. Lola and the Boys has pieces that feel like treasures — fun, fashionable, and mom-approved.

Here are a few we think deserve a spot in your child’s accessory drawer:

  • My Little Pony Backpack — This pastel blue My Little Pony backpack is as magical as it is practical, with rainbow graphics, a fuzzy pom-pom charm, and comfy adjustable straps, perfect for school days and sparkly adventures alike.
  • Rainbow Crystal Headband — Adds instant personality to any outfit and keeps hair out of their eyes in the most adorable way.
  • Pearl Beaded Heart Purse — A sweet little purse that’s as functional as it is pretty. It’s sturdy enough to handle playground trips while still looking chic.
  • Kids’ Crystal Sunglasses — These aren’t just cute, they provide real UV protection, and the glitter frame makes them a hit with kids who love a little shimmer.
  • Patch It Belt Bag — A hands-free option that’s fun and functional. Ideal for park days, festivals, or even family walks when pockets just won’t cut it.

Every one of these picks is tested on our own little ones (who can be brutally honest), and they’ve passed the playground test.

Tips for Shopping Accessories Like a Pro Mom

Once you know where to buy kids' accessories in Chicago, the next step is learning how to shop in a way that makes sense for your budget, your child’s style, and your family’s busy schedule. We’ve spent more hours than we care to admit wandering aisles and scrolling late at night, so these tips come straight from real-life trial and error.

Here are our go-to tips for making accessory shopping less stressful and a lot more fun:

  • Set a budget before you shop: It’s so easy to fall in love with every glittery bow and beaded purse, but deciding ahead of time what you want to spend helps you focus on the accessories that truly add value.
  • Think seasonally: Chicago weather changes faster than our kids’ favorite colors. Go for items that match the upcoming season — warm hats and mittens for winter, fun sunnies and hats for summer.
  • Mix trendy with timeless: Grab a couple of statement pieces from places like Lola and the Boys, but balance them with simple classics that won’t go out of style next month.
  • Involve your kids in the choices: A child who loves their new accessory will actually wear it. Let them pick from a few mom-approved options so everyone’s happy.
  • Check for comfort and durability: Those cute accessories won’t last if they’re scratchy, flimsy, or hard to wear. Feel the fabrics, check the straps, and read product details carefully when shopping online.

When you shop this way, you’ll end up with accessories that get used again and again, making each purchase feel worth it.

Finding Accessories That Match Your Child’s Personality

One of our favorite parts of shopping for accessories is seeing our kids’ personalities shine through. When you’re ready to buy kids' accessories in Chicago, think about what makes your child unique. Are they the sparkly-everything type? Or are they drawn to sleek and simple?

  • For the bold and playful: Look for bright patterns, glitter details, and anything with sequins, like the Magic Sequin Fanny Pack.
  • For the sweet and classic: Soft headbands, neutral backpacks, and pearl-detail purses make them feel polished without being over the top.
  • For the sporty and on-the-go: Sturdy crossbody bags, durable caps, and accessories that can handle playground adventures are key.
  • For the imaginative: Unicorns, rainbows, and whimsical details give them a way to show off that creative streak everywhere they go.
  • For the trendsetters: Keep an eye out for limited collections at shops like Lola and the Boys — these are the pieces that turn heads at school drop-off.

Shopping this way turns accessories into meaningful details that boost confidence and help your child feel seen and celebrated.

How to Pair Accessories With Outfits for Maximum Impact

Now that you have some ideas on where to buy kids' accessories in Chicago, let’s talk styling. Accessories can transform even the simplest outfit into something photo-ready for those milestone moments and everyday adventures.

Here’s how we love to pair accessories to make each outfit feel special:

  • Coordinate colors without matching too much: Pick accessories in shades that complement the outfit instead of trying to match exactly. It feels more modern and playful.
  • Layer pieces for texture and fun: A sequin backpack with a chunky knit hat and sparkly sunglasses creates a layered look that’s visually interesting and practical.
  • Balance bold pieces with neutrals: If the accessory is bright or patterned, pair it with a simple outfit. This lets the accessory shine without overwhelming the look.
  • Use accessories to highlight occasions: Add a pearl beaded heart purse for family brunch or a magic sequin fanny pack for the park. It’s a small change with a big impact.
  • Rotate accessories to refresh outfits: Swap out the same headband or bag for a different look during the week. It gives the illusion of a larger wardrobe without buying more clothes.

Seeing your child light up when they wear something that feels “so them” is such a joy, and it makes every outfit feel intentional and stylish.

The Best Place to Buy Kids' Accessories in Chicago Is Just a Click Away

There’s something magical about seeing your child light up in accessories that reflect who they are — fun, bold, and full of personality. When it comes time to buy kids' accessories in Chicago, moms trust Lola and the Boys for pieces that are playful, durable, and designed with real life (and real style) in mind.

From glittery bags to whimsical headbands, every item is made to make mornings easier and outfits more exciting. Your little one’s next favorite accessory is just waiting to be loved.