Checkered Heels

Step into playful elegance with our checkered heels, from classic black and white to bold colors and chic patterns, these shoes add a confident, stylish twist to any look.

Skip to results list
Availability
Price
to
The highest price is $87.95
Clear
Color
2 items
Column grid
Column grid

Filter

Availability
Price
to
The highest price is $87.95
Color
  • Denim Patchwork Booties

    Denim Patchwork Booties

    $84.95 USD
    $84.95 USD
  • Black and White Checkered High Heels

    Black and White Checkered High Heels

    $87.95 USD
    $87.95 USD
Learn More About Checkered Heels

What Are Checkered Heels?

Checkered heels are bold, playful shoes that feature a geometric square print pattern, often referred to as checkerboard or chessboard heels. Whether in black and white or a mix of vibrant hues, these heels are the perfect blend of retro charm and modern statement style. With their unique print and clean lines, checkered heels make it easy to express your style without saying a word. From closed-toe checkered pumps to silky checkerboard stilettos for weddings, this collection brings a fresh edge to your heel game.

Related Collections

Who Should Wear Checkered Heels?

If you love fashion with personality, checkered heels are calling your name. These bold, geometric shoes are perfect for:

  • Fashion-forward dressers wanting to break free from basics
  • Lovers of retro prints with a modern twist
  • Professionals who want standout workwear with an edge
  • Brides or wedding guests looking for unique, printed heels
  • Petite women aiming to elongate their silhouette with visual tricks

Because the checkered pattern naturally draws the eye, it can visually lengthen the legs, especially when paired with heels in a contrasting or monochrome tone. Whether you're 5'1 or 5'9, checkered heels elevate your height and your style confidence.

Why Are Checkered Heels So Popular?

From the checkerboard Vans era to runway-ready chessboard stilettos, the check print is a fashion staple that keeps coming back. Here's why:

  • It's visually dynamic, instantly catching the eye
  • It adds retro flair without feeling outdated
  • It’s versatile, works just as well for brunch as for bold events
  • It lets your shoes do the talking, even with a minimal outfit

Checkered heels are especially trending now as people seek statement pieces that don’t compromise on sophistication. They're fun, but not childish. Bold, but still polished.

What Colors Do Checkered Heels Come In?

Although black and white checkered heels are the most iconic, the pattern now exists in a stunning variety of color combinations to suit every personality:

Black and White Checkered Heels

The classic version, black and white checkered heels, is the go-to for timeless edge. These pair effortlessly with denim, black trousers, or bold red dresses. They work great for both casual and formal events.

Red and White Checkered Heels

Looking for a pop of color? Red and white versions scream pin-up energy, making them ideal for retro looks or summer parties.

Pink Checkered Heels

Soft, feminine, and playful, pink checkered heels offer a sweet take on this bold print. Great for daytime outfits and even baby showers or bridal brunches.

Multicolored Checkered Heels

Can’t pick one? Go bold with multicolored checkerboard patterns that feel like a wearable piece of art. These shoes are perfect for creatives and fashion lovers who live for unique finds.

Are Checkered Heels Good for Weddings?

Absolutely! Checkered heels for weddings are a rising trend, especially when done in elegant silk, satin, or lace overlay.

Wedding Silk Heels With Checkerboard Patterns

Silky, smooth, and just a little unexpected, these heels make perfect bridal shoes for the non-traditional bride, or for bridesmaids and guests who want to make a statement.

You can pair them with:

  • Minimal white or ivory dresses
  • Floral gowns with subtle check details
  • Statement accessories in black, silver, or gold

Checkered heels in silk also work beautifully for wedding receptions and engagement shoots.

What Toe Shapes Are Available in Checkered Heels?

Closed Toe Checkered Heels

Closed-toe checkered heels are perfect for cooler seasons, formal settings, or professional events. They offer a polished finish while still letting the pattern shine.

Open Toe Checkered Heels

For summer and warmer months, open-toe checkerboard sandals give you breathability and style. These are also great for pairing with colorful pedicures and floaty dresses.

Which Heel Heights Are Available?

Whether you’re looking for sky-high stilettos or comfortable mid-heels, our checkered heels collection comes in all shapes and heights:

  • Kitten Heels for everyday wear and comfort
  • Block Heels for stability with flair
  • Stilettos for ultimate height and drama
  • Wedge Heels for balanced, wearable lift
  • Platform Heels for a bold, retro look

The heel height can drastically change the vibe of a checkered heel, from cute and quirky to sophisticated and daring.

What Materials Are Used in Checkered Heels?

You’ll find a variety of textures to suit your mood or event:

  • Canvas for casual vibes and lightweight wear
  • Faux leather for edgy and modern finishes
  • Silk and satin for weddings and special occasions
  • Suede for a soft, luxe touch
  • Patent for glossy shine that turns heads

Each material interacts differently with the checkered pattern. For example, patent checkered heels reflect light and amplify the print, while canvas checkerboard shoes have a laid-back, street-style effect.

What Styles and Occasions Suit Checkered Heels?

Checkered heels are surprisingly versatile across different fashion personalities:

  • Office Chic: Pair checkered pumps with tailored suits
  • Weekend Brunch: Style multicolored heels with jeans and a blouse
  • Evening Out: Go bold with high stilettos and a little black dress
  • Art Gallery Vibes: Choose sculptural heels with avant-garde check patterns
  • Wedding Guest Looks: Pick silk or satin checkerboard slingbacks for elegance

They’re a go-to choice for women who love mixing playful fashion with sharp structure.

How to Style Checkered Heels Like a Pro?

Monochrome Outfits

Let your checkered heels shine by pairing them with all-black or all-white outfits. This contrast makes the pattern pop without overwhelming your look.

Mix & Match Prints

Feeling bold? Pair checkered shoes with polka dots, stripes, or even florals. The trick is to keep one element consistent, like staying within the same color palette.

Color Block Pairings

Match the colors in your heels to parts of your outfit. Wearing pink checkered heels? Add a pink handbag or earrings for visual cohesion.

How to Care for Checkered Heels?

Keeping your checkered print shoes fresh and clean ensures they stay sharp and stylish:

  • Canvas: Use a soft brush and mild soap
  • Patent: Wipe with a damp cloth and avoid scuffing
  • Silk/Satin: Spot clean gently with a delicate fabric cleaner
  • Suede: Use a suede brush and avoid water
  • Storage: Keep them in dust bags away from sunlight to prevent fading

Proper care = longer-lasting pattern vibrancy.

Where to Wear Checkered Heels?

Checkered heels are ideal for occasions where you want to stand out:

  • Art openings
  • City dates or dinner parties
  • Weddings or receptions
  • Photo shoots
  • Fashion week street style

They’re conversation starters that show you're not afraid of fashion risks.

Can You Wear Checkered Heels Year-Round?

Yes! These pattern-forward heels adapt beautifully across seasons:

  • Spring: Try pastel checkerboard heels with florals
  • Summer: Go for open-toe multicolored sandals
  • Fall: Choose closed-toe styles in burgundy or mustard checks
  • Winter: Make a statement with black and white checkered boots

Their visual interest brings life to winter neutrals and balances summer brights.

Final Thoughts: Should You Invest in Checkered Heels?

If you’re building a wardrobe with both flair and flexibility, checkered heels deserve a spot in your rotation. They can serve as your signature statement, elevate a neutral outfit, or complement a print-on-print ensemble. Plus, with so many variations, silk wedding checkered heels, closed-toe classics, or colorful checkerboard wedges, there’s a style for every mood and season.

About Us

At OhMyHeels, we believe heels empower confidence and style. Founded by Patricia, our mission is to help every woman find the perfect pair to shine with every step

See More