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Best Hats for Your Face Shape (Big Head Edition)

BigHeadz Team4 May 2026
style-tipsfashionsizing
Best Hats for Your Face Shape (Big Head Edition)

The Perfect Hat for Every Face Shape: A Big Head-Friendly Guide

Let's be real: hat shopping is hard when you have big hair. But here's what makes it even harder—most guides ignore face shape entirely. And when they do address it? They assume you're buying size small hats from fast-fashion brands.

Not today. Today, we're breaking down how to find the most flattering hat for YOUR face shape—with one crucial twist: everything here works with XL/XXL sizing and voluminous hair.

How to Find Your Face Shape

Quick check (do this in front of a mirror):

  1. Pull your hair back from your face
  2. Look straight ahead
  3. Compare the width of your forehead, cheekbones, and jawline

Quick guide:

  • Round: Forehead ≈ cheekbones ≈ jawline, soft angles
  • Oval: Face longer than wide, forehead slightly wider than jaw
  • Square: Forehead ≈ cheekbones ≈ jawline, strong angles
  • Heart: Wider forehead, narrower jawline
  • Oblong: Face significantly longer than wide

Ready? Let's match your face to your perfect hat.

Round Face: Balance the Width

Your Goal: Add angles and elongate the face

Best Hat Styles:

  • Fedora with structured brim: The sharp angles of a fedora balance the softness of a round face
  • Wide-brim sun hats: Extra height from crown + wide brim creates vertical length
  • High-crown bucket hats: Adds height and structure

What to Avoid:

  • Round, shallow crowns (makes face look rounder)
  • Wide brims that curve inward (dwarfs features)

BigHeadz Top Pick: Brixton deep-crown fedora with 4+ inch brim. The structure works beautifully with round faces, and the deep crown accommodates afros, locs, and braids without squeezing.

Oval Face: You Won, Wear Anything

The Goal: Embrace your versatility

Best Hat Styles:

  • Literally everything. Oval is the "golden ratio" face shape—balanced proportions mean most hats look fantastic.

Our Recommendations:

  • Fedora: Classic sophistication
  • Wide-brim sun hat: Dramatic and elegant
  • Baseball cap: Casual cool
  • Bucket hat: Relaxed, beach-ready vibes

BigHeadz Top Pick: New Era 59FIFTY in size 7 7/8 or 8. The structured crown looks sharp on oval faces, and the sizing range means big hair fits comfortably.

Square Face: Soften the Angles

The Goal: Add curves and balance strong jawlines

Best Hat Styles:

  • Floppy wide-brim hats: The soft curve of a floppy brim balances angular features
  • Bucket hats: Round, relaxed shape softens strong angles
  • Slouchy fedoras: Less structured than classic fedoras, more forgiving on square faces

What to Avoid:

  • Very structured, sharp-brim fedoras (can emphasize angular features)
  • Flat-topped caps (creates harsh horizontal lines)

BigHeadz Top Pick: Oversized canvas bucket hat with leather details. The rounded crown and soft brim create beautiful contrast with square features, while the XL sizing accommodates big hair.

Heart Face: Balance the Width

The Goal: Add width at jawline to balance wider forehead

Best Hat Styles:

  • Wide-brim fedoras: Adds width lower on the face, balancing the heart shape
  • Medium-brim sun hats: Creates balance without overwhelming features
  • Baseball caps: The structured crown works well with heart-shaped proportions

What to Avoid:

  • Extra-wide brims that sit too high (widens forehead further)
  • Very tall crowns (elongates already-elongated upper face)

BigHeadz Top Pick: New Era 59FIFTY in size 7 7/8 or 8. The structured crown sits comfortably on the head, and the brim adds width at the perfect level to balance a heart-shaped face. Plus, the deep crown fits big hair.

Oblong Face: Add Width, Reduce Height

The Goal: Shorten the vertical length, create balance

Best Hat Styles:

  • Wide-brim hats with moderate crowns: Creates horizontal balance
  • Fedoras with 3-4 inch brims: Not too tall, not too wide—just right
  • Bucket hats: Adds volume and width without height

What to Avoid:

  • Extra-tall crowns (elongates already-long face)
  • Narrow brims (creates vertical emphasis)

BigHeadz Top Pick: Flexfit XXL bucket hat in neutral tones. The wide brim creates horizontal balance, the moderate crown doesn't add height, and the stretch fit accommodates big hair without compressing.

Hair Type + Face Shape: The Perfect Combo

Here's where it gets real—your hair matters as much as your face shape. Here's how to pair the two:

Afro + Any Face Shape

The Key: Deep crowns are non-negotiable

  • Round face: Fedora with extra-deep crown (adds structure)
  • Oval face: Wide-brim sun hat (shows off afro beautifully)
  • Square face: Oversized bucket hat (softens angles, fits hair)
  • Heart face: Baseball cap in size 8 (adds width at jawline)
  • Oblong face: Medium-crown fedora (doesn't add height)

Locs + Any Face Shape

The Key: Accommodate length and volume

  • Round face: Wide-brim fedora (balances roundness, fits locs)
  • Oval face: Anything goes—have fun with trends
  • Square face: Floppy sun hat (softens angles, spacious)
  • Heart face: Structured fedora (adds width lower on face)
  • Oblong face: Bucket hat (creates width, fits loc length)

Braids + Any Face Shape

The Key: Don't crush the style

  • Round face: High-crown bucket hat (adds height, fits braids)
  • Oval face: Wide-brim sun hat (braids cascade over brim—stunning)
  • Square face: Slouchy fedora (forgiving, accommodates bulk)
  • Heart face: Baseball cap with deep crown (fits braids comfortably)
  • Oblong face: Medium-brim hat (doesn't elongate)

Cornrows + Any Face Shape

The Key: You have options—low profile works

  • Round face: Fedora with structured brim
  • Oval face: Literally anything—go wild
  • Square face: Floppy wide-brim (softens angles)
  • Heart face: Baseball cap (sharp and sophisticated)
  • Oblong face: Wide-brim with moderate crown

The BigHeadz Difference: Size AND Face Shape

Here's the thing about most "face shape" guides: they assume you're buying size small hats from H&M. That's cute, but it's not reality for big hair.

At BigHeadz, every hat recommendation is:

  • XL/XXL sizing (not just labeled XL—actual XL measurements)
  • Deep crowns that accommodate volume
  • Quality materials that hold their shape
  • Tested on real people with big hair

You don't have to choose between flattering and comfortable. You can have both.

Sizing Pro Tips for Your Face Shape

Round Face:

  • Size up if you're between sizes (crowns that are too short look worse on round faces)
  • Adjustable hats are your friend (custom fit = flattering fit)

Oval Face:

  • You can wear any size, but stick to your measured size for the best look
  • If in doubt, size up slightly for big hair

Square Face:

  • Avoid shallow crowns—they emphasize angular features
  • Deep crowns soften the look even on structured hats

Heart Face:

  • Medium crowns work best (not too tall, not too short)
  • Size up for big hair, but not excessively

Oblong Face:

  • Moderate crowns are key (don't add height)
  • XL sizing for big hair, but avoid extra-tall crowns

Real Talk: Hair Beats Face Shape Every Time

Here's the truth: your hair is the primary factor in hat fit. Face shape guides are helpful, but if the hat doesn't fit your hair, it doesn't matter how flattering it is for your face.

Priority order:

  1. Hair fit first: XL/XXL sizing + deep crown
  2. Face shape second: Choose flattering styles from the options that fit
  3. Personal style third: Pick what makes you feel amazing

At BigHeadz, step 1 is never a question. That's why you can focus on steps 2 and 3.

Ready to Find Your Perfect Hat?

Now that you know your face shape and what styles work, it's time to shop. Every hat in our store is available in XL/XXL sizing with deep crowns—because flattering AND comfortable shouldn't be mutually exclusive.

Shop by face shape or browse our full collection.

Not sure which size? Check out our sizing guide for detailed measurements.


Big hair. Big hats. Big confidence. You got this.

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