Challenge Caps

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1000+ items

Tornado Trouble Adventure Game Inspired Design for Fans and Gamers Dad Hat

Prokop

$27.83

~~$32.74~~ (15% off)

Challenge Accepted New Beginning Embrace The Journey Mountain Wings Dad Hat

Dravienart

$20.52

~~$24.14~~ (15% off)

Positive Thinking Dad Hat

ajkbilder

$19.62

~~$23.09~~ (15% off)

Watching a loading bar freeze at ninety-nine percent is a modern psychological challenge Dad Hat

English Learning

$19.62

~~$23.09~~ (15% off)

Ultimate Frisbee Baseball Cap

2026 Concept2 WOD Week Challenge Dad Hat

concept2inc

$21.41

~~$25.19~~ (15% off)

Baking Challenge Orange Creature Chef Dad Hat

toryshrops

$22.30

~~$26.24~~ (15% off)

The Horrors Persist But So Do I Perseverance Frog Endurance Dad Hat

HumansStuck12

$26.76

~~$31.49~~ (15% off)

Challenge Me Let's Play Karate Cat Baseball Cap

Alaric4you

$18.47

~~$23.09~~ (20% off)

Challenge Accepted Wolf Baseball Cap

calorula

$20.15

~~$25.19~~ (20% off)

Italo Disco Helped Me Survive 80s Challenges | Retro 80s Italian Disco Music Lover Gift Baseball Cap

Graphroad

$20.15

~~$25.19~~ (20% off)

ADHD Empowerment Pop Art Illustration Baseball Cap

PixlCrypt

$19.31

~~$24.14~~ (20% off)

Embrace Challenge Baseball Cap

bolaAura

$18.47

~~$23.09~~ (20% off)

NEW YORK - The Hudson & Manhattan - Sprint & Swim - Oct. 10th 2026 Dad Hat

DBM Photo Art 1

$22.30

~~$26.24~~ (15% off)

Patrick Said But Who Listened Message Dad Hat

ImeldaSparks

$21.41

~~$25.19~~ (15% off)

Bead Tug Of War Champion Funny Competitive Game Design | ⭐⭐⭐⭐⭐ Dad Hat

DramaticTroll

$27.83

~~$32.74~~ (15% off)

Ultimate Stunt Race Champion Funny Jelly Bean Character Obstacle Course Party Game | ⭐⭐⭐⭐⭐ Dad Hat

jamal alamri

$29.62

~~$34.84~~ (15% off)

Guess Ill Die Funny Gamer Gift | Perfect Gift For You And Friends Dad Hat

gyianas

$29.62

~~$34.84~~ (15% off)

Norse Axes Face Adversity Fight Harder Inspirational Baseball Cap

rodkinsnscherre

$20.15

~~$25.19~~ (20% off)

Last Chemo Ring The Bell Run Like Hell Dad Hat

abenwaklimes

$21.41

~~$25.19~~ (15% off)

Item preview, Kpop Girl Group Aesthetic Signature Design Retro Y2K Inspired Fan Art Collectible | ⭐⭐⭐⭐⭐ Best Seller designed and sold by FunnyAftertaste.

Kpop Girl Group Aesthetic Signature Design Retro Y2K Inspired Fan Art Collectible | ⭐⭐⭐⭐⭐ Best Seller Baseball Cap

FunnyAftertaste

$27.87

~~$34.84~~ (20% off)

I Love Karachi Baseball Cap

ZSA Futuristic Art

$19.31

~~$24.14~~ (20% off)

You Are Disqualified Sarcastic Humor Rebellious Statement Dad Hat

JonesFlora2025

$26.76

~~$31.49~~ (15% off)

Doubts Limit Tomorrow Mountain Hikers Art Dad Hat

pankecibolay

$21.41

~~$25.19~~ (15% off)

Traitor Trump Flag Political Statement Dad Hat

cerima

$19.62

~~$23.09~~ (15% off)

Roblox Doors Hide And Seek | ⭐⭐⭐⭐⭐ Dad Hat

Prokop

$27.83

~~$32.74~~ (15% off)

Winning the Storm of Diseases and Sicknesses Baseball Cap

New Wave Artworks & Odds &Ends

$18.47

~~$23.09~~ (20% off)

Under Estimate Me That'll Be Fun Empowerment Sarcasm Attitude Baseball Cap

RetroMini2026

$25.19

~~$31.49~~ (20% off)

Challenge or Problem? Dad Hat

PeanutGalSean

$19.62

~~$23.09~~ (15% off)

Growth Takes Courage – Motivational Climbing Quote Design Dad Hat

v6ziix

$19.62

~~$23.09~~ (15% off)

Growth Takes Courage Motivational Climbing Quote Design Dad Hat

v6ziix

$19.62

~~$23.09~~ (15% off)

Growth Takes Courage Dad Hat

v6ziix

$19.62

~~$23.09~~ (15% off)

Growth Takes Courage – Motivational Climbing Quote Design Baseball Cap

v6ziix

$18.47

~~$23.09~~ (20% off)

Growth Takes Courage Motivational Climbing Quote Design Baseball Cap

v6ziix

$18.47

~~$23.09~~ (20% off)

Growth Takes Courage – Motivational Climbing Quote Design Baseball Cap

v6ziix

$18.47

~~$23.09~~ (20% off)

I've been through 2026 - Nothing Scares Me Baseball Cap

CreationsbYKz

$18.47

~~$23.09~~ (20% off)

Gamer Kids Playtime Fun | Awesome Gaming Gear | Limited Edition Dad Hat

MissRiahGames

$29.62

~~$34.84~~ (15% off)

Trails Are The New Highway Mountain Bike Design Baseball Cap

jankelauv

$20.15

~~$25.19~~ (20% off)

Tough Mudder Distressed Runner Dad Hat

SilentCosmos

$21.41

~~$25.19~~ (15% off)

Everesting Challenge Summit Reached | Best Gift Baseball Cap

SimoStore

$26.19

~~$32.74~~ (20% off)

Content Creator Collage Dad Hat

xnikooo

$21.41

~~$25.19~~ (15% off)

Dodged That Bullet Survivor Saying Dad Hat

HumansStuck12

$26.76

~~$31.49~~ (15% off)

Grow Through What You Go Through Motivational Women Empowerment Quote Baseball Cap

JonesFlora2025

$25.19

~~$31.49~~ (20% off)

Item preview, Everesting Challenge Accomplished 8848 Metres Elevation Gain Cycling Achievement | Perfect Gift For You And Friends designed and sold by SimoStore.

Everesting Challenge Accomplished 8848 Metres Elevation Gain Cycling Achievement | Perfect Gift For You And Friends Dad Hat

SimoStore

$29.62

~~$34.84~~ (15% off)

obstacles create opportunities Baseball Cap

OCD_JESSICA

$18.47

~~$23.09~~ (20% off)

I Love Karachi Dad Hat

ZSA Futuristic Art

$20.52

~~$24.14~~ (15% off)

I Love Karachi Baseball Cap

ZSA Futuristic Art

$19.31

~~$24.14~~ (20% off)

it will never be embarrassing to try Baseball Cap

EleYeah

$20.15

~~$25.19~~ (20% off)

I Love Karachi Baseball Cap

ZSA Futuristic Art

$19.31

~~$24.14~~ (20% off)

Surviving Out Of Spite Comic Power Up Dad Hat

Mr Lee

$20.52

~~$24.14~~ (15% off)

Dumpster Fire Response Team Chaos Humor Relatable Meme Work Stress Dad Hat

HumansStuck12

$26.76

~~$31.49~~ (15% off)

Dumpster Fire Response Team Funny Workplace Chaos Professional Humor Dad Hat

HumansStuck12

$26.76

~~$31.49~~ (15% off)

Dumpster Fire Response Team Funny Chaos Management Sarcasm Dad Hat

HumansStuck12

$26.76

~~$31.49~~ (15% off)

Item preview, Football designed and sold by Mr.K.

Football Baseball Cap

Mr.K

$18.05

~~$22.56~~ (20% off)

Always ready for a challenge Baseball Cap

COD SHOP

$18.47

~~$23.09~~ (20% off)

Always ready for a challenge Baseball Cap

COD SHOP

$18.47

~~$23.09~~ (20% off)

ROAR THROUGH CHALLENGES LIKE A LION Dad Hat

TypeMuse

$21.41

~~$25.19~~ (15% off)

Doubts Limit Tomorrow Mountain Hikers Art Dad Hat

dargarhhodo

$21.41

~~$25.19~~ (15% off)

Everything Is Figure Table Motivational Problem Solver Pun Optimist Baseball Cap

JonesFlora2025

$25.19

~~$31.49~~ (20% off)

The Success Story Baseball Cap

ZSA Futuristic Art

$19.31

~~$24.14~~ (20% off)

Motorhome/Campervan Challenge CX Baseball Cap

Heybratan

$20.15

~~$25.19~~ (20% off)

Worldwide Adventure - Tough Rugged Relentless Global Challenge Baseball Cap

rich-moda

$18.47

~~$23.09~~ (20% off)

Only Cried A Little Humorous Relatable Quote Funny Saying Tough Day Dad Hat

JonesFlora2025

$26.76

~~$31.49~~ (15% off)

Simple Is Too Easy Challenge Yourself Strive Self Improvement Inspirational Dad Hat

zeigler-cassiz

$21.41

~~$25.19~~ (15% off)

Item preview, Don’t Challenge Me designed and sold by Mr.K.

Don’t Challenge Me Baseball Cap

Mr.K

$18.05

~~$22.56~~ (20% off)

The Obstacle Is The Way Minimalist Stoic Philosophy Baseball Cap

Octaner

$20.15

~~$25.19~~ (20% off)

Tool The Pepsi Challenge Baseball Cap

elhanmoeloka

$24.01

~~$30.02~~ (20% off)

Gaming : 1X1X1X1 Team Killer Baseball Cap

p3bi3sK8Dc

$20.15

~~$25.19~~ (20% off)

The Ultimate Challenge Baseball Cap

WretroMania

$18.47

~~$23.09~~ (20% off)

Timed Lock Challenge Badge - Locksport Competition Icon Baseball Cap

Node & Switch

$19.31

~~$24.14~~ (20% off)

Everything Is Figureoutable Motivational Entrepreneur Mindset Dad Hat

SkeletonsDanger

$26.76

~~$31.49~~ (15% off)

Everything Is Figurequtable Motivational Problem Solver Mindset Dad Hat

SkeletonsDanger

$26.76

~~$31.49~~ (15% off)

Everything Is Figure Out Able Motivational Quote Positive Mindset Baseball Cap

SkeletonsDanger

$25.19

~~$31.49~~ (20% off)

Everything Is Figureoutable Motivational Adventure Explorer Resilience Baseball Cap

SkeletonsDanger

$25.19

~~$31.49~~ (20% off)

Amphibious Car Challenge 2 Dampervan Baseball Cap

Heybratan

$20.15

~~$25.19~~ (20% off)

Roblox Fashion Game Dress To Impress Addict Design | Best Gift Dad Hat

LachlanCashel

$27.65

~~$32.54~~ (15% off)

Pa 17325 (The Gettysburg Address) Baseball Cap

AlleneAbbott

$19.31

~~$24.14~~ (20% off)

Spider 70s Dragons Challenge Dad Hat

gothamite27

$19.62

~~$23.09~~ (15% off)

Mysterious Doors & Entities: Spooky Horror Adventure Art | Perfect Gift For You And Friends Baseball Cap

Rief87

$24.35

~~$30.44~~ (20% off)

farming aura Baseball Cap

spanish26

$18.47

~~$23.09~~ (20% off)

Swimmer Holding Breath Motivational Sport Design Baseball Cap

tommieim

$20.15

~~$25.19~~ (20% off)

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Challenge Caps

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