Challenge Sweatshirts & Hoodies

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1000+ items

Sunrise Bass Beach Pro Horizon Lightweight Hoodie

Victor Prieto

$39.16

~~$48.95~~ (20% off)

The Rafter's Life & Death Premium Oversized Sweatshirt

FindingSelf

$45.47

~~$56.84~~ (20% off)

2024 Concept2 Holiday Challenge Premium Oversized Hoodie

concept2inc

$51.76

~~$69.00~~ (25% off)

2025 Holiday Challenge Premium Oversized Hoodie

concept2inc

$51.76

~~$69.00~~ (25% off)

2025 Skeleton Crew Challenge Premium Oversized Sweatshirt

concept2inc

$49.61

~~$62.00~~ (20% off)

2025 Dog Days of Summer Challenge Premium Oversized Sweatshirt

concept2inc

$49.61

~~$62.00~~ (20% off)

2024 Concept2 Skeleton Crew Challenge Premium Oversized Sweatshirt

concept2inc

$49.61

~~$62.00~~ (20% off)

C.T. Banana Backpack The Challenge Premium Oversized Sweatshirt

Blue3323

$45.47

~~$56.84~~ (20% off)

Voodoo Challenge Premium Oversized Hoodie

goldenratiofdn

$51.76

~~$69.00~~ (25% off)

2026 Concept2 Military Challenge Premium Oversized Sweatshirt

concept2inc

$45.47

~~$56.84~~ (20% off)

G.O.A.T. Black Ver. - Metaltober Day 7 Entry Premium Oversized Hoodie

SmolLeaf

$51.76

~~$69.00~~ (25% off)

2025 Fall Team Challenge Premium Oversized Hoodie

concept2inc

$51.76

~~$69.00~~ (25% off)

Concept2 Dogs Days of Summer Challenge 2024 Premium Oversized Sweatshirt

concept2inc

$49.61

~~$62.00~~ (20% off)

Fall Team Challenge 2024 Premium Oversized Sweatshirt

concept2inc

$49.61

~~$62.00~~ (20% off)

52 Peaks Challenge - Teal/White Lightweight Hoodie

52 Peaks Challenge

$36.39

~~$45.49~~ (20% off)

2026 Concept2 January Revolutions Challenge Premium Oversized Sweatshirt

concept2inc

$45.47

~~$56.84~~ (20% off)

2025 Concept2 January Revolutions Challenge Premium Oversized Hoodie

concept2inc

$51.76

~~$69.00~~ (25% off)

Item preview, Festive 500 Cycling | 500km in 8 Days Winter Challenge Gear | Strava Achievement Apparel for Cyclists | Funny Pain Cave Christmas Training designed and sold by BMLprint ⭐⭐⭐⭐⭐.

Festive 500 Cycling | 500km in 8 Days Winter Challenge Gear | Strava Achievement Apparel for Cyclists | Funny Pain Cave Christmas Training Premium Oversized Hoodie

BMLprint ⭐⭐⭐⭐⭐

$60.38

~~$80.50~~ (25% off)

Redline Podium Challenge Premium Oversized Hoodie

Finnihn

$51.76

~~$69.00~~ (25% off)

Design 33 - The Pigeons Premium Oversized Hoodie

Davida Fernandez

$53.91

~~$71.88~~ (25% off)

2024 Concept2 Rowlympic Challenge Pullover Hoodie

concept2inc

$35.09

~~$46.79~~ (25% off)

3 Peaks Challenge Premium Oversized Sweatshirt

TigerTom Design

$49.61

~~$62.00~~ (20% off)

Twin Cities Marathon – 2025 Pullover Hoodie

Moritz Schwäble

$35.06

~~$46.75~~ (25% off)

Battle Beast Lightweight Hoodie

wloem

$33.59

~~$41.99~~ (20% off)

2025 April Fools Challenge Concept2 Premium Oversized Hoodie

concept2inc

$51.76

~~$69.00~~ (25% off)

Chip's Challenge Premium Oversized Hoodie

ReelBigRich

$51.76

~~$69.00~~ (25% off)

Albt crypto Premium Oversized Hoodie

Trapyeezus

$53.91

~~$71.88~~ (25% off)

Polite Challenge Chaotic Battle Premium Oversized Sweatshirt

PeaceTypo

$57.87

~~$72.34~~ (20% off)

Florida Python Challenge Outdoor Adventure Event Premium Oversized Sweatshirt

Combat Skies

$60.77

~~$75.95~~ (20% off)

kelsey impicciche fine t-shirt Pullover Sweatshirt

LovelyTrend

$29.36

~~$39.14~~ (25% off)

2026 Concept2 Tour De SkiErg Challenge Premium Oversized Hoodie

concept2inc

$47.44

~~$63.25~~ (25% off)

April Fools' Challenge Premium Oversized Hoodie

concept2inc

$51.76

~~$69.00~~ (25% off)

Tide Premium Oversized Sweatshirt

freelobster

$66.14

~~$82.68~~ (20% off)

Twin Cities Marathon – 2026 Premium Oversized Sweatshirt

Moritz Schwäble

$45.47

~~$56.84~~ (20% off)

2026 Concept2 Valentine Challenge Premium Oversized Hoodie

concept2inc

$47.44

~~$63.25~~ (25% off)

Mud Season Madness Challenge Premium Oversized Sweatshirt

concept2inc

$49.61

~~$62.00~~ (20% off)

Big Challenges Premium Oversized Hoodie

PaytonCTuttle

$51.76

~~$69.00~~ (25% off)

THE CHALLENGE - CUSTOM NAME Premium Oversized Hoodie

nc126

$64.69

~~$86.25~~ (25% off)

Reapers Bones Sea of Thieves Design Premium Oversized Hoodie

JezebeHarris

$56.07

~~$74.75~~ (25% off)

52 Peaks Challenge - orange/white Lightweight Hoodie

52 Peaks Challenge

$36.39

~~$45.49~~ (20% off)

Reading Challenge Lightweight Hoodie

BooktokCan

$33.59

~~$41.99~~ (20% off)

MTV the Challenge Premium Oversized Sweatshirt

AmyBryant2

$57.87

~~$72.34~~ (20% off)

2025 Concept2 Marathon and Century Challenge Premium Oversized Hoodie

concept2inc

$51.76

~~$69.00~~ (25% off)

Lee Carvallo's Putting Challenge Golf Quote Premium Oversized Hoodie

Matchbox01

$51.76

~~$69.00~~ (25% off)

Male Content Creator In Cowboy Hat And Casual Premium Oversized Sweatshirt

cah-kbj

$49.61

~~$62.00~~ (20% off)

FIRST Low Poly Premium Oversized Sweatshirt

BarnHouseArt

$45.47

~~$56.84~~ (20% off)

2025 Juneteenth Challenge Premium Oversized Hoodie

concept2inc

$51.76

~~$69.00~~ (25% off)

Lee Carvallos Putting Challenge Premium Oversized Hoodie

Eriatterfield

$51.76

~~$69.00~~ (25% off)

TJ Lavin Premium Oversized Hoodie

christinaserna

$58.22

~~$77.63~~ (25% off)

2026 Concept2 April Fools Challenge Premium Oversized Sweatshirt

concept2inc

$45.47

~~$56.84~~ (20% off)

2026 Concept2 Summer Solstice Challenge Pullover Sweatshirt

concept2inc

$31.45

~~$41.94~~ (25% off)

Mongolian Team Athletes – Physical: Asia Show Lightweight Sweatshirt

happy mongolia

$31.76

~~$42.34~~ (25% off)

2026 Concept2 Virtual Team Challenge Premium Oversized Sweatshirt

concept2inc

$45.47

~~$56.84~~ (20% off)

2025 Summer Solstice Challenge Premium Oversized Hoodie

concept2inc

$51.76

~~$69.00~~ (25% off)

2026 Concept2 Marathon and Century Challenge Premium Oversized Hoodie

concept2inc

$47.44

~~$63.25~~ (25% off)

Family Is Accepting Every Challenge Together Art Premium Oversized Hoodie

AhmadAnnaPrints

$51.76

~~$69.00~~ (25% off)

2026 Concept2 Mud Season Madness Challenge Premium Oversized Hoodie

concept2inc

$47.44

~~$63.25~~ (25% off)

Butterfly Stroll Premium Oversized Hoodie

jesusgaspar

$55.21

~~$73.60~~ (25% off)

StoryADay May 2026 Participant Premium Oversized Hoodie

storyaday

$47.44

~~$63.25~~ (25% off)

Duff Brewing Co. Premium Oversized Hoodie

PlatinumPlastic

$51.76

~~$69.00~~ (25% off)

Bussin Premium Oversized Sweatshirt

RelatableTexts

$46.30

~~$57.87~~ (20% off)

CT and Bananas Backpack Premium Oversized Sweatshirt

christinaserna

$55.81

~~$69.75~~ (20% off)

Physical Asia Korea Premium Oversized Sweatshirt

HexOne

$45.47

~~$56.84~~ (20% off)

Surrey three peaks challenge Premium Oversized Sweatshirt

hayleycs

$49.61

~~$62.00~~ (20% off)

WFHS Embrace Challenge Premium Oversized Sweatshirt

Spirit Forge

$45.47

~~$56.84~~ (20% off)

2025 Mud Season Madness Challenge Premium Oversized Sweatshirt

concept2inc

$49.61

~~$62.00~~ (20% off)

I Would Challenge You To a Battle of Wits But I See You Are Unarmed Premium Oversized Sweatshirt

T-shirt For You

$49.61

~~$62.00~~ (20% off)

Dopey Snow White Dwarf Dopey Seven Premium Oversized Hoodie

vovawilson

$51.76

~~$69.00~~ (25% off)

Lola Racing Cars 1960'S Logo - With Original Factory Address (White Print)) Premium Oversized Sweatshirt

ChelseAnderso

$49.61

~~$62.00~~ (20% off)

Three Peaks Challenge - Retro Premium Oversized Sweatshirt

TigerTom Design

$49.61

~~$62.00~~ (20% off)

2025 Concept2 Mindful May Meters Challenge Premium Oversized Sweatshirt

concept2inc

$49.61

~~$62.00~~ (20% off)

Team Bananas Premium Oversized Hoodie

Winston Gambro

$53.05

~~$70.73~~ (25% off)

Momo Challenge Youtube Sticker/Phone Case/Mugs Premium Oversized Sweatshirt

easykay

$49.61

~~$62.00~~ (20% off)

Item preview, Out of Breath Hiking Society, Hiking Humor, Trail Adventure, Mountain Hiking,Outdoor Enthusiast Gift, Mountain Trail Humor, designed and sold by Orvista.

Out of Breath Hiking Society, Hiking Humor, Trail Adventure, Mountain Hiking,Outdoor Enthusiast Gift, Mountain Trail Humor, Premium Oversized Hoodie

Orvista

$47.44

~~$63.25~~ (25% off)

the challenge all stars Premium Oversized Sweatshirt

NaomiDobsonsx

$57.87

~~$72.34~~ (20% off)

Physical Asia – The Countdown Begins Premium Oversized Sweatshirt

HexOne

$45.47

~~$56.84~~ (20% off)

Born Alone, Die alone Premium Oversized Hoodie

Brieana

$51.76

~~$69.00~~ (25% off)

52 Peaks Challenge - orange/black Lightweight Hoodie

52 Peaks Challenge

$36.39

~~$45.49~~ (20% off)

The Challenge MTV Premium Oversized Hoodie

AmyBryant2

$60.38

~~$80.50~~ (25% off)

The Great Wall Premium Oversized Sweatshirt

cycleexplorers

$54.57

~~$68.20~~ (20% off)

I Climbed Snowdon And I'm Not Doing It Again Premium Oversized Hoodie

LegsMiserable

$53.91

~~$71.88~~ (25% off)

Big Challenges Alligator Premium Oversized Hoodie

zaykovadesigns

$64.69

~~$86.25~~ (25% off)

Chris 'CT' Tamburello Premium Oversized Hoodie

christinaserna

$58.22

~~$77.63~~ (25% off)

LEJOG Lands End to John O'Groats Premium Oversized Sweatshirt

cycleexplorers

$54.57

~~$68.20~~ (20% off)

MTV The Challenge - Team Bananas Premium Oversized Hoodie

OhMyGamess

$57.36

~~$76.48~~ (25% off)

Three Peaks Challenge Yr Wyddfa Dark Premium Oversized Sweatshirt

eldram

$49.61

~~$62.00~~ (20% off)

Canadian American Championship 1969 - vintage, distressed, worn print. Premium Oversized Sweatshirt

retropetrol

$49.61

~~$62.00~~ (20% off)

Canadian American Championship 1969 - vintage, washed out, worn print. Premium Oversized Sweatshirt

retropetrol

$49.61

~~$62.00~~ (20% off)

Got Nothin' For Ya - Jeff Probst Quote Premium Oversized Sweatshirt

quoteedesigns

$49.61

~~$62.00~~ (20% off)

2024 WOD Week Concept2 Challenge Premium Oversized Sweatshirt

concept2inc

$49.61

~~$62.00~~ (20% off)

Become a member.Get 25% off your first order.Plus other neat perks and exclusive savings to help you find the very thing.

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Challenge

Challenge hoodies and sweatshirts are expertly printed on ethically sourced, sweatshop-free apparel and available in a huge range of styles, colors and sizes. If you like your hoodies baggy, go two sizes up.

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Challenge Sweatshirts & Hoodies

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