Chicago Caps

1000+ items

Vintage Football Chicago Retro Graphic Tee Dad Hat

SaveonOneal

$25.69

~~$30.23~~ (15% off)

Chicago Football 1920 Retro Vintage Dad Hat

KeeganMelbye

$25.69

~~$30.23~~ (15% off)

Vintage Chicago Basketball Retro Baseball Cap

SaveonOneal

$24.18

~~$30.23~~ (20% off)

Circular Badge Chicago Illinois Baseball Cap

ArchaBreton

$20.15

~~$25.19~~ (20% off)

black hawak-01 Dad Hat

heaterdgo

$19.62

~~$23.09~~ (15% off)

Vintage Baseball Stadium Chicago Fan Baseball Cap

SoldanSuni

$22.50

~~$28.13~~ (20% off)

The Nickel Plate Road Dad Hat

Trains-and-Rail

$19.62

~~$23.09~~ (15% off)

TBT: Chicago The Bean – Vintage Pop Art Travel Souvenir Baseball Cap

ByJeffro

$18.47

~~$23.09~~ (20% off)

Chicago 1833 Red Dad Hat

Normbot2000

$19.62

~~$23.09~~ (15% off)

We Love Chicago Baseball Clark the Cub Baseball Cap

GhostDawgs

$22.67

~~$28.34~~ (20% off)

In Blues We Trust Dad Hat

Sarcastic Panda

$21.41

~~$25.19~~ (15% off)

Chicago White Sox Kewpie Dad Hat

rock-pile

$19.62

~~$23.09~~ (15% off)

Chicagos Band Dad Hat

MarekTollen

$21.41

~~$25.19~~ (15% off)

Chicago Band Baseball Cap

greenmae

$20.15

~~$25.19~~ (20% off)

c ubs-01-01-01 Baseball Cap

srblorain

$21.83

~~$27.29~~ (20% off)

Little Walter Juke My Babe Blues Dad Hat

Boogosh

$21.41

~~$25.19~~ (15% off)

Little Walter Electric Blues Harmonica Baseball Cap

Boogosh

$20.15

~~$25.19~~ (20% off)

Retro Football Chicago Style Dad Hat

Galipeau2000

$23.91

~~$28.13~~ (15% off)

Vintage Football Chicago EST 1970 Dad Hat

SoldanSuni

$23.91

~~$28.13~~ (15% off)

Chicago Bears NFL Collab mascot Baseball Cap

DoodleCenStore

$21.83

~~$27.29~~ (20% off)

Vintage Let's Go Bears Distressed Football Sports Fan Team Spirit Baseball Cap

RockTheFeal

$20.15

~~$25.19~~ (20% off)

Vintage Go Bears Distressed Football Sports Fan Team Spirit Baseball Cap

RockTheFeal

$20.15

~~$25.19~~ (20% off)

Vintage Chicago Football Retro Graphic Dad Hat

nelskraasch

$24.08

~~$28.34~~ (15% off)

Retro Chicago Sports Fan Dad Hat

brynleedost

$24.08

~~$28.34~~ (15% off)

Retro Chicago Sports Hockey Team Design Baseball Cap

cortlandshetley

$22.67

~~$28.34~~ (20% off)

Vintage Baseball Chicago EST 1894 Dad Hat

zatannaedens

$24.08

~~$28.34~~ (15% off)

Vintage Chicago Baseball Retro Baseball Cap

anayortwine

$22.50

~~$28.13~~ (20% off)

Chicago Band Baseball Cap

Sandratimer

$20.15

~~$25.19~~ (20% off)

Snoopy And Charlie Chicago Football Fan Dad Hat

CaneufeyCip

$19.62

~~$23.09~~ (15% off)

A Barack Obama Joint Funny Political Pop Culture Retro Design Baseball Cap

JpShop10

$21.83

~~$27.29~~ (20% off)

Exchange Record Badge Baseball Cap

ChristopherClem

$20.15

~~$25.19~~ (20% off)

Illinois Prairie and Skyline Guitar Baseball Cap

Whimspired By Paxx

$20.15

~~$25.19~~ (20% off)

Good Times Fine Art Tribute Baseball Cap

Art's Diner

$18.47

~~$23.09~~ (20% off)

Bulls Nation - Chicago City Dad Hat

alimyatmn

$21.41

~~$25.19~~ (15% off)

Jack Ass Angry Pig Chicago Bulls Fan Vintage Art Baseball Cap

BRTHRCNK01

$18.47

~~$23.09~~ (20% off)

Earth, Wind & Fire Star Baseball Cap

ShadSorrow

$18.47

~~$23.09~~ (20% off)

Earth, Wind & Fire That's the Way of the World Dad Hat

ShadSorrow

$19.62

~~$23.09~~ (15% off)

Midpoint Cafe Adrian Texas at the Geographic Center of Route 66 Dad Hat

Aryabek

$23.73

~~$27.92~~ (15% off)

Lou Mitchell's Chicago Streetscape with Willis Tower and Neon Sign Baseball Cap

Aryabek

$22.33

~~$27.92~~ (20% off)

Lou Mitchell's Chicago Diner with Willis Tower City Landmark Baseball Cap

Aryabek

$22.33

~~$27.92~~ (20% off)

Sunnyland Slim Sunnyland Train Blues Baseball Cap

Boogosh

$20.15

~~$25.19~~ (20% off)

Sunnyland Slim Chicago Blues Piano Baseball Cap

City Life — Chicago Baseball Cap

New-Blood

$18.47

~~$23.09~~ (20% off)

Chicago Skyline Retro Sunset Graphic Baseball Cap

DonaldDye64831

$25.19

~~$31.49~~ (20% off)

Chicago Football Windy City Retro Graphic Baseball Cap

JenniferW42443

$25.19

~~$31.49~~ (20% off)

CHICAGO FOOTBALL EST. 1920 Retro Dad Hat

BrianMeye64593

$26.76

~~$31.49~~ (15% off)

Vintage Chicago Hockey Team Dad Hat

TeresaDia31380

$26.76

~~$31.49~~ (15% off)

Vintage Hockey Fan Baseball Cap

Stephanie99010

$25.19

~~$31.49~~ (20% off)

Retro Basketball Character Graphic Tee Dad Hat

BeilKeyly1996

$25.86

~~$30.44~~ (15% off)

Michael Jordan 23 Baseball Cap

motittacorp

$33.58

~~$41.98~~ (20% off)

Michael Jordan 23 Dad Hat

motittacorp

$35.68

~~$41.98~~ (15% off)

Redline Charge Chicago Bull Basketball Mascot Dynamic Art Dad Hat

Pandora´s Box

$21.41

~~$25.19~~ (15% off)

Chicago Truckers Vintage Semi Truck Illinois Dad Hat

al21ex

$21.59

~~$25.40~~ (15% off)

Vintage Bears Hearts Distressed Sports Fan Team Spirit Baseball Cap

RockTheFeal

$20.15

~~$25.19~~ (20% off)

Vintage Bears Coquette Bow Orange Floral Sports Team Spirit Dad Hat

RockTheFeal

$21.41

~~$25.19~~ (15% off)

Chicago Cubs 1876 Baseball Batter Glove Circle Emblem Dad Hat

Dravienart

$20.52

~~$24.14~~ (15% off)

Retro Football Canine Game Day Mascot Chicago Winter Sports Fan Art Dad Hat

ClipFrFortnite

$27.83

~~$32.74~~ (15% off)

Vintage Chicago Football Graphic - Retro Windy City Bear Athletic Gridiron Design | Best Buy Dad Hat

FisnikR

$29.62

~~$34.84~~ (15% off)

Funny Chicago Football Bear Graphic | Windy City Sports Fan Humor | Best Gift Dad Hat

FisnikR

$29.62

~~$34.84~~ (15% off)

Windy City Football Vintage Mascot Retro Sports Fan Art | Perfect Gift For You And Friends Baseball Cap

FisnikR

$27.87

~~$34.84~~ (20% off)

Item preview, Windy City Football Vintage Retro Distressed Graphic Design For Chicago Sports Fans And Gridiron Enthusiasts | Limited Edition designed and sold by FisnikR.

Windy City Football Vintage Retro Distressed Graphic Design For Chicago Sports Fans And Gridiron Enthusiasts | Limited Edition Dad Hat

FisnikR

$29.62

~~$34.84~~ (15% off)

Chicago Football North Champions - Windy City Bear Pride & Victory | Best Buy Dad Hat

FisnikR

$29.62

~~$34.84~~ (15% off)

Awesome Chicago Baseball Fan Design - South Side Windy City Sports Graphic | ⭐⭐⭐⭐⭐ Dad Hat

FisnikR

$29.62

~~$34.84~~ (15% off)

Bears On Three - Funny Group Hug Design | Limited Edition Baseball Cap

Astro Cats Social Club

$27.87

~~$34.84~~ (20% off)

Super Bowl Champions Bear Mascot Design | ⭐⭐⭐⭐⭐ Best Seller Dad Hat

Astro Cats Social Club

$29.62

~~$34.84~~ (15% off)

Chicago Gridiron Bear Mascot Art - Windy City Football Pride & Fan Apparel | ⭐⭐⭐⭐⭐ Best Seller Dad Hat

Astro Cats Social Club

$29.62

~~$34.84~~ (15% off)

Item preview, Funny Football Coach Humor - Our Johnson Might Be More Impressive Than Our Ditka Graphic | Perfect Gift For You And Friends designed and sold by Astro Cats Social Club.

Funny Football Coach Humor - Our Johnson Might Be More Impressive Than Our Ditka Graphic | Perfect Gift For You And Friends Baseball Cap

Astro Cats Social Club

$27.87

~~$34.84~~ (20% off)

Item preview, Vintage Decatur Staleys Football 1919 Retro American Sports Heritage Graphic Design | Best Gift designed and sold by Astro Cats Social Club.

Vintage Decatur Staleys Football 1919 Retro American Sports Heritage Graphic Design | Best Gift Baseball Cap

Astro Cats Social Club

$27.87

~~$34.84~~ (20% off)

Fierce Samurai Bear Warrior Chicago Football Fan Art | ⭐⭐⭐⭐⭐ Best Seller Dad Hat

Astro Cats Social Club

$29.62

~~$34.84~~ (15% off)

Alex Caruso Baseball Cap

GertrudeLayman

$18.47

~~$23.09~~ (20% off)

BEARS. JUST BEARY FOOTPRINT Dad Hat

Afor137

$19.62

~~$23.09~~ (15% off)

Dumpster Fire Christmas Chicago Shirt – Funny Pigeon Santa Meme Design Baseball Cap

Globalcitytees

$20.99

~~$26.24~~ (20% off)

Vintage Hockey Player Tribute Dad Hat

ThomasPri34759

$26.85

~~$31.59~~ (15% off)

Snoopy Go Bears Dad Hat

Mens-code

$21.41

~~$25.19~~ (15% off)

Haunted Houses Dad Hat

clarkfraser

$24.98

~~$29.39~~ (15% off)

Chicago Skyline at Sunset Dad Hat

Natalia_Shchip

$19.62

~~$23.09~~ (15% off)

Snoopy Chicago Bears Baseball Cap

Mens-code

$20.15

~~$25.19~~ (20% off)

Snoopy Chicago Bears Dad Hat

Hi5art

$21.41

~~$25.19~~ (15% off)

The Bean Chicago Dad Hat

RubyLeialohaArt

$21.41

~~$25.19~~ (15% off)

Directly From My Heart to You Fenton Robinson Baseball Cap

MachineGunK

$18.47

~~$23.09~~ (20% off)

Chicago Basketball Fan Baseball Cap

Abrum02

$20.15

~~$25.19~~ (20% off)

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Chicago Caps

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