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Chicago Skyline Caps
1000+ items
Hats
Filters (2)
1000+ items
Newest
Chicago Town Dad Hat
CristianoArt
$22.30
$26.24
(15% off)
Did You Just Look At My Wiener? Chicago Style Hot Dog Graphic Dad Hat
ThreadRiotTees
$21.41
$25.19
(15% off)
Chicago Fire Retro Action Drama Firehouse 51 Severide Casey Tribute Art TV Show Poster Dad Hat
Art's Diner
$19.62
$23.09
(15% off)
Chicago PD Retro Crime Drama Intelligence Unit Hank Voight Tribute Art TV Show Poster Baseball Cap
Art's Diner
$18.47
$23.09
(20% off)
Chicago City Skyline Architecture Travel Resident Tourist Baseball Cap
Simsimah26Parks
$25.19
$31.49
(20% off)
Chicago Basketball Vintage Skyline Dad Hat
RonnyMilleo
$19.62
$23.09
(15% off)
Chicago Med Retro Medical Drama Emergency Room Hospital Tribute Art TV Show Poster Baseball Cap
Art's Diner
$18.47
$23.09
(20% off)
I Just Came For The Wieners-Chicago Style Hot Dog Dad Hat
ThreadRiotTees
$21.41
$25.19
(15% off)
Chicago, USA - Blue Abstract Art Baseball Cap
shadow-bloom
$20.15
$25.19
(20% off)
Retro Illinois Chicago Skyline Flat Vector Travel Dad Hat
Paper Drip
$20.52
$24.14
(15% off)
Retro Illinois Chicago Skyline Flat Vector Travel Baseball Cap
Paper Drip
$19.31
$24.14
(20% off)
Retro Illinois Chicago Skyline Flat Vector Travel Dad Hat
Paper Drip
$20.52
$24.14
(15% off)
Chicago Great Lakes Soccer Retro Travel Shirt | Vintage Chicago Skyline Football Fan Design | Illinois Match Day Gift Dad Hat
Globalcitytees
$22.30
$26.24
(15% off)
Cute Squirrels at Chicago Cloud Gate - Matching Winter Puffer Jacket Chibi Travel Art Dad Hat
TaiwanMemory
$19.62
$23.09
(15% off)
Chicago Graffiti Street Art Dad Hat
GraffiCity
$19.09
$22.46
(15% off)
NWI Steel Mills (Dark Background) Baseball Cap
HoganHandmade
$18.47
$23.09
(20% off)
Chicago Elevated Train Typography | The Loop City Skyline Art Baseball Cap
SimplyJasper
$20.65
$25.82
(20% off)
Chicago Women’s Basketball Skyline Emblem Blue Gold Sports Design Baseball Cap
TKOprintdesigns
$18.47
$23.09
(20% off)
Chicago Retro 80s Skyline Baseball Cap
Dhenin Studio
$18.47
$23.09
(20% off)
Downtown Chicago Skyline Baseball Cap
The Unplugged Boss
$18.47
$23.09
(20% off)
Chicago Baseball Cap
Pixel-Lair
$20.15
$25.19
(20% off)
Retro Illinois Chicago Skyline Vintage Travel Badge Design Dad Hat
Paper Drip
$20.52
$24.14
(15% off)
Retro Illinois Chicago Skyline Vintage Travel Badge Design Dad Hat
Paper Drip
$20.52
$24.14
(15% off)
City of Chicago in Pointillist Artwork Baseball Cap
Maria Dryfhout
$20.15
$25.19
(20% off)
Illinois Retro State Badge – Vintage Travel Graphic Baseball Cap
Mac Sketches
$20.15
$25.19
(20% off)
Chicago Skyline Abstract Geometric Mid Century Modern Baseball Cap
k3rstman1
$20.15
$25.19
(20% off)
Not only for Chicago People | Chicago Lovers Collection Dad Hat
OutOfTheBubble
$19.62
$23.09
(15% off)
Chicago, Illinois Baseball Cap
DeadXIII
$18.47
$23.09
(20% off)
Chicago, Illinois Baseball Cap
DeadXIII
$18.47
$23.09
(20% off)
Illinois 250th Anniversary Celebration State Pride Baseball Cap
No Limits T-Shirts
$20.15
$25.19
(20% off)
Chicago Deep Dish Pizza Lover Graphic Dad Hat
BoringClothes
$20.52
$24.14
(15% off)
Big Apple of Chicago Skyline Minimalist Art Baseball Cap
BoringClothes
$19.31
$24.14
(20% off)
Chicago Skyline Minimalist Blue Line Art Baseball Cap
BoringClothes
$19.31
$24.14
(20% off)
Chicago The Windy City Minimalist Art Design Baseball Cap
BoringClothes
$19.31
$24.14
(20% off)
Chicago Cloud Gate Travel Art Illustration Baseball Cap
BoringClothes
$19.31
$24.14
(20% off)
Metropolitan Observation Badge Dad Hat
agearb
$21.05
$24.77
(15% off)
Chicago Dad Hat
JonysCreativeDesigns
$23.19
$27.29
(15% off)
Illinois Vintage Chicago Skyline Cardinal Corn Retro Art Dad Hat
Sunflo67
$21.41
$25.19
(15% off)
Chicago City Neon Bean Skyline Ferris Wheel Holographic Script Art Baseball Cap
DERA RAY
$18.47
$23.09
(20% off)
Cute Illinois Map Character - Kawaii Prairie State City Art Dad Hat
Travel.Art
$19.62
$23.09
(15% off)
Chicago Football Skyline Vintage Navy Orange Sports Shirt Dad Hat
TKOprintdesigns
$19.62
$23.09
(15% off)
chicago bean Dad Hat
B4CKM4N
$19.62
$23.09
(15% off)
Chicago Illinois Dad Hat
Spring Things
$21.41
$25.19
(15% off)
Chicago Flag Skyline City Pride Dad Hat
snowry
$20.52
$24.14
(15% off)
CHICAGO Iconic Food Skyline Cityscape Baseball Cap
snowry
$19.31
$24.14
(20% off)
Chicago Flag Food Icons Skyline Bean City Dad Hat
snowry
$20.52
$24.14
(15% off)
Distressed Chicago Flag Foodie Skyline Baseball Cap
snowry
$19.31
$24.14
(20% off)
Chicago Baseball Cap
JonysCreativeDesigns
$21.83
$27.29
(20% off)
Chicago Skyline Vintage Retro City Illustration Dad Hat
Andruzito
$21.41
$25.19
(15% off)
Illinois State Print Logo / Illinois Pride Dad Hat
Thehatinthecat
$23.19
$27.29
(15% off)
Chicago Blues: Midnight Saxophone in the Rain Baseball Cap
Style-InkPulse
$18.47
$23.09
(20% off)
Chicago Steel Horizon – Retro Skyline Illinois Shirt Dad Hat
Earth Celebration Designs
$19.62
$23.09
(15% off)
Vintage Chicago Skyline The Windy City Badge Baseball Cap
k3rstman1
$20.15
$25.19
(20% off)
CHICAGO - Celebrating 250th Anniversary of the United States of America 1776 to 2026 Baseball Cap
DBM Photo Art 1
$20.99
$26.24
(20% off)
Chicago transplant Baseball Cap
lexo-co
$18.47
$23.09
(20% off)
Chicago: Built Differently. Weather Included. [Flavor 2] Dad Hat
Mildly Thriving Co.
$19.62
$23.09
(15% off)
Chicago: Built Differently. Weather Included. [Flavor 1] Dad Hat
Mildly Thriving Co.
$19.62
$23.09
(15% off)
Cool Raccoon Selfie Chicago Bean Sunglasses Baseball Cap
snowry
$19.31
$24.14
(20% off)
Chicago Skyline City Flag Pride Urban Design Baseball Cap
snowry
$19.31
$24.14
(20% off)
CHICAGO Hot Dog Pizza Bean Italian Beef Skyline Dad Hat
snowry
$20.52
$24.14
(15% off)
Chicago City Icons Flag Hot Dog Pizza Bean Dad Hat
snowry
$20.52
$24.14
(15% off)
Chicago Flag Foodie Skyline Distressed Style Baseball Cap
snowry
$19.31
$24.14
(20% off)
Urban Raccoon Selfie Chicago Bean Sunglasses Dad Hat
snowry
$20.52
$24.14
(15% off)
Illinois Vintage Skyline Retro State Design Baseball Cap
StateMoodDesigns
$18.47
$23.09
(20% off)
Chicago Baseball City Logo – Skyline Baseball T-shirt, Hoodie & Fan Gear Baseball Cap
TKOprintdesigns
$18.47
$23.09
(20% off)
Chicago Skyline – Graffiti Style T-Shirt Design - USA Travel City Art Dad Hat
Earth Celebration Designs
$19.62
$23.09
(15% off)
Chicago Windy City- Girl Without Balloon Baseball Cap
Phat Dog Designs
$18.30
$22.88
(20% off)
Chicago Basketball Vintage Shirt – Red Black Skyline Hoops Badge Tee Dad Hat
TKOprintdesigns
$19.62
$23.09
(15% off)
Chuy Garcia: The Heart of Chicago Dad Hat
J-Mindful
$21.41
$25.19
(15% off)
Chicago Muscle Car Vintage Poster Design Baseball Cap
Retro Arabica
$18.47
$23.09
(20% off)
Windy City Neon Storm Skyline Illustration Dad Hat
Dresut
$21.41
$25.19
(15% off)
Chicago Illinois The Bean Millennium Park Baseball Cap
NeuralVibe
$25.19
$31.49
(20% off)
Chicago Football Crest Design – Chicago Soccer Fan Artwork, City Skyline Fire Graphic, Red Sports Supporter Design Dad Hat
GarnerSupplyCo
$21.41
$25.19
(15% off)
The Good Wife: A Skyline of Ambition and Law Dad Hat
Art's Diner
$19.62
$23.09
(15% off)
Illinois Chicago Cloud Gate Retro Skyline Illustration Baseball Cap
PeerMstudio
$18.47
$23.09
(20% off)
Tommy Hawk Chicago Blackhawks Hockey Skyline Dad Hat
The Art Queen Of Michigan
$26.76
$31.49
(15% off)
Chicago Botanical Skyline Sticker Souvenir Dad Hat
Imaginarium of Chaos falcon88
$26.38
$31.04
(15% off)
Chicago Line Art | Chicago Skyline Outline | Willis Tower Minimalist Illustration Dad Hat
CLOUTKULT
$19.62
$23.09
(15% off)
Chicago Retro Typography – Vintage Skyline City Design Baseball Cap
Artflare Studio
$18.47
$23.09
(20% off)
Blue Sky, Skyline and Lake Dad Hat
Phakade's Photos
$21.41
$25.19
(15% off)
Skyline of Chicago Under Cloudy Sky Baseball Cap
Phakade's Photos
$20.15
$25.19
(20% off)
Hello Kitty Chicago Bean Kawaii Art Dad Hat
Timushi
$21.41
$25.19
(15% off)
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![Item preview, Chicago: Built Differently. Weather Included. [Flavor 2] designed and sold by Mildly Thriving Co..](https://ih1.redbubble.net/image.6135322979.8722/ssrco,dad_hat,product,FFFDF5:8c3db69414,front,square,600x600-bg,f8f8f8.jpg)
![Item preview, Chicago: Built Differently. Weather Included. [Flavor 1] designed and sold by Mildly Thriving Co..](https://ih1.redbubble.net/image.6135370523.8527/ssrco,dad_hat,product,FFFDF5:8c3db69414,front,square,600x600-bg,f8f8f8.jpg)
