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259 items
Hats
Filters (2)
259 items
Newest
Chicago Mondrian style poster 3D Dad Hat
CMYKStudio
$21.41
$25.19
(15% off)
Chicago Mondrian style poster Baseball Cap
CMYKStudio
$20.15
$25.19
(20% off)
Lou Mitchell's Diner Chicago Illinois Historic Landmark Baseball Cap
Aryabek
$22.33
$27.92
(20% off)
Chicago Skyline Lakeshore East Dad Hat
Safwat-Aziz1
$21.23
$24.98
(15% off)
America 250 Chicago Windy City T-Shirt | Patriotic Skyline 1776-2026 Semiquincentennial Tee v4 Dad Hat
DarylWelsh2024
$23.19
$27.29
(15% off)
America 250 Chicago Windy City T-Shirt | Patriotic Skyline 1776-2026 Semiquincentennial Tee v3 Baseball Cap
DarylWelsh2024
$21.83
$27.29
(20% off)
America 250 Chicago Windy City T-Shirt | Patriotic Skyline 1776-2026 Semiquincentennial Tee v2 Dad Hat
DarylWelsh2024
$23.19
$27.29
(15% off)
America 250 Chicago Windy City T-Shirt | Patriotic Skyline 1776-2026 Semiquincentennial Tee v1 Baseball Cap
DarylWelsh2024
$21.83
$27.29
(20% off)
Chicago Skyline Hand Drawing - Travel Souvenir - South Side Chicago - Sears Willis Tower Baseball Cap
HoganHandmade
$18.47
$23.09
(20% off)
Chicago Illinois Travel Souvenir - Willis Tower Skyline & L Train Art Baseball Cap
OzzFrequency
$19.31
$24.14
(20% off)
Chicago Illinois Travel Souvenir - Willis Tower Skyline & L Train Art Baseball Cap
OzzFrequency
$19.31
$24.14
(20% off)
Chicago Illinois Travel Souvenir - Willis Tower Skyline & L Train Art Dad Hat
OzzFrequency
$20.52
$24.14
(15% off)
Chicago Illinois Travel Souvenir - Willis Tower Skyline & L Train Art Baseball Cap
OzzFrequency
$19.31
$24.14
(20% off)
Chicago Illinois Travel Souvenir - Willis Tower Skyline & L Train Art Baseball Cap
OzzFrequency
$19.31
$24.14
(20% off)
Chicago Illinois Travel Souvenir - Willis Tower Skyline & L Train Art Baseball Cap
OzzFrequency
$19.31
$24.14
(20% off)
Chicago Illinois Travel Souvenir - Willis Tower Skyline & L Train Art Baseball Cap
OzzFrequency
$19.31
$24.14
(20% off)
Chicago Illinois Travel Souvenir - Willis Tower Skyline & L Train Art Baseball Cap
OzzFrequency
$19.31
$24.14
(20% off)
Chicago Illinois Travel Souvenir - Willis Tower Skyline & L Train Art Baseball Cap
OzzFrequency
$19.31
$24.14
(20% off)
Chicago Illinois Travel Souvenir - Willis Tower Skyline & L Train Art Baseball Cap
OzzFrequency
$19.31
$24.14
(20% off)
Chicago Illinois Vintage Travel Poster Dad Hat
Bomax121
$21.41
$25.19
(15% off)
Chicago Stained Glass Travel Poster | Vintage Chicago Skyline Wall Art | Willis Tower, Cloud Gate & Windy City Decor Baseball Cap
Swanny's Custom T-shirt and Gift Designs
$20.15
$25.19
(20% off)
Chicago Dad Hat
Pixel-Lair
$21.41
$25.19
(15% off)
Illinois State Shape Flag IL Baseball Cap
shitpostee
$21.83
$27.29
(20% off)
Chicago Skyline Abstract Geometric Mid Century Modern Dad Hat
k3rstman1
$21.41
$25.19
(15% off)
Chicago City Neon Bean Skyline Ferris Wheel Holographic Script Art Dad Hat
DERA RAY
$19.62
$23.09
(15% off)
Vintage Chicago Skyline The Windy City Badge Baseball Cap
k3rstman1
$20.15
$25.19
(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 Line Art | Chicago Skyline Outline | Willis Tower Minimalist Illustration Baseball Cap
CLOUTKULT
$18.47
$23.09
(20% off)
Chicago Skyline Aerial Watercolor with Willis Tower Baseball Cap
caracatita75
$22.67
$28.34
(20% off)
I Love Chicago Dad Hat
shitpostee
$23.19
$27.29
(15% off)
Chicago Illinois The Windy City Vintage Travel Art Dad Hat
sky11PP
$21.41
$25.19
(15% off)
Chicago Skyline with Cloud Gate, Navy Pier and Lakefront Museums Baseball Cap
Places On Earth
$22.67
$28.34
(20% off)
Chicago Theater and Skyline with Buckingham Fountain View Dad Hat
Places On Earth
$24.09
$28.34
(15% off)
Willis Tower - (Multi Grid) - ParTaFaTa Dad Hat
Partafata Productions
$19.62
$23.09
(15% off)
I Love Chicago Dad Hat
shitpostee
$23.19
$27.29
(15% off)
chicago, city | Comics stylCartoone - Baseball Cap
ComicsFactory
$20.15
$25.19
(20% off)
Chicago Dad Hat
Art_By_Wing
$21.41
$25.19
(15% off)
Chicago Watercolor Cityscape – Long Street View with Willis Tower Baseball Cap
HartmannStudio
$18.47
$23.09
(20% off)
Chicago Skyline – Windy City Sunset Painting Baseball Cap
SasquatchTrail
$18.47
$23.09
(20% off)
CHI Melting Skyline Popsicle Sticker – Neon Drip Chicago Graphic Baseball Cap
POD DYNASTY | Original Print On Demand T-Shirt Graphics
$20.15
$25.19
(20% off)
Chicago Pop Art – Willis Tower & L Train Baseball Cap
SkylineVistas Designs
$21.83
$27.29
(20% off)
Windy City Watercolor Skyline CHICAGO Baseball Cap
DesignedByMarty
$20.15
$25.19
(20% off)
Chicago Skyline Retrowave - 80s Neon Synthwave Aesthetic Dad Hat
Digital Dreams Arts
$19.62
$23.09
(15% off)
Chicago City Vibes, Iconic Illinois Landmark and Sports Art Dad Hat
mashmosh
$21.41
$25.19
(15% off)
Chicago Skyline Bean & Illinois State Pride: Vintage Style Souvenir Gift Dad Hat
mashmosh
$21.41
$25.19
(15% off)
Chicago Skyline Silhouette in Illinois State Map - Vintage Travel Design Baseball Cap
mashmosh
$20.15
$25.19
(20% off)
City Collection_V1 CHICAGO Dad Hat
V_99bydesign
$19.62
$23.09
(15% off)
I Love Illinois Icons, State Pride & Chicago Souvenir Dad Hat
mashmosh
$21.41
$25.19
(15% off)
Ellis's Holiday - Santa! Bubby! (The Ugly Sweater) Dad Hat
CleverCulture
$21.41
$25.19
(15% off)
Ellis's Holiday - Santa! Bubby! (The Ugly Sweater) Dad Hat
CleverCulture
$21.41
$25.19
(15% off)
Skyscrapers raise their hands to wave in Chicago air Dad Hat
vasi imagery
$21.41
$25.19
(15% off)
Willis Tower…Sears Tower Dad Hat
vasi imagery
$21.41
$25.19
(15% off)
Chicago Dad Hat
Art_By_Wing
$21.41
$25.19
(15% off)
Die Hard Christmas Hans Gruber Falls Tower Baseball Cap
Amelia Design
$20.99
$26.24
(20% off)
Nakatomi Plaza Christmas Party 1988 Vintage Die Hard Funny Retro 80s Nakatomi Tower Santa Hat Xmas T-Shirt Sticker Dad Hat
GeniePixel
$21.41
$25.19
(15% off)
Nakatomi Corporation Christmas Party 1988 Classic merch Dad Hat
benbuster
$21.41
$25.19
(15% off)
Chicago Baseball Cap
Art_By_Wing
$20.15
$25.19
(20% off)
Willis Tower Illustration – Chicago Skyline Landmark Art Print Baseball Cap
SimplyJasper
$20.65
$25.82
(20% off)
Chicago, Illinois – 312 Windy City Pride Retro Skyline Dad Hat
Laughprints
$19.62
$23.09
(15% off)
Chicago Skyline Silhouette Baseball Cap
griez
$33.58
$41.98
(20% off)
Chicago Illinois Skyline — Minimal Typography Baseball Cap
donwillisjrart
$21.83
$27.29
(20% off)
Chicago Baseball Cap
cdanziger
$18.47
$23.09
(20% off)
Chicago Icons: Sears Tower Baseball Cap
buhloop
$18.47
$23.09
(20% off)
Chicago Icons Baseball Cap
buhloop
$18.47
$23.09
(20% off)
Chicago Baseball Cap
Art_By_Wing
$20.15
$25.19
(20% off)
Hans Gruber ugly sweater Dad Hat
GeekRagz
$21.41
$25.19
(15% off)
Chicago Dad Hat
Art_By_Wing
$21.41
$25.19
(15% off)
Chicago Skyline at Night with Willis Tower Lights Dad Hat
daila70
$22.30
$26.24
(15% off)
Chicago Skyline Sunset | Flat City Silhouette Design | Windy City Travel Art Dad Hat
SimplyJasper
$21.94
$25.82
(15% off)
Chicago Dad Hat
Art_By_Wing
$21.41
$25.19
(15% off)
Hello Chicago Baseball Cap
DeeLulu
$20.15
$25.19
(20% off)
Chicago Illinois cityscape - The Windy City Dad Hat
OctopusStudio
$21.41
$25.19
(15% off)
Chicago Baseball Cap
Art_By_Wing
$20.15
$25.19
(20% off)
Chicago Illinois cityscape - The Windy City Baseball Cap
OctopusStudio
$20.15
$25.19
(20% off)
Chicago Dad Hat
Art_By_Wing
$21.41
$25.19
(15% off)
Chicago Dad Hat
Art_By_Wing
$21.41
$25.19
(15% off)
Chicago Baseball Cap
Aise06
$20.15
$25.19
(20% off)
Chicago 2026 Layered Typography Windy City Design Dad Hat
cabana.space
$21.41
$25.19
(15% off)
Chicago Baseball Cap
Art_By_Wing
$20.15
$25.19
(20% off)
Skyline Pride: Chicago Baseball Cap
Wissam Ramadan
$20.15
$25.19
(20% off)
Chicago Skyline Dad Hat
The Blue Shop
$21.41
$25.19
(15% off)
Chicago Skyline Typography Urban Architecture Art Dad Hat
cabana.space
$21.41
$25.19
(15% off)
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