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Chi Town Caps
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497 items
Hats
Filters (2)
497 items
Newest
Chicago Hot Dog Funny Vintage Retro City Design Dad Hat
radiogalaxy
$20.87
$24.56
(15% off)
Chicago - Windy City Baseball Cap
RDproject
$20.15
$25.19
(20% off)
Hoi An Vietnam - Abstract Ancient Town Cityscape Art Baseball Cap
OzzFrequency
$19.31
$24.14
(20% off)
Hoi An Vietnam - Abstract Ancient Town Cityscape Art Dad Hat
OzzFrequency
$20.52
$24.14
(15% off)
Hoi An Vietnam - Abstract Ancient Town Cityscape Art Baseball Cap
OzzFrequency
$19.31
$24.14
(20% off)
Hoi An Vietnam - Abstract Ancient Town Cityscape Art Dad Hat
OzzFrequency
$20.52
$24.14
(15% off)
Hoi An Vietnam Travel Poster - Abstract Ancient Town Cityscape Art Dad Hat
OzzFrequency
$20.52
$24.14
(15% off)
Don't Stop Now Boys! Baseball Cap
Primotees
$20.06
$25.08
(20% off)
Don't Stop Now Boys! Baseball Cap
Primotees
$20.06
$25.08
(20% off)
Chicago, Illinois Dad Hat
DeadXIII
$19.62
$23.09
(15% off)
312 Chicago Illinois Minimalist Area Code Dad Hat
Paper Drip
$20.52
$24.14
(15% off)
Chicago Baseball Cap
OlympicsMerch
$20.15
$25.19
(20% off)
Chicago Baseball Cap
OlympicsMerch
$20.15
$25.19
(20% off)
Chicago Baseball Cap
OlympicsMerch
$20.15
$25.19
(20% off)
Chicago, IL License Plate Dad Hat
Lone Frog
$21.41
$25.19
(15% off)
Chicago Bears | Clark Baseball Cap
Pandora´s Box
$20.15
$25.19
(20% off)
Chicago Baseball Cap
OlympicsMerch
$20.15
$25.19
(20% off)
Chicago Pizza Slices Distressed Flag Design Baseball Cap
snowry
$19.31
$24.14
(20% off)
Chicago Flag Four Stars City Pride Illinois Baseball Cap
snowry
$19.31
$24.14
(20% off)
Murakami Swing Dad Hat
Hungry Hungry Buffalo
$21.05
$24.77
(15% off)
Southside Samurai Murakami Dad Hat
Hungry Hungry Buffalo
$21.05
$24.77
(15% off)
Chicago Flag Skyline City Pride Baseball Cap
snowry
$19.31
$24.14
(20% off)
Chicago Style Hot Dog Urban Foodie Emblem Dad Hat
snowry
$20.52
$24.14
(15% 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 Skyline City Flag Pride Urban Design Dad Hat
snowry
$20.52
$24.14
(15% 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)
Chicago City Flag Iconic Symbol Design Baseball Cap
snowry
$19.31
$24.14
(20% off)
The Greatest Game Ever Played Dad Hat
NinigFox
$21.41
$25.19
(15% off)
chicago bulls Dad Hat
designsbysamantha
$21.41
$25.19
(15% off)
chicago bulls Dad Hat
designsbysamantha
$21.41
$25.19
(15% off)
Chicago Wrigley Field Vintage Baseball Badge Shirt, Retro Ivy Ballpark Design Dad Hat
GhostDawgs
$22.30
$26.24
(15% off)
Derrick Rose Dunk On Goran Dragic Baseball Cap
Jeotro
$21.32
$26.66
(20% off)
Chicago Dad Hat
OlympicsMerch
$21.41
$25.19
(15% off)
chicago bulls Baseball Cap
designsbysamantha
$20.15
$25.19
(20% off)
CHI Town Dad Hat
Thingstolike
$21.05
$24.77
(15% off)
chicago bears Dad Hat
designsbysamantha
$21.41
$25.19
(15% off)
Resist Dad Hat
DIRTYDUNNZ
$21.41
$25.19
(15% off)
Chicago Flag - Windy City Pride & Illinois Urban Heritage Dad Hat
NTGUILTY
$21.41
$25.19
(15% off)
Bears Football Baseball Cap
GGGMerch
$33.58
$41.98
(20% off)
chicago Baseball Cap
designsbysamantha
$20.15
$25.19
(20% off)
Caleb Williams Chicago Welcome To Chi-Town Dad Hat
Dreammm99
$24.98
$29.39
(15% off)
Caleb Williams Chicago Chi-Town Collage Baseball Cap
Dreammm99
$23.51
$29.39
(20% off)
Lucky Irish Chicago 4 Leaf Clover Dad Hat
TackyTime
$20.52
$24.14
(15% off)
Chicago Windy City - Chi town - Loop Chicago Dad Hat
RDproject
$21.41
$25.19
(15% off)
DeMar DeRozan Street Vintage Style Dad Hat
LaurenceWiegand
$22.30
$26.24
(15% off)
DeMar DeRozan Street Vintage Style Baseball Cap
CathrineStark
$22.67
$28.34
(20% off)
Vintage drag racing - 1982 Chi Town Hustler Funny Car -Gnarly, aged, burnout print Baseball Cap
retropetrol
$20.65
$25.82
(20% off)
Vintage drag racing - 1982 Chi Town Hustler Funny Car Baseball Cap
retropetrol
$20.65
$25.82
(20% off)
DeMar DeRozan Street Vintage Style Baseball Cap
KoushtubhGulati
$20.99
$26.24
(20% off)
university of chicago Baseball Cap
designsbysamantha
$20.15
$25.19
(20% off)
illinois Baseball Cap
designsbysamantha
$20.15
$25.19
(20% off)
Chicago The Windy City - Vintage Est. 1848 Illinois Souvenir Baseball Cap
AdyKurniawan
$20.15
$25.19
(20% off)
"CHITOWN GOAT" Baseball Cap
SOLSKETCHES
$18.47
$23.09
(20% off)
chicago Dad Hat
designsbysamantha
$21.41
$25.19
(15% off)
Vintage Chicago Jazz - The Windy City Skyline & Band - White edition Dad Hat
Miss Cutie Designs
$21.40
$25.19
(15% off)
Vintage Chicago Jazz - The Windy City Skyline & Band - Heather Olive edition Dad Hat
Miss Cutie Designs
$21.40
$25.19
(15% off)
Vintage Chicago Jazz - The Windy City Skyline & Band - Heather Navy edition Baseball Cap
Miss Cutie Designs
$20.15
$25.19
(20% off)
Vintage Chicago Jazz - The Windy City Skyline & Band - Heather Oatmeal edition Baseball Cap
Miss Cutie Designs
$20.15
$25.19
(20% off)
Vintage Chicago Jazz - The Windy City Skyline & Band - Light Heather Grey edition Dad Hat
Miss Cutie Designs
$21.40
$25.19
(15% off)
Da Bears King of the North - NFC North Champions Dad Hat
GraphicGarden23
$19.62
$23.09
(15% off)
TRIPPING TO MAKE THE FALL SHORTER Dad Hat
The Turbulent Architect
$21.41
$25.19
(15% off)
Windy City Chicago Neon Sticker Dad Hat
Mirkoniart
$19.62
$23.09
(15% off)
The Windy City Chicago, Illinois Baseball Cap
Scaryzz
$21.32
$26.66
(20% off)
uchicago Dad Hat
designsbysamantha
$21.41
$25.19
(15% off)
uchicago Baseball Cap
designsbysamantha
$20.15
$25.19
(20% off)
uchicago Baseball Cap
designsbysamantha
$20.15
$25.19
(20% off)
Chicago Flag – Iconic Four Red Stars Design Dad Hat
SimplyJasper
$21.94
$25.82
(15% off)
Chi-Town Gaucho Dad Hat
cliftonmccoy
$24.26
$28.55
(15% off)
Chi-Town Hoop Star Dad Hat
Mark Cannon
$19.62
$23.09
(15% off)
Chi-Town Basketball Dad Hat
Mark Cannon
$19.62
$23.09
(15% off)
Chi-Town Represent Baseball Cap
HUWJONESd
$21.83
$27.29
(20% off)
Wrigleyville Chicago Baseball Baseball Cap
NoelKunz
$20.15
$25.19
(20% off)
Chi-Town Wiener Baseball Cap
Nanagans
$20.15
$25.19
(20% off)
Chicago 2026 Layered Typography Windy City Design Baseball Cap
cabana.space
$20.15
$25.19
(20% off)
MJ Baseball Cap
PrezJones
$18.47
$23.09
(20% off)
uchicago Dad Hat
designsbysamantha
$21.41
$25.19
(15% off)
Chicago Style – Funny Hot Dog Lover Baseball Cap
dudelinart
$20.15
$25.19
(20% off)
Chicago Style Hot Dog Dad Hat
dudelinart
$21.41
$25.19
(15% off)
MJ Bulls Baseball Cap
PrezJones
$18.47
$23.09
(20% off)
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