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Chicago Illinois Caps
1000+ items
Hats
Filters (2)
1000+ items
Newest
ryne sandberg RIP forever 23 Trucker Hat
gwengarrison
$21.99
Rate Field Trucker Hat
Sunny806
$21.99
Christmas Tree Lighting Skyline Ferris Wheel Dad Hat
IRON WINGS /USAF
$25.69
$32.11
(20% off)
Chicago Illinois Holiday Lights Skyline Shopping Bags Lampposts Dad Hat
IRON WINGS /USAF
$25.69
$32.11
(20% off)
Chicago Lion Art Christmas Tradition Family Gift Dad Hat
IRON WINGS /USAF
$25.69
$32.11
(20% off)
Chicago Illinois German Christmas Market Wooden Stalls Lights Baseball Cap
IRON WINGS /USAF
$23.00
$28.76
(20% off)
Chicago Thanksgiving Parade Fall Harvest Family Gift Baseball Cap
IRON WINGS /USAF
$23.00
$28.76
(20% off)
Connor Bedards & Patrick Kane Baseball Cap
raffrasta
$20.99
$26.24
(20% off)
Connor Bedards & Patrick Kane Baseball Cap
raffrasta
$20.99
$26.24
(20% off)
Bearssgiving Chicago Football Turkey Number 18 Graphic Dad Hat
CozyCubs-Art
$19.98
$24.98
(20% off)
Chicago Bears Inspired Illinois State Outline Football Design Dad Hat
Junkers
$21.83
$27.29
(20% off)
Born And Raised In Illinois Midwest Grit Baseball Cap
ladylalitafanta
$23.51
$29.39
(20% off)
Cubs Vintage Style Dad Hat
The Art by Rossouw
$21.83
$27.29
(20% off)
Chicago Deep Dish Vintage Badge Graphic Baseball Cap
RAS-77
$20.15
$25.19
(20% off)
Illinois – Psychedelic Americana Vintage 1970s Retro Art Baseball Cap
ChickenFund
$20.15
$25.19
(20% off)
Chicago Cool Birds Baseball Cap
Kistinastaylor
$21.83
$27.29
(20% off)
CHI CUB Baseball Cap
UCArts
$20.15
$25.19
(20% off)
Chicago and Eastern Illinois Buzzsaw Logo Dad Hat
Trains-and-Rail
$18.47
$23.09
(20% off)
Chicago Colorful Folk Art | Vibrant Skyline Lakefront Design for Fashion & Home Decor Baseball Cap
Imaginarium of Chaos falcon88
$21.88
$27.35
(20% off)
C&EI - "290 miles as the Cardinal Flies" Baseball Cap
Trains-and-Rail
$18.47
$23.09
(20% off)
Chicago Bears Thanksgiving Day Football Turkey Trot Dad Hat
Kaydenay
$20.15
$25.19
(20% off)
Chicago Illinois City Travel Skyline Landmark Baseball Cap
NeedForParks
$26.87
$33.58
(20% off)
Chicago Illinois Red Dad Hat
Normbot2000
$18.47
$23.09
(20% off)
Cheap Rockford Baseball Cap
Normbot2000
$18.47
$23.09
(20% off)
Dixie Mail - Chicago and Eastern Illinois Baseball Cap
Trains-and-Rail
$18.47
$23.09
(20% off)
Illinois Heartland Horizons – Vintage State Travel Poster with Chicago Skyline Baseball Cap
RockitBaby
$20.15
$25.19
(20% off)
Dixie Flyer - Chicago and Eastern Illinois Baseball Cap
Trains-and-Rail
$18.47
$23.09
(20% off)
Chicago Illinois, Usa City Skyline Travel Souvenir Baseball Cap
AncientClouds25
$23.51
$29.39
(20% off)
Chicago Black and White Zoom Lens Reflection Baseball Cap
Numerous-Niches
$18.47
$23.09
(20% off)
Chicago Vintage Film Camera Reflection Baseball Cap
Numerous-Niches
$18.47
$23.09
(20% off)
Illinois Chicago Raccoon Deep Dish Pizza – Deeper Opinions Baseball Cap
TheTrendsDesk
$20.15
$25.19
(20% off)
Chicago Style Hot Dog CHI Graphic Dad Hat
aligchi
$20.32
$25.40
(20% off)
Northside Best Side Chicago Pride Dad Hat
aligchi
$20.32
$25.40
(20% off)
Illinois Celestial Wonders Baseball Cap
Whimspired By Paxx
$20.15
$25.19
(20% off)
Chicago – Travel Art Dad Hat
maximinano100k
$22.67
$28.34
(20% off)
Illinois Grunge Skyline | Black and White Chicago Urban Art Baseball Cap
Paper Drip
$19.31
$24.14
(20% off)
Illinois Vintage Skyline | Distressed American Flag Chicago Art Dad Hat
Paper Drip
$19.31
$24.14
(20% off)
Illinois Chicago Skyline | Chicago Flag Stars and River Cityscape Baseball Cap
Paper Drip
$19.31
$24.14
(20% off)
Chicago Frenchie Club – Cute French Bulldog Design for Chicago Dog Owners Dad Hat
LazyOwlStore
$20.15
$25.19
(20% off)
Chicago Retro Vintage Sunset Design with Illinois Landscape and Mountain Hiking Theme Dad Hat
Zinebaarich
$20.15
$25.19
(20% off)
Chicago Skyline Silhouette with Iconic Cityscape and Architectural Landmarks Dad Hat
Zinebaarich
$20.15
$25.19
(20% off)
Vintage Chicago Football Bear Design for Illinois Fans Retro Style Baseball Cap
TroskyDesign
$20.15
$25.19
(20% off)
Chicago Skyline Illustration with Iconic Cityscape and Architectural Landmarks Baseball Cap
Zinebaarich
$20.15
$25.19
(20% off)
I Love Chicago Heart City Skyline Design Dad Hat
Zinebaarich
$20.15
$25.19
(20% off)
Chicago Skyline Silhouette Art Featuring Iconic Cityscape at Sunset Dad Hat
Zinebaarich
$20.15
$25.19
(20% off)
Chicago Skyline Art Print Featuring Iconic Cityscape Silhouette at Sunset Baseball Cap
Zinebaarich
$20.15
$25.19
(20% off)
Chicago Skyline Illustration with Iconic Landmarks and Urban Vibes Dad Hat
Zinebaarich
$20.15
$25.19
(20% off)
Chicago City Flag Design with Four Red Stars and Blue Stripes Dad Hat
Zinebaarich
$20.15
$25.19
(20% off)
A Certain City Home to a Certain Team Baseball Cap
Karate Octopus
$18.47
$23.09
(20% off)
Illinois Chapter of the Black Panther Party Dad Hat
Lone Frog
$20.15
$25.19
(20% off)
The Magnificent Mile, Traffic jam in downtown Chicago, Michigan Avenue, 1927 Illinois vintage black and white photograph Dad Hat
Astrid Arkhangelsky
$18.47
$23.09
(20% off)
Knuckles Chicago Illinois Red Sonic Style Character City Skyline Waterfront Scene Dad Hat
Pliable
$20.15
$25.19
(20% off)
Chicago Skyline Above Lake Michigan Baseball Cap
Beyond Destinations
$18.64
$23.30
(20% off)
Litchfield and Madison Railway Baseball Cap
Trains-and-Rail
$18.47
$23.09
(20% off)
Chicago Christmas Lights Skyline | Windy City Holiday Night Design Baseball Cap
Robert Lucio
$20.15
$25.19
(20% off)
Chicago City of Architecture Vintage Skyline Design Baseball Cap
castillomiami
$20.99
$26.24
(20% off)
Chicago Baseball Cap
Aise06
$20.15
$25.19
(20% off)
Chicago and Eastern Illinois - The Chicago Line Dad Hat
Trains-and-Rail
$18.47
$23.09
(20% off)
Chicago, Aurora and Elgin Railroad Baseball Cap
Trains-and-Rail
$18.47
$23.09
(20% off)
Mike Ditka Baseball Cap
SheenaghKobrin
$20.15
$25.19
(20% off)
121 October South Side Historic Chicago Baseball Baseball Cap
MASMUS27
$17.97
$22.46
(20% off)
Blackout South Side Stadium Vintage Dad Hat
MASMUS27
$17.97
$22.46
(20% off)
Holy Ball South Side Vintage Baseball Bishop Dad Hat
MASMUS27
$17.97
$22.46
(20% off)
No Ketchup All Swing Chicago Style Hot Dog Baseball Baseball Cap
MASMUS27
$17.97
$22.46
(20% off)
I Am Japanese South Side Baseball Fan Vintage Dad Hat
MASMUS27
$17.97
$22.46
(20% off)
Lincoln-Way East High School Griffins (Frankfort, IL) Dad Hat
LockedUp
$24.85
$31.07
(20% off)
Chicago Illinois USA City Of Big Shoulders Urban Travel Landmark Dad Hat
NeedForParks
$26.87
$33.58
(20% off)
Horrific State - Illinois Baseball Cap
johnnehill2
$18.47
$23.09
(20% off)
Chicago Baseball South Side Dad Hat
MASMUS27
$17.97
$22.46
(20% off)
Chicago Baseball South Side Two Tone Dad Hat
MASMUS27
$17.97
$22.46
(20% off)
Chicago Chi Town South Side Baseball Baseball Cap
MASMUS27
$17.97
$22.46
(20% off)
Chi South Side Chicago Baseball Dad Hat
MASMUS27
$17.97
$22.46
(20% off)
Pope Leo XIV Chicago South Side Baseball Cap
MASMUS27
$17.97
$22.46
(20% off)
Pope Leo XIV No Comment South Side Baseball Baseball Cap
MASMUS27
$17.97
$22.46
(20% off)
Chi Town South Side Hitmen Baseball Baseball Cap
MASMUS27
$17.97
$22.46
(20% off)
Vintage Chi South Side Hitmen Reloaded Baseball Dad Hat
MASMUS27
$17.97
$22.46
(20% off)
Vintage The Popes Team South Side Chicago Baseball Baseball Cap
MASMUS27
$17.97
$22.46
(20% off)
Fierce Chicago Bears Monster Of The Midway Graphic Dad Hat
PunPals-Art
$19.98
$24.98
(20% off)
Chicago Bears NFL Football Helmet Logo Drawing Design Dad Hat
Foran Designs
$21.66
$27.08
(20% off)
Chicago Bears NFL Football Helmet Logo Drawing Design Baseball Cap
Foran Designs
$21.66
$27.08
(20% off)
Chicago Bears NFL Football Helmet Logo Drawing Design Dad Hat
Foran Designs
$21.66
$27.08
(20% off)
Chicago Travel Art Baseball Cap
PamLeeDesign
$22.67
$28.34
(20% off)
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