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Chicago Illinois Caps
1000+ items
Hats
Filters (2)
1000+ items
Newest
Globe Grid Emblem Chicago Baseball Cap
ArchaBreton
$20.15
$25.19
(20% off)
Retro Football Chicago Fan Baseball Cap
JyzelleAgoro99
$22.50
$28.13
(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)
The Nickel Plate Road Baseball Cap
Trains-and-Rail
$18.47
$23.09
(20% 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)
Illinois Prairie and Skyline Guitar Baseball Cap
Whimspired By Paxx
$20.15
$25.19
(20% off)
Lou Mitchell's Chicago Streetscape with Willis Tower and Neon Sign Dad Hat
Aryabek
$23.73
$27.92
(15% off)
Lou Mitchell's Chicago Diner with Willis Tower City Landmark Baseball Cap
Aryabek
$22.33
$27.92
(20% off)
Illinois Dog Baseball Cap
Whimspired By Paxx
$20.15
$25.19
(20% off)
City Life — Chicago Dad Hat
New-Blood
$19.62
$23.09
(15% off)
Chicago Truckers Vintage Semi Truck Illinois Baseball Cap
al21ex
$20.40
$25.50
(20% off)
Funny Chicago Football Bear Graphic | Windy City Sports Fan Humor | Best Gift Baseball Cap
FisnikR
$27.87
$34.84
(20% off)
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)
Awesome Chicago Baseball Fan Design - South Side Windy City Sports Graphic | ⭐⭐⭐⭐⭐ Baseball Cap
FisnikR
$27.87
$34.84
(20% 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)
Vintage Decatur Staleys Football 1919 Retro American Sports Heritage Graphic Design | Best Gift Dad Hat
Astro Cats Social Club
$29.62
$34.84
(15% off)
The Bean Chicago Dad Hat
RubyLeialohaArt
$21.41
$25.19
(15% off)
Chicago Bear Cool Sunglasses City Pride Sketch Baseball Cap
Snyder93
$20.15
$25.19
(20% off)
Chicago Dad Hat
happymoon03
$21.23
$24.98
(15% off)
Chicago Bears Illinois Nfl State Outline Baseball Cap
LeyaHoops
$20.15
$25.19
(20% off)
Chicago Skyline & Bear Pride Graphic Art | Best Buy Dad Hat
Astro Cats Social Club
$29.62
$34.84
(15% off)
Comiskey Park Baseball Cap
jadynbennionv
$20.15
$25.19
(20% off)
Chicago Baseball Cap
jadynbennionv
$20.15
$25.19
(20% off)
Illinois Chicago Blues Dog Dad Hat
Whimspired By Paxx
$21.41
$25.19
(15% off)
Chicago Football Vintage Retro Helmet Baseball Cap
BobbyTate64654
$25.27
$31.59
(20% off)
Vintage Chicago Skyline Illinois Adventure Baseball Cap
T-Motive
$18.47
$23.09
(20% off)
Bleed Cubbie Blue Dad Hat
pajocarleenj
$21.41
$25.19
(15% off)
The Chicago Beast North Dad Hat
cuvavirtuex
$21.41
$25.19
(15% off)
Wrigleyville Chicago Baseball Dad Hat
cuvavirtuex
$21.41
$25.19
(15% off)
Chicago Bears Illinois Nfl State Outline Baseball Cap
markeytaggw
$20.15
$25.19
(20% off)
Cubs Baseball Cap
markeytaggw
$20.15
$25.19
(20% off)
Chicago Music Blues Great Lakes City Skyline Badge Dad Hat
RDproject
$21.41
$25.19
(15% off)
Wicker Park Dad Hat
Normbot2000
$19.62
$23.09
(15% off)
Chicago Deep Dish Pizza Skyline Foodie Souvenir Badge Dad Hat
RDproject
$21.41
$25.19
(15% off)
The Windy City NFL Football Chicago Illinois Bears Caleb Williams, Obama, Mike Ditka Baseball Cap
Space Ghettos
$18.47
$23.09
(20% off)
NFL Football Player QB Chicago Bears Star Caleb Williams NCAA Oklahoma USC Dad Hat
Space Ghettos
$19.62
$23.09
(15% off)
Windy City Football Fan Vintage Retro Distressed Graphic Design For Chicago Sports Enthusiasts | Best Gift Dad Hat
FisnikR
$29.62
$34.84
(15% off)
Chicago Illinois Urban Population Map Retro Aesthetic Graphic Design | Limited Edition Baseball Cap
TzmMedia
$27.87
$34.84
(20% off)
Vintage Football Chicago Retro Graphic Tee Baseball Cap
RobertLe97936
$25.27
$31.59
(20% off)
Chicago Theatre Baseball Cap
adinecalli
$18.47
$23.09
(20% off)
Windy City Football Heritage Retro Blue And Orange Professional Gridiron Fan Art | ⭐⭐⭐⭐⭐ Best Seller Dad Hat
Astro Cats Social Club
$29.62
$34.84
(15% off)
Good Better Best Chicago Football Fan Art | Windy City Sports Pride Graphic | ⭐⭐⭐⭐⭐ Best Seller Dad Hat
Astro Cats Social Club
$29.62
$34.84
(15% off)
Windy City Football Vintage Retro Style Illustration For Chicago Sports Fans And Gridiron Lovers | Best Buy Dad Hat
Astro Cats Social Club
$29.62
$34.84
(15% off)
Vintage Chicago Sky Ride 1933 Worlds Fair Retro Poster Art | Century Of Progress Travel Illustration | ⭐⭐⭐⭐⭐ Best Seller Dad Hat
anis14
$29.62
$34.84
(15% off)
Chicago Football Fan Navy Orange City Pride | Windy City Game Day Sports Aesthetic | ⭐⭐⭐⭐⭐ Baseball Cap
FisnikR
$27.87
$34.84
(20% off)
Distressed Illinois Flag Heart IL Dad Hat
shitpostee
$23.19
$27.29
(15% off)
Windy City Football Pride Retro Vintage Style Graphic Design For Chicago Sports Fans And Gridiron Enthusiasts | Limited Edition Baseball Cap
Junkers
$27.87
$34.84
(20% off)
Chicago Vintage Retro USA Travel Dad Hat
RareDeerArt
$21.41
$25.19
(15% off)
Chicago Windy City Pattern Dad Hat
TinyWeird
$21.41
$25.19
(15% off)
Windy City Football Pride Retro Orange And Navy Vintage Style Graphic | Best Buy Dad Hat
Astro Cats Social Club
$25.87
$30.44
(15% off)
Vintage Chicago Bears Dad Hat
Vita95gelman
$19.62
$23.09
(15% off)
The Original Berf Of Chicagoland Dad Hat
Vita95gelman
$19.62
$23.09
(15% off)
Soldier Fields Justin Fields Chicago Bears Dad Hat
Vita95gelman
$19.62
$23.09
(15% off)
Distressed Illinois Flag Heart IL Dad Hat
shitpostee
$23.19
$27.29
(15% off)
Illinois State Seal IL Dad Hat
shitpostee
$23.19
$27.29
(15% off)
Chicago Dreams – The Windy City Baseball Cap
RockitBaby
$20.15
$25.19
(20% off)
Chi Town - Chicago Inspired Design - Chicago love Baseball Cap
aligchi
$20.32
$25.40
(20% off)
Da Bears - Chicago Inspired Dad Hat
aligchi
$21.59
$25.40
(15% off)
Chicago Inspired Cute Chicago Bean with Chicago flag components Baseball Cap
aligchi
$20.32
$25.40
(20% off)
Chicago Inspired Sports Team Love-Bears, Cubs and Bulls Dad Hat
aligchi
$21.59
$25.40
(15% off)
Sweet Home Chicago Design Baseball Cap
aligchi
$20.32
$25.40
(20% off)
prairie state pride Dad Hat
shitpostee
$23.19
$27.29
(15% off)
Sunrise over Chicago Baseball Cap
sid1802
$18.47
$23.09
(20% off)
Wpbl Inaugural Season Deep Purple Retro Baseball Cap
EvanCabrera
$20.15
$25.19
(20% off)
Chicago Nights 1837 – Neon Deep Dish Dad Hat
Houldi
$19.62
$23.09
(15% off)
City Of Chicago Founded In 1837 Sears Willis Tower Baseball Cap
jeshands
$19.31
$24.14
(20% off)
Chicago Urban Street Art – Windy City Graffiti Skyline Baseball Cap
URBIVO
$20.15
$25.19
(20% off)
Chicago Basketball City Skyline Urban Streetwear Graphic Baseball Cap
BlasiseDS
$18.47
$23.09
(20% off)
Chicago Skyline Silhouette Design - Retro Gift for Travel Lover Baseball Cap
MoonSkyArt
$18.47
$23.09
(20% off)
Chicago Skyline City Life Music and Deep Dish Retro Badge Dad Hat
DreamLayerStudio
$21.41
$25.19
(15% off)
Chicago Skyline Cityscape Art Print - Iconic Illinois Landmark | Best Gift Dad Hat
yuryart
$25.87
$30.44
(15% off)
Vintage and classic iconic legend Bulls Dad Hat
akalosa
$19.62
$23.09
(15% off)
Vintage and simple design for chicagobulls Baseball Cap
akalosa
$18.47
$23.09
(20% off)
Chicago Vintage Athletic Football Sweatshirt Baseball Cap
EddieAlle72271
$25.19
$31.49
(20% off)
Illinois Prairie State Vintage Travel Souvenir Badge Baseball Cap
DreamLayerStudio
$20.15
$25.19
(20% off)
Illinois Van Life Dad Hat
Whimspired By Paxx
$21.41
$25.19
(15% off)
Chicago Football Baseball Cap
MatthewMazovia
$20.15
$25.19
(20% off)
Chicago Baseball Champs Upside Down Dad Hat
MASMUS27
$19.09
$22.46
(15% off)
Chicago Vintage Football Fan Apparel Baseball Cap
SamanthaB72717
$21.84
$27.31
(20% off)
Chicago Baseball Champs Never Quit Dad Hat
MASMUS27
$19.09
$22.46
(15% off)
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