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Chicago Sweatshirts & Hoodies
1000+ items
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1000+ items
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Vintage-Styled Bears Premium Oversized Hoodie
Daybreak Media
$57.59
Home CHICAGO Premium Oversized Hoodie
katieandrew
$57.11
Filipino School of Chicago White Logo Premium Oversized Sweatshirt
Fil-School-Chi
$51.59
Wrigleyville Chicago Baseball Premium Oversized Sweatshirt
LazyLoungeCo
$51.59
Air jordan Pullover Hoodie
ChristineHuth
$41.99
Joe Cool Snoopy Chicago Bears Premium Oversized Hoodie
kittyr1na
$52.79
Chicane - Offshore Premium Oversized Hoodie
Schudelfloss
$57.59
Sugar Skull Chicago Baseball Premium Oversized Sweatshirt
shanconart
$53.74
Vintage Ice Man Caleb Williams Pullover Hoodie
DakirooStudio
$43.74
Da Beers Premium Oversized Sweatshirt
Greg Dressel
$51.59
Bulls Nation - Chicago City Premium Oversized Hoodie
alimyatmn
$57.59
Wrigley Field Game Clock Premium Oversized Sweatshirt
robertcloyce
$51.59
Iconic Moment Premium Oversized Sweatshirt
Footmaneyshop
$59.33
Chicago Sox Awesome Premium Oversized Sweatshirt
FLUFFandBEYOND
$47.29
Chicago PD tv show characters logo Premium Oversized Hoodie
aveahnigro12
$62.39
The Dresden Files - Harry Dresden - Dresden's Demonreach Hotel And Spa - Lake Michigan Premium Oversized Sweatshirt
yuckticke
$51.59
northeastern illinois university, northeastern university chicago, northeastern illinois, northeastern chicago, northeastern il university Premium Oversized Sweatshirt
Ice-On-My-Veins
$64.49
Chicago Pd Sergeant Hank Voight Intelligence Badge Vestt Premium Oversized Hoodie
HumorStyle
$64.79
Downtown Chicago City Skyline Walking Bear Silhouette Gift Premium Oversized Hoodie
Dressed For Duty
$57.59
Sebastian Maniscalco Premium Oversized Hoodie
Zanies78
$57.59
Good, Better, Best Premium Oversized Hoodie
angelanordan
$52.79
Vintage Ice Man Chicago Football Premium Oversized Hoodie
Raydinmob
$52.79
School of the Art Institute of Chicago (SAIC) Premium Oversized Hoodie
HayleeC34
$52.79
Monsters of the Midway Premium Oversized Sweatshirt
A Brand With No Name
$51.59
University of Chicago Premium Oversized Hoodie
Ellery Lapin
$69.59
CHICAGO P.D - DETECTIVE JAY HALSTEAD - INTELLIGENCE BADGE VEST Pullover Hoodie
emilybraz7
$48.99
Reader Logo Through the Years Premium Oversized Sweatshirt
The Chicago Reader
$51.59
CHICAGO LEGENDS - CHIRAQ Premium Oversized Sweatshirt
HoodClassics
$51.59
Coach Ben Johnson Good, Better, Best Win Speech Art Lightweight Hoodie
Bear Creative
$38.07
Fire, Med, PD skyline white Premium Oversized Hoodie
ellclark
$59.99
Chicago Park District (back) Lightweight Hoodie
adrien2297
$40.79
Chicago Blues Premium Oversized Sweatshirt
samhi113
$51.50
Connor Bedard Draft Art Premium Oversized Sweatshirt
B3 Graphics
$48.15
University of Chicago Premium Oversized Sweatshirt
carolinezhao
$51.59
Ragtime Musical Hi-Res Premium Oversized Hoodie
blomdel
$64.79
Ferris Bueller at the Art Museum Premium Oversized Hoodie
comfysockz
$55.19
Loyola University Chicago Premium Oversized Hoodie
brooklevan
$59.36
The Chicago College, of Performing Arts Premium Oversized Sweatshirt
NoraroN
$51.59
Columbia College Chicago Classic Logo High Quality Print Premium Oversized Sweatshirt
blomdel
$58.04
End of Beginning Premium Oversized Sweatshirt
djokeerydaily
$51.59
Chicago Minimalist Map United States Premium Oversized Sweatshirt
BoringClothes
$47.29
Blink if you hate the Packers Premium Oversized Hoodie
Primotees
$52.79
Marshall Field's Department Store Premium Oversized Hoodie
TeeArcade84
$59.99
Sweet Vintage Retro Chicago City Flag Bear Printa Premium Oversized Hoodie
DuneHaicna
$52.79
Filipino School of Chicago Premium Oversized Sweatshirt
Fil-School-Chi
$51.59
Columbia College Chicago Flag Logo Premium Oversized Sweatshirt
hanhorton
$51.59
chicago fire cast-members Premium Oversized Sweatshirt
LondownDesign
$55.89
Original Chicagoland Beef Company Lightweight Hoodie
MalmoDesigns
$42.49
UIC College of Medicine Premium Oversized Sweatshirt
Nicole Christine
$58.04
Decatur Staleys Premium Oversized Sweatshirt
Retrorockit
$51.59
Chicago FC United logo usl Premium Oversized Hoodie
chcasey
$57.59
School of the Art Institute of Chicago Rainbow Gradient Logo Pullover Hoodie
Dennisust
$41.99
Chicago Flags with Teams and Skyline Premium Oversized Hoodie
kwald12
$55.19
Columbia College Chicago Premium Oversized Hoodie
blomdel
$64.79
Drose Day 1.4.25 Premium Oversized Sweatshirt
mysports
$55.89
SIX The Musical Queens Silhouettes— With Lyrics! Pullover Sweatshirt
broadway-babies
$41.99
Chicago Med tv show characters poster logo Premium Oversized Hoodie
AnsykD
$64.79
Joffrey Ballet Sign Chicago Premium Oversized Sweatshirt
Enzwell
$51.59
Chicago Football Heartbeat Pulse Premium Oversized Sweatshirt
Bored Imagination
$47.29
Kanye West Dropout Bear Chicago Vintage Graduation Premium Oversized Sweatshirt
shopvinhcong
$60.19
Chicago Trains Map Pullover Sweatshirt
Rich Anderson
$41.99
Chicago Bears Good Better Best by Coach Johnson on Colour Background Premium Oversized Hoodie
Bear Creative
$52.79
Chicago - The Musical/Movie Premium Oversized Hoodie
thefilmmagazine
$58.07
Chicago Flag Typography – Vintage City Pride Design Premium Oversized Hoodie
SimplyJasper
$59.03
Chicago Fire Premium Oversized Sweatshirt
lemonlimeyogurt
$50.73
CHICAGO P.D - SERGEANT HANK VOIGHT - INTELLIGENCE BADGE VEST Premium Oversized Hoodie
emilybraz7
$67.19
Chicago the Musical Premium Oversized Sweatshirt
Rasiadunn
$51.59
I Survived The Polar Vortex - Funny Chicago Winter Humor Premium Oversized Hoodie
aligchi
$58.07
Chi Town - Chicago Themed and Chicago Love Premium Oversized Hoodie
aligchi
$58.07
House Music - Vintage Retro Hexagon Premium Oversized Sweatshirt
Jam Jar
$57.18
Marshall Field's Department Store Premium Oversized Sweatshirt
TeeArcade84
$53.74
CHICAGO FIRE CFD LOGO Premium Oversized Sweatshirt
emilybraz7
$60.19
Good Better Best Never Let it Rest - Chicago Bears Premium Oversized Hoodie
Primotees
$52.79
mt joy - hippi van bus Premium Oversized Hoodie
LondownDesign
$62.39
CHICAGO MED - WILL HALSTEAD - SCRUBS - EMERGENCY MEDICINE Premium Oversized Sweatshirt
emilybraz7
$60.19
Vintage Wrigley Bleachers Premium Oversized Hoodie
frittata
$59.99
University of Chicago Law School Premium Oversized Hoodie
eammmmmm
$71.99
Chicago Park District Lightweight Hoodie
adrien2297
$40.79
Luther Burden III Choke Premium Oversized Sweatshirt
RatTrapTees
$47.29
Sweet Home Chicago Design Pullover Sweatshirt
aligchi
$42.34
SAIC School of the Art Institute Chicago Van Gogh Sunflowers Premium Oversized Sweatshirt
Katie Thomsen
$58.90
Chicago Blackhawks Cross Stitch Premium Oversized Hoodie
ZamboniZingers
$57.59
Joffrey Ballet Sign Night Premium Oversized Sweatshirt
Enzwell
$51.59
Fuck Fame Chicago Pullover Hoodie
TheLaw61
$43.04
Chicago Fire - One Chicago Premium Oversized Hoodie
HumorStyle
$64.79
CHICAGO FIRE - LT. SEVERIDE - SQUAD 3 Premium Oversized Sweatshirt
emilybraz7
$60.19
808 Premium Oversized Hoodie
trev4000
$64.79
CHICAGO P.D - DETECTIVE HAILEY UPTON - INTELLIGENCE BADGE VEST Premium Oversized Sweatshirt
emilybraz7
$60.19
Barnaby's Family Inn Premium Oversized Sweatshirt
nwerlandson
$51.59
Executive Producer Dick Wolf Premium Oversized Sweatshirt
Dennis Daniel
$51.59
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Chicago
Chicago hoodies and sweatshirts are expertly printed on ethically sourced, sweatshop-free apparel and available in a huge range of styles, colors and sizes. If you like your hoodies baggy, go two sizes up.
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