Chicago Posters

1000+ items

Al Capone Vintage Gangster Poster – Chicago Mafia History & Prohibition Art Poster

Marginalia Workshop

$14.51

~~$18.13~~ (20% off)

Caleb Williams And Ben Johnson Poster

Raymondvfoor

$13.30

~~$16.62~~ (20% off)

Chicago Football We Almost Always Almost Win Funny Bear Vintage Poster

PunPals-Art

$14.39

~~$17.98~~ (20% off)

Chicago Football We Almost Always Almost Win Funny Bear Graphic Poster

PunPals-Art

$14.39

~~$17.98~~ (20% off)

Chicago Sunday Morning Breakfast Club Est 1920 Retro Tailgate Poster

PunPals-Art

$14.39

~~$17.98~~ (20% off)

Cool Chicago Bear Sunglasses Striped Hat Vintage Graphic Poster

PunPals-Art

$14.39

~~$17.98~~ (20% off)

Chicago Bear Sunglasses Reflection Thanksgiving Turkey Graphic Poster

dartoffofo⭐⭐⭐⭐⭐

$14.39

~~$17.98~~ (20% off)

Chicago Bear Wearing Santa Hat And Sunglasses Christmas Vintage Poster

dartoffofo⭐⭐⭐⭐⭐

$14.39

~~$17.98~~ (20% off)

Cool Style Chief Keef Poster Poster

sarexgasruk

$18.13

~~$22.67~~ (20% off)

Live 2026 Chief Keef Concert Poster Poster

sarexgasruk

$18.13

~~$22.67~~ (20% off)

Black And White Chief Keef Style Poster Poster

sarexgasruk

$18.13

~~$22.67~~ (20% off)

Minimalist Album Chief Keef Best 2012 Poster Poster

sarexgasruk

$18.13

~~$22.67~~ (20% off)

Kanye West Chicago Chicago Globe Space Collage Poster

Coolshopsea

$14.51

~~$18.13~~ (20% off)

Buddy Guy Blues Guitarist Poster

BettyJanice

$16.32

~~$20.40~~ (20% off)

Iconic Style Chief Keef Best Seller Poster Poster

sarexgasruk

$18.13

~~$22.67~~ (20% off)

Aesthetic Chief Keef Nature View Poster

sarexgasruk

$18.13

~~$22.67~~ (20% off)

Style Chief Keef Black And White Smile Poster Poster

sarexgasruk

$18.13

~~$22.67~~ (20% off)

Cover Chief Keef Animation Poster Poster

sarexgasruk

$18.13

~~$22.67~~ (20% off)

Buddy Guy Blues Guitar Legend Poster

BessieDollie

$16.32

~~$20.40~~ (20% off)

Buddy Guy Blues Guitarist Poster

BessieDollie

$16.32

~~$20.40~~ (20% off)

Da Pope Chicago Bears Parody of Pope Leo XIV NFL Church Christian Football Poster

barefootmk

$14.51

~~$18.13~~ (20% off)

Buddy Guy Pop Art Guitar Poster

BessieDollie

$16.32

~~$20.40~~ (20% off)

Buddy Guy A Man & The Blues Poster

BessieDollie

$16.32

~~$20.40~~ (20% off)

Buddy Guy Lives The Blues Poster

BessieDollie

$16.32

~~$20.40~~ (20% off)

Vintage Caleb Williams Bear Down Poster

casopicolo

$13.30

~~$16.62~~ (20% off)

Caleb Williams Ben Johnson Chicago Football Poster

casopicolo

$13.30

~~$16.62~~ (20% off)

Chicago Cubs - Pete Crow-Armstrong Middle Finger PCA Poster

Alternative Band Established 2001 Poster

DesireChassE

$14.51

~~$18.13~~ (20% off)

Dennis Rodman Dennis 90S Chicago Bulls Chicago Poster

TaylorBissett8

$14.51

~~$18.13~~ (20% off)

The Have-To - Rookie Of The Year - Chicago Cubs Poster

TheodorePeters8

$14.51

~~$18.13~~ (20% off)

Green Diamond Luggage Label 1936 Poster

Trains-and-Rail

$13.30

~~$16.62~~ (20% off)

Powder River Power Hour Poster

Jake's Retro Rails

$18.13

~~$22.67~~ (20% off)

Caleb Chicago Sweater Poster

FanFocusedTees

$14.51

~~$18.13~~ (20% off)

The Iceman Ugly Sweater Poster

FanFocusedTees

$14.51

~~$18.13~~ (20% off)

Steve Lacy Oh Yeah Tour 2026 Full Dates Minneapolis Chicago New York LA Poster

choudane

$14.51

~~$18.13~~ (20% off)

Dark Lane Demo Tapes by Drake - Tracklist Art Poster

Monsters of the Midway Co.lst.on Loveland Ro.m.e Odunze K.yl.e Monangai Bootleg Poster

LuzWilderman

$14.51

~~$18.13~~ (20% off)

C.al.eb Williams Arms Crossed Quarterback Graphic Poster

LuzWilderman

$14.51

~~$18.13~~ (20% off)

Elgin illinois Poster

TaraPen

$14.51

~~$18.13~~ (20% off)

Illinois Prairie Roots Straight Talk Poster

Whimspired By Paxx

$14.51

~~$18.13~~ (20% off)

Lions & Turkeys & Bears Thanksgiving Football Poster

AlexandSchum

$14.51

~~$18.13~~ (20% off)

Olivia Dean Lollapalooza August 1st 2026 Poster

AndyGordon125

$13.30

~~$16.62~~ (20% off)

Jennie Lollapalooza August 1st 2026 Poster

AndyGordon125

$13.30

~~$16.62~~ (20% off)

The XX Lollapalooza August 2nd 2026 Poster

AndyGordon125

$13.30

~~$16.62~~ (20% off)

October Only Cubs Postseason 2026 Baseball Fan Poster

world+167

$15.72

~~$19.64~~ (20% off)

October Only Cubs Postseason 2026 Baseball Fan Poster

world+167

$15.72

~~$19.64~~ (20% off)

October Only Cubs Postseason 2026 Baseball Fan Poster

world+167

$15.72

~~$19.64~~ (20% off)

October Only Cubs Postseason 2026 Baseball Fan Poster

world+167

$15.72

~~$19.64~~ (20% off)

October Only Cubs Postseason 2026 Baseball Fan Poster

world+167

$15.72

~~$19.64~~ (20% off)

October Only Cubs Postseason 2026 Baseball Fan Poster

world+167

$15.72

~~$19.64~~ (20% off)

October Only Cubs Postseason 2026 Baseball Fan Poster

world+167

$15.72

~~$19.64~~ (20% off)

Tate McRae Lollapalooza August 2nd 2026 Poster

AndyGordon125

$13.30

~~$16.62~~ (20% off)

Chicago Original Custom Vintage Music Band Tee Unique Poster Wall Art Poster

Cool Robot Bro.

$16.32

~~$20.40~~ (20% off)

Pete Crow-Armstrong 40/40 Club Chicago Baseball Tribute Poster

ostenlee

$13.90

~~$17.38~~ (20% off)

PCA for MVP Chicago Baseball Fan Portrait Poster

ostenlee

$13.90

~~$17.38~~ (20% off)

Modern Creative Currents – Henry Threadgill Poster

OwnVorkey

$15.72

~~$19.64~~ (20% off)

Harmonic Labyrinth Visions – Henry Threadgill Poster

OwnVorkey

$15.72

~~$19.64~~ (20% off)

Urban Improvisation Rituals – Henry Threadgill Poster

OwnVorkey

$15.72

~~$19.64~~ (20% off)

Wabash - "Follow the Flag" Poster

Trains-and-Rail

$13.30

~~$16.62~~ (20% off)

ICEMAN: 18 PARODY ALTERNATE (NAVY & ORANGE) Poster

damgoodgame

$14.75

~~$18.43~~ (20% off)

ICEMAN: 18 PARODY (WHITE & ORANGE) Poster

damgoodgame

$14.75

~~$18.43~~ (20% off)

Illinois State Silhouette IL Poster

shitpostee

$15.72

~~$19.64~~ (20% off)

Angel Reese Lineless Illustration Poster

dsxclothing

$31.43

~~$39.29~~ (20% off)

Angel Reese Lineless Illustration Poster

dsxclothing

$31.43

~~$39.29~~ (20% off)

Angel Reese Lineless Illustration Poster

dsxclothing

$31.43

~~$39.29~~ (20% off)

Angel Reese Lineless Illustration Poster

dsxclothing

$31.43

~~$39.29~~ (20% off)

Angel Reese Lineless Illustration Poster

dsxclothing

$31.43

~~$39.29~~ (20% off)

Angel Reese Lineless Illustration Poster

dsxclothing

$31.43

~~$39.29~~ (20% off)

Angel Reese Lineless Illustration Poster

dsxclothing

$31.43

~~$39.29~~ (20% off)

Angel Reese Lineless Illustration Poster

dsxclothing

$31.43

~~$39.29~~ (20% off)

Angel Reese Lineless Illustration Poster

dsxclothing

$31.43

~~$39.29~~ (20% off)

Angel Reese Lineless Illustration Poster

dsxclothing

$31.43

~~$39.29~~ (20% off)

Angel Reese Lineless Illustration Poster

dsxclothing

$31.43

~~$39.29~~ (20% off)

Angel Reese Lineless Illustration Poster

dsxclothing

$31.43

~~$39.29~~ (20% off)

Angel Reese Lineless Illustration Poster

dsxclothing

$31.43

~~$39.29~~ (20% off)

Angel Reese Lineless Illustration Poster

dsxclothing

$31.43

~~$39.29~~ (20% off)

Angel Reese Lineless Illustration Poster

dsxclothing

$31.43

~~$39.29~~ (20% off)

Angel Reese Lineless Illustration Poster

dsxclothing

$31.43

~~$39.29~~ (20% off)

Become a member.Get 25% off your first order.Plus other neat perks and exclusive savings to help you find the very thing.

Worldwide Shipping
Available as standard or express delivery
Learn more- opens in new window or tab
Secure Payments
100% Secure Payment with 256-bit SSL encryption
Learn more- opens in new window or tab
Free Return
Exchange or money back guarantee for all orders
Learn more- opens in new window or tab
Local Support
24/7 Dedicated support
Learn more- opens in new window or tab

Chicago Posters

Worldwide Shipping

Secure Payments

Free Return

Local Support

Shop

About

Help

Social