Chicago Dresses

1000+ items

Alex Carushow Caruso To The Chicago Bulls A-Line Dress

DorianSanchez6

$47.29

~~$55.64~~ (15% off)

SORRY CAN'T FOOTBALL BYE BEARS A-Line Dress

delllsdesigns

$51.23

~~$60.28~~ (15% off)

SORRY CAN'T FOOTBALL BYE BEARS A-Line Dress

delllsdesigns

$51.23

~~$60.28~~ (15% off)

SORRY CAN'T FOOTBALL BYE BEARS A-Line Dress

delllsdesigns

$51.23

~~$60.28~~ (15% off)

SORRY CAN'T FOOTBALL BYE BEARS A-Line Dress

delllsdesigns

$51.23

~~$60.28~~ (15% off)

Wesley Willis Tribute Art A-Line Dress

HSMGallery

$51.23

~~$60.28~~ (15% off)

Vintage Henderson Four Cylinder Motorcycle - Excelsior Motor M.F.G And Supply Co. Chicago U.S.A. A-Line Dress

LanoraKeene

$45.32

~~$53.33~~ (15% off)

Koslow Engineering 1931 A-Line Dress

LanoraKeene

$45.32

~~$53.33~~ (15% off)

Vintage Excelsior Motorcycle - Excelsior Motor M.F.G And Supply Co. Chicago U.S.A. A-Line Dress

CandiHinojosa

$45.32

~~$53.33~~ (15% off)

Los Angeles LAX Airport Compass Travel Design A-Line Dress

SlantCity

$43.35

~~$51.01~~ (15% off)

New York JFK Airport Compass Travel Design A-Line Dress

SlantCity

$43.35

~~$51.01~~ (15% off)

Atlanta ATL Airport Compass Travel Design A-Line Dress

SlantCity

$43.35

~~$51.01~~ (15% off)

Chicago 1833 Pinstripe A-Line Dress

Normbot2000

$43.35

~~$51.01~~ (15% off)

Al Capone Vintage Gangster Poster – Chicago Mafia History & Prohibition Art A-Line Dress

Marginalia Workshop

$47.29

~~$55.64~~ (15% off)

Caleb Williams And Ben Johnson A-Line Dress

Raymondvfoor

$46.50

~~$54.72~~ (15% off)

Chicago Football We Almost Always Almost Win Funny Bear Vintage A-Line Dress

PunPals-Art

$46.90

~~$55.18~~ (15% off)

Chicago Football We Almost Always Almost Win Funny Bear Graphic A-Line Dress

PunPals-Art

$46.90

~~$55.18~~ (15% off)

Chicago Sunday Morning Breakfast Club Est 1920 Retro Tailgate A-Line Dress

PunPals-Art

$46.90

~~$55.18~~ (15% off)

Cool Chicago Bear Sunglasses Striped Hat Vintage Graphic A-Line Dress

PunPals-Art

$46.90

~~$55.18~~ (15% off)

Chicago Bear Sunglasses Reflection Thanksgiving Turkey Graphic A-Line Dress

dartoffofo⭐⭐⭐⭐⭐

$46.90

~~$55.18~~ (15% off)

Chicago Bear Wearing Santa Hat And Sunglasses Christmas Vintage A-Line Dress

dartoffofo⭐⭐⭐⭐⭐

$46.90

~~$55.18~~ (15% off)

Chicago Movie A-Line Dress

mariefigarella

$47.29

~~$55.64~~ (15% off)

Kanye West Chicago Chicago Globe Space Collage A-Line Dress

Coolshopsea

$47.29

~~$55.64~~ (15% off)

Buddy Guy Blues Guitarist A-Line Dress

BettyJanice

$53.21

~~$62.60~~ (15% off)

Style Chief Keef Black And White Smile Poster A-Line Dress

sarexgasruk

$59.12

~~$69.56~~ (15% off)

Buddy Guy Blues Guitar Legend A-Line Dress

BessieDollie

$53.21

~~$62.60~~ (15% off)

Buddy Guy Blues Guitarist A-Line Dress

BessieDollie

$53.21

~~$62.60~~ (15% off)

Buddy Guy Pop Art Guitar A-Line Dress

BessieDollie

$53.21

~~$62.60~~ (15% off)

Buddy Guy A Man & The Blues A-Line Dress

BessieDollie

$53.21

~~$62.60~~ (15% off)

Buddy Guy Lives The Blues A-Line Dress

BessieDollie

$53.21

~~$62.60~~ (15% off)

Vintage Caleb Williams Bear Down A-Line Dress

casopicolo

$43.35

~~$51.01~~ (15% off)

Caleb Williams Ben Johnson Chicago Football A-Line Dress

casopicolo

$43.35

~~$51.01~~ (15% off)

Dennis Rodman Dennis 90S Chicago Bulls Chicago A-Line Dress

TaylorBissett8

$47.29

~~$55.64~~ (15% off)

The Have-To - Rookie Of The Year - Chicago Cubs A-Line Dress

TheodorePeters8

$47.29

~~$55.64~~ (15% off)

Green Diamond Luggage Label 1936 A-Line Dress

Trains-and-Rail

$43.35

~~$51.01~~ (15% off)

Cheer Bows and Footballs Navy and Burnt Dark Orange A-Line Dress

KrisInStitches

$44.93

~~$52.86~~ (15% off)

Cheer Bows and Footballs Navy and Burnt Dark Orange A-Line Dress

KrisInStitches

$44.93

~~$52.86~~ (15% off)

Silly Goose Football Bears Colors A-Line Dress

KrisInStitches

$44.93

~~$52.86~~ (15% off)

Steve Lacy Oh Yeah Tour 2026 Full Dates Minneapolis Chicago New York LA A-Line Dress

Chicago City Retro Vintage Style Skyline Illustration A-Line Dress

DaciaDraws

$57.15

~~$67.24~~ (15% off)

Illinois Prairie Roots Straight Talk A-Line Dress

Whimspired By Paxx

$47.29

~~$55.64~~ (15% off)

Olivia Dean Lollapalooza August 1st 2026 A-Line Dress

AndyGordon125

$43.35

~~$51.01~~ (15% off)

Jennie Lollapalooza August 1st 2026 A-Line Dress

AndyGordon125

$43.35

~~$51.01~~ (15% off)

The XX Lollapalooza August 2nd 2026 A-Line Dress

AndyGordon125

$43.35

~~$51.01~~ (15% off)

Tate McRae Lollapalooza August 2nd 2026 A-Line Dress

AndyGordon125

$43.35

~~$51.01~~ (15% off)

Chicago Original Custom Vintage Music Band Tee Unique Poster Wall Art A-Line Dress

Cool Robot Bro.

$53.21

~~$62.60~~ (15% off)

Pete Crow-Armstrong 40/40 Club Chicago Baseball Tribute A-Line Dress

ostenlee

$45.32

~~$53.33~~ (15% off)

PCA for MVP Chicago Baseball Fan Portrait A-Line Dress

ostenlee

$45.32

~~$53.33~~ (15% off)

Modern Creative Currents – Henry Threadgill A-Line Dress

OwnVorkey

$51.23

~~$60.28~~ (15% off)

Harmonic Labyrinth Visions – Henry Threadgill A-Line Dress

OwnVorkey

$51.23

~~$60.28~~ (15% off)

Urban Improvisation Rituals – Henry Threadgill A-Line Dress

OwnVorkey

$51.23

~~$60.28~~ (15% off)

Wabash - "Follow the Flag" A-Line Dress

Trains-and-Rail

$43.35

~~$51.01~~ (15% off)

ICEMAN: 18 PARODY ALTERNATE (NAVY & ORANGE) A-Line Dress

damgoodgame

$47.29

~~$55.64~~ (15% off)

ICEMAN: 18 PARODY (WHITE & ORANGE) A-Line Dress

damgoodgame

$47.29

~~$55.64~~ (15% off)

Illinois State Silhouette IL A-Line Dress

shitpostee

$49.26

~~$57.96~~ (15% off)

Angel Reese Lineless Illustration A-Line Dress

dsxclothing

$51.23

~~$60.28~~ (15% off)

Angel Reese Lineless Illustration A-Line Dress

dsxclothing

$51.23

~~$60.28~~ (15% off)

Angel Reese Lineless Illustration A-Line Dress

dsxclothing

$51.23

~~$60.28~~ (15% off)

Angel Reese Lineless Illustration A-Line Dress

dsxclothing

$51.23

~~$60.28~~ (15% off)

Angel Reese Lineless Illustration A-Line Dress

dsxclothing

$51.23

~~$60.28~~ (15% off)

Angel Reese Lineless Illustration A-Line Dress

dsxclothing

$51.23

~~$60.28~~ (15% off)

Angel Reese Lineless Illustration A-Line Dress

dsxclothing

$51.23

~~$60.28~~ (15% off)

Angel Reese Lineless Illustration A-Line Dress

dsxclothing

$51.23

~~$60.28~~ (15% off)

Angel Reese Lineless Illustration A-Line Dress

dsxclothing

$51.23

~~$60.28~~ (15% off)

Angel Reese Lineless Illustration A-Line Dress

dsxclothing

$51.23

~~$60.28~~ (15% off)

Angel Reese Lineless Illustration A-Line Dress

dsxclothing

$51.23

~~$60.28~~ (15% off)

Angel Reese Lineless Illustration A-Line Dress

dsxclothing

$51.23

~~$60.28~~ (15% off)

Angel Reese Lineless Illustration A-Line Dress

dsxclothing

$51.23

~~$60.28~~ (15% off)

Angel Reese Lineless Illustration A-Line Dress

dsxclothing

$51.23

~~$60.28~~ (15% off)

Angel Reese Lineless Illustration A-Line Dress

dsxclothing

$51.23

~~$60.28~~ (15% off)

Angel Reese Lineless Illustration A-Line Dress

dsxclothing

$51.23

~~$60.28~~ (15% off)

Angel Reese Lineless Illustration A-Line Dress

dsxclothing

$51.23

~~$60.28~~ (15% off)

Angel Reese Lineless Illustration A-Line Dress

dsxclothing

$51.23

~~$60.28~~ (15% off)

Angel Reese Lineless Illustration A-Line Dress

dsxclothing

$51.23

~~$60.28~~ (15% off)

Angel Reese Lineless Illustration A-Line Dress

dsxclothing

$51.23

~~$60.28~~ (15% off)

Angel Reese Lineless Illustration A-Line Dress

dsxclothing

$51.23

~~$60.28~~ (15% off)

Angel Reese Lineless Illustration A-Line Dress

dsxclothing

$51.23

~~$60.28~~ (15% off)

Angel Reese Lineless Illustration A-Line Dress

dsxclothing

$51.23

~~$60.28~~ (15% off)

Angel Reese Lineless Illustration A-Line Dress

dsxclothing

$51.23

~~$60.28~~ (15% off)

Angel Reese Lineless Illustration A-Line Dress

dsxclothing

$51.23

~~$60.28~~ (15% off)

Angel Reese Lineless Illustration A-Line Dress

dsxclothing

$51.23

~~$60.28~~ (15% off)

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Chicago Dresses

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