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Chicago Classic Pins and Buttons

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Chicago Pin
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Description: This classic Chicago T-shirt captures the band’s elegant 70s typography — a symbol of jazz-rock sophistication and timeless design. For fans of smooth horns, soulful harmonies, and pure musicianship.

Tags: chicago, classic rock, jazz rock, rock music, rock music band

Chicago Pin

by kosmikjive

$3.00 $3.25

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Suck My Chicago Pin
Main Tag:  

Description: Chicago

Tags: bear down, bears, blackhawks, bulls, chicago bears

Suck My Chicago Pin

by geekingoutfitters

$3.00 $3.25

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Chicago / Retro Styled Faded Design (White) Pin
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Description: Chicago / Retro Styled Faded Design (White)

Tags: ambrosia, aor music, boho chic, classic rock, classic rock band

Chicago / Retro Styled Faded Design (White) Pin

by CultOfRomance

$3.00 $3.25

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Chicago Classic Movie Poster Pin
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Description: Chicago Classic Movie Poster

Tags: broadway adaptation, catherine zeta jones, cell block tango, chicago, chicago movie

Chicago Classic Movie Poster Pin

by Gisellamarcel

$3.00 $3.25

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Chicago / Retro Styled Faded Design (Black) Pin
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Description: Chicago / Retro Styled Faded Design (Black)

Tags: ambrosia, aor music, boho chic, classic rock, classic rock band

Chicago / Retro Styled Faded Design (Black) Pin

by CultOfRomance

$3.00 $3.25

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Chicago – Classic Baseball Stitch Pin
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Description: Celebrate timeless baseball tradition with this Chicago Cubs inspired design! The bold blue “CUBS” lettering stands tall between two curved red stitching patterns, perfectly resembling the seams of a baseball. With a clean, powerful look and vintage athletic feel, this design embodies Wrigley Field energy and Windy City pride — a must-have for loyal fans.

Tags: baseball, blue, bold, classic, cubs

Chicago – Classic Baseball Stitch Pin

by StonesBirds Complex

$3.00 $3.25

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Chicago classic Pin

Description: If you're from Chicago, you grew up with this commercial.

Tags: chicago commercials, vintage, chi, old commercials, tv

Chicago classic Pin

by Massive Dzines

$3.00 $3.25

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Blues Brothers Pin
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Description: Blues Brothers

Tags: jake blues, elwood blues, country, kokomo indiana, cowboy

Blues Brothers Pin

by DarkLordPug

$3.00 $3.25

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Anthony Edwards x Michael Jordan Pin

Description: Anthony Edwards - Michael Jordan

Tags: ant man, anthony edwards, antman, basketball, chicago bulls

Anthony Edwards x Michael Jordan Pin

by Juantamad

$3.00 $3.25

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Muddy Waters vs. Howlin' Wolf - Club Paradise - Memphis, Tenn 1964 Pin
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Description: Take it for me Evils Spoonful Hoochie Coochie man I got my mojo workin'

Tags: 60s, blues, blues music, blues rock, chicago
Chicago Transit Authority logo, band 1969 Pin
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Description: Chicago Transit Authority logo, band 1969

Tags: band, chicago, chicago 1969, chicago brass rock, chicago rock

Chicago Transit Authority logo, band 1969 Pin

by Ken Savana

$3.00 $3.25

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Curtis Mayfield - Curtis Tracklist Album Pin
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Description: Curtis (Expanded Edition) (1970) Album by Curtis Mayfield

Tags: album, album cover, chicago soul, classic soul, curtis

Curtis Mayfield - Curtis Tracklist Album Pin

by 80sRetro

$3.00 $3.25

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Frank Thomas The Big Hurt Pin

Description: Frank Thomas - Chicago White Sox

Tags: baseball, big hurt, chicago white sox, classic, frank thomas

Frank Thomas The Big Hurt Pin

by Juantamad

$3.00 $3.25

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Classic Chicago design with Y symbol Pin
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Description: Grab this unique and classic Chicago design featuring the historic Y symbol

Tags: chi town, chicity, windy city, illinois, white sox

Classic Chicago design with Y symbol Pin

by MalmoDesigns

$3.00 $3.25

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Classic Chicago Marathon 1979 Pin
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Description: The Chicago Marathon is a marathon held every October in Chicago, Illinois. It is one of the six World Marathon Majors. Thus, it is also a World Athletics Label Road Race. The Chicago Marathon is the fourth-largest race by number of finishers worldwide. The men's and women's races were won by Americans Dan Cloeter (2:23:20 hours) and Laura Michalek (3:15:45).

Tags: 70s, 80s, chicago illinois, exercise, fitness

Classic Chicago Marathon 1979 Pin

by Localzonly

$3.00 $3.25

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Saturday in the park, Chicago Transit Auhority Pin
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Description: Saturday in the park, Chicago Transit Auhority

Tags: 60s, 60s music, 70s, 90s, band

Saturday in the park, Chicago Transit Auhority Pin

by Ken Savana

$3.00 $3.25

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Jordan Pin

Description: Michael Jordan - Chicago Bull

Tags: classic, nba, vintage, retro, basketball

Jordan Pin

by Juantamad

$3.00 $3.25

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Bob's Country Bunker Pin
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Description: Both kinds of music, Country and Western

Tags: bobs country bunker, chicago, classic country music, country, country music gift

Bob's Country Bunker Pin

by DarkLordPug

$3.00 $3.25

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Chicago transit authority band, color my world, end 60s music Pin
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Description: Chicago transit authority band, color my world, end 60s music

Tags: 1969 music, 1970s music, 70s, brass rock, chicago transit authority
Chicago Skyline Logo Pin
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Description: The band's iconic logo merged with the city's skyline.

Tags: band, chi town, cityscape, classic rock, fusion

Chicago Skyline Logo Pin

by YesteryearGraphics

$3.00 $3.25

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Classic Cubs Pin
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Description: A design to remember classic Cubs players

Tags: cubs, ryno, mark grace, classic chicago cubs, andre dawson

Classic Cubs Pin

by Retro Sports

$3.00 $3.25

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Chicago Classic/ worn out Look! FRONT&BACK PRINT Pin
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Description: Classic Style / Vintage/worn out Look

Tags: 23, basketball, bulls, chicago, chicago basketball

Chicago Classic/ worn out Look! FRONT&BACK PRINT Pin

by Buff Geeks Art

$3.00 $3.25

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Chicago rock band Pin
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Description: Chicago rock band

Tags: band, chicago, chicago music, classic rock, concert

Chicago rock band Pin

by Rog Bunn

$3.00 $3.25

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ChicagoFest on The Pier 1978 Pin
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Description: ChicagoFest was a summer music festival established in 1978 in Chicago, Illinois. It was a two-week event held annually at Navy Pier that featured sixteen stages, each sponsored by a national brand and a local radio station sponsor, that broadcasted live from their respective stages. The stages were: Rock, Classic Rock, Country, Blues, Comedy, Roller Disco, Pin Ball Arcade, Jazz, Children's, Variety, Ethnic, as well as a main stage seating 30,000. There were approximately 600 live performances by headline artists each year, making ChicagoFest an extremely popular event. The festival moved to Soldier Field in 1983, but sadly, lost a lot of the magic that came with it being on the water at Navy Pier, so that would be the final ChicagoFest.

Tags: 1970s, 1978, 70s music, chicagofest, classic rock

ChicagoFest on The Pier 1978 Pin

by JCD666

$3.00 $3.25

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DD Night 1979 Pin
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Description: On July 12, 1979, 48,000 fans packed Chicago’s Comiskey Park for a doubleheader that included a promotion involving blowing up disco records. The event devolved into a fiery riot when crazed rock n' roll fans stormed the field as part of an anti-disco promotional event when a local disc jockey took the field between games to destroy the records listeners had brought. Once the crate of disco records had blown up, the crowd chanting 'DISCO SUCKS' cheered uproariously and began taking the field. From there they began throwing records and cherry bombs, tearing up the field and stadium facilities and otherwise devolving into an all-out riot that ended up with the Chicago PD riot squad being called in.

Tags: demolition, disco, classic rock, illinois, disco ball

DD Night 1979 Pin

by JCD666

$3.00 $3.25

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Chicago (color version) Pin
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Description: city and the classic rock band

Tags: america, usa, megapolis, skyline, urban

Chicago (color version) Pin

by pakowacz

$3.00 $3.25

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The Loop - 97.9 Chicago's Classic Rock Pin
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Description: We all miss this radio station

Tags: 979, band, chicago, chicago bears, classic rock

The Loop - 97.9 Chicago's Classic Rock Pin

by BodinStreet

$3.00 $3.25

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ChicagoFest Blues 1980 Pin
Main Tag:  

Description: ChicagoFest was a Chicago music festival established in 1978 by Mayor Michael Bilandic. It was a two-week event held annually at Navy Pier that featured sixteen separate stages, each with a national retail brand and local media sponsor that broadcast live from the event. Stages included: Rock, Classic Rock, Country, Blues, Comedy, Roller Disco, Pin Ball Arcade, Jazz, Children's, Variety, Ethnic, as well as a Main stage seating 30,000. There were 600 performances by headline artists produced each year during the event. During the event's six-year run, Olympia sponsored the blues stage, which was extremely popular in the city that gave us the 'Chicago Blues' style that was greatly responsible for the future creation of rock and roll.

Tags: blues, chicago blues, guitar, musician, blues album

ChicagoFest Blues 1980 Pin

by JCD666

$3.00 $3.25

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1977 The Loop Radio Pin
Main Tag:  

Description: 1977 The Loop Radio

Tags: chicago, radio, fm radio, the loop radio, classic rock

1977 The Loop Radio Pin

by gulymaiden

$3.00 $3.25

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Classic CHI Chicago design Pin
Main Tag:  

Description: Grab this classic Chicago design featuring the historic Y symbol

Tags: architecture, bears, blackhawks, bulls, chi town

Classic CHI Chicago design Pin

by MalmoDesigns

$3.00 $3.25

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Chicago 773 Area Code Classic Baseball Graphic T-Shirt | Southside Baseball Fan | Windy City Sports Pin
Main Tag:  

Description: Celebrate the 773 with a classic baseball design inspired by Chicago's legendary Southside. Whether you're headed to the ballpark, representing your neighborhood, or showing off your Windy City pride, this vintage-inspired tee captures the spirit of Chicago baseball. Perfect for fans who know that 773 is more than an area code—it's home.

Tags: 773, area code, ballpark, baseball, fan
Chicago-Bears-NFL-FGB-from-Bears-Now-crushed-beer-can-orange-furry-monster-classic-men-T-shirt Pin
Main Tag:  

Description: Chicago-Bears-NFL-FGB-from-Bears-Now-crushed-beer-can-orange-furry-monster-classic-men-T-shirt

Tags: bear down, bears, bears football, chicago, chicago bears 2
Chicago Chipmunks 1940 Pin
Main Tag:  

Description: Display your love for your favorite Christmas movie with this unique design!

Tags: a christmas story, christmas, classic, football, movies

Chicago Chipmunks 1940 Pin

by GloopTrekker

$3.00 $3.25

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WMET Rocks Chicago 1976 Pin
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Description: WMET originally hit the air on March 9, 1959, as WDHF, owned by Hi-Fi systems and record store owner James DeHaan. Its call sign stood for DeHaan Hi-Fi and operated out of DeHaan's store in Evergreen Park, Illinois with its transmitter and tower in Oak Lawn. The station was primarily an easy listening format and would eventually go to a Top 40 model after changing ownership a few times. In 1976, the station's call letters were changed to WMET, while retaining its top 40 format and by 1979 had embraced an album-oriented rock (AOR) format.

Tags: wmet, chicago, illinois, album rock, rocker

WMET Rocks Chicago 1976 Pin

by JCD666

$3.00 $3.25

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Love Chicago Flag Heart Blue White Red Stars Classic City Pride Apparel Pin
Main Tag:  

Description: Bold LOVE with Chicago flag heart featuring four red stars. Perfect for Chicago pride and city lovers. Classic blue white and red design ideal for t-shirts, hoodies and gifts.

Tags: blue white red, chicago apparel, chicago flag, chicago love, chicago pride
Chicago Illinois Map Flag Pin

Description: Vintage Chicago Illinois Map Flag combines the iconic map of Chicago with the state flag design for a unique and stylish twist on patriotic decor. Perfect for showing love for the Windy City.

Tags: antique cartography print, classic american city m, historical state symbol, retro geographic design

Chicago Illinois Map Flag Pin

by CapCap Design

$3.00 $3.25

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