City: Chicago

The EFF Chicago White Sox 1959 Satin Windbreaker Jacket features a black button-up design, red and white SOX chest logo, colorful embroidered sleeve patch, collar, front pockets, drawstring hem, and satin finish—a standout vintage MLB style.
The MLB Collection
Chicago White Sox 1959 Satin Windbreaker Jacket
$140 USD $200 USD30% off
Chicago White Sox 1959 Satin Windbreaker Jacket
$200
The EFF Chicago Cubs 1946 Satin Windbreaker Jacket features blue satin, a large Cubs logo on the left chest, bear patch on the sleeve, collar, elastic cuffs, front pockets, and a drawstring hem.
The MLB Collection
Chicago Cubs 1946 Satin Windbreaker Jacket
$140 USD $200 USD30% off
Chicago Cubs 1946 Satin Windbreaker Jacket
$200
The Ebbets Field Flannels Chicago Cubs 1962 Wool Shawl Collar Sweater features wooden buttons, two front pockets, and a yellow and blue bear face patch on the left chest, inspired by a classic Cubs replica baseball sweater. Shown on a white background.
The MLB Collection
Chicago Cubs 1962 Wool Shawl Collar Sweater
$277 USD $395 USD30% off
Chicago Cubs 1962 Wool Shawl Collar Sweater
$395
The EFF Chicago White Sox 1926 Wool Shawl Collar Sweater features navy blue wool, cream trim and buttons, two front pockets, a shawl collar, and a large cream Sox logo on the chest. Inspired by the 1926 team sweater.
The MLB Collection
Chicago White Sox 1926 Wool Shawl Collar Sweater
$277 USD $395 USD30% off
Chicago White Sox 1926 Wool Shawl Collar Sweater
$395
The EFF Chicago Cubs 1954 Authentic All Wool Varsity Jacket is blue with red buttons, red and white striped collar, cuffs, and hem, plus a Cubs logo patch on the left chest.
The MLB Collection
Chicago Cubs 1954 Authentic All Wool Varsity Jacket
$417 USD $595 USD30% off
Chicago Cubs 1954 Authentic All Wool Varsity Jacket
$595
The EFF Chicago American Giants 1926 Vintage Ballcap features navy blue wool, white vertical pinstripes, and a bold white overlapping CA logo on the front, inspired by the original 1926 design and shown on a plain light gray background.
Chicago American Giants 1926 Vintage Ballcap
$48 USD $68 USD30% off
Chicago American Giants 1926 Vintage Ballcap
$68
The EFF Clearing Question Marks 1941 Authentic Wool Ballcap is shown in green wool with a yellow question mark embroidered on the front, set against a light gray background—a faithful reproduction of the 1941 classic.
Clearing Question Marks 1941 Authentic Wool Ballcap
$48 USD $68 USD30% off
Clearing Question Marks 1941 Authentic Wool Ballcap
$68
The EFF Chicago Whales 1915 Authentic Wool Ballcap is a vintage brown flat-brim hat with a white C and blue whale logo embroidered on the front, shown against a plain white background.
Chicago Whales 1915 Authentic Wool Ballcap
$48 USD $68 USD30% off
Chicago Whales 1915 Authentic Wool Ballcap
$68
The EFF Stewart-Warner 1930 Authentic Wool Softbrim Ballcap is a blue cap with a flat brim, yellow and blue winged SN logo embroidery on the front, shown on a plain light gray background.
Stewart-Warner 1930 Authentic Wool Softbrim Ballcap
$48 USD $68 USD30% off
Stewart-Warner 1930 Authentic Wool Softbrim Ballcap
$68
The EFF Chicago American Giants 1914 Authentic Wool 8-Panel Softbrim Ballcap features a light gray pinstriped crown, dark navy brim, and navy embroidered logo, shown against a plain light background.
Chicago American Giants 1914 Authentic Wool 8-Panel Softbrim Ballcap
$48 USD $68 USD30% off
Chicago American Giants 1914 Authentic Wool 8-Panel Softbrim Ballcap
$68
The EFF Chicago Whales 1915 Authentic 8-Panel Soft Short Brim Ballcap is a navy vintage wool cap with a white C and red design on the front, shown against a light gray background.
Chicago Whales 1915 Authentic 8-Panel Soft Short Brim Ballcap
$48 USD $68 USD30% off
Chicago Whales 1915 Authentic 8-Panel Soft Short Brim Ballcap
$68
The EFF Chicago White Sox 1971 Satin Windbreaker Jacket features bright red satin, a white stylized Sox chest logo, white sleeve emblem, collar, snap buttons, front pockets, and elastic cuffs for classic MLB vintage style.
The MLB Collection
Chicago White Sox 1971 Satin Windbreaker Jacket
$112 USD $160 USD30% off
Chicago White Sox 1971 Satin Windbreaker Jacket
$160
The NEW Bronx Giants 1922 Vintage Ballcap by Ebbets Field features gray fabric with dark pinstripes, a navy blue brim, and a navy embroidered logo, shown against a plain light background.
Bronx Giants 1922 Authentic Wool Standard Brim Ballcap
$48 USD $68 USD30% off
Bronx Giants 1922 Authentic Wool Standard Brim Ballcap
$68
The EFF Northwestern University 1917 Vintage Ballcap features a gray crown, purple brim, and a large embroidered purple N on the front, officially licensed from the College Vault and shown against a white background.
Northwestern University 1917 Authentic Wool Ballcap
$48 USD $68 USD30% off
Northwestern University 1917 Authentic Wool Ballcap
$68
The Ebbets Field Chicago Cubs 1956 MLB Authentic Wool Ballcap, featuring a red
The MLB Collection
Chicago Cubs 1956 MLB Authentic Wool Ballcap
$68 USD
Chicago Cubs 1956 MLB Authentic Wool Ballcap
$68
The Ebbets Field Chicago White Sox 1959 MLB Authentic Wool Ballcap is a black flat-brim hat with a white and red outlined SOX logo on the front, shown against a plain light gray background.
The MLB Collection
Chicago White Sox 1959 MLB Authentic Wool Ballcap
$68 USD
Chicago White Sox 1959 MLB Authentic Wool Ballcap
$68
EFF's Chicago White Sox 1967 Authentic All Wool Varsity Jacket features navy blue wool with cream stripes on the cuffs, collar, and hem, plus large cream
The MLB Collection
Chicago White Sox 1967 Authentic All Wool Varsity Jacket
$417 USD $595 USD30% off
Chicago White Sox 1967 Authentic All Wool Varsity Jacket
$595
EFF's Chicago Cats 1976 Authentic Wool Ballcap features a blue design with a cartoon dog holding a soccer ball, inspired by the American Soccer League team, shown on a plain light gray background.
Chicago Cats 1976 Authentic Wool Ballcap
$48 USD $68 USD30% off
Chicago Cats 1976 Authentic Wool Ballcap
$68