Sid's Clothing and Hats

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10% OFF FUR FELT DRESS HATS

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WINTER CAPS NOW IN STOCK

Sid's Clothing and Hats

Chicago's Luxury Dress Hat Store

Sid's Clothing and Hats

Dress hats and Suits in Chicago

Refresh Your Style

Your Source for Dress Hats

Welcome to Sid's Clothing and Hats

Our products are inspired by the people that we serve. Beautiful, high quality hats that are designed specifically for your head. Discover our story and meet the people that make our brand what it is.

Our Winter Collection

Fall/Winter Hats

Fall-Winter Caps

Kangol Fall Collection

Featured collection

Kangol Short Waffle Beanie Cap

Sold
Out

Kangol Short Waffle Beanie Cap — $40

Crown Cap Snowtop Trapper

Crown Cap Snowtop Trapper — $95

German Stetson Otis Cashmere Newsboy Cap

German Stetson Otis Cashmere Newsboy Cap — $235

German Stetson Davis Newsboy Cap

German Stetson Davis Newsboy Cap — $125

German Stetson Carter Newsboy Cap

German Stetson Carter Newsboy Cap — $170

Wigens Storm Baseball Cap

Wigens Storm Baseball Cap — $175

Wigens Vintage Check Ivy Cap

Wigens Vintage Check Ivy Cap — $180

Wigens Scott Ivy Cap

Wigens Scott Ivy Cap — $135

American Hat Makers Bookie Leather Ivy Cap

American Hat Makers Bookie Leather Ivy Cap — $120

Wigens Jonas Newsboy Cap

Wigens Jonas Newsboy Cap — $170

Wigens Mystic Newsboy Cap

Wigens Mystic Newsboy Cap — $155

Wigens Waterloo Pub Cap

Wigens Waterloo Pub Cap — $135

Wigens Lakeside Pub Cap

Wigens Lakeside Pub Cap — $135

Wigens Twister Pub Cap

Wigens Twister Pub Cap — $135

Capas Wool Patch Newsboy Cap

Capas Wool Patch Newsboy Cap — $65

Kangol Furry Braid Lahinch

Kangol Furry Braid Lahinch — $85

Doria Rowan Fall Newsboy Cap

Doria Rowan Fall Newsboy Cap — $155

Doria Wade Newsboy Cap

Doria Wade Newsboy Cap — $155

Doria Nicolo II Newsboy Cap

Doria Nicolo II Newsboy Cap — $155

Doria Knox Newsboy Cap

Doria Knox Newsboy Cap — $155

Doria Donovan Newsboy Cap

Doria Donovan Newsboy Cap — $155

Doria Carlo Newsboy Cap

Doria Carlo Newsboy Cap — $155

Doria Axel Newsboy Cap

Sold
Out

Doria Axel Newsboy Cap — $175

Wigens Familia Wool Ivy Cap

Wigens Familia Wool Ivy Cap — $155

Wigens Blair Wool Newsboy Cap

Wigens Blair Wool Newsboy Cap — $170

Wigens Finlay Cashmere Wool Newsboy Cap

Wigens Finlay Cashmere Wool Newsboy Cap — $170

Wigens Ark Cashmere Wool Ivy Cap

Wigens Ark Cashmere Wool Ivy Cap — $150

Wigens Ozark Cashmere Wool Pub Cap

Wigens Ozark Cashmere Wool Pub Cap — $155

Bailey Colter Flat Brim Hat

Bailey Colter Flat Brim Hat — $185

Kangol 2-Tone Cuff Pull On Cap

Kangol 2-Tone Cuff Pull On Cap — $40

Kangol Liquify Casual Hat

Kangol Liquify Casual Hat — $80

Kangol Slick Stripe 507 Cap

Kangol Slick Stripe 507 Cap — $70

Kangol Contour Wave 507 Cap

Kangol Contour Wave 507 Cap — $70

Crown Cap Mouton Hat

Crown Cap Mouton Hat — $195

German Stetson Bosco Newsboy

German Stetson Bosco Newsboy — $125

Kangol Tiled 507 Ivy Cap

Kangol Tiled 507 Ivy Cap — $60

Capas Wool Hipster Fedora Hat

Capas Wool Hipster Fedora Hat — $135

Wigens Carl Earflap Ivy Cap

Wigens Carl Earflap Ivy Cap — $125

Bruno Capelo Melton Newsboy Cap

Bruno Capelo Melton Newsboy Cap — $49.95

Kangol Motherboard 504 Ivy Cap

Kangol Motherboard 504 Ivy Cap — $60

German Stetson Elite Newsboy

German Stetson Elite Newsboy — $120

German Stetson Cashmere Beanie Cap

German Stetson Cashmere Beanie Cap — $110

Doria Frank Cashmere Newsboy Cap

Doria Frank Cashmere Newsboy Cap — $225

Doria Deluxe Cashmere Wool Newsboy Cap

Doria Deluxe Cashmere Wool Newsboy Cap — $145

Wigens Rory Ivy Cap

Wigens Rory Ivy Cap — $135

Wigens Jake Ivy Cap

Wigens Jake Ivy Cap — $170

Wigens Sporty Ivy Cap

Wigens Sporty Ivy Cap — $125

Bailey Stockton Leather Ivy Cap

Bailey Stockton Leather Ivy Cap — $125

Bailey Noclin Leather Newsboy

Bailey Noclin Leather Newsboy — $130

Kangol Seamless Wool 507

Kangol Seamless Wool 507 — $68