Sid's Clothing and Hats

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 Spring Collection

Fur Felt Dress Hats

Fall-Winter Caps

New Fall Arrivals

Featured collection

Wigens Dale Wool Ivy Cap

Wigens Dale Wool Ivy Cap — $155

Wigens Dan Wool Pub Cap

Wigens Dan Wool Pub Cap — $145

German Stetson Tanner Newsboy Cap

German Stetson Tanner Newsboy Cap — $225

German Stetson Patch Newsboy Cap

German Stetson Patch Newsboy Cap — $125

German Stetson Ian Newsboy Cap

German Stetson Ian Newsboy Cap — $145

German Stetson Cash Cashmere Newsboy Cap

German Stetson Cash Cashmere Newsboy Cap — $245

German Stetson Stanley Newsboy Cap

German Stetson Stanley Newsboy Cap — $145

Wigens Arctic Earflap Baseball Cap

Wigens Arctic Earflap Baseball Cap — $135

Wigens Burt Wool Ivy Cap

Wigens Burt Wool Ivy Cap — $180

Wigens Blake Wool Newsboy Cap

Wigens Blake Wool Newsboy Cap — $185

Wigens Mick Wool Baseball Cap

Wigens Mick Wool Baseball Cap — $135

Wigens Ozark 2 Cashmere Wool Ivy Cap

Wigens Ozark 2 Cashmere Wool Ivy Cap — $150

Wigens Bourbon Tweed Newsboy

Wigens Bourbon Tweed Newsboy — $150

Wigens Whisk Ivy Cap

Wigens Whisk Ivy Cap — $150

Wigens Elgin Newsboy Cap

Wigens Elgin Newsboy Cap — $150

Wigens Tweed Bakerboy Cap

Wigens Tweed Bakerboy Cap — $160

Wigens Herringbone Bakerboy Cap

Wigens Herringbone Bakerboy Cap — $160

Kangol PomPom Beanie Cap

Kangol PomPom Beanie Cap — $50

Kangol Don Stripe 507 Cap

Kangol Don Stripe 507 Cap — $65

Kangol Hyper Plaid 507 Cap

Kangol Hyper Plaid 507 Cap — $65

Doria Roy Cashmere Wool Newsboy Cap

Doria Roy Cashmere Wool Newsboy Cap — $145

Doria Paul Newsboy Cap

Doria Paul Newsboy Cap — $165

Doria Mickey Newsboy Cap

Doria Mickey Newsboy Cap — $185

Doria Archie Newsboy Cap

Doria Archie Newsboy Cap — $185

Kangol Static Spin Lahinch Hat

Kangol Static Spin Lahinch Hat — $90

Kangol Wool 504 Ivy Cap (New 2024 colors)

Kangol Wool 504 Ivy Cap (New 2024 colors) — $61

Bailey Cassell Herringbone Newsboy

Bailey Cassell Herringbone Newsboy — $70

Kangol Furgora New Wave Spacecap

Kangol Furgora New Wave Spacecap — $75

Kangol Furgora New Wave 504 Ivy Cap

Kangol Furgora New Wave 504 Ivy Cap — $70

Kangol Joyful Collage Casual Hat

Kangol Joyful Collage Casual Hat — $85

Kangol Gadget 504 Ivy Cap

Kangol Gadget 504 Ivy Cap — $65

Kangol Stretch Fit Baseball Cap

Kangol Stretch Fit Baseball Cap — $45

Kangol Faux Shearling Utility Bucket Hat

Kangol Faux Shearling Utility Bucket Hat — $80

Panizza Patchwork Newsboy Cap

Panizza Patchwork Newsboy Cap — $95

Panizza Leather Ivy Cap

Panizza Leather Ivy Cap — $125

Panizza Leather Newsboy Cap

Panizza Leather Newsboy Cap — $125

Panizza Tweed Leather Ivy Cap

Panizza Tweed Leather Ivy Cap — $110

Doria Mario Herringbone Newsboy Cap

Doria Mario Herringbone Newsboy Cap — $165

Doria Art Newsboy Cap

Doria Art Newsboy Cap — $185

Doria George Newsboy Cap

Doria George Newsboy Cap — $165

Capas Houndstooth Newsboy Cap

Save
$10

Capas Houndstooth Newsboy Cap — $55

Capas Houndstooth Big Apple Cap

Capas Houndstooth Big Apple Cap — $65

Wigens Kramer Wool Newsboy Cap

Wigens Kramer Wool Newsboy Cap — $165

Wigens Ryan Wool Newsboy Cap

Wigens Ryan Wool Newsboy Cap — $165

Wigens Brett Wool Ivy Cap

Wigens Brett Wool Ivy Cap — $175

Wigens Jeffrey Wool Ivy Cap

Wigens Jeffrey Wool Ivy Cap — $160

Capas Lambskin Baseball Cap

Capas Lambskin Baseball Cap — $75

German Stetson Nate Newsboy Cap

German Stetson Nate Newsboy Cap — $175

German Stetson Jude Newsboy Cap

German Stetson Jude Newsboy Cap — $125

German Stetson Vaughn Newsboy Cap

German Stetson Vaughn Newsboy Cap — $225