Free Shipping On Orders Over $29
Use code HURDLE
  1. Chicago Bears
  2. Chicago Bears Hats
  3. Chicago Bears Men Hats
  4. $20 to $40
1 - 72 of 101
Mens - Hats
101 Items
Ships Free
$29.99
Men's '47 Khaki Chicago Bears Super Bowl XX 40th Anniversary Clean Up Adjustable Hat
Most Popular in Hats
Ships Free
$29.99
Men's Fanatics Navy/Gray Chicago Bears Edge Rush Trucker Adjustable Hat
Ships Free
$34.99
Men's New Era Cream/Navy Chicago Bears Bear Two-Tone Sided Corduroy 9FORTY A-Frame Adjustable Hat
Ships Free
$37.99
Men's New Era Light Beige Chicago Bears Bear Two-Tone Trucker 9SEVENTY Adjustable Hat
Ships Free
$36.99
Men's New Era Camo Chicago Bears Alternate Logo Main Trucker 9FIFTY Snapback Hat
Ships Free
$34.99
Men's New Era White Chicago Bears Main 39THIRTY Flex Hat
$27.99
Men's Top of the World Navy Chicago Bears Team Patch Adjustable Hat
Ships Free
$37.99
Men's '47 Navy/White Chicago Bears Downburst Relaxed Hitch Trucker Adjustable Hat
Most Popular in Hats
Ships Free
$37.99
Men's New Era Black Chicago Bears Night 39THIRTY Flex Hat
$25.99
Men's Fanatics Gray Chicago Bears Singleback Trucker Adjustable Hat
Ships Free
$35.99
Men's New Era Navy Chicago Bears Tonal Camo 39THIRTY Stretch Fit Hat
$25.99
Men's Fanatics Black Chicago Bears Belated Ripstop Adjustable Hat
Ships Free
$29.99
Men's '47 Navy Chicago Bears Traditions Cleanup Adjustable Hat
Ships Free
$29.99
Men's '47 Brand Navy Chicago Bears Clean Up Adjustable Hat
Ships Free
$39.99
Men's Fanatics Navy Chicago Bears Strong Side Bucket Hat
$27.99
Men's Top of the World Navy Chicago Bears Team Patch Adjustable Hat
Most Popular in Hats
Ships Free
$35.99
Men's New Era Navy Chicago Bears Visor Hit 39THIRTY Flex Hat
Ships Free
$32.99
Men's New Era Navy Chicago Bears Main Low Profile 9FIFTY Snapback Hat
Most Popular in Hats
Ships Free
$34.99
Men's '47 Navy/Natural Chicago Bears Rawhide Trucker Adjustable Hat
Ships Free
$34.99
Men's Fanatics Brown Chicago Bears NFL Reminisce Golfer Adjustable Hat
Ships Free
$34.99
Men's '47 Heather Charcoal Chicago Bears Carbon Rope Trucker Adjustable Hat
$27.99
Men's Fanatics Navy/White Chicago Bears Trucker Adjustable Hat
Ships Free
$29.99
Men's '47 Black Chicago Bears Team Tonal Clean Up Adjustable Hat
Almost Gone!
Ships Free
$34.99
Men's New Era Olive Chicago Bears Color Pack A-Frame 9FIFTY Snapback Hat
$23.99
Men's Navy Chicago Bears Fundamental Adjustable Hat
Ships Free
$29.99
Men's '47 White Chicago Bears Logo Clean Up Adjustable Hat
Almost Gone!
Ships Free
$29.99
Men's '47 Navy Chicago Bears MVP Adjustable Hat
$27.99
Men's Fanatics Navy/White Chicago Bears Reverse Trucker Adjustable Hat
Ships Free
$29.99
Men's '47 Orange Chicago Bears Secondary Clean Up Adjustable Hat
Almost Gone!
Ships Free
$29.99
Men's '47 Black Chicago Bears Tonal MVP Adjustable Hat
$23.99
$37.99
Clearance
Men's New Era White/Navy Chicago Bears 2023 Sideline 39THIRTY Flex Hat
Almost Gone!
Ships Free
$37.99
Men's Fanatics Heather Gray Chicago Bears Front Office Adjustable Hat
Ships Free
$36.99
Men's New Era Camo Chicago Bears Main Trucker 9FIFTY Snapback Hat
Ships Free
$34.99
Men's New Era Black Chicago Bears 2025 NFL Crucial Catch Cuffed Knit Hat
$27.99
Men's Fanatics Gray/Navy Chicago Bears Option Trucker Adjustable Hat
Ships Free
$34.99
Unisex '47 White Chicago Bears Confetti Clean Up Adjustable Hat
$25.99
Men's New Era Navy Chicago Bears NFL Training Skully Cap
Ships Free
$37.99
Men's New Era Orange/Navy Chicago Bears Outdoor Split Panel 9FIFTY Snapback Hat
Ships Free
$37.99
Men's '47 Natural Chicago Bears Payson Captain Adjustable Hat
Ships Free
$31.99
Men's '47 Navy Chicago Bears Hard Hat Clean Up Adjustable Hat
Ships Free
$39.99
Men's New Era Black/Navy Chicago Bears 2025 NFL Draft 39THIRTY Flex Hat
Ships Free
$33.99
Men's New Era Navy Chicago Bears Team Collection 9FORTY M-Crown Adjustable Hat
Ships Free
$35.99
Men's New Era Cream/Navy Chicago Bears 2025 NFL Draft 9FORTY A-Frame M-Crown Adjustable Hat
$27.99
Men's Fanatics Navy/Orange Chicago Bears Franchise Trucker Adjustable Hat
Almost Gone!
Ships Free
$39.99
Men's '47 Navy Chicago Bears Franchise Logo Fitted Hat
Ships Free
$31.99
Men's '47 Navy/White Chicago Bears Team Unstructured Trucker Adjustable Hat
Ships Free
$37.99
Men's New Era Black Chicago Bears Scoreboard 39THIRTY Flex Hat
Ships Free
$39.99
Men's '47 Navy Chicago Bears Canteen Relaxed Trucker Adjustable Hat
Ships Free
$37.99
Men's New Era Navy Chicago Bears Perforated 39THIRTY Flex Hat
Almost Gone!
Ships Free
$39.99
Men's '47 Navy Chicago Bears Foundational Franchise Fitted Hat
Ships Free
$39.99
Men's New Era Chicago Bears Main White on White 9FIFTY Snapback Hat
Ships Free
$29.99
Men's '47 Navy Chicago Bears Clean Up Script Adjustable Hat
Ships Free
$39.99
Men's New Era Cream/Navy Chicago Bears 2025 NFL Draft 39THIRTY Flex Hat
Ships Free
$34.99
Unisex '47 Navy Chicago Bears Confetti Clean Up Adjustable Hat
$22.99
$37.99
Clearance
Men's New Era Pink Chicago Bears 2023 NFL Crucial Catch 39THIRTY Flex Hat
Ships Free
$34.99
Men's New Era Light Beige Chicago Bears Color Pack A-Frame 9FIFTY Snapback Hat
Almost Gone!
Ships Free
$29.99
Men's '47 Navy Chicago Bears Fracture Cuffed Knit Hat
Ships Free
$36.99
Men's New Era Navy Chicago Bears Tear Trucker 9FIFTY Snapback Hat
Ships Free
$37.99
Men's New Era White/Navy Chicago Bears 2025 NFL Training Camp Adjustable Visor
Ships Free
$39.99
Men's '47 Navy Chicago Bears Primary Bucket Hat
Ships Free
$35.99
Men's New Era Black/Navy Chicago Bears 2025 NFL Draft 9FORTY A-Frame M-Crown Adjustable Hat
Ships Free
$34.99
Men's New Era Brown Chicago Bears Color Pack A-Frame 9FIFTY Snapback Hat
Ships Free
$34.99
Men's '47 Navy Chicago Bears Hitch Adjustable Hat
Ships Free
$31.99
Men's '47 Navy Chicago Bears Powerline Cuffed Knit Hat with Pom
Ships Free
$31.99
Men's '47 Navy/White Chicago Bears Team Unstructured Trucker Adjustable Hat
Ships Free
$29.99
Men's '47 Orange Chicago Bears MVP Adjustable Hat
Ships Free
$39.99
Men's New Era Black Chicago Bears Gummy Golfer Snapback Hat
Ships Free
$34.99
Men's New Era Light Beige/Olive Chicago Bears Color Pack A-Frame 9FIFTY Snapback Hat
Ships Free
$29.99
Men's '47 Navy Chicago Bears MVP Adjustable Hat
Ships Free
$34.99
Men's New Era Orange Chicago Bears Bear Linear A-Frame 9FORTY Adjustable Hat
Ships Free
$29.99
Men's '47 Orange Chicago Bears Clean Up Adjustable Hat
Almost Gone!
$24.99
$35.99
Clearance
Men's New Era Navy Chicago Bears 2022 Sideline Ink Dye Cuffed Knit Hat

Top Players

Popular Collections