Chicago Football Sweatshirts & Game Day Crews

Retro Chicago football crewnecks and game day crews for tailgates, sports bars and cold Sundays by the lake. Start with the Chicago Football Est. 1920 crewneck and the Chicago Skyline Football 312 crew, then the Chicago basketball Est. 1966 and retro 90s crews, Windy City Hoops, the Mike Ditka Iron Mike crewneck and the Green Bay Sucks crews.

These are independent fan designs, made to order in the USA with free U.S. shipping. Kids' sizes of the football and basketball crews are in Youth & Baby; more in Chicago Bears and Chicago basketball.

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  • Chicago Football Crewneck — Est. 1920

    Chicago Football Crewneck — Est. 1920

    $46.99
    New
  • Chicago Skyline Football Crewneck — 312

    Chicago Skyline Football Crewneck — 312

    $46.99
    New
  • Chicago Bears Retro Crewneck

    Chicago Bears Retro Crewneck

    $35.99
    Staff pick
  • Chicago Basketball Crewneck — Retro 90s

    Chicago Basketball Crewneck — Retro 90s

    $46.99
    New
  • Chicago Basketball Crewneck — Est. 1966

    Chicago Basketball Crewneck — Est. 1966

    $46.99
    New
  • Windy City Hoops Crewneck

    Windy City Hoops Crewneck

    $46.99
    New
  • Chicago Bears Retro Arch Hoodie

    Chicago Bears Retro Arch Hoodie

    $40.99
    New
  • Mike Ditka Iron Mike Crewneck

    Mike Ditka Iron Mike Crewneck

    $35.99
    Staff pick

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New Arrivals
New vintage bull canvas in a brick loft office

New Arrivals

Best Sellers
Best-selling canvas hanging in a living room

Best Sellers

Chicago Wall Art
Dark bull canvas hanging in a moody home bar

Chicago Wall Art

Chicago Embroidered Crews
Embroidered city crewneck on ivory

Chicago Embroidered Crews

Youth & Baby
Little Rookie baby bodysuit in natural cream

Youth & Baby

Good to know

The three questions we are asked most. The full list is on the FAQ page.

How does sizing run?

Crewnecks and hoodies are unisex and run roomy, so size down for a fitted look. Every apparel page has a size chart under “Size guide”.

When will my order ship?

Everything is printed to order. Most pieces leave our print partners in 3–7 business days, and most U.S. orders arrive within 7–12 business days with tracking.

What if something arrives damaged?

Message us through the contact form within 30 days with your order number and a photo, and we will send a free replacement.