New Era 59Fifty Chicago Cubs 1990 All-Star Game Corduroy Fitted Hat

Chicago Cubs in black corduroy and gold — the 1990 Midsummer Classic commemorated the right way. The crown and matching brim are built from rich black corduroy, giving this 59Fifty a texture and weight that sets it apart from standard wool. On the front sits the Cubs' beloved bear-face alternate logo — rendered entirely in metallic gold thread against the black field, giving it an almost coin-like quality. The left panel carries an embroidered patch that reads "Chicago Cubs 1990 All-Star Game" in full-script gold, ringed by a crown of gold stars, with the MLB silhouette logo anchored at the bottom. The back closes with a flat metallic gold Batterman logo. Flip it over and you get a rose-pink under brim — an unexpected detail that warms the whole colorway from the inside out.

The 1990 All-Star Game at Wrigley Field was the first Midsummer Classic played under the lights — the Cubs had only installed lights two years prior in 1988, and the game was awarded to Chicago as recognition of that milestone. It was Wrigley's third All-Star Game, and it delivered: Julio Franco won MVP honors, Ryne Sandberg won the inaugural Home Run Derby on his own home field, and a seventh-inning rain delay turned the whole night into something you either remember or envy. This hat is the document of that night. The black corduroy and all-gold treatment gives it a formal, commemorative quality — like the game itself was dressed up for the occasion. It belongs in a collection next to other event hats, not buried under a pile of everyday caps.

How to Wear It

The Streetwear Edit
Black and metallic gold is a clean foundation to build on. Go monochromatic: a heavyweight black crewneck — Fear of God Essentials or a vintage Champion reverse weave — straight-leg black cargo pants, and a pair of Nike Air Max 95 Black/Gold or the Jordan 12 Retro Black Metallic Gold to echo the hat's palette. Keep jewelry minimal so the gold in the hat does the talking. The corduroy texture adds enough visual interest that the fit doesn't need to be loud.

Her Way
Wear the gold against something that fights back a little: a camel-colored oversized blazer over a fitted black ribbed tank, wide-leg black trousers, and white New Balance 550s to break up the darkness. The hat tilted slightly to the side, brim flat. The rose under brim flashes when the light hits it — that's the detail people notice. It's a dressed-up take that still reads street, not stadium.

The Archives
A hat commemorating a specific game at a specific stadium deserves to be the loudest thing in the room. Let it. A clean, faded black tee, raw selvedge denim in a slim cut, and a pair of white leather low-tops — Nike Air Force 1 or Adidas Stan Smith — so nothing competes. This is the grail treatment: the whole fit exists to hold the hat up. If you have a Ryne Sandberg jersey hanging in your closet, this is the only hat that makes sense with it.

Find more from the Cubs archive at 402fitted's Chicago Cubs collection, and dig into the history behind the fits on our Cap Chronicles blog.