Wrigley’s Rain-Soaked Classic Fitted: New Era Drops 1990 All-Star Game Cubs Tribute

New Era’s latest Chicago Cubs 1990 All-Star Game fitted cap takes us back to one of the most memorable nights in Wrigley Field history, even if it was for all the wrong reasons. This crisp off-white 59FIFTY commemorates the Midsummer Classic that brought baseball’s biggest stars to the Friendly Confines on a rain-soaked Tuesday evening in July 1990. The clean colorway perfectly captures that classic All-Star aesthetic, while the side patch proudly displays the 1990 All-Star Game logo that Cubs fans had waited decades to see at their home ballpark.

What makes this game truly unforgettable isn’t just that Wrigley finally hosted the All-Star Game, but the absolutely wild circumstances that unfolded. The rain delay was so ridiculously long that CBS had to air an entire episode of Rescue 911 to kill time, and the game didn’t end until just after midnight, setting a record for the latest finish in Wrigley history. Even more bizarre, this remains the only All-Star Game to feature two players with the same name, Gregg Olson and Greg Olson, though neither could help the National League avoid one of the most memorable moments in Cubs All-Star history for its sheer dominance by American League pitching.

For Cubs collectors, this fitted represents more than just another All-Star cap, it’s a piece of Wrigley Field lore from a night that perfectly encapsulated Chicago baseball’s ability to create drama even in the most prestigious games. Available now at my_fitteds for $55, this tribute to the rainiest, latest, and arguably most boring All-Star Game ever played is exactly the kind of unique historical piece that separates true fitted enthusiasts from casual fans.