In Toronto for Game 1, the Hawks were not only prohibitive underdogs, they had a vacancy in the net. Dave Kerr, an outstanding goalkeeper for the New York Rangers, lived in the area but the Maple Leafs abjectly refused to let the Hawks borrow him as an emergency measure, nearly precipitating a fistfight featuring Chicago's coach, Bill Stewart, and Toronto's general manager, Conn Smythe. When order was restored, the latter suggested Alfie Moore, a minor leaguer who also resided nearby.
When the Hawks' search party investigated that "nearby," they discovered Moore in a local watering hole. He asked for tickets to that night's game. The Hawks' counter offer was the best seat in the house: between the pipes. Moore accepted the job, and downed abundant amounts of coffee, suited up and yielded a score by Gordie Drillon on Toronto's first shot.
Then - in an entry to the 'Can You Top This? Derby' - Moore saved everything else, and the Hawks won, 3-1. Paul Goodman, Chicago property, tended goal in Game 2 and lost, 5-1, while the Hawks lost star Mush March to injury along with Doc Romnes, whose nose was rearranged from a cross-check by Maple Leafs' defenseman Red Horner.
Really angry and motivated now, the Hawks went home and, with Karakas back in goal, eliminated the Maple Leafs, 2-1 and 4-1. The Hawks roughed up Horner en route, then gifted Moore with $300 and a gold watch. Where was the Stanley Cup? Still back in Toronto because nobody believed that it would belong in Chicago.
In 1962, their fifth playoff meeting, it was the Maple Leafs who did the upsetting. The defending champion Blackhawks, imagining they would be in for more glory with Bobby Hull, Stan Mikita and Glenn Hall aboard, lost the Final to Toronto in six games.
More agony befell the Blackhawks in 1967, after they had squelched the "Curse of Muldoon" by finishing atop the NHL for the first time during the regular season. The veteran Maple Leafs were a distant third. But in the semifinals, the Blackhawks were foiled, primarily by Terry Sawchuk. Relieving Johnny Bower in goal, Sawchuk was outrageously airtight in a Game 5 series tiebreaker at the Stadium. This, after he was flattened by a Hull rocket to the shoulder, one of 37 shots Sawchuk faced over the last two periods. He saved all 37 and Toronto prevailed, 4-2. The Maple Leafs eliminated the Hawks at home in Game 6 three nights hence.