Gardiner joined the
Chicago Black Hawks in the
1927–28 season. In his first season with the Black Hawks, Gardiner played in 40 out of 44 of Chicago's games. Recording a 2.83 goals average, Gardiner won or tied only eight games, with three of those games being shutouts. The
following season, Gardiner appeared in all 44 games for Chicago. Known as the NHL's "goalless wonders", Gardiner had five shutouts and a 1.85 goals against average that season. During a game against the
New York Rangers on February 3, 1929 WJ Holmes, manager of the Maroons came to Chicago to watch Gardiner play. The Rangers won the game 3–2 though Gardiner played well. Even so,
Frederic McLaughlin, owner of the Hawks, offered to sell him back to Winnipeg for $3500. Only after
Barney Stanley and
Hugh Lehman talked to McLaughlin did he back down on the deal. After being booed by the Chicago fans, Gardiner nearly retired, before being talked out of it by
Duke Keats. After the NHL changed its rules to allow forward passing in the offensive zone in the
1929–30 season, goal scoring increased league-wide. While Chicago increased its goals scored to 117, Gardiner's goals against average rose by only 0.57, to 2.42. Gardiner's total number of shutouts fell by two, from five to three. Chicago improved its regular season record to 21–18–15, placing second in the American Division, In the
1930–31 season, Chicago placed, once more, second in the American Division, with a 24–17–3 record. Gardiner recorded one of his best statistical years, recording a league-leading 12 shutouts to go with a 1.73 goals against average. Late in December 1930 the
New York Americans offered $10,000 to the Hawks in exchange for Gardiner, double his salary; McLaughlin refused the offer. He was also named, for the first time, to the First All-Star Team. Posting a 5–3–2 record in the playoffs, Gardiner had another two shutouts and a 1.32 goals against average. In the
1931–32 season, Chicago finished with an 18–19–11 regular season record. Gardiner recorded four shutouts and a 1.85 goals against average. Gardiner was named to the First All-Star Team, and won the
Vezina Trophy for the first time, becoming the first goalie who
caught right-handed to do so. Gardiner won one game and lost one during the playoffs, with one shutout and a 3.00 goals against average. In the
1932–33 season, Chicago missed the playoffs, with a 16-20-12 record, placing fourth in the American Division. Gardiner recorded five shutouts, with a 2.01 goals against average. He was named to the Second All-Star Team for the only time in his career. Before the beginning of the
1933–34 season, Gardiner's teammates unanimously elected him
captain. During the regular season, Chicago finished with a 20–17–11 record. Gardiner had 10 shutouts, and a 1.63 goals against average. He was named for the third time to the First All-Star Team, and won the Vezina Trophy for the second time. On February 14, 1934, he was a participant in the
Ace Bailey Benefit Game, playing goaltender for the All-Stars, who played against the Maple Leafs. In the playoffs, Gardiner had a 6–1–1 record, with two shutouts and a 1.33 goals against average, as Chicago won the
Stanley Cup for the first time in franchise history. During the Stanley Cup parade, Chicago defenseman
Roger Jenkins carted Gardiner in a wheelbarrow around Chicago's business district after a pre-playoff bet. ==Illness and death==