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| 5 Stanley Cup championship seasons: 1933-34, 1937-38, 1960-61, 2009-10, 2012-13 |
| Last Stanley Cup championship: 2012-13, 11 seasons ago |
| Best finish: |
| beat Detroit in Stanley Cup Finals in 1933-34 season |
| beat Toronto in Stanley Cup Finals in 1937-38 season |
| beat Detroit in Stanley Cup Finals in 1960-61 season |
| beat Philadelphia in Stanley Cup Finals in 2009-10 season |
| beat Boston in Stanley Cup Finals in 2012-13 season |
| TEAM | SEASON | RECORD | PTS | DIV STAND | CNF STAND | PLAYOFFS |
| Chicago | 1926-27 | 19-22-3 | 41 pts | 3rd American | LBos | |
| Chicago | 1927-28 | 7-34-3 | 17 pts | 5th American | missed playoffs | |
| Chicago | 1928-29 | 7-29-8 | 22 pts | 5th American | missed playoffs | |
| Chicago | 1929-30 | 21-18-5 | 47 pts | 2nd American | LMtl | |
| Chicago | 1930-31 | 24-17-3 | 51 pts | 2nd American | WTor WNYR LMtl | |
| Chicago | 1931-32 | 18-19-11 | 47 pts | 2nd American | LTor | |
| Chicago | 1932-33 | 16-20-12 | 44 pts | 4th American | missed playoffs | |
| %Chicago | 1933-34 | 20-17-11 | 51 pts | 2nd American | WMtl WMtM WDet | |
| Chicago | 1934-35 | 26-17-5 | 57 pts | 2nd American | LMtM | |
| Chicago | 1935-36 | 21-19-8 | 50 pts | 3rd American | LNYA | |
| Chicago | 1936-37 | 14-27-7 | 35 pts | 4th American | missed playoffs | |
| %Chicago | 1937-38 | 14-25-9 | 37 pts | 3rd American | WMtl WNYA WTor | |
| Chicago | 1938-39 | 12-28-8 | 32 pts | 7th NHL | missed playoffs | |
| Chicago | 1939-40 | 23-19-6 | 52 pts | 4th NHL | LTor | |
| Chicago | 1940-41 | 16-25-7 | 39 pts | 5th NHL | WMtl LDet | |
| Chicago | 1941-42 | 22-23-3 | 47 pts | 4th NHL | LBos | |
| Chicago | 1942-43 | 17-18-15 | 49 pts | 5th NHL | missed playoffs | |
| Chicago | 1943-44 | 22-23-5 | 49 pts | 4th NHL | WDet LMtl | |
| Chicago | 1944-45 | 13-30-7 | 33 pts | 5th NHL | missed playoffs | |
| Chicago | 1945-46 | 23-20-7 | 53 pts | 3rd NHL | LMtl | |
| Chicago | 1946-47 | 19-37-4 | 42 pts | 6th NHL | missed playoffs | |
| Chicago | 1947-48 | 20-34-6 | 46 pts | 6th NHL | missed playoffs | |
| Chicago | 1948-49 | 21-31-8 | 50 pts | 5th NHL | missed playoffs | |
| Chicago | 1949-50 | 22-38-10 | 54 pts | 6th NHL | missed playoffs | |
| Chicago | 1950-51 | 13-47-10 | 36 pts | 6th NHL | missed playoffs | |
| Chicago | 1951-52 | 17-44-9 | 43 pts | 6th NHL | missed playoffs | |
| Chicago | 1952-53 | 27-28-15 | 69 pts | 4th NHL | LMtl | |
| Chicago | 1953-54 | 12-51-7 | 31 pts | 6th NHL | missed playoffs | |
| Chicago | 1954-55 | 13-40-17 | 43 pts | 6th NHL | missed playoffs | |
| Chicago | 1955-56 | 19-39-12 | 50 pts | 6th NHL | missed playoffs | |
| Chicago | 1956-57 | 16-39-15 | 47 pts | 6th NHL | missed playoffs | |
| Chicago | 1957-58 | 24-39-7 | 55 pts | 5th NHL | missed playoffs | |
| Chicago | 1958-59 | 28-29-13 | 69 pts | 3rd NHL | LMtl | |
| Chicago | 1959-60 | 28-29-13 | 69 pts | 3rd NHL | LMtl | |
| %Chicago | 1960-61 | 29-24-17 | 75 pts | 3rd NHL | WMtl WDet | |
| Chicago | 1961-62 | 31-26-13 | 75 pts | 3rd NHL | WMtl LTor | |
| Chicago | 1962-63 | 32-21-17 | 81 pts | 2nd NHL | LDet | |
| Chicago | 1963-64 | 36-22-12 | 84 pts | 2nd NHL | LDet | |
| Chicago | 1964-65 | 34-28-8 | 76 pts | 3rd NHL | WDet LMtl | |
| Chicago | 1965-66 | 37-25-8 | 82 pts | 2nd NHL | LDet | |
| Chicago | 1966-67 | 41-17-12 | 94 pts | 1st NHL | LTor | |
| Chicago | 1967-68 | 32-26-16 | 80 pts | 4th East Div | WNYR LMtl | |
| Chicago | 1968-69 | 34-33-9 | 77 pts | 6th East Div | missed playoffs | |
| Chicago | 1969-70 | 45-22-9 | 99 pts | 1st East Div | WDet LBos | |
| Chicago | 1970-71 | 49-20-9 | 107 pts | 1st West Div | WPhi WNYR LMtl | |
| Chicago | 1971-72 | 46-17-15 | 107 pts | 1st West Div | WPit LNYR | |
| Chicago | 1972-73 | 42-27-9 | 93 pts | 1st West Div | WStL WNYR LMtl | |
| Chicago | 1973-74 | 41-14-23 | 105 pts | 2nd West Div | WLA LBos | |
| Chicago | 1974-75 | 37-35-8 | 82 pts | 3rd Smythe | 11th NHL | WBos LBuf |
| Chicago | 1975-76 | 32-30-18 | 82 pts | 1st Smythe | 9th NHL | bye LMtl |
| Chicago | 1976-77 | 26-43-11 | 63 pts | 3rd Smythe | 12th NHL | LNYI |
| Chicago | 1977-78 | 32-29-19 | 83 pts | 1st Smythe | 8th NHL | bye LBos |
| Chicago | 1978-79 | 29-36-15 | 73 pts | 1st Smythe | 11th NHL | bye LNYI |
| Chicago | 1979-80 | 34-27-19 | 87 pts | 1st Smythe | 7th NHL | WStL LBuf |
| Chicago | 1980-81 | 31-33-16 | 78 pts | 2nd Smythe | 10th NHL | LCgy |
| Chicago | 1981-82 | 30-38-12 | 72 pts | 4th Norris | 7th Campbell | WMin WStL LVan |
| Chicago | 1982-83 | 47-23-10 | 104 pts | 1st Norris | 2nd Campbell | WStL WMin LEdm |
| Chicago | 1983-84 | 30-42-8 | 68 pts | 4th Norris | 8th Campbell | LMin |
| Chicago | 1984-85 | 38-35-7 | 83 pts | 2nd Norris | 5th Campbell | WDet WMin LEdm |
| Chicago | 1985-86 | 39-33-8 | 86 pts | 1st Norris | 2nd Campbell | LTor |
| Chicago | 1986-87 | 29-37-14 | 72 pts | 3rd Norris | 6th Campbell | LDet |
| Chicago | 1987-88 | 30-41-9 | 69 pts | 3rd Norris | 6th Campbell | LStL |
| Chicago | 1988-89 | 27-41-12 | 66 pts | 4th Norris | 8th Campbell | WDet WStL LCgy |
| Chicago | 1989-90 | 41-33-6 | 88 pts | 1st Norris | 3rd Campbell | WMin WStL LEdm |
| Chicago | 1990-91 | 49-23-8 | 106 pts | 1st Norris | 1st Campbell | LMin |
| Chicago | 1991-92 | 36-29-15 | 87 pts | 2nd Norris | 3rd Campbell | WStL WDet WEdm LPit |
| Chicago | 1992-93 | 47-25-12 | 106 pts | 1st Norris | 1st Campbell | LStL |
| Chicago | 1993-94 | 39-36-9 | 87 pts | 5th Central | 6th West | LTor |
| Chicago | 1994-95 | 24-19-5 | 53 pts | 3rd Central | 4th West | WTor WVan LDet |
| Chicago | 1995-96 | 40-28-14 | 94 pts | 2nd Central | 3rd West | WCgy LCol |
| Chicago | 1996-97 | 34-35-13 | 81 pts | 5th Central | 8th West | LCol |
| Chicago | 1997-98 | 30-39-13 | 73 pts | 5th Central | --- West | missed playoffs |
| Chicago | 1998-99 | 29-41-12 | 70 pts | 3rd Central | --- West | missed playoffs |
| Chicago | 1999-00 | 33-37-10-2 | 78 pts | 3rd Central | --- West | missed playoffs |
| Chicago | 2000-01 | 29-40-8-5 | 71 pts | 4th Central | --- West | missed playoffs |
| Chicago | 2001-02 | 41-27-13-1 | 96 pts | 3rd Central | 5th West | LStL |
| Chicago | 2002-03 | 30-33-13-6 | 79 pts | 3rd Central | --- West | missed playoffs |
| Chicago | 2003-04 | 20-43-11-8 | 59 pts | 5th Central | --- West | missed playoffs |
| Chicago | 2005-06 | 26-43-13 | 65 pts | 4th Central | --- West | missed playoffs |
| Chicago | 2006-07 | 31-42-9 | 71 pts | 5th Central | --- West | missed playoffs |
| Chicago | 2007-08 | 40-34-8 | 88 pts | 3rd Central | --- West | missed playoffs |
| Chicago | 2008-09 | 46-24-12 | 104 pts | 2nd Central | 4th West | WCgy WVan LDet |
| %Chicago | 2009-10 | 52-22-8 | 112 pts | 1st Central | 2nd West | WNsh WVan WSJ WPhi |
| Chicago | 2010-11 | 44-29-9 | 97 pts | 3rd Central | 8th West | LVan |
| Chicago | 2011-12 | 45-26-11 | 101 pts | 4th Central | 6th West | LPhx |
| %Chicago | 2012-13 | 36-7-5 | 77 pts | 1st Central | 1st West | WMin WDet WLA WBos |
| Chicago | 2013-14 | 46-21-15 | 107 pts | 3rd Central | 5th West | WStL WMin LLA |
| %Chicago | 2014-15 | 48-28-6 | 102 pts | 3rd Central | 4th West | WNsh WMin WAna WTB |
| Chicago | 2015-16 | 47-26-9 | 103 pts | 3rd Central | 5th West | LStL |
| Chicago | 2016-17 | 50-23-9 | 109 pts | 1st Central | 1st West | LNsh |
| Chicago | 2017-18 | 33-39-10 | 76 pts | 7th Central | --- West | missed playoffs |
| Chicago | 2018-19 | 36-34-12 | 84 pts | 6th Central | --- West | missed playoffs |
| Chicago | 2019-20 | 32-30-8 | 72 pts | 7th Central | 12th West | WEdm LVGK |
| Chicago | 2020-21 | 24-25-7 | 55 pts | 6th Cent Div | missed playoffs | |
| Chicago | 2021-22 | 28-42-12 | 68 pts | 7th Central | --- West | missed playoffs |
| Chicago | 2022-23 | 26-49-7 | 59 pts | 8th Central | --- West | missed playoffs |
| Chicago | 2023-24 | 23-53-6 | 52 pts | 8th Central | --- West | missed playoffs |
| Chicago | 2024-25 | 25-46-11 | 61 pts | 8th Central | --- West | missed playoffs |