Cubs vs. White Sox — Since 1997
Over 200 players have appeared for both the Chicago Cubs and Chicago White Sox. Including some you’d never expect — and some you’d rather forget.
★ = Hall of Famer · Latest additions are marked New
Jump to: A B C D E F G H J K L M N O P R S T V W X Z
| Player | Cubs | Sox | Why It Matters |
|---|---|---|---|
| Ron Santo ★ | 1960–73 | 1974 | Beloved Cub his entire career. Played one year on the South Side at the end. Now in the Hall of Fame. The one year with the Sox is conveniently forgotten. |
| Sammy Sosa | 1992–2004 | 1989–91 | Started on the South Side as a teenager, became the North Side’s greatest slugger. 609 career HRs. The 1998 home run chase was everything. |
| Jose Quintana | 2017–20 | 2012–17 | Traded from the Sox to the Cubs in July 2017. A legitimate ace for both. One of the more significant crosstown trades in recent memory. |
| Jeff Samardzija | 2008–14 | 2015 | Grew up a Cubs fan in Valparaiso, Indiana. Became a legit ace on the North Side. Then crossed the street. Then got lit up by the Cubs. It was very funny. |
| Nick Madrigal | 2022–24 | 2020–21 | Sox drafted him 4th overall in 2018. Traded to the Cubs in the Craig Kimbrel deal. Has been more productive on the North Side than the South. |
| Craig Kimbrel | 2019–21 | 2021 | Was a Cub, traded to the Sox mid-2021. Then gave up HRs to Patrick Wisdom and Ian Happ when he faced his former team. Karma. |
| Don Kessinger | 1964–75 | 1977–79 | Six-time All-Star shortstop with the Cubs. Ended career on the South Side as a player-manager. |
| Rich Gossage ★ | 1988 | 1972–76 | Hall of Famer. Started his career on the South Side. Much later ended up on the North Side briefly. |
| Mike Tauchman New | 2023–24 | 2025 | First former Cub to hit a HR off a former Sox pitcher in Crosstown Classic history (Elias Sports Bureau, May 2025). The rivalry goes deep. |
| Steve Stone | 1973, 1977–78 | 1973 | Pitched for both. Then broadcast for both for decades. Nobody has seen more Crosstown Classic games from a broadcast booth than Steve Stone. |
| Phil Cavarretta | 1934–53 | 1954–55 | 20 seasons as a Cub, then two with the Sox. Chicago through and through. |
| Johnny Evers ★ | 1902–13 | 1922 | Of Tinker-to-Evers-to-Chance fame. Hall of Famer. Brief stop with the Sox at the end of a legendary career. |
| Player | Cubs | White Sox |
|---|---|---|
| A | ||
| Austin Jackson | 2015 | 2016 |
| Andrew Lorraine | 1999-2000 | 1995 |
| Alex Metzler | 1925 | 1927-30 |
| Aaron Miles | 2009 | 2003 |
| B | ||
| Bobby Adams | 1957-59 | 1955 |
| Bobby Bonds | 1981 | 1978 |
| Billy Hamilton | 2020 | 2021, 2023 |
| Bill Heath | 1969 | 1965 |
| Bob Howry | 2006-08, 2010 | 1998-2002 |
| Brad Keller New | 2025 | 2024 |
| Bruce Kimm | 1979 | 1980 |
| Brent Lillibridge | 2013 | 2009-12 |
| Bob Locker | 1973, 1975 | 1965-69 |
| Bill Long | 1990 | 1985, 1987-90 |
| Bob Miller | 1970-71 | 1970 |
| Bob Molinaro | 1982 | 1977-78, 1980-81 |
| Bob Rush | 1948-57 | 1960 |
| Bob Shaw | 1967 | 1958-61 |
| Bennie Tate | 1930-32 | 1925-29 |
| C | ||
| Cozy Dolan | 1900-01 | 1903 |
| Chris Flexen New | 2025 | 2024 |
| Clint Frazier | 2022 | 2023 |
| Clark Griffith | 1893-1900 | 1901-02 |
| Codi Heuer | 2021 | 2020-21 |
| Craig Kimbrel | 2019-21 | 2021 |
| Chuck McElroy | 1991-93 | 1997 |
| Cal McLish | 1949, 1951 | 1961 |
| Carl Reynolds | 1937-39 | 1927-31 |
| Clayton Richard | 2015-16 | 2008-09 |
| Carl Sawatski | 1948, 1950, 1953 | 1954 |
| Clyde Shoun | 1935-37 | 1949 |
| Charley Smith | 1969 | 1962-64 |
| D | ||
| David Aardsma | 2006 | 2007 |
| Dick Culler | 1948 | 1943 |
| Danny Green | 1898-1901 | 1902-05 |
| Derek Holland | 2019 | 2017 |
| Darrin Jackson | 1985, 1987-89 | 1994, 1999 |
| Davy Jones | 1902-04 | 1913 |
| Don Kessinger | 1964-75 | 1977-79 |
| Dennis Lamp | 1977-80 | 1981-83 |
| Don Larsen | 1967 | 1961 |
| Dave Lemonds | 1969 | 1972 |
| Darren Lewis | 2002 | 1996-97 |
| Dick Littlefield | 1957 | 1951 |
| Dave Martinez | 1986-88, 2000 | 1995-97 |
| Danny Murphy | 1960-62 | 1969-70 |
| Dioner Navarro | 2013 | 2016 |
| Donn Pall | 1994 | 1988-93 |
| David Robertson | 2022 | 2015-17 |
| Dick Tidrow | 1979-82 | 1983 |
| Dutch Zwilling | 1916 | 1910 |
| ⇧ Top | ||
| E | ||
| Earl Averill | 1959-60 | 1960 |
| Emilio Bonifacio | 2014 | 2015 |
| Edwin Jackson | 2013-15 | 2010-11 |
| Elmer Jacobs | 1924-25 | 1927 |
| Eddie Mulligan | 1915-16 | 1921-22 |
| Emmett O'Neill | 1946 | 1946 |
| Eddie Solomon | 1975 | 1982 |
| Earl Webb | 1927-28 | 1930 |
| F | ||
| Frank Baumann | 1965 | 1960-64 |
| Frank Isbell | 1898 | 1901-09 |
| Fabian Kowalik | 1935-36 | 1932 |
| G | ||
| George Bell | 1991 | 1992-93 |
| George Browne | 1909 | 1910 |
| Grady Hatton | 1960 | 1954 |
| Greg Hibbard | 1993 | 1989-92 |
| Guy Hoffman | 1986 | 1979-80, 1983 |
| Grover Lowdermilk | 1912 | 1919-20 |
| George Magoon | 1899 | 1903 |
| George Metkovich | 1953 | 1949 |
| George Moriarty | 1903-04 | 1916 |
| Geovany Soto | 2005-11 | 2016 |
| H | ||
| Hi Bithorn | 1942-43, 1946 | 1947 |
| Hank Edwards | 1949-50 | 1952 |
| Howie Pollet | 1953-55 | 1956 |
| Hank Schreiber | 1926 | 1914 |
| Hoyt Wilhelm ★ | 1970 | 1963-68 |
| ⇧ Top | ||
| J | ||
| Jason Bere | 2001-02 | 1993-98 |
| Jim Brosnan | 1954, 1956-58 | 1963 |
| John Buzhardt | 1958-59 | 1962-67 |
| Jimmy Callahan | 1897-1900 | 1901-05, 1911-13 |
| Johnny Callison | 1970-71 | 1958-59 |
| Jess Dobernic | 1948-49 | 1939 |
| Johnny Evers ★ | 1902-13 | 1922 |
| Jeff Gray | 2010 | 2011 |
| Jim Hughes | 1956 | 1957 |
| Jon Jay | 2017 | 2019 |
| Jimmy Johnston | 1914 | 1911 |
| Jay Johnstone | 1982-84 | 1971-72 |
| Jack Katoll | 1898-99 | 1901-02 |
| Jim King | 1955-56 | 1967 |
| Jack Lamabe | 1968 | 1966-67 |
| Jay Loviglio | 1983 | 1981-82 |
| Jake Marisnick | 2021 | 2023 |
| J.C. Martin | 1970-72 | 1959-67 |
| Jim McAnany | 1961-62 | 1958-60 |
| Jaime Navarro | 1995-96 | 1997-99 |
| Jose Ortiz | 1971 | 1969-70 |
| Josh Osich | 2020 | 2019 |
| Johnny Ostrowski | 1943-46 | 1949-50 |
| Josh Paul | 2003 | 1999-2003 |
| Josh Phegley | 2020 | 2013-14 |
| Juan Pierre | 2006 | 2010-11 |
| Juan Pizarro | 1970-73 | 1961-66 |
| Jim Qualls | 1969 | 1972 |
| Jose Quintana | 2017-20 | 2012-17 |
| Jeff Samardzija | 2008-14 | 2015 |
| Jimmie Schaffer | 1963-64 | 1965 |
| Joe Stephenson | 1944-45 | 1947 |
| Jimmy Stewart | 1963-67 | 1967 |
| K | ||
| Ken Frailing | 1974-76 | 1972-73 |
| Kosuke Fukudome | 2008-11 | 2012 |
| Ken Henderson | 1979-80 | 1973-75 |
| Ken Kravec | 1981-82 | 1975-80 |
| Kenny Lofton | 2003 | 2002 |
| Ken Patterson | 1992 | 1988-91 |
| Kevin Tapani | 1997-2001 | 1996 |
| Kettle Wirts | 1921-23 | 1921 |
| L | ||
| Larry Casian | 1995-97 | 1998 |
| Loyd Christopher | 1945 | 1947 |
| Lee Elia | 1968 | 1966 |
| Lance Johnson | 1997-99 | 1988-95 |
| Lynn McGlothen | 1978-81 | 1981 |
| Lloyd Merriman | 1955 | 1955 |
| Luis Salazar | 1989-92 | 1985-86 |
| Luis Vizcaino | 2007 | 2003-05 |
| ⇧ Top | ||
| M | ||
| Mike Cvengros | 1929 | 1923-25 |
| Mike Diaz | 1983 | 1988 |
| Miguel Dilone | 1979 | 1983 |
| Moe Drabowsky | 1956-60 | 1972 |
| Matt Karchner | 1998-2000 | 1995-98 |
| Mike Kreevich | 1931 | 1935-41 |
| Martin Maldonado | 2019 | 2024 |
| Morrie Martin | 1959 | 1954-56 |
| Mike Olt | 2014-15 | 2015 |
| Mike Proly | 1982-83 | 1978-80 |
| Marv Rickert | 1942, 1946-47 | 1950 |
| Mike Tauchman New | 2023-24 | 2025 |
| N | ||
| Neal Cotts | 2007-09 | 2003-06 |
| Ned Garvin | 1899-1900 | 1902 |
| Nicky Lopez New | 2025 | 2024 |
| Nick Madrigal | 2022-24 | 2020-21 |
| Nicholas Padilla | 2022 | 2023 |
| O | ||
| Oscar Gamble | 1969 | 1977, 1985 |
| P | ||
| Paul Assenmacher | 1989-93 | 1994 |
| Phil Cavarretta | 1934-53 | 1954-55 |
| Phil Douglas | 1915, 1917-19 | 1912 |
| Polly McLarry | 1915 | 1912 |
| Pat Ragan | 1909 | 1919 |
| Phil Regan | 1968-72 | 1972 |
| ⇧ Top | ||
| R | ||
| Ross Gload | 2000 | 2004-06 |
| Rich Gossage ★ | 1988 | 1972-76 |
| Ralph Hamner | 1947-49 | 1946 |
| Ron Hassey | 1984 | 1986-87 |
| Robert Machado | 2001-02 | 1996-98 |
| Randy Martz | 1980-82 | 1983 |
| Ron Northey | 1950, 1952 | 1955-57 |
| Rafael Ortega | 2021-22 | 2024 |
| Reggie Patterson | 1983-85 | 1981 |
| Ron Santo ★ | 1960-73 | 1974 |
| Rick Wrona | 1988-90 | 1993 |
| Rollie Zeider | 1916-18 | 1910-13 |
| S | ||
| Smoky Burgess | 1949, 1951 | 1964-67 |
| Steve Christmas | 1986 | 1984 |
| Steve Cishek | 2018-19 | 2020 |
| Steve Dillard | 1979-81 | 1982 |
| Scott Downs | 2000 | 2014 |
| Scott Eyre | 2006-08 | 1997-2000 |
| Scott Fletcher | 1981-82 | 1983-85, 1989-91 |
| Steve Hamilton | 1972 | 1970 |
| Sam Mertes | 1898-1900 | 1901-02 |
| Steve Renko | 1976-77 | 1977 |
| Scott Sanderson | 1984-89 | 1994 |
| Sammy Sosa | 1992-2004 | 1989-91 |
| Steve Stone | 1973, 1977-78 | 1973 |
| Sammy Strang | 1900 | 1902 |
| Steve Trout | 1983-87 | 1978-82 |
| T | ||
| Thad Bosley | 1983-86 | 1978-80 |
| Tom Daly (I) | 1887-88 | 1902-03 |
| Tom Daly (II) | 1918-21 | 1913-15 |
| Tommy Davis | 1970-72 | 1968 |
| Tom Gordon | 2001-02 | 2003 |
| Turk Lown | 1951-54, 1956-58 | 1958-62 |
| Taylor Phillips | 1958-59 | 1963 |
| Tim Stoddard | 1984-85 | 1975 |
| Tanyon Sturtze | 1995-96 | 2000 |
| ⇧ Top | ||
| V | ||
| Vallie Eaves | 1941-42 | 1939-40 |
| Vance Law | 1988-89 | 1982-84 |
| Vito Valentinetti | 1956-57 | 1954 |
| W | ||
| Warren Brusstar | 1983-85 | 1982 |
| Welington Castillo | 2010-15 | 2018-19 |
| Wes Covington | 1966 | 1961 |
| Wilbur Good | 1911-15 | 1918 |
| Warren Hacker | 1948-56 | 1961 |
| Wayne Nordhagen | 1983 | 1976-81 |
| Will Ohman | 2000-01, 2005-07 | 2011-12 |
| Whitey Platt | 1942-43 | 1946 |
| X | ||
| Xavier Cedeno | 2019 | 2018 |
| ⇧ Top | ||
| Z | ||
| Zeke Bonura | 1940 | 1934-37 |
| Zaza Harvey | 1900 | 1901 |
| Zach Putnam | 2013 | 2014-17 |
| Zeb Terry | 1920-22 | 1916-17 |
Source: BaseballHistorian.com, current through May 2025. ★ = Hall of Famer. Know someone we missed? Let us know.