Cubs vs. White Sox — Since 1997
★ = Ford C. Frick Award recipient · Current broadcasters marked
| Broadcaster | Years | Role | Notes |
|---|---|---|---|
| John Schriffen Current | 2024–Present | TV Play-by-Play | Chicago Sports Network (CHSN). Replaced Jason Benetti. ESPN veteran. Currently the only Black television play-by-play announcer in MLB. Had a rocky first year with fans but entering his third season alongside Steve Stone. |
| Steve Stone Current | 2008–Present | TV Analyst | CHSN. 1980 Cy Young Award winner. Spent 20 seasons in the Cubs booth (with Harry Caray and later Chip Caray) before crossing the street. Has been a Sox TV analyst since 2009. Signed a multi-year extension in Sept 2024, saying he wants to retire as a White Sox. One of the best analysts in the game — period. |
| Len Kasper Current | 2021–Present | Radio Play-by-Play | ESPN 1000 / WMVP. Shocked the Cubs fanbase in Dec 2020 by moving across town after 16 seasons on the North Side. Marquette grad who always wanted to be in a radio booth. Named Illinois Sportscaster of the Year in 2016. |
| Darrin Jackson Current | 2009–Present | Radio Analyst | Known as “DJ.” Former Sox outfielder. Has been in the radio booth since 2009, previously did TV analysis from 2000–2008. A South Side institution. |
| Broadcaster(s) | Years | Station | Notes |
|---|---|---|---|
| Jason Benetti | 2016–2023 | NBC Sports Chicago | South Side kid from Homewood. Built a huge following for his humor, quick wit, and genuine love of the game. Left for the Detroit Tigers in 2024 after a reported falling out with Sox management. Now NBC's lead voice for Sunday Night Baseball as of 2026. The one that got away. |
| Ken “Hawk” Harrelson & Steve Stone | 2009–2017 (together) | WGN/Fox Sports | Hawk and Stoney. The South Side's answer to the Harry and Ron dynamic. Hawk's “You can put it on the board—YES!” is permanently etched in Sox fans' brains. Polarizing to neutrals, beloved on the South Side. |
| Ken Harrelson & Darrin Jackson | 2000–2008 | WGN/Fox Sports | Hawk and DJ. DJ moved to radio after this run. |
| Ken Harrelson & Tom Paciorek | 1991–1999 | WGN/SportsChannel/Fox | “Hawk and Wimpy.” The classic pairing. |
| Harry Caray & Jimmy Piersall | 1971–1981 | WSNS/WGN | Harry on the South Side before heading to Wrigley. Piersall was famously volatile and entertaining. One of the most colorful booths in baseball history. Mary Shane joined them for one season (1977) as the first female broadcaster in ML history. |
| Jack Brickhouse ★ | 1948–1967 | WGN | Called both Cubs and Sox games for WGN. “Hey Hey!” A Chicago broadcasting legend. |
Steve Stone pitched for the White Sox (1973, 1977–78), won the Cy Young Award with Baltimore in 1980, then spent 20 seasons as a Cubs broadcaster working alongside Harry Caray and later Chip Caray. He crossed town in 2008 to join the White Sox radio team alongside Ed Farmer, then moved to TV in 2009. He has now been a White Sox broadcaster for 18 seasons and signed a multi-year extension in 2024, saying he wants to retire as a member of the White Sox family. Nobody has seen more Crosstown Classic games from a broadcast booth than Steve Stone.