For the rest of the summer we'll be replaying the best of John Callaway's interviews over the years. Tonight we take a look back at a 1993 conversation with legendary Chicago Sun-Times columnist Irv Kupcinet.

We take a look back at John Callaway's 1993 interview with legendary Sun-Times columnist Irv Kupcinet.

For the rest of the summer we'll be replaying the best of John Callaway's interviews over the years. Tonight we take a look back at a 1995 conversation with Apollo 13 astronaut Jim Lovell.

For the rest of the summer we'll be replaying the best of John Callaway's interviews over the years. Tonight we take a look back at a 1998 conversation with legendary movie reviewers Gene Siskel and Roger Ebert who launched their show right here at Channel 11 in 1975.

We take a look back at John Callaway's 1998 Friday Night interview with legendary film reviewers Gene Siskel and Roger Ebert.

For the rest of the summer we'll be replaying the best of John Callaway's interviews over the years. Tonight we take a look back at a 1996 conversation with the co-founder of the Steppenwolf Theatre, actor Gary Sinise.

We take a look back at another classic John Callaway interview, his 1996 conversation with actor and Steppenwolf Theater co-founder Gary Sinise.

For the rest of the summer we'll be replaying the best of John Callaway's interviews over the years, tonight we take a look back at a 1984 conversation with media giant Oprah Winfrey.

In the second half of the program, we take a look back at highlights from some of John's most notable interviews.

We take another look at John's interview with Cubs Hall of Famer Billy Williams.

John sits down with Chicago Sun-Times columnist Mary Mitchell to talk about her battle with breast cancer.

John sits down with Cook County Sheriff Tom Dart.

John Callaway sits down with former Chicago Tribune sports reporter Melissa Isaacson to talk about her new book about Cubs skipper Lou Piniella.

John sits down with the head of the MacArthur Foundation, Jonathan Fanton.

John sits down with our very own Elizabeth Brackett to talk about her new book, "Pay to Play: How Rod Blagojevich Turned Political Corruption Into a National Sideshow."

25 years ago today Chicago Tonight debuted on Channel 11, tonight we take a look back at our very first program with Mayor Harold Washington and founding host John Callaway.