Ranked #1
Burt Reynolds
Burt Reynolds
More than forty years ago, Burt Reynolds made his first live appearances on the stage and on the Roy Leonard Show in Chi... Read more
24 Jul 2014
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Ranked #2
The Smothers Brothers
The Smothers Brothers
Tommy and Dick Smothers tell how they survived after being kicked off TV by CBS for being too political. Click here to r... Read more
6 Dec 2012
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Ranked #3
Woody Allen
Woody Allen
Woody Allen talks about “Bananas,” his clarinet playing, and God, in two visits in 1971 and 1982. Click here to return t... Read more
7 Dec 2012
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Ranked #4
Remembering Muhammad Ali: ‘A lifetime is not sufficient to learn how to live in this world’
Remembering Muhammad Ali: ‘A lifetime is not sufficient to learn how to live in this world’
On the day after Thanksgiving, 1977, boxing legend Muhammad Ali visited the WGN Radio studios for an extended interview ... Read more
4 Jun 2016
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Most Popular Podcasts
The Joe Rogan Experience
TED Talks Daily
The Tim Ferriss Show
The Daily
Stuff You Should Know
Oprah's SuperSoul Conversations
Armchair Expert with Dax Shepard
Ranked #5
Clint Eastwood
Clint Eastwood
Clint Eastwood talked about the making of “Play Misty for Me” on October 18, 1971. Click here to return to the Roy Leona... Read more
14 Mar 2013
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Ranked #6
Bill Murray
Bill Murray
Northshore native Bill Murray talks about his early years at Second City and Saturday Night Live in this 1981 conversati... Read more
20 Nov 2013
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Ranked #7
Bob Hope
Bob Hope
In town for a benefit, Bob Hope drops in for some fun in November of 1974. Click here to return to the Roy Leonard Audio... Read more
6 Dec 2012
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Ranked #8
Bill Cosby
Bill Cosby
In this 1978 interview, the man who makes so many people laugh shows a serious side and talks to Roy about his own famil... Read more
14 Oct 2013
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Ranked #9
James Taylor
James Taylor
James Taylor introduces his new album and talks about how he gets his ideas and writes his songs. (November 19, 1985) Cl... Read more
11 Jul 2013
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Ranked #10
Jacques Cousteau
Jacques Cousteau
Jacques Cousteau was the most famous undersea explorer of the 20th Century. He visited Roy in 1978. Click here to return... Read more
28 Mar 2014
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Ranked #11
Pat Summerall and John Madden
Pat Summerall and John Madden
With the NFL season getting underway this weekend, the great broadcasting team of Madden and Summerall tel how they did ... Read more
6 Dec 2012
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Ranked #12
Ella Fitzgerald
Ella Fitzgerald
Roy visits with Ella Fitzgerald (1917-1996), the most popular jazz singer in the world for more than half a century. (Fe... Read more
10 Feb 2014
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Ranked #13
Jackie Mason
Jackie Mason
Jackie Mason, a man whose made a career out of insulting people. Do people ever get mad at him? Listen to this 1992 inte... Read more
21 Jun 2013
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Ranked #14
Ginger Rogers
Ginger Rogers
The great movie star Ginger Rogers talks about dancing with Fred Astaire and her many Hollywood relationships. (1991) Cl... Read more
25 Jul 2013
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Ranked #15
Lily Tomlin
Lily Tomlin
Lily Tomlin told us where the character “Edith Ann” came from and shared more from her show biz career back in an early ... Read more
2 May 2013
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Ranked #16
John Cleese
John Cleese
Founding member of Monty Python and the “Ministry of Silly Walks,” John Cleese joined Roy back in 1986 and talked about ... Read more
11 Apr 2013
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Ranked #17
John Huston
John Huston
Director John Huston (The Maltese Falcon, Treasure of the Sierra Madre, The African Queen) talks about his life and time... Read more
3 Jan 2013
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Ranked #18
Art Garfunkel
Art Garfunkel
In October, 1975, Art Garfunkel introduced his new album “Breakaway” on The Roy Leonard Show. Click here to return to th... Read more
8 Mar 2013
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