As of July 2026, Late Show with David Letterman Season 6 aired in 1998 with 213 episodes. Full episode guide and where to watch below.
Late Show with David Letterman Season 6 poster
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Late Show with David Letterman Season 6

1998 213 Episodes Talk · Comedy ⭐ 6/10

Right now you can watch Late Show with David Letterman Season 6 on streaming — and it is funnier than its reputation suggests. Across 1 season, the show has had time to find its rhythm and keep it. Its 6/10 TMDB score, built from 169 ratings, reflects a title that consistently delivers. David Letterman leads a cast with real comic timing. Put it on tonight and see for yourself.

There is a reason Late Show with David Letterman Season 6 keeps coming up in conversation. Late Show with David Letterman Season 6 gets the fundamentals right first, then finds room to get weird with it. Season 6 of Late Show with David Letterman includes 213 episodes. It aired from August 1998 to August 1999. This season stars David Letterman, Paul Shaffer and Alan Kalter. David Letterman and Paul Shaffer lead a cast that brings real weight to the material. It was aired in 1998. The real test of any comedy is whether it is still funny once you know all the jokes, and Late Show with David Letterman Season 6 holds up on rewatch in a way that separates it from one-off curiosities. It delivers reliably on what it promises, which is more than most of its competition manages.

If you need a comedy that actually makes you laugh, Late Show with David Letterman Season 6 is a strong candidate. It does not lean on comparisons to make its case. A contained run means every episode is doing real work. David Letterman anchors an ensemble with real chemistry. Genuinely funny, consistently, across the whole run.

📡 Where to Watch Late Show with David Letterman Season 6

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🎬 Late Show with David Letterman Season 6 — Episode Guide

E1
Jean-Claude Van Damme, Darryl Strawberry, Joe Cocker
1998-08-31
During a segment comparing President Clinton's vacation to Dave's, a stockbroker comes in for a hug.
E2
Beau Bridges, Terrell Davis, Squirrel Nut Zippers
1998-09-01
Dave points out that the show has undergone budget cuts, which might explain the tiny cue cards Tony's holding. Later, Beau Bridges promotes his new series, ""Maximum Bob.""
E3
Terry Bradshaw, Jesse Jackson
1998-09-02
Dave makes a lenghty rant about ""The Late Shift"" after an audience member asks him for an autograph; Martin Short sings the Top Ten List; Terry Bradshaw makes his predictions for the football season.
E4
Ray Romano, Chris Cardone, Tom Agna
1998-09-03
Alan Kalter comments on home run record that is being chased by Mark McGwire; Dave announces that CBS ""just don't care 'bout"" the new fall lineup; Ray Romano talks about his family.
E5
Stupid Human Tricks, Jason Patric, Eve 6
1998-09-04
During CBS Mailbag, Dave and the band play ""Let's Screw with Paul Shaffer's Mind.""
E6
Richard Simmons, Luisa Conlon
1998-09-07
Junior Brown sits in with the band, while Biff reports from Busch Stadium in St. Louis.
E7
Andie MacDowell, Willie Nelson
1998-09-08
Biff makes another report from Busch Stadium, while Dave flirts with Andie MacDowell.
E8
Tim Forneris, Stephen Dorff, Wynonna
1998-09-09
Dave goes on a tirade about the CBS watermark on the lower right hand side of the screen. Later, Dave chats with the guy who caught Mark McGwire's 62nd Home Run ball.
E9
Charles Grodin, Paul Hopkins
1998-09-10
Dave stuggles to grow a beard; Charles Grodin promotes his talk show; Dave chats with the former Washington Senators pitcher who gave up Babe Ruth's 59th home run in 1927 (in his MLB debut, no less).
E10
Jack Hanna, Gretchen Mol, Nick Cave & The Bad Seeds
1998-09-11
During CBS Mailbag, Paul, Tony, Biff and Sid announce that they're going to tour the country as a CSNY-type guitar band.
E11
Cindy Crawford, Jeff Greenfield, Hootie & The Blowfish
1998-09-14
Dave congratulates the staff on the big Emmy win the previous night, then grills Rob Burnett for not kissing his wife just before he accepted the award.
E12
Ben Stiller, Jackie Chan, Vince Gill
1998-09-15
Dave shows a (bogus) Mastercard ad starring Ken Starr; Biff goes to Chicago for another Home Run Report; Jackie Chan does an great Elvis impression.
E13
Bill Cosby, George Hamilton
1998-09-16
Biff brings in scissors for a tie trim; Calvert impersonates Hank Williams, Jr.; Bill Cosby plays sax under the alias ""Philly Billy Be Bop.""
E14
Denis Leary, George Hamilton
1998-09-17
Dave apologizes for his affair with Angela Lansbury, while Biff apologizes for his affair with Dave's wife. Shortly afterwards, Dorothy calls and insults Dave.
E15
Vince Vaughn, Brian Benben, Brian Setzer Orchestra
1998-09-18
Dave makes another rant pertaining to the CBS Watermark; kid Geography whiz Jonathan Estrada helps out during CBS Mailbag; Brian Benben promotes his new, self-titled (and quickly cancelled) sitcom.
E16
Michael J. Fox, Evander Holyfield, Dixie Chicks
1998-09-21
Dave talks about a Steak House Onion Machine, while Michael J. Fox promotes his sitcom ""Spin City.""
E17
Jennifer Lopez, Meredith Viera, Lyle Lovett
1998-09-22
Dave shows a (bogus) ad for ESPN2's ""Xtreme Presidental Perjury,"" while J.Lo promotes ""Antz.""
E18
Stupid Pet Tricks, Marv Albert, Kevin James
1998-09-23
A gag promo for the TV series ""Biffy, The Umpire Layer"" is declared the worst joke ever seen on the show; an ""Audience Vote"" determines Rip Taylor as tonight's guest instead of an absentee Cindy Crawford; Kevin James does some stand-up to promote ""The King of Queens.""
E19
Howard Stern, Katie Holmes
1998-09-24
Dave makes fun of Inky's summer camp outfit. Later, Howard Stern plays with his gut and strips to his underwear in order to show off his legs.
E20
Jon Stewart, Jean Reno, Rob Zombie
1998-09-25
A fawn walks onstage during CBS Mailbag; comedian Jon Stewart promotes ""The Daily Show.""

🎭 Cast of Late Show with David Letterman Season 6

David Letterman
David Letterman
Self - Host
Paul Shaffer
Paul Shaffer
Self -Musical Director
AK
Alan Kalter
Self - Announcer (voice)

📋 All Seasons of Late Show with David Letterman

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