Whose Line Is It Anyway?Season 21999 · 39 episodesEpisodes1Chip EstenGames played include: Let's Make A Date, Three-Headed Broadway Star, Props, Stand Sit & Lie, Greatest Hits, and Hoedown.2Brad SherwoodGames played include: Weird Newscasters, Duet, Newsflash, Party Quirks, Scenes from a Hat, and Hoedown.3Greg ProopsGames played include: Weird Newscasters, African Chant, Scenes from a Hat, Change Emotion, Greatest Hits, and Hoedown.4Greg ProopsGames played include: Let's Make A Date, Film Dub, Three-Headed Broadway Star, Film, TV & Theater Styles, Greatest Hits, and World's Worst.5Chip EstenGames played include: Weird Newscasters, Duet, Scenes from a Hat, Whose Line?, Hoedown, and Questions Only.6Denny SiegelGames played include: Weird Newscasters, Song Styles, Scenes from a Hat, Newsflash, Three-Headed Broadway Star, and Hoedown.7Brad SherwoodGames played include: Let's Make A Date, Superheroes, Ballad Of, If You Know What I Mean, Greatest Hits, and 90 Second Alphabet.8Josie LawrenceGames played include: Let's Make A Date, Film, TV & Theater Styles, Newsflash, Weird Newscasters, Duet, and Foreign Film Dub.9Brad SherwoodGames played include: Song Titles, Gangsta Rap, Scenes from a Hat, Weird Newscasters, Three-Headed Broadway Star, and Hoedown.10Greg ProopsGames played include: Superheroes, Song Styles, Newsflash, Questionable Impressions, Hats, and Three-Headed Broadway Star.11Greg ProopsGames played include: Let's Make A Date, Film, TV & Theater Styles, Props, Party Quirks, Song Styles, and World's Worst.12Chip EstenGames played include: Let's Make A Date, Song Styles, Props, Party Quirks, Hoedown, and Three-Headed Broadway Star.13Josie LawrenceGames played include: Questions Only, Whose Line?, Props, Scenes from a Hat, Greatest Hits, and Hoedown.14Brad SherwoodGames played include: Superheroes, Film, TV & Theater Styles, Props, Motown Group, The Millionaire Show, and Hoedown.15Denny SiegelGames played include: Let's Make A Date, Song Styles, Narrate, Weird Newscasters, Scene to Rap, and Hoedown.16Greg ProopsGames played include: Change of Cast, Song Styles, Props, Weird Newscasters, Moving People, Hoedown, and 90 Second Alphabet.17Brad SherwoodGames played include: Weird Newscasters, Duet, Whose Line?, Party Quirks, Scenes from a Hat, and Hoedown.18Brad SherwoodGames played include: Superheroes, Film, TV & Theater Styles, Song Titles, Sound Effects, Telethon, and Three-Headed Broadway Star.19Greg ProopsGames played include: Weird Newscasters, Questionable Impressions, Scenes from a Hat, Whose Line?, Three-Headed Broadway Star, Hoedown.20Kathy GreenwoodGames played include: Questions Only, Sound Effects, Props, Newsflash, Greatest Hits, and Foreign Film Dub.21Chip EstenGames played include: Superheroes, Film, TV & Theater Styles, Newsflash, Duet, Party Quirks, and 90 Second Alphabet.22Kathy GreenwoodGames played include: Weird Newscasters, Song Styles, Themed Restaurant, Narrate, Scenes from a Hat, and Hoedown.23Greg ProopsGames played include: Weird Newscasters, African Chant, Scenes from a Hat, Scene With an Audience Member, Hats, 90 Second Alphabet.24Chip EstenGames played include: Superheroes, Title Sequence, Scenes from a Hat, Narrate, Greatest Hits, and 90 Second Alphabet.25Greg ProopsGames played include: Superheroes, Sound Effects, Song Styles, The Millionaire Show, and Hoedown.26Brad SherwoodGames played include: Let's Make A Date, Scene To Rap, Props, Moving People, Greatest Hits, and Questions Only.27Greg ProopsGames played include Weird Newscasters, Song Styles, Sound Effects, Number of Words, Party Quirks, Scene to Rap, and Hoedown.28Karen MaruyamaGames played include: Questions Only, Song Styles, Sound Effects, Newsflash, Scenes from a Hat, Motown Group, and Foreign Film Dub.29Greg ProopsGames played include: Let's Make A Date, Song Styles, Party Quirks, Improbable Mission, and Three-Headed Broadway Star.30Brad SherwoodGames played include: Let's Make A Date, Film, TV & Theater Styles, Props, Newsflash, Greatest Hits, and World's Worst.31Denny SiegelGames played include: Let's Make A Date, Sound Effects, Props, Moving People, Hoedown, and Helping Hands.32Karen MaruyamaGames played include: Film, TV & Theater Styles, Weird Newscasters, Song Styles, Party Quirks, The Millionaire Show, and Hoedown.33Chip EstenGames played include: Weird Newscasters, Scene to Rap, Props, Newsflash, Greatest Hits, and Questions Only.34Brad SherwoodGames played include: Let's Make A Date, Newsflash, Title Sequence, Whose Line?, Scenes from a Hat, and Hoedown.35Brad SherwoodGames played include: Weird Newscasters, Film Dub, Questionable Impressions, Narrate, Greatest Hits, and 90 Second Alphabet.36Chip EstenGames played include: Superheroes, Let's Make A Date, Duet, Whose Line?, Scenes from a Hat, and Props.37Brad SherwoodGames played include: Film, TV & Theater Styles, Film Dub, Quick Change, Motown Group, If You Know What I Mean, Greatest Hits, and Props.38Denny SiegelGames played include: Questions Only, Film, TV & Theater Styles, Scenes from a Hat, Old Job New Job, Greatest Hits, and Hoedown.39Chip EstenGames played include: Film, TV & Theater Styles, Duet, Song Titles, Newsflash, Hoedown, and Foreign Film Dub.Season 1Season 3Season 4Season 5Season 6Season 7Season 8