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The Best Episodes of Whose Line Is It Anyway? Season 2

Every episode of Whose Line Is It Anyway? Season 2 ranked from best to worst. Discover the Best Episodes of Whose Line Is It Anyway? Season 2!

Binge this in 9h 10m•Peaking at 8.5/10

The show where everything's made up and the points don't matter. Not a talk show, not a sitcom, not a game show, Whose Line Is It Anyway? is a completely unique concept to network television.

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Episode Rankings

  1. #1 Fan Favorite
    Whose Line Is It Anyway? Season 2 Episode 1 - Chip Esten
    8.0/10(80 votes)

    #1 - Chip Esten

    S2:E1

    Games played include: Let's Make A Date, Three-Headed Broadway Star, Props, Stand Sit & Lie, Greatest Hits, and Hoedown.

    Director:Unknown
    Writer:Unknown

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  2. Whose Line Is It Anyway? Season 2 Episode 2 - Brad Sherwood
    8.2/10(71 votes)

    #2 - Brad Sherwood

    S2:E2

    Games played include: Weird Newscasters, Duet, Newsflash, Party Quirks, Scenes from a Hat, and Hoedown.

    Director:Unknown
    Writer:Unknown

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  3. Whose Line Is It Anyway? Season 2 Episode 3 - Greg Proops
    8.0/10(74 votes)

    #3 - Greg Proops

    S2:E3

    Games played include: Weird Newscasters, African Chant, Scenes from a Hat, Change Emotion, Greatest Hits, and Hoedown.

    Director:Unknown
    Writer:Unknown

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  4. Whose Line Is It Anyway? Season 2 Episode 4 - Greg Proops
    8.0/10(71 votes)

    #4 - Greg Proops

    S2:E4

    Games played include: Let's Make A Date, Film Dub, Three-Headed Broadway Star, Film, TV & Theater Styles, Greatest Hits, and World's Worst.

    Director:Unknown
    Writer:Unknown

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  5. Whose Line Is It Anyway? Season 2 Episode 5 - Chip Esten
    8.0/10(70 votes)

    #5 - Chip Esten

    S2:E5

    Games played include: Weird Newscasters, Duet, Scenes from a Hat, Whose Line?, Hoedown, and Questions Only.

    Director:Unknown
    Writer:Unknown

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  6. Whose Line Is It Anyway? Season 2 Episode 6 - Denny Siegel
    7.8/10(71 votes)

    #6 - Denny Siegel

    S2:E6

    Games played include: Weird Newscasters, Song Styles, Scenes from a Hat, Newsflash, Three-Headed Broadway Star, and Hoedown.

    Director:Unknown
    Writer:Unknown

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  7. Whose Line Is It Anyway? Season 2 Episode 7 - Brad Sherwood
    7.7/10(73 votes)

    #7 - Brad Sherwood

    S2:E7

    Games played include: Let's Make A Date, Superheroes, Ballad Of, If You Know What I Mean, Greatest Hits, and 90 Second Alphabet.

    Director:Unknown
    Writer:Unknown

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  8. Whose Line Is It Anyway? Season 2 Episode 8 - Josie Lawrence
    7.8/10(69 votes)

    #8 - Josie Lawrence

    S2:E8

    Games played include: Let's Make A Date, Film, TV & Theater Styles, Newsflash, Weird Newscasters, Duet, and Foreign Film Dub.

    Director:Unknown
    Writer:Unknown

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  9. Whose Line Is It Anyway? Season 2 Episode 9 - Brad Sherwood
    8.3/10(68 votes)

    #9 - Brad Sherwood

    S2:E9

    Games played include: Song Titles, Gangsta Rap, Scenes from a Hat, Weird Newscasters, Three-Headed Broadway Star, and Hoedown.

    Director:Unknown
    Writer:Unknown

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  10. Whose Line Is It Anyway? Season 2 Episode 10 - Greg Proops
    8.5/10(67 votes)

    #10 - Greg Proops

    S2:E10

    Games played include: Superheroes, Song Styles, Newsflash, Questionable Impressions, Hats, and Three-Headed Broadway Star.

    Director:Unknown
    Writer:Unknown

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  11. Whose Line Is It Anyway? Season 2 Episode 11 - Greg Proops
    7.9/10(54 votes)

    #11 - Greg Proops

    S2:E11

    Games played include: Let's Make A Date, Film, TV & Theater Styles, Props, Party Quirks, Song Styles, and World's Worst.

    Director:Unknown
    Writer:Unknown

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  12. Whose Line Is It Anyway? Season 2 Episode 12 - Chip Esten
    8.1/10(72 votes)

    #12 - Chip Esten

    S2:E12

    Games played include: Let's Make A Date, Song Styles, Props, Party Quirks, Hoedown, and Three-Headed Broadway Star.

    Director:Unknown
    Writer:Unknown

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  13. Whose Line Is It Anyway? Season 2 Episode 13 - Josie Lawrence
    7.6/10(64 votes)

    #13 - Josie Lawrence

    S2:E13

    Games played include: Questions Only, Whose Line?, Props, Scenes from a Hat, Greatest Hits, and Hoedown.

    Director:Unknown
    Writer:Unknown

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  14. Whose Line Is It Anyway? Season 2 Episode 14 - Brad Sherwood
    8.2/10(56 votes)

    #14 - Brad Sherwood

    S2:E14

    Games played include: Superheroes, Film, TV & Theater Styles, Props, Motown Group, The Millionaire Show, and Hoedown.

    Director:Unknown
    Writer:Unknown

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  15. Whose Line Is It Anyway? Season 2 Episode 15 - Denny Siegel
    7.7/10(64 votes)

    #15 - Denny Siegel

    S2:E15

    Games played include: Let's Make A Date, Song Styles, Narrate, Weird Newscasters, Scene to Rap, and Hoedown.

    Director:Unknown
    Writer:Unknown

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  16. Whose Line Is It Anyway? Season 2 Episode 16 - Greg Proops
    7.2/10(64 votes)

    #16 - Greg Proops

    S2:E16

    Games played include: Change of Cast, Song Styles, Props, Weird Newscasters, Moving People, Hoedown, and 90 Second Alphabet.

    Director:Unknown
    Writer:Unknown

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  17. Whose Line Is It Anyway? Season 2 Episode 17 - Brad Sherwood
    7.8/10(71 votes)

    #17 - Brad Sherwood

    S2:E17

    Games played include: Weird Newscasters, Duet, Whose Line?, Party Quirks, Scenes from a Hat, and Hoedown.

    Director:Unknown
    Writer:Unknown

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  18. Whose Line Is It Anyway? Season 2 Episode 18 - Brad Sherwood
    7.9/10(69 votes)

    #18 - Brad Sherwood

    S2:E18

    Games played include: Superheroes, Film, TV & Theater Styles, Song Titles, Sound Effects, Telethon, and Three-Headed Broadway Star.

    Director:Unknown
    Writer:Unknown

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  19. Whose Line Is It Anyway? Season 2 Episode 19 - Greg Proops
    8.0/10(68 votes)

    #19 - Greg Proops

    S2:E19

    Games played include: Weird Newscasters, Questionable Impressions, Scenes from a Hat, Whose Line?, Three-Headed Broadway Star, Hoedown.

    Director:Unknown
    Writer:Unknown

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  20. Whose Line Is It Anyway? Season 2 Episode 20 - Kathy Greenwood
    8.0/10(64 votes)

    #20 - Kathy Greenwood

    S2:E20

    Games played include: Questions Only, Sound Effects, Props, Newsflash, Greatest Hits, and Foreign Film Dub.

    Director:Unknown
    Writer:Unknown

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  21. Whose Line Is It Anyway? Season 2 Episode 21 - Chip Esten
    7.5/10(64 votes)

    #21 - Chip Esten

    S2:E21

    Games played include: Superheroes, Film, TV & Theater Styles, Newsflash, Duet, Party Quirks, and 90 Second Alphabet.

    Director:Unknown
    Writer:Unknown

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  22. Whose Line Is It Anyway? Season 2 Episode 22 - Kathy Greenwood
    8.3/10(67 votes)

    #22 - Kathy Greenwood

    S2:E22

    Games played include: Weird Newscasters, Song Styles, Themed Restaurant, Narrate, Scenes from a Hat, and Hoedown.

    Director:Unknown
    Writer:Unknown

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  23. Whose Line Is It Anyway? Season 2 Episode 23 - Greg Proops
    8.1/10(52 votes)

    #23 - Greg Proops

    S2:E23

    Games played include: Weird Newscasters, African Chant, Scenes from a Hat, Scene With an Audience Member, Hats, 90 Second Alphabet.

    Director:Unknown
    Writer:Unknown

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  24. Whose Line Is It Anyway? Season 2 Episode 24 - Chip Esten
    7.6/10(61 votes)

    #24 - Chip Esten

    S2:E24

    Games played include: Superheroes, Title Sequence, Scenes from a Hat, Narrate, Greatest Hits, and 90 Second Alphabet.

    Director:Unknown
    Writer:Unknown

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  25. Whose Line Is It Anyway? Season 2 Episode 25 - Greg Proops
    7.7/10(62 votes)

    #25 - Greg Proops

    S2:E25

    Games played include: Superheroes, Sound Effects, Song Styles, The Millionaire Show, and Hoedown.

    Director:Unknown
    Writer:Unknown

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Season 2 Ratings Summary

"Chip Esten" is the best rated episode of "Whose Line Is It Anyway?" season 2. It scored 8/10 based on 80 votes. Directed by Unknown and written by Unknown, it aired on 9/16/1999. This episode is rated 0.2 points higher than the second-best, "Brad Sherwood".