01: The Sugarhill Gang - "Rapper's Delight"
02: Run-D.M.C. & Aerosmith - "Walk This Way"
03: Nas - "One Mic"
04: Mobb Deep - "Shook Ones Part. II"
05: Grandmaster Flash - "The Message"
06: Beastie Boys - "Paul Revere"
07: Public Enemy - "Black Steel In The Hour of Chaos"
08: Digable Planets - "Rebirth of Slick (Cool Like Dat)"
09: The Notorious B.I.G. - "Big Poppa"
10: LL Cool J - "Mama Said Knock You Out"
11: Public Enemy - "Fight The Power"
12: Salt-N-Pepa - "Push It"
13: Dr. Dre & Snoop Doggy Dogg - "Nuthin' But A 'G' Thang"
14: Naughty By Nature - "O.P.P."
15: Run D.M.C. - "It's Tricky"
16: Luniz - "I Got 5 On It"
17: A Tribe Called Quest - "Scenario"
18: N.W.A. - "F*** Tha Police"
19: MC Hammer - "U Can't Touch This"
20: Boogie Down Productions - "The Bridge Is Over"
21: The Notorious B.I.G. - "Juicy"
22: Arrested Development - "People Everyday"
23: Big Daddy Kane - "Raw"
24: Beastie Boys - "Fight for Your Right (To Party)"
25: The Fugees - "Killing Me Softly"
26: 2 Live Crew - "Me So Horny"
27: Eric B. & Rakim - "I Know You Got Soul"
28: Coolio - "Gangsta's Paradise"
29: Wu-Tang Clan - "C.R.E.A.M."
30: Puff Daddy - "I'll Be Missin' You"
31: 2Pac - "Dear Mama"
32: Public Enemy - "Rebel Without A Pause"
33: Mary J. Blige - "Real Love"
34: Run-D.M.C. - "Rock Box"
35: Bone Thugs-N-Harmony - "Crossroads"
36: Sir Mix-A-Lot - "Baby Got Back"
37: Common - "I Used To Love H.E.R."
38: Young MC - "Bust A Move"
39: The Notorious B.I.G. - "Hypnotize"
40: A Tribe Called Quest - "Bonita Applebum"
41: Biz Markie - "Just A Friend"
42: Geto Boys - "Mind Playin' Tricks On Me"
43: Ice-T - "Cop Killa"
44: LL Cool J - "I Need Love"
45: Tone Loc - "Wild Thing"
46: Afrika Bambatta - "Planet Rock"
47: Missy Elliott - "The Rain (Supa Dupa Fly)"
48: The Notorious B.I.G. - "One More Chance"
49: Eric B. & Rakim - "Don't Sweat The Technique"
50: Grandmaster Flash - "White Lines"
51: Ice Cube - "It Was A Good Day"
52: N.W.A. - "Straight Outta Compton"
53: Run-D.M.C. - "My Adidas"
54: OutKast - "Elevators (Me & You)"
55: 2Pac - "Keep Ya Head Up"
56: Slick Rick - "Children's Story"
57: MC Hammer - "2 Legit 2 Quit"
58: Digital Underground - "The Humpty Dance"
59: Queen Latifah - "U.N.I.T.Y."
60: Tone Loc - "Funky Cold Medina"
61: Eminem - "Stan"
62: Snoop Doggy Dogg - "Gin & Juice"
63: The Fugees - "Ready or Not"
64: Salt-N-Pepa - "Whatta Man"
65: The Notorious B.I.G. - "Mo Money, Mo Problems"
66: A Tribe Called Quest - "Excursion"
67: De La Soul - "Me, Myself & I"
68: Mobb Deep - "Hell on Earth (Front Lines)"
69: Skee-Lo - "I Wish"
70: Jay-Z - "Hard Knock Life"
71: Nas - "Street Dreams"
72: OutKast - "Ms. Jackson"
73: N.W.A. - "Natural Born Killaz"
74: 2Pac - "Changes"
75: The Fugees - "Fu-Gee-La"
76: Busta Rhymes - "Put Your Hands Where My Eyes Could See"
77: Eminem - "Lose Yourself"
78: OutKast - "ATLiens"
79: Lauryn Hill - "Doo Wop (That Thing)"
80: DJ Jazzy Jeff & The Fresh Prince - "Summertime"
81: Big Punisher - "Still Not A Player"
82: Eminem - "The Way I Am"
83: Ice-T - "New Jack Hustler"
84: Nas - "Ether"
85: Puff Daddy - "It's All About The Benjamins"
86: Busta Rhymes - "Woo Hah!! Got You All In Check"
87: Twista - "Adrenaline Rush"
88: Jay-Z - "Big Pimpin"
89: Missy Elliott - "One Minute Man"
90: Nas - "These Are Our Heroes (Coon Picnic)"
91: Naughty By Nature - "Feel Me Flow"
92: OutKast - "Southernplayalisticadillacmuzik"
93: Cam'ron - "Welcome To New York City"
94: Juvenile - "Ha"
95: DMX - "Ruff Ryders' Anthem"
96: Nelly - "Country Grammar"
97: Styles P. - "Good Times (I Get High)"
98: Missy Elliott - "Work It"
99: Goodie Mob - "Cell Therapy"
100: Ludacris - "Southern Hospitality"