| 1. | World of Longplays | 31,154 | Amiga Longplay The King Of Chicago | 25:25 |
| 2. | Frankomatic | 11,518 | OGT - King of Chicago - Amiga Attempt Four | 36:10 |
| 3. |  Zerfall | 6,954 | MSBike Stream 2018 9/9 - King of Chicago | 1:06:23 |
| 4. | TouchArcade | 3,826 | 'The King of Chicago' for Mobile | 0:47 |
| 5. | supergreatfriend | 3,159 | Trying out The King of Chicago for an hour | 57:11 |
| 6. | YourApps Info | 2,965 | The King of Chicago mobile (Android | iOS) - trailer HD | yourapps.info | 0:47 |
| 7. | Squakenet | 1,468 | The King of Chicago gameplay (PC Game, 1986) | 10:02 |
| 8. |  LemonTubeAmiga | 1,091 | The King of Chicago (Amiga) - A Playguide and Review - by LemonAmiga.com | 37:16 |
| 9. |  Amigos Retro Gaming | 989 | Interview with Creator of "THE KING OF CHICAGO" from Cinemaware Doug Sharp. | 53:17 |
| 10. |  petsasjim1 | 652 | ATARI ST THE KING OF CHICAGO CinemaWare Corporation ~ Automation Disk Menu Intro 270 Cracktro STE TT | 5:14 |
| 11. | BastichB 64K | 589 | King of Chicago (Amiga) Review | 2:03 |
| 12. | You've Been Gamed | 445 | 10 Classic Commodore Amiga Games By Year - Part 2: 1987 | 33:27 |
| 13. |  RetroGamer. biz | 294 | The King of Chicago (1987, Cinemaware/Master Designer Software) | 9:07 |
| 14. |  Morgan Kell | 274 | The King of Chicago (Amiga 50Hz) - Intro | 1:20 |
| 15. | Retro Gaming Discourse | 257 | Random DOS Game Show #924: The King of Chicago (1988) | 22:32 |
| 16. | Lando-Systems | 214 | (World Record) The King of Chicago "Any%" in 09m 18s | Speedrun [Amiga] | 0:00 |
| 17. | Sad Boy Radio | 190 | Sad Boy Radio LXI: Bop King of Chicago? (W/ DLOW) | 59:16 |
| 18. | Lando - Archives | 167 | (Gameplay) The King of Chicago - Amiga | 0:00 |
| 19. | GOAT SLAYER | 166 | Yeah, that's right, I'm the King of Chicago ๐ #nextgen #nba2k24 #greatness | 0:15 |
| 20. | AshSaidHi | 148 | King of Chicago on Amiga with Ash | 3:07:11 |
| 21. | Retro Will Games | 148 | (AMIGA) 1986 - King of Chicago - Cinemaware - Raiding Santucci's | 6:24 |
| 22. |  BlueYakk | 147 | The King of Chicago (Amiga, 1987) #shorts | 1:00 |
| 23. | RetroShowCaseGR | 147 | THE KING OF CHICAGO (Apple IIGS Gameplay Sample) | 10:49 |
| 24. | Dugongue | 138 | The King of Chicago (Macintosh / 1986) Gameplay | 28:04 |
| 25. | COH Network | 125 | The King of Chicago Comes Home | 0:44 |
| 26. | Glock switch | 112 | the king of chicago is back... | 1:10:13 |
| 27. | runsame | 91 | King of Chicago | AMIGA | 28:27 |
| 28. | Cannonquail | 79 | Mob Takeover Fail - The King of Chicago - Amiga - (1986) - Cinemaware - Retro Nostalgia | 3:35 |
| 29. |  L'Archivio del Sig. Santilio | 65 | Console varie ed eventuali del Dicembre 1987 (e due giochi Amiga bonus!) | 47:14 |
| 30. | Frontier Gibberish | 58 | (Amiga) The King Of Chicago | 1:04:04 |
| 31. | AlphaStarDX | 41 | We'll Own Dis Town - King of Chicago (Amiga) w/ ChibiSprite | 44:57 |
| 32. | Bilal Femina | 40 | The King of Chicago -- Emulated Amiga Edition Launch Trailer | 0:47 |
| 33. | THE RETRO ARCHIVER | 36 | THE COMMODORE ARCHIVE: THE KING OF CHICAGO - AMIGA - 1987 | 9:42 |
| 34. | Old School Gamer | 26 | CHICAGO ENFORCER: EPISODE 5: THE KING OF CHICAGO: CHAPTER 10: THE BOSS | 7:57 |
| 35. |  s2325 | 24 | king of chicago preview for Amiga (demo mode) | 3:52 |
| 36. | RetroGamer VCS | 18 | Retroplay: King of Chicago, from Cinemaware! - (Commodore Amiga 500) | 15:11 |
| 37. | TGWPIS | 13 | King of Chicago | 15:55 |
| 38. | FunCade 64 (FC64) | 12 | King Of Chicago ~ Amiga | 0:36 |
| 39. |  ZoltanTheHun | 9 | The King of Chicago - 1987 - Amiga | 0:00 |
| 40. | James Avery | 8 | Kings Of Chicago Amiga | 15:23 |
| 41. | K4Z5 | 5 | King of Chicago ๐ต๐ซ EP 06 | 11:51 |
