| 1. |  Danny C - GFS | 23:45:36 | Let's go Green with Madness! | 1:14:26 |
| 2. | VJ | 15:42:34 | Midtown Madness: Frosty Finale - 1:45.00 (Speed Run) | 0:00 |
| 3. | YoshiFan961 | 15:39:27 | Midtown Madness - Online Multiplayer - Panoz Cops & Robbers | 38:04 |
| 4. | javs2311 | 8:10:17 | Casual Gaming Marvel Heroes Midtown Madness Monday Grind! | 4:04:06 |
| 5. | KiltaN | 7:44:01 | Midtown Madness with KiltaN || Nepal 🇳🇵 || | 7:44:01 |
| 6. | PantherN7 | 1:04:59 | Marvel Heroes Omega: Defenders Event x Midtown Madness | 1:04:59 |
| 7. | Vargskelethor Uncut: Full Joel Streams | 56:39 | [Vinesauce] Joel - Stephen Hawking Drift Simulator ( Midtown Madness FULL STREAM ) | 56:39 |
| 8. | CEO100able | 52:00 | Midtown Madness 1 - Help File | 26:42 |
| 9. | Tech Adventure | 49:10 | The Illuminati tackle Monday Morning Midtown Madness | 49:10 |
| 10. | Krixxuz Gaming | 47:05 | Marvel Heroes Midtown madness | 7:59 |
| 11. | GamerWolfSix | 38:35 | Midtown Madness | 38:35 |
| 12. | JNKMN_H0RS3 | 38:06 | UNDER TIGHT PRESSURE | Midtown Madness - CP #6 Nocturnal Navigator | 8:39 |
| 13. | GasCan008 | 35:47 | Midtown Madness 2015 | 35:47 |
| 14. | The Archive | 34:40 | Midnight Suns 8 Masters of the S U N in Midtown Madness | 34:40 |
| 15. | Aaron C. | 21:06 | Midtown Madness 1 Blitz Races (HD) (2021) | 16:24 |
| 16. | HuskyGamersUNITE | 18:59 | Midtown Madness Chicago Edition: Random Hypnotic Glitch | 0:48 |
| 17. | District Gamers | 18:05 | Midtown Madness 4k | 18:05 |
| 18. | jordan | 15:37 | Midtown Madness Shenanagins | 15:37 |
| 19. | RX K1NG | 13:16 | Midtown Madness Is 22 Years Old Today! | 2:25 |
| 20. | Admiral_Latias | 12:26 | Midtown Madness Shortest KOS | 0:00 |
| 21. | 77Pacer | 11:28 | Midtown Madness 1 DeLorean Action | 0:34 |
| 22. | The Vendrox Gamer | 11:08 | Demolition Derby 3 Gameplay || Midtown Madness Track || Racing And Demolition || Gameplay #13 | 11:08 |
| 23. | LGR | 11:02 | LGR - Midtown Madness - PC Game Review | 11:02 |
| 24. | runsame | 10:31 | Midtown Madness - [PC] | 7:52 |
| 25. | Retro Computing & Gaming | 10:07 | 60fps 720p - Midtown Madness 1 (PC) - Checkpoint Races 1-4 | 10:07 |
| 26. | Jrcraft | 9:31 | Midtown madness game for windows 95 (Runing on windows 8.1 64 bit) | 9:31 |
| 27. | Don Lucio | 8:21 | Revisiting My First Racing Game After 15 Years! | 8:21 |
| 28. | Trainboy00 | 6:30 | Midtown Madness - Open1560 Gameplay (With Mods!) | 6:30 |
| 29. | MaxCube Gaming | 5:51 | Celebrating the 25th Anniversary of Midtown Madness | 5:51 |
| 30. | Crocogear | 5:30 | Midtown Madness - Volkswagen New Beetle - Cruise - PC Games | 5:30 |
| 31. | Cars in Video Games | 3:40 | Panoz Esperante GTR-1 Evolution in Racing Games | 3:40 |
| 32. | Hearsesrock427 | 3:04 | Midtown Madness 1: Chicago Chase 1 | 3:04 |
| 33. | Mohaned Albadri / مهند البدري | 2:37 | 007 racing james bond stage 4 | 2:37 |
| 34. | AuntieAliasing | 2:35 | Thrilling Midtown Madness | 2:22 |
| 35. | hblank | 2:24 | Gaming with Netbooks: Midtown Madness | 2:24 |
| 36. | zyrgle | 2:19 | 3dfx Voodoo3 in a Pentium III playing Midtown Madness | 2:19 |
| 37. | Nixvet | 1:49 | Midtown Madness - Super Squeeze Map | 1:49 |
| 38. | Striking Diamond | 1:48 | Midtown Madness 2000 | 1:48 |
| 39. | Melon Pie - Best Apps & Games | 1:38 | Best 10 Midtown Madness Android Apps | 1:38 |
| 40. | Twin Galaxies | 0:00 | Midtown Madness speedrun 😳 #audezextwingalaxies | 0:00 |
| 41. | Gaming Pastime | 0:00 | Midtown Madness Video Review | 0:00 |
