| 5 days ago |  Jay BirdBlu_117 | 2,640 | Midtown Madness | Attempting to Finish Checkpoint Races...WITH WIREFRAMES! | 0:00 |
| 2025-06-03 | Tom | 411 | Midtown Madness - City Central Multiplayer #3 | 0:00 |
| 2025-06-02 |  VJ | 2,100 | Midtown Madness: Frosty Finale - 1:45.00 (Speed Run) | 0:00 |
| 2025-05-28 | Panoz | 577 | Giga… 😡💢 #discord #multiplayer #midtownmadness #retrogaming #racing #racinggames #openworld #funny | 0:00 |
| 2025-05-19 | Sasha Liahovetzky | 18 | Midtown Madness (Open1560 - Professional) - Checkpoint #11/CH - Beetle Blast-a-Thon | 0:00 |
| 2025-05-19 |  Sasha Liahovetzky | 566 | Midtown Madness (Open1560 - Professional) - Checkpoint #11/CH - Beetle Blast-a-Thon | 0:00 |
| 2025-05-13 |  shsudbidbdj | 1,250 | Midtown madness windows 7 open 2025 😱😲😲😯😱 #2025 #windows7 #midtownmadness #windows #shorts #viral | 0:00 |
| 2025-05-11 | LucarioLord17 v.2.0 | 208 | Midtown Madness | Fan Movie Clip - Cop Eats Lamppost || [Untitled 723] | 0:00 |
| 2025-04-21 | lihoy_john LJ | 1,230 | Midtown Madness (Circuit Race) Walkthrough | 0:00 |
| 2025-04-06 | DiscoNightHD | 943 | Midtown Madness (Professional) Walkthrough - Blitz #10/CH - Tall Tower Blitz (Final Blitz) | 0:00 |
| 2025-03-28 | GTR !!! | 158 | Midtown Madness: Trip Hazard with Madness Crowd #2 | 0:00 |
| 2025-03-17 |  Songbirdwe | 118 | Midtown Madness- | 0:00 |
| 2025-03-16 | Admiral_Latias | 716 | Midtown Madness Shortest KOS | 0:00 |
| 2025-02-24 | MadManMammoth | 313 | Midtown Madness: Multiplayer Sessions - North End Navigator | 0:00 |
| 2025-02-16 | Aj game | 183 | Midtown Madness #shorts | 0:00 |
| 2025-02-07 |  v2fi | 2,810 | Hulluutta ja katuakrobatiaa. #v2fi #midtownmadness #xboxoriginal #xbox #retropelit #retrogaming | 0:00 |
| 2025-02-05 |  The Lonely Developer | 8,830 | Midtown Madness 1999 | Retro Gaming in 4K 60 FPS | 0:00 |
| 2025-02-02 | Paul J. | 40 | Marvel Rivals - Midtown Madness!! | 0:00 |
| 2025-01-27 | Chip | 2,930 | Midtown Madness 1999 #shorts | 0:00 |
| 2025-01-20 | Shifu Dovah | 1,400 | The Return of Marvel Heroes Omega - Black Widow Gameplay (Midtown Madness) | 0:00 |
| 2024-12-17 |  FV Mods | 6,020 | Playing like it's Midtown Madness #midtownmadness #age #angelstudio #rage #angel #microsoft #racing | 0:00 |
| 2024-12-14 | Noriboshi Arielle Ch. / 昇星アリエル | 5,960 | 【Midtown Madness (1999)】 a hag & two cows drive Chicago crazy (ft. @AlicjaDaLontano) 【VTuber】 | 0:00 |
| 2024-12-10 | Racing Games | 4,410 | Самые хардкорные гонки. Midtown Madness/Midnight Club. Подкаст. | 0:00 |
| 2024-11-25 | The Rarest Gamer | 13,200 | Midtown Madness (Windows game 1999) | 0:00 |
| 2024-11-22 | Gaming Pastime | 50,400 | Midtown Madness Video Review | 0:00 |
| 2024-11-20 | Gaming Games | 4 | Midtown madness (entire game, 6 hours of struggle) | 0:00 |
| 2024-11-14 | Overpowered Gaming (OPG) | 838 | PLAYING MIDTOWN MADNESS 1 & WINDOWS 98 IN 2024! | 0:00 |
| 2024-11-01 | Amysel Jinkusu-P (Amysel) | 813 | The original open world racer: Midtown Madness 1+2 | 0:00 |
| 2024-10-09 |  calamity | 142 | Midtown Madness except the AI literally skips a checkpoint | 0:00 |
| 2024-09-23 |  WORG FIRSTLOOK | 1,790 | PC First Look [175] | Midtown Madness (1999) | 4K 2160p | Win 10/11 | 0:00 |
| 2024-09-23 | Animanga Clandora | 476 | A.C. Plays: Stray Part 06 - Midtown Madness! | 0:00 |
| 2024-09-15 | MEGAGAMER2004 | 302 | MIDTOWN MADNESS FREE DOWNLOAD (LINK IN DESCRIPTION) | 0:00 |
| 2024-09-13 | rileyisyelling Twitch Streaming | 101 | Welcome to Chicago, home of the girthiest drivers, I guess? #funnytwitchclip #gaming #midtownmadness | 0:00 |
| 2024-09-12 | Twin Galaxies | 3,370 | Midtown Madness speedrun 😳 #audezextwingalaxies | 0:00 |
| 2024-09-10 | Smike614 | 12 | Midtown Madness - Wild Blue Blitz 00:33:95 | 0:00 |
| 2024-09-09 | AnimationLightVIP | 997 | Midtown Madness (Classic - Revisited V3 - P.) - Checkpoint #12/CH - Frosty Finale (Final Checkpoint) | 0:00 |
| 2024-09-02 |  Khun PhryaNik Frosty Winlator | 932 | Winlator@Frost 7.1.3 V1 Glibc (VirGL) | Midtown Madness 1 | Honor X9b (Snapdragon 6 gen 1) | 0:00 |
| 2024-08-27 | | 5,700 | Midtown Madness 1 - March 1999 Beta Gameplay | 0:00 |
| 2024-08-25 | PandaPain101 | 73 | ep.6 pt.2 Midtown MADNESS! | 0:00 |
| 2024-07-29 | FunFan1992 | 143 | midtown madness [PC\FR]: un jeu de voiture banal épisode unique | 9:13 |
| 2024-07-23 |  BlacKHeadSg1 | 24 | Midtown Madness - Playthrough Part 3 | 2:02:30 |
| 2024-07-13 | GTA e Mugen | 239 | Midtown Madness - jogo de corrida | 4:03 |
| 2024-06-19 | Trainboy00 | 996 | Midtown Madness - Open1560 Gameplay (With Mods!) | 6:30 |
| 2024-06-09 | Nostalgic Games | 4,600 | Midtown Madness - Gameplay [HD] | 15:17 |
| 2024-05-23 |  Zas 993 | 267 | Midtown Madness Gameplay 22/05/24 - Checkpoint madness + Bloopers | 17:54 |
| 2024-05-16 | GamingActionVIP | 83 | Midtown Madness (Classic - Professional) - Checkpoint #11/CH - Beetle Blast-a-Thon | 4:08 |
| 2024-05-09 | MaxCube Gaming | 1,050 | Celebrating the 25th Anniversary of Midtown Madness | 5:51 |
| 2024-05-01 | Benjamin Kuznetsov | 651 | Midtown Madness (1999) - Intro (Earrape) | 0:22 |
| 2024-04-21 | TK-2112 -Odd_ReBeL- | 257 | MIDTOWN MADNESS on Steam Deck (Open1560) | 7:52 |
| 2024-04-20 | Tamil Ultimate Gaming | 189,000 | Midtown Madness GAME ஞாபகம் இருக்கா? | 0:21 |
| 2024-04-13 | Robert Kixmiller (The PC Pigeon) | 868 | Open1560 (Open-Source Midtown Madness Game Engine) On VMware Player 17 | 5:43 |
| 2024-04-06 |  Konvalina11 | 18,400 | 🥹 Midtown Madness 1 - POSLEDNÍ BONUSOVÉ VIDEO !!! - Návštěva nejúžasnější mapy !!! / 7.Díl 🚘 | 43:53 |
| 2024-04-03 | crashs-tests | 137 | PANIQUE A CHICAGO ! | Midtown Madness (1999) | 1:08:10 |
| 2024-03-07 | DxRedSkuLL | 3,270 | 2000s Kids Will Remember This... | 2:39 |
| 2024-02-23 | bangerra | 2,160 | Midtown Madness (PC) - Full Playthrough | 5:31:51 |
| 2024-02-22 | District Gamers | 983 | Midtown Madness 4k | 18:05 |
| 2024-02-16 | professional magnet | 175,000 | Raga - Midtown Madness - Moshpit | 10:55 |
| 2024-02-07 |  El Ninja Novato | 4,070 | Real Places in Midtown Madness / Chicago [PC] | 2:38 |
| 2024-02-06 |  Gaming For Fun | 541 | Sapd | 1:22 |
| 2024-01-19 | SpongeBobFanVIP | 2,140 | Midtown Madness (Classic - Professional) - Checkpoint #12/CH - Frosty Finale (Final Checkpoint) | 4:20 |
| 2024-01-11 | MorbyGanaWho | 3,900 | Midtown Madness - Checkpoint Races: 2/2 | 35:26 |
| 2024-01-04 | *High Score* | 370 | Manhattan Chase - Final (Jasmine) | 1:11 |
| 2023-12-27 | JNKMN_H0RS3 | 457 | UNDER TIGHT PRESSURE | Midtown Madness - CP #6 Nocturnal Navigator | 8:39 |
| 2023-12-07 | Enthusiast Gamer | 4,830 | Quick Race | Midtown Madness | 2023-12-08 | 1:33 |
| 2023-11-20 |  M Pro Extra | 5,230 | Midtown Madness (1999) PC Gameplay - No Commentary | 7:57 |
| 2023-10-26 | GamerWolfSix | 4,080 | Midtown Madness | 38:35 |
| 2023-10-12 | Endymi0n | 756 | Level one : Midtown Madness PC | 30:00 |
| 2023-10-12 |  Ali Qasim Gaming | 1,840 | Midtown Madness 😍 | Most Favorite Childhood Game in Low Graphics 🤣 | 4:41 |
| 2023-10-07 | Hkr dans sa Kapsule Temporelle | 1,040 | Microsoft Midtown Madness : l'ancêtre de GTA 3 ? | 6:12 |
| 2023-10-04 |  Misfit // 7ndrew | 714 | Midtown Madness: Frosty Finale 1:51.43 [WR] | 2:17 |
| 2023-09-19 | Gamer X Eg - لعبتك بالتفاصيل | 1,680 | midtown madness \ سيارات المدينة ايكونة العاب السيارات (مع رابط التحميل) | 3:21 |
| 2023-09-09 | PresidentialAI | 14,000 | The Presidents Play Midtown Madness | 3:40 |
| 2023-09-09 | M Pro Channel | 415,000 | Evolution of Midtown Madness Games 4K | 5:22 |
| 2023-09-09 |  Pir Gamer | 2,080 | میدتاون مدنس رو یادتونه؟#میدتون_مدنس #جی_تی_آی #جی_تی_ای #مکس_پین #رددد #midtownmadness #gta #ps4 | 0:40 |
| 2023-09-05 |  guru emulation | 605 | Midtown Madness PCem | 1:54 |
| 2023-09-01 | paulisthebest3uk | 2,830 | 1st September 2023 Win9x game Midtown Madness | 9:49 |
| 2023-08-25 | Lol Thunderstorm | 325 | Panoz gtr-1 vs all checkpoint races ft.midtown madness | 29:13 |
| 2023-08-15 | GameBermuda | 9,430 | Midtown Madness Gameplay | Recorded LIVE | 1:31:00 |
| 2023-08-03 | Nouman Nomi bhaiyaa | 3,420 | Nomi Nouman bhaiyaa's Live broadcast | 2:34:44 |
| 2023-07-27 | Mr Grim Reaper | 30,500 | Evolution of Midtown Madness Games | 0:59 |
| 2023-07-24 | GHAINTWORLD GAMING | 722 | Midtown Madness | Freeway Flyer | Checkpoint Race | Mustang | 3:23 |
| 2023-07-21 | runsame | 193,000 | Midtown Madness - [PC] | 7:52 |
| 2023-07-11 | The Archive | 15 | Midnight Suns 8 Masters of the S U N in Midtown Madness | 34:40 |
| 2023-07-11 | Games Gossip India | 385,000 | 10 *ABANDONED* Games Series We Can Never FORGET 🥲 PART - 2 | 8:08 |
| 2023-07-08 | Guspr181 | 69 | How to install Midtown Madness on modern Windows versions | 2:09 |
| 2023-07-08 | ALZERI28 | 465 | ALZERI plays: Midtown Madness, Amateur Difficulty, PART 3 (Checkpoint Races) | 1:25:27 |
| 2023-07-06 |  EmuTag | 218 | Midtown Madness runs on window 10 | 1:01 |
| 2023-06-22 | PlayMonGame | 611 | Midtown Madness | 2:25 |
| 2023-06-19 | jaxmk1 | 29 | Midtown Madness Gameplay 5 YESS!!!! It is finally done ✨⭐🎇💪🤗 | 1:44:36 |
| 2023-06-12 | gamecomparisons | 406 | Midtown Madness - Neon 250 - Direct 3D - Power VR | 14:44 |
| 2023-06-11 | Game Developer Unity | 1,410 | Midtown Madness game || Hit like and share with friends if you played this game | 0:15 |
| 2023-06-07 | Hami Saral | 358 | Ranked Midtown Madness Games #shorts #midtownmadness #racinggames | 0:25 |
| 2023-05-27 | YoshiFan961 | 2,840 | Midtown Madness - Online Multiplayer - Panoz Cops & Robbers | 38:04 |
| 2023-05-18 | machine | 25,000 | NFS Unbound in 1999... | 9:20 |
| 2023-05-17 | AuntieAliasing | 453 | Thrilling Midtown Madness | 2:22 |
| 2023-05-16 | Extreme gamerzz | 285 | midtown madness gameplay #youtubeshorts #shorts | 0:12 |
| 2023-05-10 |  La Guarida del Escorpion | 2,630 | EL LEGADO ETERNO DE MIDTOWN MADNESS: el precursor de Midnight club | 11:14 |
| 2023-05-01 | DBHD | 158 | Midtown Madness(1999) - Racing Video Game - Short Gameplay | 1:57 |
| 2023-04-11 | The Vendrox Gamer | 306 | Demolition Derby 3 Gameplay || Midtown Madness Track || Racing And Demolition || Gameplay #13 | 11:08 |
| 2023-04-06 | SVG - Story of Video Games | 16 | [2012] - SVG N°15 La série des Midtown Madness | 10:19 |
