Midtown Madness Free Download
Game Overview
Midtown Madness (also known as Midtown Madness: Chicago Edition) is a racing game developed for Windows by Angel Studios (now Rockstar San Diego) and published by Microsoft. The demo version was released via download on May 1, 1999 and the completed game was released toward the end of May 1999. Two sequels followed, with Midtown Madness 2 released in September 2000 and Midtown Madness 3 released in June 2003 for the Xbox. The game is set in Chicago and its objective is to win street races and obtain new cars. Unlike racing games that
Installation Instructions
- Click the green button below to be redirected to UploadHaven.
- Wait 15 seconds, then hit “Free Download.” (Free downloads may be slower — upgrade to UploadHaven Pro for faster speeds.)
- Once downloaded, right-click the .zip file and choose “Extract to Midtown Madness.” (You’ll need 7-Zip for this.)
- Open the extracted folder and run the game as administrator.
- Enjoy! 🎮 If you see missing DLL errors, check the _Redist folder inside and install what’s needed.
Download Links
Download Midtown Madness using the button below.
Setup Guide & Troubleshooting
How do I fix missing DLL errors for Midtown Madness?
After extracting Midtown Madness, navigate to the _Redist or _CommonRedist folder inside the game directory and install DirectX, Vcredist, and any other dependencies included.
What should I do if the downloaded file is corrupted?
The full archive is 204.97 MB — make sure your download completed fully before extracting. Use 7-Zip to extract the files. If you still see a "file corrupted" error, re-download and try again.
Why should I run the game as administrator?
Right-click the game executable and select "Run as Administrator" to avoid save file issues and permission errors. This is especially important on the first launch.
How do I update my GPU drivers for this game?
The game won't launch — what should I try?
Try running in compatibility mode, install the latest DirectX runtime, or install the All-in-One VC Redist Package.
My antivirus is blocking the game — is it safe?
Antivirus false positives are common with pre-installed games. Temporarily pause your antivirus during extraction to prevent it from quarantining game files. You can re-enable it after the extraction completes.
System Requirements
- OS: Windows XP or greater
- Processor: Intel Pentium 166 MHz
- Memory: 32 MB RAM
- Graphics: 64 mb video memory
- Storage: 300 MB available space
Screenshots

