The Deep web commonly referred to as either The Dark Web or Dark Network is the World Wide Web content that exists on darknets, overlay networks which use the public Internet but which require specific software, configurations or authorization to access. Users of the dark web refer to the regular web as the Clearnet due to its unencrypted nature. The Tor dark web may be referred to as Onionland, a reference to the network's name as "the onion router."

Throughout Condemnation, the Deep Web was the main antagonist network of the entire Machinima, having to have been the main creation of the Dark Horseman, whom unknown to even the most experience of Hackers have existed even before project Condemnation. The Armies of Chaos along with multiple beasts, were then created ever since the super virus Condemnation grew in the dark network and shut down most of the Deep webs most gruesome and darkest sites, while at the same time merging the coding from all over the network to create the A.I. army which would later be Chaos.

During the Moderation War, the Deep Web continue to pump out an endless wave of indestructible turrets, monsters and even the Kraken, during Condemnation's Invasion of Xbox Live, eventually the Six Sages, however eventually after finding an unknown software were finally able to enter the Deep Web and attack Condemnation while at the same time attacking multiple sectors destroying multiple Dark Horseman armies on their own home network, before Condemnation eventually fell on December 31st of 2015.

During the Post of the Moderation War, the Deep Web was shut down by the Government, due to its dark past before it was taken over, thus eliminating all trace of Chaos and the Dark Horseman in the entire network.