As Miles "Tails" Prower, the player must rescue Sonic from the jail cell in which he is imprisoned. This level is filled with G.U.N. security robots, all of which make excellent target practice for Tails and his newest creation, the Cyclone. Despite the fact that it is quite large, the level feels a bit cramped . The cells appear to be unoccupied for the most part, aside from the one occupied by Sonic and one that contains Big the Cat (Dreamcast version only). Eggman has a level somewhat similar in tone to this one, which happens to be the first Dark stage in the game, known as Iron Gate.
The level starts out with Tails shooting enemies. Tails shoots enemies for a while before he finds a rising platform. He now shoots enemies while on the platform, gets off ,and does it again. After he reaches the checkpoint, Tails is faced with another obstacle; he must shoot all the enemies, then goes to another rising platform on which there are many boxes for Tails to destroy. Then he must shoot many enemies until he gets to a giant platform. He continues to go up for a while while shooting many enemies. When he gets to the top, he faces more platform obstacles and a mini-maze. Then, after he gets to the end, he shoots many enemies and finishes off the level. This level's night equivalent is Eggman's Iron Gate, though the player cannot see outside.
Level Up Item
Near the Goal Ring, there is a gate that can only be opened once all the enemies in the room are defeated (including a Beetle that is hiding in a corner). After the gate is opened, Tails must use his Bazooka to break the steel containers. Proceeding straight ahead, Tails will receive the Laser Blaster.
Find the core of the prison
Tails must reach the cell that Sonic is locked up in. However, Tails must fight his way through G.U.N. who has the area tightly secured. Tails must blast his way through and reach the core in order to complete the mission.
Collect 100 Rings
This 100 Ring mission isn't too difficult as the enemies aren't aggressive enough for Tails to keep losing rings. However, there are only a total of 124 rings in the entire level meaning Tails must collect rings as soon he sees some. Tails always gets 20 rings after going through a checkpoint. It is also recommended to get a shield to protect against losing any rings.
Find the lost Chao
In order to get to the lost Chao, Tails must get the Booster from Mission Street and, of course, the Mystic Melody first. After the second checkpoint, there is a large room with an alternate roof path. Tails must hover up to it and look over to see a platform with the Ancient Shrine on it. Tails can then play the Mystic Melody to make a spring appear. Tails must then destroy every enemy in the room to make the door with the lost Chao inside unlock and the Chao is found.
Reach the goal within 3:00
It's simple to keep running through the level and stopping only to shoot every enemy in the room that is required. Having the Booster Level Up Item already will help in taking some shortcuts.
Complete Hard Mode
Hard Mode for Prison Lane isn't too different from the first mission, but there are more G.U.N. robots than usual and some weaker ones are replaced with stronger ones. Also, just after the third checkpoint, Tails must first destroy some robots in order to make the gate rise. Otherwise, Tails can proceed to the goal.
Chao Containers locations
To reach the first Chao Container, destroy the Iron Containers in the right-hand wall of the room the player starts in. The container is hidden behind them.
A little further, and after going out of the first locked prison, take the lift on the left to go up to the roof. Walk toward the camera to make it reveal a side-way prison on the view. The second Chao Container is inside it.
After the first Point Marker, it is on the first of the two rooms connected by an upper hallway, blocked by a gate.
Big the Cat sighting
After the first Point Marker, Big can be seen in the tunnel right before the long elevator ride, in the second to last prison cell on the left.