This page is about the episode from Sly 2: Band of Thieves. For the job found in Sly Cooper: Thieves in Time, see Jail Break.

If I don't bust them out soon, they'll be working a nine-to-five job selling shoes... and I'll be out two best friends!
― Bentley, on Sly and Murray[src]
"Jailbreak" is the fourth episode of Sly 2: Band of Thieves. It takes place at the Contessa's rehabilitation prison in Prague. The main antagonist is the Contessa.


The SetupEdit

After Neyla's betrayal in "The Predator Awakes," Sly and Murray were taken away to prison and it is up to Bentley to get them out. After a sleepless week of data crunching, he finds out that they are locked away in the mysterious towers of Prague, where they are the unwilling guests of INTERPOL's most renowned prison warden: The Contessa.

The Contessa was once a criminal psychology student, and entered into a whirlwind romance, marrying a wealthy aristocrat. Sadly, they were only together for a short time, as the general suspiciously died a few weeks after they got married. 

Now a widow, the Contessa put her education and newly acquired estate to work by opening a criminal rehabilitation center. Her pioneering use of hypnotherapy has produced some positive results and earned her a prominent position within INTERPOL. 

Sly and Murray are slated for the Contessa's "Good Samaritan" brainwashing. If Bentley doesn't break them out of prison soon, the Cooper Gang will be no more... 


Job name Completed by
Eavesdrop on Contessa Bentley
Bentley heads to the Contessa's house in search of leads on the locations of Sly and Murray.
Train Hack Bentley
Sly is imprisoned in the high-security "hole." Bentley hacks the local train to use it as a projectile on the prison's wall.
Wall Bombing Bentley, Sly Cooper
Having created an escape route for Sly, Bentley uses his RC chopper to take out the guards along the prison wall.
Big House Brawl Sly, Murray
Murray gets into a fight with other inmates in order to get placed in solitary confinement. This should make it easier for Sly and Bentley to free him.
Lightning Action Sly
Sly deactivates the lightning rods around the prison so that a bolt of lightning will strike and destroy the Contessa's giant attack robot.
Disguise Bridge Sly
The pipes under the bridge feed power to the prison's security systems. While Bentley places charges along the bridge to destroy the pipes, Sly defends him by posing as a statue.
Code Capture Sly
Sly gathers several security codes so that Bentley can decrypt the Contessa's encryption algorithm.
Close to Contessa Sly
Sly and Bentley will need to acquire a tank in order to enter the prison. Sly pickpockets a set of tank keys and the tank patrol schedule off of the Contessa.
Operation: Trojan Tank Sly, Bentley
Sly and Bentley sneak into the Contessa's prison to free Murray.

The GetawayEdit

Despite the Contessa's escape at the prison, the Cooper Gang was overjoyed to be reunited, all thanks to Bentley. The van ride out of town was like a party as they were telling jokes. Murray was laughing so hard, he was forced to pull over twice. Despite all of the jokes, Bentley realized that something had changed. The three of them have never been separated since the time they met as children, and their recent isolation gave them all pause for thought. They took a few weeks off before returning to work, and for the first time in Bentley's life, Murray let him drive the van.



The safe is located in a room underneath the Contessa's house. The entrance is found on the side facing the train tracks. The safe's combination is 2-4-8, and upon opening it, Sly and Bentley receive the Long Toss gadget.


  • Instead of the traditional "Sly Cooper and the Gang in...", it is crossed out and crudely written with a red marker, saying "Bentley saves the Gang in..."
  • This is the first episode where a Clockwerk part is not obtained, while episodes 7 and 8 are the second and third respectively.
  • This is the first episode in the series to not feature Carmelita
  • In the getaway cutscene, a picture can be seen behind Bentley that looks like him dressed as a female. It is unknown who this picture is supposed to be of.
  • On one end of the bridge are two statues of bats. During "Bomb the Bridge," they become wolf statues like the rest of them are, that way Sly can use them as well.
  • Because Murray is imprisoned throughout most of the episode, this is the only episode in the game (excluding the intro) where he has no jobs available.
    • Even after completion of this episode, Murray will still be absent from the safe house whenever this episode is revisited.
  • The spotlights around the prison interior will be shut off when you return to this episode.
  • The scene within the getaway cinematic where the gang is barbecuing is documented in a picture frame, which is seen on Bentley's wall in the ending cinematic of Sly 3: Honor Among Thieves. However, the background shows a different location.
Community content is available under CC-BY-SA unless otherwise noted.