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The scripted battle against this Heartless begins with the carriages stacked on top of each other with a Powerwild on top and more Powerwilds surrounding it. As long as a Powerwild is on top, the carriages will barrage the party with cannonballs, and it is invincible to Sora's attacks, not even magic can hurt it while in this state. Luckily, the cannonballs can be blocked with Guard. Once the attack stops, the focus shifts to keeping the Heartless away from the motionless carriage while defeating them, lest one pilots it again and becomes invincible while attacking. If this happens, play on the defensive until it's vulnerable, then quickly defeat the commanding Powerwild. Aero is good for stopping Heartless in their tracks, preventing them from coming close to the carriages.
Once the monkeys are defeated, the carriage will reveal a horse-like torso and the real battle will begin. It will always start the battle by charging at the party, so block when it comes close to avoid damage. Counter Slash can be used to deal damage during the charge. Once it stops charging, it's open to attack, but don't get too aggressive or it might swipe at you with its rear carriages twice. This breaks Sora's guard and triggers Risk Dodge on Critical Mode. If it raises its hooves, then either dodge to the side or prepare to block when it slams them into the ground - this can be Risk Dodged if playing on Critical Mode, but otherwise it's open to attack again.
Once the first torso is defeated, another will emerge from the other carriage, but the battle will always play the same. This repeats one more time, and once the last torso is defeated the battle will end. Remember that magic and Shotlocks are useful for attacking from a distance, giving you more time to prepare for its attacks. The Shooting Star and the Favorite Deputy Keyblades and their Formchanges are also useful to this end.
After the battle, Sora will learn the Superjump ability.
Two Chaos Carriages return in Battlegate 6, one in tower form and the other in normal form. They are again flanked by Powerwilds, which appear in much larger numbers. While the strategy remains the same, they are a lot more powerful and have a lot of HP.