Bleach Episode 190: Hueco Mundo Chapter, Restart!
Episode 190 of 366 of Bleach, aired October 14, 2008, 24 minutes. Available with English subtitles and dub where released.
Episode summary
After a recap of Ichigo's battles with Ulquiorra and Grimmjow, Ichigo takes Orihime and Nel and prepares to leave but an injured Grimmjow refuses to accept defeat. Ichigo tells him that it is over but their conversation is interrupted by the intervention of an unexpected enemy. Meanwhile, Uryuu and Renji find themselves in another bad situation.