Kakegurui Trip (賭ケグルイ悦（トリップ）) is a spinoff light novel written by Hikaru Muno, Homura Kawamoto's younger brother, and supervised by Kawamoto himself. It was illustrated by Tooru Naomura. The story is about a tropical casino resort owned by Hyakkaou Private Academy where Yumeko, Mary, and Ryota go on a trip. New characters are also included.
It contains only a volume with 7 chapters.
- A housepet girl from Hyakkaou, who goes on to gamble at Yumeko. She has a rather depressed look and gets angry when Yumeko eventually acts crazy again.
- A male student, who plays twister with Yumeko, Mary and Ryota.
- This Girl from another school, who also goes on the trip. She seems to be quite confident and also takes on Yumeko in a gamble.