
Kardashian dated actress Adrienne Bailon from 2007 until 2009. Their relationship was documented on the family reality show Keeping Up with the Kardashians. After months of speculation, in October 2012, Kardashian confirmed through his Twitter account that he and singer Rita Ora were dating. In December 2012, it was revealed that their relationship had ended. In December 2015, it was reported that Kardashian was hospitalized after falling ill and diagnosed with diabetes.

Kardashian told his Snapchat followers that his fiancée left him, moved out of their home and took their 1-month-old daughter with her. However, the couple reconciled as the split was revealed to be done in the "heat of the moment."[25] In December 2016, Kardashian announced on his Instagram post that he and Chyna have split.[26] On December 28, 2016, Kardashian was hospitalized again for diabetes.[27][28] However, he left the hospital the next day.