"Are we sure that isn't Donald Trump in a Caitlyn Jenner wig?" Kimmel said, referring to side-by-side images of Trump and Jenner making similar expressions. "The resemblance is uncanny."
The television host, 53, said that Jenner was running "to get attention" and joked that she "has a better chance of being the next Batman than she does governor of California. She knows little to nothing about anything, really."
Kimmel also called the 71-year-old "Caitlyn Jenner Car-Crashian" in a nod to the fatal 2015 car crash she was involved in where one person died.
"Last night @jimmykimmel called me Donald Trump with a wig," Jenner responded on Twitter. "He obviously believes that trans women are simply men with wigs on. Where is the outrage from the left or LGBT community? Being WOKE must be optional if you are a Democrat."
Jenner continued to call out Kimmel.
"Speaking of @jimmykimmel he also received a pass from the WOKE on his use of black face and racist actions. Hypocrite," she wrote.
"Also @jimmykimmel got a pass from the WOKE while he asked women to fondle him in public. His treatment of women is wrong. Disgusting. Vile," Jenner continued.
The Olympian added, "Sad that @jimmykimmel has contributed to #AAPIHate. Is there any group he won’t attack? Jimmy, it’s time to #StopAsianHate."
Kimmel responded with an image of Gary Coleman shrugging.
Many users chimed in to let Jenner know what they thought.
"That's not how he meant it. He was referring to your tendency to bash your competition on social media, without actually stating your platform or how you plan to accomplish it. We all know that," one user noted.
"Jimmy was actually talking about your politics and who they align with... and you're proving him right cuz just like Donald... you're playing the victim, girl," another echoed.
"Seriously?? Get off the political train jenner. Be part of our community and what’s in the greater goods interest instead of just being a typical name caller," a third user said.
"So sad — the 'woke' definitely pick and choose what they 'stand up for' and it’s ONLY things that fit in their agenda. And it def looks like @jimmykimmel is protected by a higher organization in this hot mess of an 'entertainment industry," one user agreed with Jenner.
Last summer, Kimmel took a break from hosting his show amid the resurfacing of a sketch featuring the TV personality in blackface. He eventually apologized, The Hill reported.
Kimmel's comments came days after Jenner compared herself to Trump on The View. "He was a disrupter when he was president," she said. "I want to do the same thing."
Jenner is said to have voted for Trump in 2016 but did not in 2020.
The former reality star filed paperwork in April in a bid to replace current Democratic governor Gavin Newsom. According to the Berkeley Institute of Government Studies, Jenner is polling at 6 percent support based on a study of 10,289 registered voters.