In a no-holds-barred monologue, late-night host Stephen Colbert told President Donald Trump “f*** you” after the president called Chicago the “worst and most dangerous city” on social media. Colbert fired back at Trump’s recent comments and his plan to send National Guard troops to the city, which he referred to as a “hard right onto the fascism freeway.”
Fox News reported that Trump’s social media posts and announcements indicated he would deploy National Guard troops to Chicago as part of a crime crackdown. In one post, he called the city the “worst and most dangerous,” and Colbert’s response was simple and direct: “Two words: ‘F*** you!'”
Colbert also challenged the president’s claim that Chicago is the “murder capital” of the world. He pointed out that, according to FBI data, 22 major U.S. cities have higher murder rates than Chicago, including Birmingham, Alabama. The comedian, who lived in Chicago for 11 years and started his career there, was quick to defend the city and its people.
Stephen Colbert claps back at Trump over Chicago claims
“This is a scary time for the people of Chicago. And I love the people of Chicago,” he said, adding a bit of his characteristic satirical humor. “I used to be a people of Chicago. In fact, I lived there 11 years. Started my career there. We took our show to Chicago last summer, had an amazing time. But come to think of it, you know what? A lot of us did come home murdered.”
This isn’t the first time Colbert has used this kind of language to address the president. He once told Trump, “go f*** yourself” after the president celebrated the cancellation of the comedian’s show. Colbert, in his September 3, 2025 monologue, took a strong stance against the president, a move that White House spokeswoman Liz Huston responded to by saying, “While talentless hack Stephen Colbert continues to spiral over the cancellation of his failed, low-ratings TV show, President Trump is busy making our country greater than ever before and delivering for the American people.”
Stephen Colbert responds to Trump saying Chicago is "the worst and most dangerous city in the world" with "[Bleep] You. He then falsely says "the FBI, 22 major cities have higher rates of murder than Chicago" pic.twitter.com/PBlPLgU6jL
— Alex Christy (@alexchristy17) September 4, 2025
Colbert’s monologue was a clear message to Trump, directly refuting his claims and defending a city that he holds in high regard. His audience showed their support by booing earlier in the week when Colbert addressed online rumors about Trump’s death, confirming that the president was “very much alive.”
The segment underscored Colbert’s willingness to use his platform to speak out against the administration, even when it draws sharp criticism from the White House. The whole situation has made it clear that the tension between the two is not going to ease up anytime soon.
The whole thing feels a bit like a throwback to a different era, a time when political commentary and late-night shows were a lot more direct. Colbert’s use of strong, explicit language to push back against a sitting president is a rare sight, but it fits with his established persona. He’s never been one to shy away from expressing his personal opinions, and this monologue was no different.
