The best Chicago sketches on SNL
March 21, 1992
In an obscure spin-off of the Superfans, local product Beth Cahill plays Denise Swerski, giving make-up tips for South Side brides-to-be.
October 9, 2013
Our dopey, crooked politicians are comedic gold. Blago's level of cartoonish villainy, and that wave of hair crashing over his forehead, made him an easy and appropriate target. Jason Sudeikis's impersonation shared our local joke with the nation. "It's like beating a dead whore," he says to Seth Meyers, who notes that is not how the saying goes. "Yeah, not where I come from."
December 5, 2009
As much as we don't want to, Illinois can claim this Insane Clown Posse parody as our own. At the time, the annual Gathering of the Juggalos was held in our state, and the festival released promotional videos that were honestly this absurd. Frankly, much of this could apply to many of our local summer music festivals. Chicago is kind of the capital of going to the bathroom in your pants at a concert.
March 29, 2014
The newest entry on our list is a cute jab at the old buddy cop show…until guest host Louis CK shows up at the end as the sarge and the clip suddenly, briefly, turns into a brilliant statement on language. We'd watch the hell out of this show, by the way. Or a movie.
Sept 28, 1991
Michael Jordan is widely known to be competitive. Like, on par with emperors of ancient civilizations. Dude knew he was the best, and pushed to extreme levels to be the best. Which is why it's so funny to see Al Franken push him into admitting, "I don't have to dribble the ball fast, or throw the ball in the basket."
October 2, 2010
"Do I lack even basic social skills? Absolutely." Ah, so good to return to this before an election. In another Rahm impersonation, Samberg tells Sarah Palin, "Go back to the tundra, you gimmick." It's hilarious. But something about "Are you ready to choke a man over his vote?" seems so timely.
November 18, 1978
The Blues Brothers are not that funny, nor are they supposed to be. Jake Blues is not a Belushi character like Samurai Futaba. As with his Joe Cocker homage, Belushi, a guy from the West Side of Chicago, was paying tribute to the music he loved. It's charm amplified to levels of humor.
January 12, 1991
If you don't think people in Chicago really talk like this, I've known a few Metra train conductors who will convince you otherwise, with their hissing sibilants and blue-collar drawl. "Da Bears" routine grew tiring fast—and people still do it—but the skits offer subtle humor, like Mike Myers's matter-of-fact Bulls prediction.
January 28, 1978
Would the Billy Goat be around if not for this skit? Lorne Michaels should get a penny off every cheezborger they flip. What's so great about this, and so different from how the show operates now, is that it feels like a short film, shot live. The panic on Bill Murray's face is priceless.
Dec 1, 1989
Aurora seems like the perfect home for Wayne and Garth—a fading suburban setting that makes you feel like you're going nowhere, but close enough to a massive city to let you think you're in the big time. Hanging out at Stan Mikita's Donuts, an analogue to Tim Horton's we so wished existed, and wearing Blackhawks jerseys, these two burnouts helped make working-class Chicagoland cool.
May 17, 1997
"It's a simple question, doctor. Would you eat the moon if it were made of ribs?" Try to find a funnier line than that in the history of SNL.
May 8, 1993
You might not realize this, but that van was down by a local river, perhaps the Chicago or the Fox. The Matt Foley character was named after a priest in Little Village and developed on the Second City stage by Farley and Bob Odenkirk, who brought the wrecking ball to NBC. That fall in the original skit below was an accident, but it soon became Farley's shtick. In a later sketch, Matt Foley heads to Joliet Prison to scare some prisoners straight, proving that, yes, he is a local. Hooray! We really wanted to claim this one.