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Bob Odenkirk
Bob Odenkirk

The best comedy shows to see in Chicago in May

The Onion’s fifth annual (not 26th) comedy festival caps a laugh-packed month

Written by
Kris Vire
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The Onion was killing the fake-news game long before The Colbert Report, Andy Borowitz or Russian operatives got into it. The satirical news publisher, which turns 30 this month, hasn’t spent its entire life in Chicago. It launched as a print publication in 1988 by University of Wisconsin students in Madison and, like Facebook (another pillar in the fake news industry), spread first to other college campuses; it was 1996 before The Onion started reaching a wider audience by publishing online.

The company eventually established its corporate headquarters—and its sister site, the pop culture-focused A.V. Club—in Chicago, even as its editorial operations spent over a decade in New York City. But we always felt The Onion was spiritually Midwestern, and in 2012 the paper consolidated operations in Chicago—and in 2014, with Just for Laughs Chicago having gone on permanent hiatus, The Onion stepped up to give the city a live comedy festival. That first event was jokily dubbed the 26th Annual Comedy Festival, as The Onion was itself 26 that year.

But when it recurred as the second, third and fourth annual 26th Annual Comedy Festival… well, you never want to have to explain a joke, right? So the fifth edition, coming at the end of May, will be known as the Onion Comedy and Arts Festival, and it brings the comedy-nerd cred with names like Bob Odenkirk, Chris Gethard, John Hodgman and Jo Firestone. Of course, in a comedy town like Chicago, that’s par for the course. Read on for this and more of this month’s comedy best bets.

Comedy shows to see in Chicago this May

The Onion Comedy and Arts Festival
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  • City Life

After four years of being known as the 26th Annual Comedy Festival (a gag name that turned just plain confusing), the Onion’s comedy fest returns with a straightforward title for our fake-news times. The festival runs May 30–June 3; highlights of the May days include former Kid in the Hall Scott Thompson performing as his foppish alter ego in Après Le Déluge: The Buddy Cole Monologues at the Annoyance; a live taping of the Earwolf podcast Hollywood Handbook at UP Comedy Club; and current and former staff writers opining on the satirical juggernaut’s 30th anniversary in A Conversation with the Onion at Lincoln Hall, moderated by Best Show’s Tom Scharpling.

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