As funny people take over town for the next few days with the annual Aspen Laugh Fest, you'll have plenty of opportunities to get on your guffaws. The diverse lineup ranges from established stars to up-and-comers. But which laughs will you find the funniest? Here, our brief guide to the fest. But buy your tickets now, as shows will sell out.

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Wednesday, Feb. 21

The Second City
7:30 p.m., Wheeler Opera House, $40

Comedy-style improv guarantees no two shows will ever be the same. When it comes to Second City, which has been making people laugh for nearly six decades, it's a pretty solid bet you'll be rolling on the floor. In its latest revue, Look Both Ways Before Talking, the troupe dives headfirst into topics we all want to discuss but are afraid to say anything about out loud. At times, it can be uncomfortable, but that’s the fun of it. Curious? Check out one of their segments.

Thursday, Feb. 22

Aprés Comedy Hour hosted by The Second City, with comics Jon Rudnitsky, Sarah Tiana, and Alex Edelman
4 p.m., Silver City Mountain Saloon, free

An addition to this year’s Fest, budding comics appear at one of Aspen's newest bars for a late-afternoon show. Today's hour is hosted by Second City member Sarah Dell’Amico.

Former Saturday Night Live cast member Jon Rudnitsky recently appeared in the movie Home Again with Reese Witherspoon. Here he is doing stand up about Halloween. 

Comedy Central and E!’s Chelsea Lately veteran Sarah Tiana has been in the entertainment game since 2003, also writing for The Burn with Jeff Ross, The Josh Wolf Show, and more. Here she is in irreverent form.

Alex Edelman won the 2014 Edinburgh Comedy Award for Best Newcomer for his hour-long show Millennial. Since then, he’s performed around the world, including at the Sydney Comedy Festival.

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Paula Poundstone
7:30 p.m., Wheeler Opera House, $60

This veteran comedian has a quick wit that doesn’t quit. Her humor is smart, observational, and often spontaneous. You may know her from NPR's Wait, Wait...Don’t Tell Me!, where she’s a regular panelist, or from her books. Her second, The Totally Unscientific Study of the Search for Human Happiness, was recently released and is already a bestseller. Poundstone also voiced Forgetter Paula in the animated film Inside Out. Her accolades include an American Comedy Award for Best Female Standup Comic and a spot on Comedy Central’s list of The 100 Best Stand Up Comics of All Time.

If all this hype doesn’t make you excited for Poundstone, then this certainly will.

Friday, Feb. 23

Aprés Comedy Hour hosted by Jon Rudnitsky, with comics Sarah Tiana, Megan Gailey, and Benji Aflalo
4 p.m., Silver City Mountain Saloon, free

An addition to this year’s Fest, budding comics appear at one of Aspen's newest bars for a late-afternoon show. Today's hour is hosted by former Saturday Night Live cast member Jon Rudnitsky.

Megan Gailey has been on Comedy Central’s Adam DeVine’s House Party and is a cast member of MTV’s Ladylike. She’s known for taking risks in her standup, as well as for the dresses she wears on stage. Here she is on Conan.

Benji Aflalo is a writer and actor for the new series Alone Together, as well as a writer for The Burn with Jeff Ross. Here he riffs on dating apps.

 

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Colin Jost
7:30 p.m., Wheeler Opera House (sold out)

The Saturday Night Live co-head writer and “Weekend Update” co-anchor  is known for his humorous prose–he’s won four Writers Guild Awards and a Peabody, and garnered multiple Emmy Awards. Jost also wrote and starred in Staten Island Summer, based on his time working as a lifeguard. He appeared locally during last summer's Aspen Ideas Festival, along with Michael Che. They were interviewed by Chris Matthews and recalled the experience as a bit awkward when interviewed on Seth Meyers.

Jost's repertoire ranges from his “Weekend Update” shtick to stand up.

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Jeff Ross
10:30 p.m., Wheeler Opera 
House, $52

Known as the Roastmaster General, Ross is famous for delivering hilarious roasts to just about anyone who asks for it ... and even those who don't. Perhaps you’ve seen his Comedy Central show Roast Battle or his new special, Jeff Ross Roasts Cops. Among the notables he's roasted are Rob Lowe, James Franco, and Justin Beiber. No subject is too high or too low for a good Jeff Ross roast, even maximum security prisoners. He’ll even roast nonhuman things, like the Mexican/U.S. border wallWho will he poke fun at this time in Aspen? Could it be you?

Saturday, Feb. 24

Aprés Comedy Hour hosted by Sarah Tiana, with comics Megan Gailey, Jon Rudnitsky, and Benji Aflalo
4 p.m., Silver City Mountain Saloon, free

An addition to this year’s Fest, budding comics appear at one of Aspen's newest bars for a late-afternoon show. Today's hour is hosted by Comedy Central and E!’s Chelsea Lately veteran Sarah Tiana.

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Saturday, Feb. 24

Mike Birbiglia
7:30 p.m., Wheeler Opera House, $75

This standup comic is also an author, filmmaker, actor, and podcaster. You may know him from his Netflix shows, which include My Girlfriend’s Boyfriend and Thank God for Jokes, or from the movies Sleepwalk with Me and Don’t Think Twice, which he wrote, directed, and starred in. You may know him from his Comedy Central record My Secret Public Journal Live or his New York Times bestseller Sleepwalk with Me and Other Painfully True Stories. Birbiglia’s comedy is often referred to as spoken word or storytelling. In other words, he doesn’t mess around with flash-in-the-pan jokes, then move onto the next thing. Each of his jokes leads to an overall theme or point in a larger story. He claims his current tour, The New One, is his best one yet. We know that beaches are involved based on this announcement about it. To get a better idea of Birbiglia's humor, check out this clip.

 

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Tiffany Haddish
10:30 p.m., Wheeler Opera House, $55

This comedian and actress is a rising star in television, film, and comedy. In her most recent movie, Girls Trip, which came out last July, she starred along with Jada Pinkett Smith, Queen Latifah, and Regina Hall. You may have also seen her new comedy special, Tiffany Haddish: SHE READY! From the Hood to Hollywood. Recently, she became the first black female stand-up comedian to host Saturday Night Live.  

 

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