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Laugh Factory Chicago hosts Rat Pack comedy show with Tom Dreesen

As you may have heard or read, veteran stand-up comic and Harvey’s own Tom Dreesen toured for many years as the opening act for Frank Sinatra. He also knew and hit the road with Sammy Davis, Jr. and Dean Martin. In these parts, at least, that’s old news.

Here’s some new: the weekend of September 27 and 28 is Rat Pack-themed at Chicago’s Laugh Factory — the comedy club in East Lakeview that’s run by Jamie Masada and where Dreesen is one of several investors. Both nights, at 8 p.m., he’ll perform shows packed with Chicago-centric Pack material. Jokes, too.

If you’re feeling extra ring-a-ding-dingy, don your swellest ’50s or ’60s duds and maybe win a prize for best-dressed. There’s also a “swanky cocktail hour” (Sinatra LOATHED too much ice in his Jack Daniels, fyi) for VIP ticket holders who wish to mingle with Dreesen and hear some of his Frank/Dean/Sammy tales up close and personal. And he’s got lots.

Visit or call (773) 327-3175 for more info and/or tickets, which start at $17.