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14 Oct - Guide to Chicago: October 14 – 20

Chicago Local Guides

Impala Sound Presents: PAYDAY + Wine Riot

FRIDAY, 10/14, 4pm: Start early this Friday and join us for an afternoon DJ party hosted by Dave Mata in The Shaker! The six-man crew of Impala Sound Champions will be spinning vinyls from around the world to get the place properly groovin’ while guests get their hands on exclusive giveaway goodies! (Free)

FRIDAY, 10/14, 4pm: For all our wine-loving guests, head over to Venue One for the ultimate wine fest! Taste over 250 new wines from around the world while you explore interactive booths, snap photos in our photo booths, get new temporary tattoos and take crash courses on how to conquer the wine world. ($60)

Gilt City Chicago Warehouse: Fall Edition + Open House Chicago

SATURDAY, 10/15, 9am: This weekend is Chicago Architecture Foundation’s exclusive Open House Chicago, which means you’ll get to explore some of Chicago’s most iconic architectural treasures. Want a more behind-the-scenes look? Take photos of Freehand Chicago’s spaces using the hashtag #FreehandOHC for a chance to win tickets to the members-only portion of the festival! (Free general entry)

SATURDAY, 10/15, 11am: Score seriously stylish handbags, shoes, apparel and more from designers like Jimmy Choo, Lanvin and Thakoon at the Gilt City Chicago Warehouse Sale this weekend! Show your Freehand Keycard for complimentary access to some of the most amazing deals yet!

Sherry Brunch + Vintage Garage Chicago Flea Market + Music Box of Horrors

SUNDAY, 10/16, 10am: It’s the season finale of Vintage Garage Chicago Flea Market and it’s going to be the biggest show of the year! Head over to North Broadway st. and get your hands on rare vintage vinyls from the flea market’s epic collection. and this year, there’ll be a huge collection of vintage vinyls to choose from. (Free)

SUNDAY, 10/16, 12pm: After snagging vintage vinyls, taste some of the best sherries from Bodegas Lustau and indulge in a sherry-inspired brunch, brought to you by Shaker Chef Jonathan Meyer and Bar Manager Scott LoBianco! ($50)

SUNDAY, 10/16, 9:30pm: End your Sunday Funday by getting into the spooky spirit at Chicago’s annual Music Box of Horrors—a horror movie buff heaven. Tonight’s horror flick is the political thriller The Battle of Algiers, a film vividly recreating the horror of the Algerian uprising against the occupying French in the 1950s. Are you ready to get spooked? ($7)

Chicago Film Festival

MONDAY, 10/17, 12pm: This year marks the 52nd Chicago International Film Festival, and the lineup of films is better than ever. Have a Monday Movie Day and choose from one of the 20+ showings all day! ($8)

Pumpkin Painting at Mariano’s

TUESDAY, 10/18, 6pm: Head over to the West Loop for a pumpkin-filled evening at Mariano’s. Pick and paint a pumpkin, enjoy pumpkin treats and delicious cider all night! All supplies will be provided. ($25)

Ghosts of Chicago Walking Tour

WEDNESDAY, 10/19, 7pm:  Looking to get spooked? Go on a ghost walking tour unlike any in Chicago with the ghoulishly acclaimed Adam Selzer. On this tour, you’ll get the real story behind some of the creepiest murder, disaster, burial ground sites and more in Chicago history. Are you brave enough? ($25-35)


THURSDAY, 10/20, 9pm: Thursdays at Freehand Chicago mean three things: tacos, tunes and cocktails! Head over to the Broken Shaker and experience what new and delicious signature tacos are on the menu this week! (Free)