Entertainment

Oktoberfestiversary

Dovetail Brewery and Begyle Brewing serve up their annual fall street festival with Oktoberfestiversary on October 8-9, 2022. Enjoy brews, live music and food in the Ravenswood neighborhood. Sip on special tappings from Beglye and Dovetail while muching on sausages, lobster rolls and … [Read more...] about Oktoberfestiversary

Chicago Halloween Cruises from $10

Celebrate the spooky season with a fun-filled cruise along Lake Michigan that combines costumes, dancing and drinks with views of the iconic Chicago skyline. 312 Cruises offers discounts for cruises as cheap as $10 on October 29 and 30, 2022. Hop aboard a three-story, 140-foot luxury yacht for … [Read more...] about Chicago Halloween Cruises from $10

Free Toolbox Dance Performance at Hyde Park Art Center

Toolbox @ Twenty,a new performative exhbit that showcases collaborative work between dancers and visual artists, kicks off with two new dances by experimental dance company The Seldoms on September 24, 2022 at the Hyde Park Art Center. The exhibit will feature performances by … [Read more...] about Free Toolbox Dance Performance at Hyde Park Art Center

Chicago Live! at Navy Pier

Witness the excitement of Chicago's extensive performing arts scene during the Chicago Live! festival on September 24-25, 2022. Navy Pier will host free, non-stop performances every half hour during the two-day event. The breadth of Chicago's music, dance, theater and cultural performing … [Read more...] about Chicago Live! at Navy Pier

St. Benedict’s Oktoberfest

Get ready for the welcoming traditional German toasts of "Prost!" to echo throughout the courtyard during the 56th annual St. Benedict Oktoberfest on September 30-October 2, 2022. St. Benedict parish celebrates its German roots with a family-friendly fest that includes German food and … [Read more...] about St. Benedict’s Oktoberfest

Chicago Film Festival Opening Night Block Party

Step onto the red carpet and enjoy free music, food and film-themed events at the Chicago International Film Festival Opening Night Block Party on October 12, 2022. Kicking off 12 days of international and independent movies at the Chicago International Film Festival, the block party will … [Read more...] about Chicago Film Festival Opening Night Block Party

World Music Wednesday Concerts

Every Wednesday, through December 7, 2022, at 8:30 pm, the Old Town School of Folk Music will host a free concert series, World Music Wednesdays, featuring musicians from all around the world, including Morocco, Spain, Bolivia, Argentina and Sweden. Old Town School of Folk Music … [Read more...] about World Music Wednesday Concerts

Puerto Rican Festival

The Humboldt Park neighborhood will celebrate 40 years of Puerto Rican history, culture and art with the annual Puerto Rican Festival on September 24-25, 2022. The two-day fest will fill Division Street with the sights and sounds of Puerto Rico. The music, dance, art and food of Puerto … [Read more...] about Puerto Rican Festival

Chicago House Music Festival and Conference

As the birthplace of house music, Chicago always celebrates and honors this influential art form. The Chicago House Music Festival and Conference will bring the music, history and culture of house music into focus on September 15-18, 2022. The free events will feature a performance of house music … [Read more...] about Chicago House Music Festival and Conference

Hyde Park Jazz Festival

Venues across the Hyde Park, Kenwood and Washington Park neighborhoods will come alive with live jazz during the annual Hyde Park Jazz Festival on September 24-25, 2022. Music lovers will enjoy 34 free performances of local, national and international artists at a varied assortment of … [Read more...] about Hyde Park Jazz Festival

Millennium Park Tribute to Curtis Mayfield

Chicago honors our own legendary singer-songwriter, Curtis Mayfield with a Tribute to his Music and Legacy on September 10, 2022. Millennium Park hosts the event which also celebrates the 50th anniversary of the classic "Superfly" album. The line-up will include vocalists, DJs and vocalists … [Read more...] about Millennium Park Tribute to Curtis Mayfield

Ravenswood ArtWalk

The Ravenswood Corridor community celebrates 20 years of the annual Ravenswood ArtWalk on September 10-11, 2022. The area's artists, manufacturers and brewers will welcome visitors during the ArtWalk for the first time in two years, with a host of fun and interactive … [Read more...] about Ravenswood ArtWalk