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Summer Entertainment: Concerts, Outdoor Events, Activities In and Around Chicago This Week


August 10, 2018

Film Festival

Aug. 3 - 9, 2018

Blue Whiskey Independent Film Festival (BWiFF) screens dozens of bold and innovative films with new and exciting story elements at The Foxhole Chicago.

Jazz on the Lake

Aug. 3 - 24, 2018 (6:30 p.m.)

Hear “top Chicago jazz artists” play for 90 minutes at Water Colors on Fridays at Polk Bros Park. Free.

Interactive Melodrama

Aug. 3 - 26, 2018

All 30 members of the audience get to walk around the actors during Southern Gothic, a retro drama about four Southern couples that takes place in a 1962 house inside Windy City Playhouse. Tickets $80 to


Black Film Festival

Aug. 4 - 30, 2018

Black Harvest Film Festival celebrates the stories, images, heritage, and history of the black experience with dozens of films at Gene Siskel Film Center.

Renaissance Fair

Aug. 4 - Sept. 3, 2018 (weekends)

Watch knights joust, shop an artisan market, mingle with costumed minstrels, play games, and attend shows at Bristol Renaissance Faire in 16th century England (also known as Kenosha, WI).

Country Band Rascal Flatts

August 10, 2018 (7:30 p.m.)

Country superstars Rascal Flatts perform their crowd-pleasing, high-energy show in Tinley Park. Ticket deal $35 (lawn $20)

Retro on Roscoe

August 10 - 12, 2018

Watch top entertainment on 3 stages, shop 6 blocks of art and antique vendors, and see 50 classic cars at Retro on Roscoe in Roscoe Village. Donation.

Cuban Festival

August 10 - 12, 2018

Festival Cubano promises Cuban music, Latin American food, vendors, and a kids’ area in Riis Park at Narragansett Avenue & Fullerton Avenue.

Beatles Festival

August 10 - 12, 2018

The Fest for Beatles Fans has a Beatles marketplace, guest speakers, a dance party, look-alike contest, games, and exhibits at Hyatt Regency O’Hare.

Taco Bar Crawl

August 11, 2018

A ticket to The Taco Crawl gets you “one taco per hour” and drink specials at 16 bars in River North.

Beach Party

August 11, 2018

A ticket to The Big Dig Beach Party gets you six drink tickets, DJ music, and games to play at North Avenue Beach for age 21+. Ticket deal $19

African American Parade

August 11, 2018 (10 a.m.)

Heralding the new school year, Bud Billiken Parade is billed as the oldest and largest African American parade in America. It begins at Oakwood Boulevard & Martin Luther King Drive, and it ends at a picnic with food vendors in Washington Park (1 to 4 p.m.). Free.

Freaky Circus

August 11, 2018 (12 to 5 p.m.)

Lagunitas Beer Circus promises “freaktacular entertainment” by 100 performers (burlesque, side show acts, aerialists, marching band), midway games, food trucks, beer, and a costume contest at Douglas Park for age 21+. Ticket deal $40

Concert & Car Show

August 11, 2018 (3 to 8 p.m.)

See hundreds of hot custom cars and hear live music at the Chicago Dub Show at Hawthorne Race Course in Cicero.

The Music of

Whitney Houston

August 11, 2018 (8 p.m.)

The Greatest Love of All: The Whitney Houston Show re-creates one of her concert extravaganzas, complete with back-up dancers, six-piece band, costumes, and video effects at the Rosemont Theatre. Ticket deal $18 to $32


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