Free Festival: Taylor Street Festa Italiana – August 7-9

Chicago’s official “Little Italy” neighborhood plays host to the free Taylor Street Festa Italiana festival this August 7-9! Free Admission! Free Music!, Free Concerts! The Taylor Street Festa Italiana lines the streets with numerous food specialties represented in this neighborhood as part of a celebration of classic Italian culture combined with the new wave of commercial, residential and streetscape development in this beautiful area.

MCA’s Tuesdays on the Terrace: Free Concert and Admission

This week, the MCA’s Tuesdays on the Terrace features a free jazz concert from Chicago saxophone legend Fred Anderson from 5:30–8pm. The outdoor terrace overlooking the sculpture garden will come alive as veteran jazz saxophonist, Fred Anderson, performs his own distinctive and soulful style. A leader of Chicago’s saxophone community, Anderson co-founded the Association for the Advancement of Creative Musicians (AACM) and owns local jazz club, Velvet Lounge, where many musicians have launched their careers.

Free Event: A Tribute to Michael Jackson – July 28

With the passing of the “pop king”, come join Congressman Danny K. Davis, local singers Shari Addison (BET’s “Sunday Best”), Carl Thomas and Ben One, Jackie Taylor (Black Ensemble Theater) and others for the free event called “The Man from Neverland: A Tribute to the Music and Memory of Michael Jackson”.

Free Ravinia Lawn Passes for College Students

The Ravinia Festival season is well underway with concerts and performances nearly every night of the week through mid-September. But did you know that college students are eligible for free lawn passes to Chicago Symphony Orchestra concerts and Martin Theatre events?

Free Lunch Hour Concerts at Pritzker Pavilion

If you work downtown, then tune in for these excellent but often overlooked free concerts. Spend your lunch break in Chicago’s Millennium Park where you will find concerts and special programs on the stage of the Jay Pritzker Pavilion at noon all summer long. All the way to September 30, Millennium Park offers free concerts in jazz, world music, indie-rock, hip hop and electronica, along with family programs and open rehearsals of the acclaimed Grant Park Music Festival.

Free Lollapalooza Concert Sampler on iTunes

Want a free taste of the bands who will be rocking Lollapalooza in August? Now you can download the FREE digital sampler from iTunes featuring 15 artists from this year’s lineup in Chicago in Grant Park on August 7-9. Check them out, then click the button below to download your free Lollapalooza Sampler on iTunes (only available for U.S. fans).

Free Concert: Latin Jazz Festival – July 17

Jazz fans are in for an evening of hot sounds at the Humboldt Park Boathouse on July 17 as the Third Annual Latin Jazz Festival gives us three free concerts. Kicking off the free Latin Jazz Festival evening will be Paulinho Garcia, one of Chicago’s musical treasures, bringing the joyous sound of his home country of Brazil to the Windy City. The second act of the evening will be John Rodriguez and Latin Inspiracion, considered some of Chicago’s finest in Cuban Jazz and Latin Jazz.

Closing out the night will be the The Chicago Afro-Latin Jazz Ensemble, a band that is quickly becoming one of the most talked about bands in Chicago.

Free Jazz Concerts at Chicago Millennium Park – July 30

Jazz fans…Chicago is the place for free jazz concerts! Millennium Park presents the savory sounds of Chicago jazz during six free concerts at the Jay Pritzker Pavilion this summer. This series, called “Made in Chicago: World Class Jazz” highlights jazz from Chicago, Central America, the Middle East and beyond.

Free Concert: Blind Aid in Chicago – July 18

Free Concert: The sounds of rock, country and oldies will fill the air of the John Hancock Center’s Garden Plaza on Saturday afternoon, July 18, with “Blind Aid,” a free concert featuring three local bands consisting of some musicians who are blind or visually impaired. This special summertime event takes place in the John Hancock Plaza at 875 North Michigan Avenue, from 1-3 pm, and is sponsored by The Chicago Lighthouse for People Who Are Blind or Visually Impaired and Aveda, the internationally acclaimed beauty care store located at John Hancock Center.

Free Concert and Square Dancing with Tangleweed – July 10

Ready to square dance? Tangleweed will be performing a free concert July 10 at the Chase Pavilion for Great Performers of Illinois Festival. Tangleweed is a band of five forward-looking musical reactionaries from Chicago, Illinois. While the band’s instrumentation is standard bluegrass, their music is anything but. With a repertoire both broad and deep, one listener described them as sounding like “a band playing on a pirate ship off the coast of New Orleans in the 1920s”.

Free Concert: Dennis DeYoung of Styx – July 12

As part of the Great Performers in Illinois series, Dennis DeYoung, former singer of the band STYX, will be performing a free concert July 12 at 7:30 pm with his seven-piece band at Millennium Park’s Jay Pritzker Pavilion, where he will receive the Great Performer of Illinois award for outstanding contributions to popular music and American culture.

Get into Lollapalooza Free By Volunteering

Are you a diehard rock fan who can’t afford a Lollapalooza concert ticket? Now there’s another potential way to get into the big fest in Chicago’s Grant Park on August 7, August 8 and August 9: Do volunteer work for it. Lollapalooza is an American music festival, which now takes place annually in Chicago’s Grant Park. The festival showcases a variety of rock acts and also has craft booths and other performances. In most cases, you’ll need tickets to attend the three day event, but if you get creative, you may get free admission to the concerts.

Free Concert in Grant Park on 4th of July

Looking for a free 4th of July concert? On Saturday, July 4, from 11 a.m. to 1 p.m., the Grant Park Music Festival will rehearse and then at 1:30pm they will play their first Independence Day concert at the Jay Pritzker Pavilion in Millennium Park featuring tap dancer Lane Alexander. The

Lionel Richie Free Concert

In celebration of its re-branding as an Ameristar property, Ameristar Casino Hotel is offering three free concerts this summer, but you’ll need to move fast to score free tickets for the Free Lionel Richie Concert on July 20 at Ameristar Casino Hotel in East Chicago, Ind. Although the concert is free, tickets are required for admission, Tickets are available at 12:00 pm on Wednesday, July 9, on