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Chicago Labor Day Weekend Events

Making the Most out the Last Three Days of Summer

By Jennifer Roche, About.com

Of course, Labor Day is not really the official end of summer. But we all know it's when the party winds down, and Mother Nature stands in the corner with an ice cold broom waiting for us to get over it. Enjoy.

Chicago Cubs at Home - Thursday, August 28 to Monday, September 1
  • Thursday vs. Phillies at 7:05 p.m.
  • Friday vs. Phillies at 1:20 p.m.
  • Saturday vs. Phillies at 2:55 p.m.
  • Sunday vs. Phillies at 1:20 p.m.
  • Monday vs. Houston at 3:05 p.m.
  • Where to Buy Chicago Cubs Tickets to see the a Game at Wrigley Field


  • Allman Brothers at Charter One Pavilion - Thursday, August 28
    Bob Weir and RatDog, too, outside on Northerly Island.

    30th Chicago Jazz Festival – Thursday, August 28 to Sunday, August 31
    Three days of great jazz on three stages, culminating in a performance by Ornette Coleman on Sunday night at the Petrillo Music Shell.

    African Festival of the Arts - Friday, August 29 to Monday, September 1
    The 19th running of this popular festival turns Washington Park into an African Village with Kool and the Gang, too. Many more performers, culture, arts, and food.

    Taste of Polonia - Friday, August 29 to Monday, September 1
    Mmmmm. I can smell the pierogi from here. Celebrate your Labor Day weekend enjoying the heart of Chicago's Polish community.

    North American Cycle Courier Championships - Friday, August 29 to Monday, September 1
    Bike messengers race within a closed course in the city plus a whole slew of other fun things to do like the Chicago Messenger Prom on Saturday night.

    Peace on Earth Film Festival - Friday, August 29 to Sunday, August 31
    From the file marked "not a bad idea." Spread peace through independent films focused on peace and non-violence.

    Bash on Wabash - Saturday, August 30 and Sunday, August 31
    Two days of music, art, and moon walks on Wabash between 13th and 14th Place. Waco Brothers, Murder by Death, and more to appear.

    Lillstreet Art Center - Student/Member Sale and Open House - Saturday, August 30
    The open house runs from 10 a.m. to 6 p.m. with free kids activities and workshops between noon and 5. 4401 N. Ravenswood in Chicago.

    Labor of Love Party at Enclave with Sugar Ray - Sunday, August 31
    The party starts at 5p.m. and goes 'til 2 a.m. It features a special outdoor performance by Sugar Ray.

    Chicago Sky vs. Detroit Shock at UIC Pavilion - Sunday, August 31
    Check out the family-friendly Chicago Sky game this Labor Day Weekend.

    Poi Dog Pondering at Millennium Park - Monday, September 1
    A Chicago favorite performs a FREE "Family Fun Concert" at the Jay Pritzker Pavilion from 3 p.m. to 4 p.m.

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