5 Labor Day Weekend Events to Ride in Style to


You’ve got to love a three-day weekend (especially one that shows appreciation to all the hard-working people out there).

What better way to celebrate than by heading over in a sweet ride to Chicago’s Labor Day Weekend events?

Here’s a lineup of what the city has in store for the upcoming weekend:

Chicago Jazz Fest
Location: Chicago Cultural Center (Afternoon) & Millennium Park (Evening)
Dates: September 1-4
Price: FREE

This traditional Labor Day Weekend music festival has been jazzing up the city since 1979. The event showcases live performances of jazz musicians from all over the country, including some international artists. This is a great, cultural event for all ages. The lineup includes:

  • Orbert Davis’ Soul Migration
  • Oliver Lake
  • Charlie Haden’s Liberation Music Orchestra
  • The Bad Plus
  • Candido’s 95th Birthday Celebration featuring M.F. Production’s Latin All Stars

Chicago SummerDance
Location: Grant Park | Spirit of Music Garden
Dates: Now through September 11 (Friday-Sunday)
Price: FREE

In the mood for live music? Ever wanted to take dance lessons? Do both this weekend, and at no cost to you! Boogie to live bands of various music genres along Grant Park’s newly renovated 4,900-square-foot dance floor. September performers include:

  • Paul Johnson
  • The Fat Babies
  • Big City Swing
  • Golden Horse Ranch Band
  • Annie Coleman
  • Adonis Puentes and the Voice of Cuba Orchestra
  • Fred Astaire Dance Studio (West Loop)
  • Ola Fresca
  • Chicago Dance
  • Bhangra Blowout

Save on your holiday commute.

North Coast Music Festival
Location: Union Park
Dates: September 2-4
Price: Varies

This music festival is the ultimate way to end the summer. Jam out to a star-studded lineup of artists all weekend long. Artists include:

    • Odesza
    • Grouplove
    • Bassnectar
    • Logic
    • Zedd
    • Umphrey McGee
    • And many more

Great American Lobster Fest
Location: Navy Pier
Dates: September 2 & 4
Price: Varies

Nothing like a festival dedicated to a mouth-watering delicacy. This is a great event for the whole family, offering beautiful lakefront views and live performances. This year they’ve even added a lunch brunch cruise! The music lineup includes:

  • Dirty Dozen Brass Band
  • Liverpool Legends
  • Manic Soul
  • The Shams Band
  • Genome
  • School of Rock: Allstars
  • Fool House Band
  • Hush Train
  • Rico
  • Afrozep
  • Boy Band Review

Chicago Cubs/Chicago White Sox Games
Locations: Wrigley Field | U.S. Cellular Field
Dates: September 2-4 (Cubs) September 5 (Sox)
Price: Varies

Not that you need a holiday weekend for an excuse to attend a baseball game, (any weekend of the year is a perfect weekend for Chicago sports) but there’s a whole lineup of games for you to choose from. Here are the game schedules:

    • September 2-4: Cubs vs. Giants
    • September 5: Sox vs. Tigers

Skip the holiday weekend traffic and take on the city in style. Book your ride now.

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