Chicago August 2021 Events

Experience the Last Bit of Warmth this August in Chicago

Chicago is alive and busy with events in August as the city’s temperatures cool down from summer and transition into fall. The humidity keeps things warm and steamy enough to enjoy outdoor activities. Check out the Air and Water Show, attend one of the many outdoor festivals, or explore the city on a bike ride tour!

August Event Calendar

Old Irving Park Beer and BBQ Challenge

Date to be confirmed
Old Irving Park MAP

Beer and BBQ: a perfect combination! Consider stopping by the Old Irving Park Beer and BBQ Challenge and rate who has the best! Talented brewers & pitmasters from the area gather to provide event attendees some of the best craft beer and BBQ tastings they've ever had! Admission is $65, and it includes 20 BBQ samples, 40 craft beer tastings, and a commemorative glass. You can get in an hour earlier with the purchas of a $75 VIP pass. Proceeds will help improve the St. Viator Recreation Center.

Lollapalooza

Date to be confirmed
Grant Park MAP
Lollapalooza

Attracting thousands of music lovers since 1991, Lollapalooza is a huge, popular, fun-filled four-day (starting the last two days of July) music festival. There will be over 170 great music acts across eight stages ranging in genres like alternative rock, punk rock, heavy metal, and hip hop. Single-day, four-day, and VIP tickets will be available to purchase online soon!

Chicago Hot Dog Festival

Date to be confirmed
Stockton and LaSalle Drive MAP

Do you know the history behind Chicago-styled hot dogs? If not, head to the annual Chicago Hot Dog Festival put on by the Chicago History Museum and learn all about them! The event will feature a full line-up of bands, history, family activities, and Vienna Beef hot dogs prepared in various regional and ethnic styles by the city’s top hot dog vendors and restaurants. Although admission is free, a $5 donation is suggested; proceeds will support the mission, exhibitions, and programs of the Chicago History Museum! Limited parking will be available one block north of the museum at Stockton and LaSalle Street.

Boulevard Lakefront Tour (BLT)

Date to be confirmed
REI Lincoln Park MAP
Boulevard Lakefront Tour (BLT)

See sights of the Windy City with the wind in your hair; tour Chicago with a bike ride during the Boulevard Lakefront Tour (BLT)! You can opt for a 16, 23, or 37-mile bike tour through some of Chicago's coolest neighborhoods, with minimum traffic. After the bike ride, there will be a BLT Block Party that will feature a beer garden, food, music, and sponsor give-a-ways! 

Sangria Festival

Date to be confirmed
Humboldt Park MAP
Sangria Festival

Add some Latin flavor on your visit to Chicago, stop by the 2-day Sangria Festival! It will feature multiple flavors of sangria (wine with fruit) to sip and cool off with food vendors, live world music, and flamenco dancers. The fest will take place in Humboldt Park, so lawn chairs and blankets are allowed and encouraged, but pets and outside food are not allowed. Advanced tickets can be purchased online; regular admission includes 2 tasting tickets and 1 souvenir glass. VIP admission includes 1 VIP bracelet & lanyard, 4 sangria tastings, 1 souvenir glass (Saturday), 1 souvenir bandanna (Sunday), a private tent area, and a private bar. This event is restricted to ages 21 and up.

Chicago Air and Water Show

Date to be confirmed
North Avenue Beach MAP
Chicago Air and Water Show

The Chicago Air and Water Show is a free annual event that you won't want to miss! It is the largest free show of its kind in the country! The event will feature daredevil pilots, parachute teams, jets flying in formation, an air/sea rescue demonstration, and military airplanes that will all have you in awe — marvel at all of the excitement from the waterfront near North Avenue Beach.

Bristol Renaissance Faire

Date to be confirmed
Off I-94 at the IL/WI Border MAP
Bristol Renaissance Faire

The Bristol Renaissance Faire, which starts in early/mid-July and continues through September, is an annual experience worth checking out. On Saturdays, Sundays, and Labor Day, you can attend an event that will make you feel like you just stepped out of a time machine! It will feature knights jousting, artisan markets, costumed-minstrels, games, shows, and more! Single-day passes for adults are $25.95 and $11.50 for kids 5-12; children under 5 get in for free! 

Chicago Concerts in August

  • 08/01/2021 The Devil Wears Prada - Musical CIBC Theatre Buy Tickets
  • 08/01/2021 The Devil Wears Prada - Musical CIBC Theatre Buy Tickets
  • 08/03/2021 The Devil Wears Prada - Musical CIBC Theatre Buy Tickets
  • 08/04/2021 The Devil Wears Prada - Musical CIBC Theatre Buy Tickets
  • 08/05/2021 The Devil Wears Prada - Musical CIBC Theatre Buy Tickets
  • 08/06/2021 The Devil Wears Prada - Musical CIBC Theatre Buy Tickets
  • 08/07/2021 The Devil Wears Prada - Musical CIBC Theatre Buy Tickets
  • 08/07/2021 The Devil Wears Prada - Musical CIBC Theatre Buy Tickets
  • 08/08/2021 The Devil Wears Prada - Musical CIBC Theatre Buy Tickets
  • 08/08/2021 The Devil Wears Prada - Musical CIBC Theatre Buy Tickets
  • 08/10/2021 The Devil Wears Prada - Musical CIBC Theatre Buy Tickets
  • 08/11/2021 The Devil Wears Prada - Musical CIBC Theatre Buy Tickets
  • 08/12/2021 The Devil Wears Prada - Musical CIBC Theatre Buy Tickets
  • 08/13/2021 The Devil Wears Prada - Musical CIBC Theatre Buy Tickets
  • 08/14/2021 The Devil Wears Prada - Musical CIBC Theatre Buy Tickets
  • 08/15/2021 The Devil Wears Prada - Musical CIBC Theatre Buy Tickets
  • 08/15/2021 The Devil Wears Prada - Musical CIBC Theatre Buy Tickets

Upcoming Nightclub Events

Sun, Aug 01 at Berlin Nightclub MadonnaRama
Mon, Aug 02 at Berlin Nightclub Mom Jeans
Tue, Aug 03 at Berlin Nightclub TBA
Wed, Aug 04 at Berlin Nightclub Beat Lab
Thu, Aug 05 at Berlin Nightclub DURO
Fri, Aug 06 at Berlin Nightclub Cosmix Fridays with DJ Greg Haus
Sat, Aug 07 at Berlin Nightclub Drag Matinee
Sun, Aug 08 at Berlin Nightclub TBA
Events may be canceled due to the coronavirus. Please confirm with all ticket vendors that events are still active.