Chicago Unveiled: Your Insider’s Guide to the Hottest Events from Freehand Chicago

Get ready to experience the best of Chicago’s upcoming events! With summer just around the corner, the city is gearing up for an exciting lineup of happenings that you won’t want to miss. From music festivals to cultural celebrations, sports events to art exhibitions, Chicago has something for everyone. In this blog post, we’ve curated a guide to the hottest upcoming events in the city, so you can make the most of your time during your stay at Freehand Chicago.

Whether you’re a visitor or a local, get ready to immerse yourself in the vibrant atmosphere of Chicago’s event scene. With our finger on the pulse, we’ll keep you in the know about all the must-see happenings. So, grab your calendar and get ready to plan an unforgettable summer filled with thrilling events in Chicago, all while enjoying your stay at Freehand Chicago!

July Events:

WNDR Museum
Friday July 7 – BUBBLEBOY
Friday July 21 – WNDR After Dark: Summertime Chi

Square Roots Festival
July 7 – 9, 2023
4700 N Lincoln Ave at Leland Ave, Chicago
Lincoln Square

West Fest Chicago
July 7 – 9, 2023
Chicago Ave between Wood St and Damen Ave River West / West Town

Andersonville Vintage Market
July 9 – August 13 – September 10, 2023
1500 W Catalpa (between Clark and Ashland)
Hours: 10 AM – 4 PM

Southport Art Fest
July 8 – 9, 2023
Southport & Waveland Avenues
Hours: 10 am

Roscoe Village Burger Fest
July 7 – 9, 2023
Belmont and Damen Aves, North Center
Hours: July 7 | 5pm to 10pm, July 8 – 9 | 11am to 10pm

Millennium Park Summer Film Series
July 11 – August 29, 2023
205 E Randolph St
Hours: Movies start at 6:30 pm

SAUCED Night Market
July 14 – 15, 2023
WNDR Museum 1130 W Monroe St
Hours: 5pm

Chicago Summer Dance
July 15 – September 10, 2023
Grant Park 337 E Randolph St
Hours: depends on dates

Windy City Smokeout
July 13 – 16, 2023
United Center at 1901 W Madison St

Volleywood
July 15 – 16, 2023
North Ave Beach at 1600 N Lake Shore Dr

Chicago Craft Beer Festival
July 14 – 16, 2023
Jonquil Park 1023 W Wrightwood Ave

Sundays on State in the Loop
July 16 – August 13, 2023
State St and Lake St Located in The Loop

Taste of Lincoln Avenue
July 21 – 23, 2023
Lincoln Ave between Fullerton Wrightwood

Chicago Shakespeare in the Parks
July 25 – August 5, 2023
Multiple locations visit website for more details
Hours: 6:30 pm

Randolph Street Market Festival
July 29 – 30, 2023
1241 W Randolph St
Hours: 10 am

August Events:

WNDR Museum
Friday August 1 – WNDR After Dark

Chicago Air & Water Show
August 19 – 20, 2023
Chicago Riverfront
Hours: 10 am – 3 pm

Lollapalooza
August 3 – 6, 2023
Grant Park

Market Days
August 12 – 13, 2023
Northalsted / Lakeview neighborhood

Ribfest Chicago
August 12 – 13, 2023
Lincoln Avenue between Irving Park Road & Berteau Ave

Chicago Jazz Festival
August 31 – September 3, 2023
Millennium Park

September Events:

Bike the Drive
September 3, 2023
Lake Shore Drive

Museum of Ice Cream
435 North Michigan Ave

Immersive Van Gogh Exhibit
Germania Club Building – 108 West Germania Place, Chicago, IL