Want to know what’s happening this weekend in Chicago? Look no further. There’s a whole calendar of exciting events, exhibits, and activities taking place all over the city this month in Chicago.

This summer weekend in Chicago is jam-packed with top neighborhood festivals, including:

Plus, don’t miss artisan markets, jaw-dropping art exhibits, riveting live theatre, family-friendly fun, exciting cultural events, and so much more.

Check out just a few of the top things to do this weekend in Chicago, July 18 – 20, 2025.

Taste of Chicago Pullman Park, Photo Credit_ City of Chicago
Jul19
Taste of Chicago Pullman Park

This bite-sized Taste of Chicago pop-up brings a day of bites from local eateries, live entertainment, and family-friendly fun in Pullman Park. Vendors include Arepa George, Lexington Betty, Molly’s Cupcakes, Doom Street Eats, and more.

Saturday July 19, 2025

Pullman Park

Tacos y Tamales Festival 2025
July 18 – 20
Tacos y Tamales Festival 2025

Modeled after a traditional Tianguis market, Tacos y Tamales Festival celebrates Chicago's rich Hispanic & Latin cultures with three days of endless food & drink…

Friday July 18, 2025 — Sunday July 20, 2025
Blue Island Ave & Ashland
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July 19 – 20
Renegade Craft Fair

Browse a curated lineup of independent makers and artists at this popular craft fair along a historic boulevard in the Logan Square neighborhood. This weekend’s festivities feature handmade goods, food trucks, music, and more.

Saturday July 19, 2025 Sunday July 20, 2025

N Kedzie Blvd. between W Fullerton Ave. + W Palmer Square

Dovetail Brewing tap room
Jul 19 – Jul 20
Ravenswood on Tap

Enjoy special tappings, live music, food, and more during this celebration of Malt Row, one of the city’s most robust craft brewing districts.

Saturday July 19, 2025 Sunday July 20, 2025

Ravenswood and Berteau Avenues, Ravenswood Corridor

Andersonville Vintage Market Photo courtesy ACC
July 20
Andersonville Vintage Market

Vintage lovers will want to swing by this Andersonville market to shop clothing, home goods, furniture, and much more.

Sunday July 20, 2025

1500 W Winona and the AT&T parking lot

Chicago Cubs vs. Boston Red Sox
July 18 – 20
Friday July 18, 2025
Wrigley Field
1060 West Addison Street
Phish: Summer Tour 2025
July 18 – 20
Phish: Summer Tour 2025

Phish is heading out on their Summer 2025 Tour, stopping in Chicago July 18-20!

Friday July 18, 2025
United Center
1901 W Madison St.
The Cosmic Underground Show
July 19
The Cosmic Underground Show

The Cosmic Underground Show is a 90-minute, fast-paced, and hilariously mind-bending experience that blends cutting-edge magic with retro-futuristic flair. Set inside the recently unearthed Cosmic…

Saturday July 19, 2025
cosmic underground theater
3433 W Fullerton Ave
Historic Homes, Cottages & Buildings Of Wicker Park Walking Tour
July 19
Historic Homes, Cottages & Buildings Of Wicker Park Walking Tour

Step back in time and uncover the hidden treasures of Wicker Park, a neighborhood that preserves the enchanting legacy of Victorian architecture and plays a…

July 19, 2025
1236 N. Hoyne Ave
1236 N. Hoyne
The Messi Experience Chicago
July 18 – 20
The Messi Experience Chicago

The Messi Experience is an immersive and interactive multimedia exhibition inspired by the life and career of Lionel Messi. As part of its world tour,…

July 18 – 20, 2025
2367 W Logan Blvd Chicago, IL 60647
2367 W Logan Blvd
Millennium Park Summer Workouts
July 19
Millennium Park Summer Workouts

The workout program takes place on the Great Lawn in Millennium Park on Saturdays, May 17 to August 30, 8-11:45 a.m. with a series of…

July 12 – Aug. 30, 2025
Millennium Park
201 E Randolph St
Chicago Greeter Neighborhood PopUp Series
July 19
Chicago Greeter Neighborhood PopUp Series

Join the Chicago Greeter Neighborhood PopUp Series for FREE guided walks through the city's vibrant neighborhoods - led by friendly local volunteers! Come explore, connect, and experience Chicago…

July 19, 2025
Citywide
World Fair US
July 18 – 20
World Fair US

Experience the world. All in one place. World Fair US is an unforgettable international festival coming to Chicago from July 7–28, 2025, at SeatGeek Stadium.…

July 7 – 28
SeatGeek Stadium
7000 S Harlem Ave
Chicago Greeter InstaGreeter Walks of the Riverwalk
July 18 – 20
Chicago Greeter InstaGreeter Walks of the Riverwalk

Explore the Chicago Riverwalk with our knowledgeable volunteers! InstaGreeter walks take you on a free hour-long guided walk of the Riverwalk, without the need to…

July 18 – 20, 2025
Vietnam Veteran’s Memorial
Chicago Greeter InstaGreeter Walks of the Loop
July 18 – 20
Chicago Greeter InstaGreeter Walks of the Loop

InstaGreeter Downtown walks Looking for a quick and easy way to see downtown Chicago's top sights? Let InstaGreeter take you on a free hour-long guided…

July 18 – 20, 2025
Meet at Chicago Cultural Center – Welcome Desk – Randolph St. Entrance
Big Bus Tours’ Sunset Live Tour
July 18 – 20
Big Bus Tours’ Sunset Live Tour

Big Bus Tours, the global leader in open-top bus sightseeing, invites visitors to experience the enhanced Sunset Live Tour in Chicago. Available May 8 through…

July 18 – 20, 2025
618 N Clark St.
618 N. Clark St
Dressed in History: A Costume Collection Retrospective
July 18 – 20
Dressed in History: A Costume Collection Retrospective

What do a red sequin burlesque costume, a pair of original Air Jordan 1s, a baby’s wool bathing suit, and an enormous white tulle Christian…

Nov. 8 – July 27, 2025
Chicago History Museum
1601 N. Clark St.

Explore our events calendar for more Chicago events and happenings.

Please note that all events are subject to change.