Chicago’s summer festival season is here! But with multiple events every weekend, planning your lineup can be overwhelming.
That’s why we’ve got this curated list of the fests we can’t miss, the best fest bites, and some music fest lineups we’re watching.
City Cast Chicago Picks
The City Cast Chicago podcast team picked their No. 1 must-visit fest of the season and laid out the rest of their summer itinerary.
Host Jacoby Cochran
🎉 Can’t-Miss Fest: Lyrical Lemonade Summer Smash June 14-16 at SeatGeek Stadium in Bridgeview
❓Why: The performers. Mick Jenkins is performing a 10th anniversary set for his mixtape “The Waters,” and Chief Keef is performing in the Chicagoland area for the first time in over a decade.
☀️ The Rest of Summer: For nostalgia, the African/Caribbean International Festival of Life July 4-7 in Hyde Park. For something new, Eeeeeatscon July 13-14 at Salt Shed.
Executive Producer Simone Alicea
🎉 Can’t-Miss Fest: Pride Fest June 22-23 in Northalsted
❓Why: The joy. Plus, the lineup offers big names throughout the day from JoJo Siwa and Bob the Drag Queen in the afternoon to Natasha Bedingfield and Amber Riley in the late evening.
☀️ The Rest of Summer: For the hype, Jeff Fest July 12-14 in Jefferson Park. For a fest with a twist, Throwback Music Fest Sep. 6-8 in Norwood Park. For the food, World Dumpling Fest Sep. 21 in Logan Square.
Producer Michelle Navarro
🎉 Can’t-Miss Fest: Fiesta del Sol July 25-28 in Pilsen
❓Why: The history. The first fest celebrated the community’s successful efforts to pressure the Chicago Board of Education into building what is now Benito Juarez High School.
☀️ The Rest of Summer: Pack your fests into one weekend. In addition to Fiesta del Sol, Wicker Park Fest and the Chinatown Summer Fair take place the last weekend in July.

People eat Korean chili chicken bites and sour dumplings during the Taste of Chicago in downtown Chicago in 2023. (Vincent D. Johnson / Xinhua / Getty)
Where to Eat
If you wanted, you could plan your entire summer just around Chicago’s food festivals. Here are some of the food-focused fests that we’re saving room for.
For Eating Your Fill…
Make sure you leave room for the weekend of July 19-21 when you can catch both Tacos y Tamales in Pilsen and the Roscoe Village Burger Fest.
For Exploring Chi’s Neighborhoods …
The Taste of Chicago will once again run pop-ups in Rogers Park in June, Marquette Park in July, and Pullman Park in August before the September fest in Grant Park. You can also catch the Taste of River North July 19-21, Taste of Polonia in Jefferson Park Aug. 30-Sep. 2, and Taste of Greektown Sep. 6-8.
For Some Brews …
Ravenswood will hold two different beer-focused fests: Catch the Malt Row Beer Stroll on June 26 and Ravenswood on Tap July 20-21. Lincoln Park will also hold Craft Beer Fest July 5-7.

Who can create the best music fest lineup? (Lacrossewi / Wikimedia Commons; swimfinfan / Flickr)
Music Fest Faceoff
In addition to the plethora of neighborhood festivals in the city, Chicago is home to two of the biggest music festivals in the country: Pitchfork (July 19-20 at Union Park) and Lollapalooza (Aug. 1-4 at Grant Park).

The Bud Billiken Parade in 2021. (Jacoby Cochran / City Cast Chicago)
Other Fests on Our Radar
Here are some other fests we talked about during festival week on City Cast Chicago.
June
- Taste of Randolph | West Loop | June 14-16
- Taste of Chicago Pop-Up | Rogers Park | June 15
- Juneteenth Village Fest | North Lawndale | June 15
July
- Craft Beer Fest | Lincoln Park | July 5-7
- Chosen Few Picnic & Festival | Jackson Park | July 13
- Tacos Y Tamales | Pilsen | July 19-21
- Taste of River North | July 19-21
- Colombian Fest | North Park | July 19-21
- Bantu Fest | Hyde Park | July 27-28
August
- Bud Billiken Parade | Bronzeville | Aug. 10
- The Great American Lobster Fest | Navy Pier | Aug. 10-11
- Chicago Air and Water Show | Lincoln Park | Aug. 10-11
- Northalsted Market Days | Aug. 10-11
September
- Taste of Greektown | Sep. 6-8
- Printer’s Row Lit Fest | Sep. 7-8
All Summer
- Ravinia Summer Festival | Highland Park | Varies
- Maxwell Street Market | Varies
- Sundays on State | Loop | Varies








