Chicago Festivals

05/29/2026

05/16/2026

Welcome home, Logan Square🏡 Three nights of incredible music in one of Chicago's most iconic green spaces. Headlined by Porches, Bad Bad Hats, and Catie Turner, plus some of the best local artists this city has to offer. Free with suggested donation. June 26, 27 & 28. Visit logansquareaf.com for more.

05/15/2026

05/14/2026

https://amdurproductions.com/lincoln-roscoe-art-and-craft-fair/?fbclid=IwY2xjawRylX1leHRuA2FlbQIxMABicmlkETFXd2hRRXNNZ3BQbGJLcXNJc3J0YwZhcHBfaWQQMjIyMDM5MTc4ODIwMDg5MgABHq4VGSx5JQWQKUSrvq8FZKIlFgOCE9jTYumDIiPWrPH70wr6LDcwxuBUyjcu_aem_lEqAPCKcVUZOogQ6EkooiQ

Plan your day at the Lincoln Roscoe Art+Craft Fair! This event, hosted by Special Service Area 27, is free and takes place on Lincoln Avenue between Roscoe and Melrose Streets. Returning to Chicago on May 16 and 17 this northside event features art for the home including fabulous paintings, sculptur...

05/14/2026

https://www.chicago.gov/city/en/depts/bacp/supp_info/foodtruckfest0.html?fbclid=IwY2xjawRykPRleHRuA2FlbQIxMABicmlkETFXd2hRRXNNZ3BQbGJLcXNJc3J0YwZhcHBfaWQQMjIyMDM5MTc4ODIwMDg5MgABHhDRirEtCM9XhITcSEWjzljMmRBFwyPJXxfIu8fTCHOamNr3aB4pQ1ZXAnaf_aem_9Oir2gMoOOBdDsEx0ZraxA

The Chicago Department of Business Affairs and Consumer Protection (BACP) hosts the popular Chi Food Truck Fest. The fest features a rotating selection of food trucks from around the city and is a great opportunity to support small businesses. The fest is a long-standing commercial corridor activa...

05/13/2026

05/13/2026

https://chicago.suntimes.com/music/2026/05/08/chicago-cabaret-week-2026-new-venues-stars-garters-bughouse-redhead-piano-bar?fbclid=PAZnRzaARwn3RleHRuA2FlbQIxMQBzcnRjBmFwcF9pZA8xMjQwMjQ1NzQyODc0MTQAAacmOLybzIas0hm36boGzHFQlZ1f0D0MEI2Dh80XtLrqs_fesR9vTpnGozNfLg_aem_hLm-ZwxU7sXovMzZS2Y05A

The music festival kicks off Friday and runs through May 17. Here are three acts to see.

05/06/2026

https://www.wbez.org/things-to-do/2026/05/06/millennium-park-summer-music-full-lineup-schedule?fbclid=IwY2xjawRoWUdleHRuA2FlbQIxMABicmlkETFrRzhtVzlZN0V0Um5WUXBrc3J0YwZhcHBfaWQQMjIyMDM5MTc4ODIwMDg5MgABHrQVstyxsUEYpxttU9l2SDCGaXqqQKQNQ7mC3R10jM9_9kLUFi6QE6KezwEQ_aem_JsBhvHQKq1FEFV9RGJvvSA&utm_campaign=mrf-facebook-wbez915&mrfcid=2026050669fb59b34c77262e8806d49f

This year’s free summer music series opens June 15 and closes Aug. 6 with a night featuring South Side-born and bred rapper Matt B, who won a 2025 Grammy for a collaboration with the Royal Philharmonic.

06/04/2025

https://www.ribfest-chicago.com

Ribfest Chicago returns for its 25th Anniversary in 2025 - presented by Sweet Baby Ray’s!Join the celebration on June 6th, 7th, and 8th! Ribfest Chicago takes place every summer in the Northcenter neighborhood! Celebrating 25 years of BBQ, Ribfest Chicago continues to be Chicago’s most anticipat...