Do Division Street Festival

It's a glorious time in Chicago. The temperatures are rising and outdoor festivals are returning. Chicagoans favorite summer pastimes are eating, drinking and socializing in the outdoors and here the places to do all of them in this May. 

Mayfest at Ashland and Barry (May 16 - 18)


This fest is often considered the start of summer for Lakeview residents. An outdoor beer garden, food vendors and three evenings of much loved local musical acts usher in   the season. This year features a coloring contest for the kiddos, a pet parade on Sunday and Chicago cover bands Two White Crew, Wedding Banned and Hairbangers Ball. Admission to Mayfest is $10. 

Riverfront Mayfest at Grand Ave and the Chicago River (May 16 - 18)

A newcomer on the scene this year, Riverfront Mayfest promises a big debut. Three nights of themed live music in the Chicago Tribune's Festival Lot along the riverfront will be the perfect way to kick off summer. Friday features a ‘90s night with No Doubt, Red Hot Chili Peppers and Sublime tribute bands. Saturday looks like highlight Chicago's local talent and Sunday is full of country music! Three-day passes are $20 and single day tickets start at $8.

Maifest Chicago at Lincoln and Leland (May 29 - June 1)


The German heritage-specifically its close associations to food, beer and dancing-lends well to Chicago's street fest scene. Maifest celebrates German culture with tradition entertainment, both music and dance, and a culinary sampling from across the city.

Festival del Taco at 26th and Kostner (May 30 - June 1)

Chicago is known for many things, its tacos included. Celebrate the tortilla-wrapped treats at this block party. Of course their will be plenty of Mexican cuisine but Festival del Taco also offers music, shopping and arts & crafts.

Do Division Street Fest & Sidewalk Sale at Division and Ashland (May 30 - June 1)

Do Division Street FestivalOne of the best neighborhoods for dining and drinks in the city brings the best in music and fashion to the streets for this annual party. This year the music lineup is as fine tuned as ever, bringing bands like High On Fire, People Under the Stairs and Someone Still Loves You Boris Yeltsin in town as well as featuring some of Chicago's most talented up and comers like JC Brooks & The Uptown Sound. Just because the music is fast and loud, that doesn't mean this festival isn't kid friendly, check out the Family Fun Fest on Sunday and spend the remainder of your time exploring the street fest's bakeries, salons, designers and artists. There is a $5 requested donation at the gates.