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Great Lakes Holidays

Chicago Festivals

Taste of chicago festival IL

From May to September, the lakefront, Grant Park and various neighborhoods come alive with festivals nearly every weekend.

Ethnic, music, food – you pick the theme – they’ve got the party!

A Taste of Chicago is a mega-food fest with over 65 restaurants participating over 10 days offering cooking demos and samples galore.

Chicago’s Jazz Fest is the city's longest-running lakefront music festival featuring local, national and international performers.

Lollapalooza features alternative rock, hip hop, and punk rock bands, dance and comedy performances and craft booths.

Have a real "flashback" weekend at Retro on Roscoe.  The event features more than 30 bands on three stages playing cover tunes from the '70s, '80s and '90s, an antique car show, arts and crafts, cooking demos, beer and food from neighborhood restaurants – plus – the Windy City Chili Cook-Off!

This really is just a small sampling – please check with us before your Chicago visit so we can give you the full event scoop!